Home Vacation Home Rentals By Owner In Chincoteague Island, VA

Showing 20 Of 258 Vacation Rentals
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Exceptional(3)

$534.89

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Private Vacation Home

Blue Marlin | Stunning Bayview Home w/ Long Dock for Boats, Sunset Porch Views & Pet Friendly

Chincoteague Island, Virginia, United States

Blue Marlin is a brand new home that is now available exclusively - you will NOT want to miss your opportunity. Visitors from all around fall in love with the charm and beauty of our small town. Blue Marlin is nestled just a few short minutes from the heart of our downtown and offers everything you will need to enjoy a true Island vacation. Spectacular views are abound from just about every room of this gorgeous home. From the time you enter, become enamored with the fresh, beach-like feel of this well thought out Island Home. Blue Marlin offers first floor living, complete with a half bath off of the well-equipped kitchen, a king sized bedroom with beautiful bay views, TV, and en-suite bathroom. Upstairs you will find a spacious sitting entertainment area featuring a sleeper sofa and large TV, as well as two bedrooms. Each bedroom is tastefully decorated and comfortably furnished for a wonderful vacation stay. There are two twin beds, as well as a queen sized bed (with 40 in. TV) upstairs, along with a full bathroom. You may take notice to the many handcrafted furnishings in the home that the owners have taken great pride in creating. Blue Marlin offers front porch sitting, breathtaking sunset views, an outdoor grill, long dock with ladder, (yes, bring your boat!) - there's even extra parking for your boat trailer (behind the yellow house). Everything you need for a perfect vacation is here.. Oh, did we mention this home is pet friendly too ! brbr- No smoking is permitted on the premises. br- Linens and towels are included with your reservation.br- This property is pet friendly with a pet fee per pet. Pet fee is $150 per pet. All pets must be disclosed prior to arrival.br- Any reservations made for a future year (known as Advanced Reservations) are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.
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Bath 2

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Sleep 8

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Exceptional(37)

$285.37

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Private Vacation Home

Albion by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Albion - Set sail for the Chincoteague Vacation of your dreams!br br Welcome to Albion and the best Chincoteague Island Vacation you have ever had! This phenomenal, one-of-a-kind dream home is located on Willow Street, right in the heart of the island, and near everywhere you want to be. Lush, tropical landscaping will welcome you as you pull into the custom circular driveway, with parking for 3 cars. This spectacular home will take your breath away - and you haven't even entered yet!br br As you enter Albion, you'll find a stunning Sunroom with not only an Eating Area, but also comfy wicker furniture for relaxing. Little touches, like the unique chandeliers in this room, will absolutely delight you, and colors of Sea Glass and Sand will instantly put you into Vacation Mode. What a great place to snuggle up with a good book and enjoy a little time to yourself. As you move from room to room, you won't believe the spaciousness of this Custom Home!br br The Family Room is next, with an oversized Sectional Sofa, and Flat Screen TV with Roku. A great room to stretch out and watch a movie or enjoy the Free WiFi after a day of fun and sun on the beach. The tasteful Nautical Decor, Custom Tile, and beachy white furniture throughout will sooth your soul. This huge area opens to the Dining Room with seating for 8 and whimsical lighting. Enjoy fresh Chincoteague Seafood here, or dine Al Fresco on the huge Screened Porch which lines the entire back of the home! There are several tables in the Porch with enough seating for at least 8 people, or have a Crab Feast on the Patio with Picnic Table! So many options and different spaces to spread out and explore in this incredible home. br br Think of mealtime as a chore You won't in this Custom Kitchen with Granite Countertops AND floors, high-end Stainless Appliances, and everything you could possibly need to prepare wonderful family meals! Don't feel like cooking You are a mere 2 minute car ride, bike ride, or stroll from many fabulous Chincoteague Island Restaurants. You know you've been craving our famous oysters! Just off of the Kitchen is the Laundry Area with high-end Washer and Dryer.br br As you wander through yet another set of fabulous French Doors, you'll find yet another Living Area! Beautifully decorated with comfortable furniture and tones of sand and sea, this is a wonderful room to simply enjoy relaxing with friends and family in - taking the time to disconnect and catch up. Tons of natural light fills this room with several Skylights and lovely windows. You'll take in views of the gorgeous backyard from here, and can even keep an eye on the kids playing in the yard while relaxing and enjoying some adult time. The Outdoor Living at Albion will blow you away. Not only is there the large Screened Porch with dining furniture and an awesome Hammock, there is a large Patio with a gas grill and picnic table, AND a spectacular Gazebo! Just imagine listening to the birds with your morning coffee on the Gazebo, or ending your day with a glass of pinot while the catch of the day is grilled up! An enclosed Outdoor Shower rounds out the backyard, which by the way, you'll never want to leave!br br Albion has a 1st Floor Master Bedroom with Queen Bed, Flat Screen TV, and access to the 1st Floor Master Bathroom. This beautiful room also has a large closet and exquisite touches such as the Custom Windows. The Tilework in the Bathroom will mesmerize you with the different colors and textures, and amazing mirror built right into the wall!br br Upstairs you will find 3 more Bedrooms with gleaming Hardwood Floors, and another Full Bathroom. Bedroom 2 has a King Bed, and Bedroom 3 has 2 Twins with one Twin Trundle. You'll love the Vanity and Make-up Table in this Bedroom - so charming. Bedroom 4 has Twin Bunkbeds with a Twin Trundle - a great room for the kids! The 2nd Full Bathroom is shared between these rooms and has Custom Tile that will leave you speechless, it is that stunning! A Vacation Home that will delight the senses is what you will find here - Call today to book your getaway! LINENS INCLUDED, NO SMOKING, NO VAPING, NO PETS. FAMILIES ONLY AND MUST BE AT LEAST 25.
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Bath 2

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Sleep 10

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$289.99

/ Nightly
Private Vacation Home

Bonneau's Beach House by Seaside Vacations and Sales

Chincoteague Island, Virginia, United States

Welcome to Bonneau’s Beach House, where you will make lasting family memories where salty breezes, sandy toes, and unhurried days at the beach bring everyone together!brbrThis phenomenal End-Unit Townhome is located in a wonderful little community, Silver Sails. One of the most unique and wonderful features of this Neighborhood is that it has a spectacular Community Swimming Pool for you to enjoy after a day on the Beach! This is a rarity on Chincoteague Island and your family will love having this amenity! Silver Sails is tucked in the middle of Chincoteague Island, with easy access to everywhere you want to be!brbrBonneau’s Beach House.....where to begin This stunning 3 Bedroom/2.5 Bath Townhome has it all! Tucked away on a quiet, private cul-de-sac and backing to a gorgeous Tidal Creek, you will want to spend as much time outside as you will inside! Upon entering, you'll be swept away by the soothing colors of Sand and Sea. High ceilings, floors reminiscent of a stroll on the boardwalk, and pale blue walls make Bonneau’s light, bright, and beachy. As you wander down the Hall to the Living Area, you will be welcomed by awe-inspiring Views of the Tidal Creek and nothing but beautiful Nature. brbrRelax in the luxurious Living Area after a fun-filled day of exploring Chincoteague, and enjoy the Free WiFi, Flat Screen Smart TV, High-End Furnishings, and even a Cozy Fireplace for chilly off-season nights. With a wonderful Open Floor Plan, the Living Area opens to the spacious Dining Area and truly a Chef's Kitchen. Mealtime will be a bay breeze in this incredibly well-equipped Kitchen with all the comforts of home and awesome Water Views. There is plenty of seating in the Dining Area with seating for 6, and the Breakfast Bar is perfect for quick meals before hitting the Beach. brbrJust off the Living Area, you'll love hanging out in the wonderful Sunroom with comfy furniture, another Flat Screen TV, and amazing Water Views. Just imagine relaxing here with a glass of wine as the sun sets, ahhhh. That isn't all...this Outdoor Wonderland has Adirondack Chairs with your name on them at the water’s edge - all facing lovely Water Views. The kids will love catching Crabs and listening to the Tree Frogs sing as Mom and Dad take a breather. brbrBonneau’s Beach House sleeps 8 more than comfortably in 3 Bedrooms, featuring a 1st Floor Master Bedroom with King Bed, and a spacious Master Bath with Tub/Shower Combo. There is also a convenient Half Bath just off the Living Area. Upstairs, Bedroom 2 has another Queen and gorgeous colors of sea glass, and Bedroom 3 is perfect for the kiddos with 2 sets of Twin Bunkbeds. A 2nd Full Bath with Tub/Shower Combo is shared. brbrThis incredible Vacation Home truly has it ALL - and don't forget about the Community Pool, only a very short stroll from your front door! Enjoy all that our wonderful Island and Assateague National Seashore have to offer, and do it in style at Bonneau’s Beach House!brbrTraveling with another family, or having a reunion Rent Bay Pony - which is right next door - as well, and have room for the whole gang! brbrSeaside Vacations does not allow group rentals to guests under age 25. NO SMOKING AND NO PETS. Therefore, online bookings for group rentals will not be honored. Every effort is made to ensure that all information and photographs in Seaside Vacations' advertising are accurate and complete. Rate information for properties is subject to change and the quote provided online is only valid at the time of booking. Seaside Vacations cannot be held responsible for possible typographical errors; omissions; price changes; changes in taxes; changes to Terms and Conditions; or changes made by vacation home owners in furnishings, equipment, or bed arrangements. Building has Exterior Security Cameras. For safety and insurance reasons, the storage or charging of electric bikes (E-Bikes) or E-Bike Batteries is strictly prohibited inside the unit, on balconies, patriots, or in any common area associated with this property with exception of the bike rack. Guests are not permitted to bring e-bikes or e-bike batteries into the unit or to charge them using any outlet or power source on the premises. Violation may result in immediate termination of the rental agreement.
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Bath 2

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Sleep 8

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Exceptional(51)

$331.32

/ Nightly
Private Vacation Home

Slack Tide by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Slack Tide - You're on Island Time now......brbr SUNDAY CHECK-IN DURING PEAK SEASON Pet Fee is $100 per Dog - anything more than 2 dogs must be pre-approved.br br Slack Tide - by its very definition is a time when the water is completely unstressed. This is a short period of time, kind of like your vacation, but such an important time. We cannot think of a better name for this lovely Vacation Home, that upon entering, you will feel yourself beginning to decompress. Located in Piney Island, a lush Community which happens to be one of the closest to Assateague National Seashore, Slack Tide will not disappoint.br br Surrounded by tall, whispering Pines with the Assateague Channel only steps away, breathing in this air will fill your senses with excitement and curiosity. Slack Tide offers everything you dream of for your Chincoteague Island Vacation, both inside and outside. br br The Perfect Layout for your family.......br Upon entering Slack Tide, you'll love the large Mud Room decorated in Chabby Chic Coastal Decor. This leads to the spacious Dining Area with Soaring Ceilings and Exposed Beams - completely charming. Pale blue walls & light floors pop with hints of navy blue. The spacious Dining Table seats 8, with additional seating at the Breakfast Bar. You'll love the Bookcase the owners have provided filled with family games, puzzles, and books, and there is even a Game Table for enjoying them. Just around the corner, the very well-stocked Kitchen will please the Chef in the family, and has every gadget you could want to prepare Family Meals. You will love being able to dine indoors or Al Fresco on the incredible Deck out back with a Fire Pit. Don't feel like cooking You are only minutes away from many dining options including Famous Pizza, The Village, Woody's, and more.br br Slack Tide offers convenient one level living and sleeps 8 people, with only a small step between the Kitchen and Living Area. The layout of this lovely home, with 2 separate sides of the house, makes it perfect for one family or two families to share. Bedroom 1, which is on the way to the Living Area, is perfect for the kids and is decorated in an adorable Lighthouse Theme. This cozy room sleeps 3 in a Pyramid Bunk. Bedroom 2 features a Queen Bed and is adorned in lovely Coastal Colors. Bedroom 3, the Master Bedroom, is located in the newer portion of the home. Not only is this room beautifully furnished, lovely French Doors lead to a small Deck and access to the Backyard & Outdoor Shower. Finally, there is a Full Size Futon in the Extended Living Area. And with 2 Full Bathrooms, there will be no waiting in line when showers are in order!br br The warm and inviting Living Area is a wonderful spot to relax and share stories of the day's adventures. With Central AC, Free WiFi, and Flat Screen Cable TV/DVD, you'll love sinking into the comfy furniture. The kids will have fun playing the WII Console when a little down time is needed. The thoughtful Owners of Slack Tide have provided a multitude of books, games, and movies for your enjoyment, as well. br br Fabulous Outdoor Living.....br Not only is Slack Tide an incredible Vacation Home inside, it offers super fun Outdoor Living, as well! The huge, shady yard offers respite from the hot summer sun, and you will love the huge multi-tiered Deck with Dining Table for 6. What a great place to enjoy some Local Crabs or grill the Fresh Catch of the Day on the Charcoal Grill. The lush yard is fenced-in, making it perfect for your furbaby (Dogs Only) - there is even a Doggie Door leading to the Backyard from the Mud Room. There are several seating areas to enjoy the beauty, and the enormous Fire Pit surrounded by relaxing Adirondack Chairs will be the perfect place to gather after a fun-filled day on the Beach. After dinner, you can toast marshmallows with the marshmallow forks provided! An Outdoor Shower with hot & cold water is a great place to begin your day or rinse off after playing on the Beach. A Guest Shed has thoughtfully been provided for you to store your beach toys and chairs, and also provided for you is crabbing equipment, a tandem bike, beach chairs, boogie boards, corn hole, an
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Bath 2

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Sleep 8

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Exceptional(28)

$256.09

/ Nightly
Private Vacation Home

Beautifully updated cottage near Historic Downtown by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Victorian Cottage - An Elegant & Whimsical Vacation Destination!br br br So, you'd like to be only minutes from the Beach, close to Shopping and Dining, able to walk to the park that has THE best Sunsets anywhere, and stay in an affordable, yet awesome Vacation Home You may think that is a tall order for us to fill, but it's not! Welcome to Victoria Cottage on Church Street - This truly delightful 3 Bedroom/ 2.5 Bath Victorian Vacation Home has all you need and then some. Located just off of Main Street, you can walk or ride your bike to everywhere you want to be!br br You will feel as if you are in a bygone era upon entering this breathtakingly beautiful home. Garnished with charming Gingerbread Accents, the quaint Screened Porch on the front of the house is a great place to sip Sweet Tea or enjoy your morning coffee as you watch our famous Chincoteague Ducks waddle down the street. As the gorgeous Foyer with gleaming Hardwood Pine Floors welcomes you, you know you made the right choice. This lovely home, decorated in rich greens, pinks, and blues, with a Victorian Antique Flair, sleeps 8 people very comfortably. br br The Living Area is a great place to relax after a day exploring our Island, with oversized, comfortable furniture, Central AC, Free WiFi, and Flat Screen Cable TV. You will feel as if you're at Grandma's Beach House, yet with all of the modern amenities you just have to have. You will love the Victorian Era Artwork and period pieces throughout the home. The huge Dining Room is perfect for large Family Meals or quick Breakfasts on the go before hitting the Beach. br br The spacious, modern Kitchen will delight the Chef in your Family with every modern convenience one could want and is very well-stocked. You can also grill the Fresh Catch of the Day in the backyard on the Charcoal Grill and dine Al Fresco! And if you don't feel like cooking, you are just around the corner from Don's Seafood, Bill's, ChincoTiki, and more! You are also mere steps from Robert Reed Park, home of the famous Love Chairs, and the site of Free Concerts, Movie Nights, and many other fabulous events throughout the year. And, you will find no better place to take in one of our astounding Chincoteague Sunsets, I promise. br br Also on the first floor is a convenient Half Bath, and Bedroom 1 with a Queen Bed and TV/DVD. Each room in Victorian Cottage feels as if it were pulled from a romantic B&B. Heading upstairs, you will appreciate the Laundry Room with Full Size Washer & Dryer located on this level. Enormous Bedroom 2 houses 2 Queen Beds, a TV, and is beautifully decorated with antiques and floral wallpaper. You will enjoy lovely views of the lush backyard from here, as well. Spacious Full Bathroom 1 is also upstairs with a Tub/Shower Combo and rich mauve walls. Bedroom 3, the Master Bedroom, has a Queen Bed and tons of space. The Master Bathroom is spa-like with rich green walls and an enormous Jacuzzi Tub, which also has a shower.br br One of our favorite things about Victorian Cottage is the very cool upstairs Deck with access just off the Master Bedroom. From here, you can catch views of Downtown Chincoteague and the Bay. It's a wonderful place to relax as the sun rises or sets. There are so many special touches to this much loved home. Make this the year you discover all that is wonderful about Victorian Cottage on Chincoteague Island.br br Victorian Cottage - A wonderful vacation journey that combines the best of the past and the present. br br Seaside Vacations does not allow group rentals to guests under age 25. Therefore, online bookings for group rentals will not be honored.
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Bath 2

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Sleep 7

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Exceptional(23)

$407.91

/ Nightly
Private Vacation Home

Saltwater | Bayfront + Sunset Views + Shared Dock + Pet Friendly

Chincoteague Island, Virginia, United States

Welcome to 'Saltwater', formerly known as 'Logan's Sunset.' A lovely 2 story waterfront townhouse on Chincoteague Bay with gorgeous views from both floors. Experience beautiful sunsets and NASA rocket launches from the front balcony. The screened back porch offers a great source of private outdoor entertainment as it boasts a comfortable six-person dining area. All three bedrooms have their own flat screen tv with cable. The main bedroom includes a desk perfect for working from home, virtual learning and streaming. Saltwater includes high-speed internet and free Wi-Fi. The main bedroom has it's own ensuite full bath with jetted tub/shower. The additional bedroom has a private full tub/shower. The 3rd bedroom has a bunk with two full size beds with an additional twin bed. Guests can also enjoy the coastal outdoor shower. The private expansive 600 foot shared deep water dock provides hours of endless Saltwater fun! brbrNeed more space Rent Sunset Dreams right next door! brbrSaltwater has a fully stocked kitchen including an outdoor charcoal grill.brbr- Linens and towels are included with your reservation.br- No smoking is permitted on the premises. br- This property is pet friendly with a pet fee per pet. Pet fee is $150 per pet. All pets must be disclosed prior to arrival. br- Any reservations made for a future year (known as Advanced Reservations) are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.
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Sleep 8

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Exceptional(18)

$260.38

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Private Vacation Home

Island Escape: Bikes, Kayaks, Grill, Firepit, Beach Gear, Large Quiet Property

Chincoteague Island, Virginia, United States

Welcome to Happy Ours! Relax with the whole family at this peaceful Chincoteague home. Walk to the park (Pony Swim!). This beachy cottage offers all the charm with plenty of space, in a quiet area with a huge property. This is a family home that we enjoy with friends & family year-round. We would love to share that experience with you!brbrIf we can do anything to make your stay more enjoyable, don’t hesitate to reach out, and please kick back and relax and enjoy all that Chincoteague has to offer!brbr-- Update! We now have a dishwasher!brbr-- Large detached garage with kayaks (life jackets not provided), charcoal grill, bikes, boogie boards, beach chairs, and other beach items.brbr-- Pony Swim goers! You can walk to the Pony Swim from our house in just a few minutes. Plenty of parking as well. Most of the time, the saltwater cowboys with the Reed family walk right through our front yard!brbrOur home is the perfect getaway for those looking to escape the hustle and bustle of the city and enjoy a peaceful vacation. The house is located in a quiet residential area, with easy access to the beach and other attractions.brbrThe house features 2 bedrooms, 1 bathroom, and a spacious living area that is perfect for entertaining that also offers a queen bed. The kitchen is fully equipped with all the necessary appliances and cooking utensils for you to whip up delicious meals during your stay.brbrThis house has been in our family since it was built in the 1940s. The house was smaller back then but had an addition put on sometime later. We bought the house from the family a few years ago and have been renovating it a little at a time. We have put a lot of work (and heart) into keeping the charm of the house while trying to update it with some conveniences. With all of this being said, we hope you are comfortable and enjoy the house as much as we do.brbrStep outside and you`ll find a beautiful backyard with a barbecue grill and plenty of seating for you to enjoy the fresh air and sunshine. In the evenings, gather around the fire pit for some s`mores and stargazing.brbrYou will see plenty of deer, geese, and ducks on the property at any given time. The porch is an amazing place to sit at the end of the day with a cold drink and watch the sunset. If we can do anything to make your stay more enjoyable, don’t hesitate to reach out, and please kick back and relax and enjoy all that Chincoteague has to offer!brbrChincoteague Island is known for its stunning beaches, wildlife refuge, and historic lighthouse. Take a stroll along the beach, go fishing, or enjoy a boat tour to see the famous wild ponies.brbrWe are confident that you will love staying at our house and exploring all that Chincoteague Island has to offer. Book your stay today and get ready for a relaxing and unforgettable vacation!brbrYou will have access to the entire home and large property for grilling and chilling!brbrI am available by phone or email if you need anything during your stay.
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Bath 1

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Sleep 6

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Exceptional(8)

$506.8

/ Nightly
Private Vacation Home

Carriage House by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Carriage House - Relax, Rejuvenate, and Reconnect……brbrThe best things in Life are the people you love, the places you go, and the Memories you make! If you’ve been looking for that special place to make incredible Vacation Memories, you’re going to fall in love with beautiful Carriage House in Oyster Bay II! AND, your family dog (2 max) is welcome with a $100 Pet Fee each, so no one is left behind on this Family Vacation!brbrCarriage House is like a Southern Living breath of fresh air - easy, breezy, and beachy. Tucked on a super quiet street on the Northside of our Little Island by the Sea, you’ll be close to everywhere you want to be, but feel a million miles away from the real world. Oozing Southern Charm and hospitality, and adorned in bold red and crisp white, the Front Porch beckons you to sit a spell and sip Sweet Tea. Y’all are never going to want to leave Carriage House….brbrThe Living Area is sure to be the heart of your family gatherings with Colors pulled from Nature - Warm Browns, Beachy Blues, and Bamboo Flooring. Sink into the comfy Sofas (both are Sleepers) and enjoy Free WiFi and Flat Screen Streaming TV, or grab a good Book - maybe even Family Game Night! The thoughtful Owners have provided an abundance of Books, Games, and Puzzles for your enjoyment - there’s sure to be something for everyone in your group! There’s even a cozy Fireplace for those chilly Off-Season Stays (Oct - March) - Carriage House is truly a home for all Seasons. brbrWe love the Open Layout Carriage House offers - there’s plenty of room to spend time together without ever feeling crowded. The Living Area opens to the spacious and well-equipped Kitchen and Dining Area. There’s a large Dining Table that seats 8, plus a few more seats at the Breakfast Bar. Dine in the comfort of Central AC, or on the Screened Porch with both a Dining Set, and some comfy furniture just for relaxing. Surrounded by whispering trees and grasses, it’s a private and peaceful place to spend time. brbrThe huge Kitchen has all the comforts of home, plus beachy White Cabinetry, Granite Countertops, and Stainless Appliances. Everyone will enjoy their favorite coffee - Carriage House has a Coffee Maker, Keurig-type Brewer, and even an Espresso Machine! Take that cup of coffee to one of multiple Decks and Porches, and watch the sun come up, and the island come to life. Whip up some burgers on the Gas Grill, and dine in the comfort of Central AC, Al-Fresco on the Screened Porch, or give yourself a break, and wander to one of many great dining options nearby! Just off the Kitchen, you’ll find the Laundry Area, and a Full Bath with Walk-in Shower.brbrAlso on the 1st Floor is Bedroom 1, which is a Master Bedroom with a comfy Queen Bed, Sitting Area, Flat Screen TV, and En-Suite Full Bath with Walk-in Shower. The Bedroom is dressed in beachy blues and sandy beige, and is such a serene retreat. brbrCarriage House sleeps 12 in 4 Bedrooms more than comfortably, plus the Sleeper Sofas in the Living Area give you a little more variety with sleeping arrangements. Bedroom 2 is bright and sunny, and sleeps 5 with a Queen Bed and Full Bed with Twin Trundle! There’s also a Flat Screen TV and Sitting Area. Bedroom 3 also has a Queen Bed and Flat Screen TV. Finally, Bedroom 4 will be perfect for the kiddos with a Pyramid Bunk (Twin over Full), and yet another Flat Screen TV. There’s another Full Bath with Tub/Shower Combo convenient to all Bedrooms. brbrAs if the inside wasn’t perfect enough, just wait until you see the outside! Carriage House has a large Wrap-Around Deck with areas to sit and hang out, as well as grill the fresh catch of the day, which hopefully you caught! After dinner, wander into the yard for a game of Horseshoes at the Horseshoe Pit, or just listen to the Tree Frogs sing while you relax on the Porch. There’s also an Outdoor Shower for rinsing off after a day of play at the Beach. A great area for Bike Riding, feel free to bring your Bikes, or rent them on the Island. brbrCarriage House encompasses everything we love about Family Vacations - a gorgeous Home with lots of space to spend time together without ever feeling crowded, a ton of Amenities, and a beautiful yard to run and play in. Combine this with the fact that you’re less than 10 minutes from one of the cleanest, most spectacular Beaches in America, and well, you’ve hit the jackpot at Carriage House! brbrFriendly Dogs welcome with $100 Pet Fee each - must be pre-approved, and current on Vaccinations and Flea/Tick Preventative. Seaside Vacations does not allow group rentals to guests under age 25. Therefore, online bookings for group rentals will not be honored. Every effort is made to ensure that all information and photographs in Seaside Vacations' advertising are accurate and complete. Rate information for properties is subject to change and the quote provided online is only valid at the time of booking. Seaside Vacations cannot be held responsible for possible typographical errors; omissions; price changes; changes in taxes; changes to Terms and Conditions; or changes made by vacation home owners in furnishings, equipment, or bed arrangements. LINENS INCLUDED, NO SMOKING, NO VAPING. FAMILIES ONLY AND MUST BE AT LEAST 25.
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Bath 3

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Sleep 12

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$352.85

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Private Vacation Home

Mainstay by Seaside Vacations and Sales

Chincoteague Island, Virginia, United States

Welcome to Mainstay on Chincoteague Island! True to its name, Mainstay is your steady anchor on Chincoteague Island—an inviting coastal retreat where comfort, calm, and island living come together, oh, so beautifully. This incredibly special home is tucked on North Main, just a hop, skip, and jump away from Assateague National Seashore, where our famous Wild Ponies roam free, yet you’ll feel a million miles away from the daily stresses of the real world. As you climb the stairs to the covered Front Porch, you glance at those comfy Adirondacks - and then at the gorgeous Chincoteague Bay - and you can already feel that you’ve made the right choice. Just imagine relaxing here with your morning coffee as you watch Herons, Eagles, and Egrets fish for their morning meal - there’s nothing quite like it!brbrPerched on pilings, Mainstay has a true presence about it - strong, yet so warm and welcoming. Perfect for families or for friends traveling together with 3 Bedrooms and 2 Full Baths, we are so in love with its unique layout and special touches. Kick off your flip flops in the spacious foyer, and let the fun begin - you’re on island time now!brbrYou’ll love kicking back in the Living Area after a fun-filled day at the Beach and enjoying Free WiFi and Flat Screen TV - there’s even a Fireplace for those chilly off-season stays - one of our favorite times here on Chincoteague! With beachy white built-ins, warm wood floors, and high-end, super comfy furnishings, it will instantly put you into vacation mode. There’s tons of space for everyone to gather together, without ever feeling crowded. We just love the Local Chincoteague art and nautical touches throughout the house! As you relax on the sofa, you can’t help but notice the huge octagonal Loft above you that opens up the entire space, and overlooks the Living Area. This truly one-of-a-kind home is going to leave you speechless!brbrThe Chef in your group will love the light and bright Eat-in Kitchen with beachy white beadboard cabinetry, granite countertops, and tons of space - not to mention the stunning views through tons of windows to the water. Whipping up family meals will be a bay breeze! Not one to cook on Vacation No worries - you’re 5 minutes from many great dining options, Historic Main Street Shops and Restaurants, and of course, Robert Reed Waterfront Park - home of spectacular Chincoteague Sunsets and a great place to crab, fish, or just run and play in the park!brbrMainstay sleeps 8 in pure comfort and style in 3 Bedrooms and with 2 Fulls Baths - plus a huge Loft! On the main level, Bedrooms 2 and 3 are tucked off the Living Area, along with a gorgeous Full Bath with Double Vanity and Tub/Shower Combo. brbrBedroom 2 is serene and beachy with pale blues and colors of sand, and has a comfy Queen Bed, Flat Screen TV, and lots of space. Down the hall, Bedroom 3 is just plain FUN with 2 bunkbeds, cow-print bedding, and deep mahogany furnishings. The kids - or the kid in you - will love it!brbrWandering upstairs, you finally get to see this awesome Loft space - and it is SO awesome! A complete 2nd Living Area, you’ll find a futon and other seating for curling up with a good book, and a table and chairs perfect for family game night, or sipping your morning coffee. Also on this upper level is Bedroom 1, which is the Primary Bedroom, and it is huge! brbrDressed in colors of sand and sea, this bright, open space has a luxurious King Bed, Flat Screen TV, Work Station, and most importantly, access to your Private Deck with amazing Bay Views! Two welcoming Adirondacks are just waiting for you. Stress is not even a word in your vocabulary in this sweet, serene space! Full Bath 2 is spa-like with a Double Vanity, Soaking Tub, and Walk-in Shower with Custom Tile. It’s easily accessed from the Loft Area or the Primary Bedroom. brbrAll of this, and less than 10 minutes to one of the most pristine and natural beaches in America! Whether you enjoy sunbathing, fishing, clamming, searching for wild ponies, or taking in some history, our Little Island by the Sea is ready to deliver on your next Chincoteague Island Adventure! And Mainstay is the perfect place to make memories together that will last a lifetime. Life’s short - pack your bags - the beach is calling!brbrNO SMOKING AND NO PETS. Seaside Vacations does not allow group rentals to guests under age 25. Therefore, online bookings for group rentals will not be honored. Every effort is made to ensure that all information and photographs in Seaside Vacations' advertising are accurate and complete. Rate information for properties is subject to change and the quote provided online is only valid at the time of booking. Seaside Vacations cannot be held responsible for possible typographical errors; omissions; price changes; changes in taxes; changes to Terms and Conditions; or changes made by vacation home owners in furnishings, equipment, or bed arrangements. Vacation homes are privately owned and changes may be made to homes or their contents. Seaside Vacations reserves the right to correct any errors.
Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(78)

$843

/ Nightly
Private Vacation Home

Waters Edge - Waterfront Vacation Home on Chincoteague Island Virginia

Chincoteague Island, Virginia, United States

Waters Edge Vacation Rental is on Chincoteague Island, Virginia across from Assateague Island in a private community (Oyster Bay) with only nicely spaced homes on quiet roads (awesome for biking and if your children are outside playing). 5 bedroom, 4.5 bath, 3,020 sf living space, floating dock, and Wi-Fi.brbrFeatures:br5 bedrooms (beds for 10 with pullout couch for 2)brBoat, crab, swim, kayak, paddle board for our own private floating dock.br75' of bulkheaded private waterfront - Bring your boat!br425 s.f. screened porch with super views of the water.br3 decks and waters edge patio to enjoy the scenery, nature and sun.brCozy fireplace with firewood.brPlenty of on-site parking (6 cars) - room for your boat trailerbrArchitectural unique design with 2 bedrooms and 2 bathrooms in the tower affording additional privacy.brExterior showerbrFull amenities: 3 flat screen tv's, DVD player, wireless internet, central A/C, W&D, D/W, microwave, additional space for storage, and all cooking utensils. Protective mattress covers, bed linens, pillows, towels, etc provided (basically all linens).brCheck-In is 4 p.m.brCheck-Out is 10 a.m.brProperty recently purchased by same owners of The Selby House and the Selby House Cottage, (VRBO listing #'s 717709 and 759694, respectively) which both are highly rated with 5 stars. Waters Edge will be no exception!brbrLocal Activities:brAssateague National Seashore with unspoiled natural beachbrFamous free roaming Chincoteague Wild PoniesbrChincoteague National Wildlife Refuge and Visitors CenterbrGreat seafood restaurants - Famous Chincoteague Salt Oysters, crab cakes, clams and flounder.brWallops Island NASA base and Visitor Center with rocket launches.brPony Swim, Seafood & Oyster Fesitvals.br
Bed 5

Bed

Bath 4

Bath

Sleep 12

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Exceptional(1)

$337.41

/ Nightly
Private Vacation Home

Beach Haven | Walk to Downtown Chincoteague, Wraparound Deck, Smart TVs & Garage for Beach Gear

Chincoteague Island, Virginia, United States

If you enjoy being close to town and activities, 'Beach Haven' is most likely your perfect spot! Located on just one block off of Main Street, this lovely home is conveniently located to downtown Chincoteague Island, the movie theater, restaurants, famous Island Creamery, adventure park and more! The wrap around second-level deck is nicely furnished and inviting - it's the ideal place to relax with a cup of coffee in the morning or a cool drink after a long day at the beach. brbrAs you enter this fantastic modern home, you're greeted by an open floor plan. The main level features the living room, kitchen with breakfast bar, dining room and half bath/powder room. The lower level is entirely a two-car garage that is accessible by guests; it's a wonderful place to store your bikes or beach gear! Upstairs you'll find 3 bedrooms and 2 full bathrooms, one of them being a master bedroom en-suite. Two bedrooms feature a queen bed each, and the third (kid's) bedroom features a bunk bed (2 Doubles) and a Twin bed. brbrLets talk electronics! This home has been carefully and tastefully furnished for the discerning traveler. The living room and all 3 bedrooms all have large Smart TVs, and the kid's bedroom includes an HDMI cable for easily connecting gaming consoles, etc. You'll also enjoy amenities such as keyless self check-in and check-out.brbrCome for a week in the summer, or come for a shorter stay in the spring or fall. 'Beach Haven' is available year-round and the island is gorgeous the whole year through!brbr- No smoking is permitted on the premises. br- Linens and towels are included with your reservation.br- No pets are permitted on the premises. br- Any reservations made for a future year (known as Advanced Reservations) are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.
Bed 3

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Bath 2

Bath

Sleep 9

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Exceptional(9)

$471.25

/ Nightly
Private Vacation Home

The Porpoise of Life by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Have you ever asked yourself what the purpose of life is Here at Seaside, we believe it’s all about spending time with those that matter most, and making memories you’ll cherish forever. And if you can make the time, we’ve got the most amazing home to tell you about…..brbrWelcome to The Porpoise of Life in the very heart of Chincoteague Island. This beautiful Brand New home sits on the Waterfront on South Main - THE place to be for spectacular Sunsets, and overlooks the pristine Chincoteague Bay in the front, and Fowling Gut in the back! Stunning on both the inside and the outside, get ready to be wow’ed!brbrAs you pull into the driveway, you can’t help but notice The Porpoise of Life’s classic Coastal Cape good looks. With multiple Decks facing the Water, just imagine sipping your morning coffee while watching Herons, Eagles, and Egrets fish for their morning meal - so peaceful. In the backyard you’ll find a Private Pier and Floating Dock over the Gut - the kids will have a blast Crabbing, and the Floating Dock makes launching your Kayak super easy. And out front, you'll find a Brand New Private Pier right on the Chincoteague Bay!brbrWandering upstairs, Colors of Sand and Sea will warmly welcome you into this stunning Custom Home. You’ll love relaxing in the Living Area with Flat Screen Streaming TV and rich furnishings. You’ll sink into the Navy Leather Sectional and never want to leave - you can gaze at the Water from the sofa. There’s even a cozy Fireplace for those chilly off-season stays - one of our favorite times on our Little Island by the Sea. The Porpoise of Life’s Open Layout is perfect for how we live today - light and bright - perfect for spending time together without ever feeling crowded. brbrThe Chef in your family will adore the Kitchen with Stainless Appliances and gleaming Quartz Countertops. It’s well-stocked and ready for family mealtime. Grab a quick bite at the Breakfast Nook before hitting the Beach, or dine in the luxurious Dining Area and take in lovely Views. Just off the Living Area, you’ll also find a Sunroom just begging for Happy Hour with a fun Surfboard Bar, tons of Games to enjoy, and absolutely breathtaking Water Views. brbrThe Porpoise of Life sleeps 6 more than comfortably with 3 Bedrooms and 3 Full Baths. On the 1st Floor, Bedroom 1 has a comfy Queen Bed decked out in Nautical Navy and Crisp Red, and has a Flat Screen Streaming TV. There’s a Full Bath with Tub/Shower Combo convenient to this Bedroom and the Living Area. brbrOn the 2nd Floor, you’ll find 2 luxurious Bedrooms - a Master and a Junior Master - both with King Beds, Flat Screen Streaming TV, and Private Master Baths with Double Vanities and Walk-in Showers. Bedroom 2 also has access to a Private Water View Balcony with lounging furniture and awesome Views. The Junior Master has a rustic Coastal Appeal with rich grays and browns, reminiscent of a stroll on the Boardwalk.brbrThe Porpoise of Life is all about your Outdoor Living, as well. The kids will love exploring Fowling Gut teeming with life - oysters, fish, crabs, and more. Kick back and just “be”. brbrThe Porpoise of Life - Sky above, Sand below, Peace within….brbrLINENS NOT INCLUDED, BUT LINEN RENTAL IS AVAILABLE!brbrSeaside Vacations does not allow group rentals to guests under age 25. Therefore, online bookings for group rentals will not be honored. Every effort is made to ensure that all information and photographs in Seaside Vacations' advertising are accurate and complete. Rate information for properties is subject to change and the quote provided online is only valid at the time of booking. Seaside Vacations cannot be held responsible for possible typographical errors; omissions; price changes; changes in taxes; changes to Terms and Conditions; or changes made by vacation home owners in furnishings, equipment, or bed arrangements. Vacation homes are privately owned and changes may be made to homes or their contents. Seaside Vacations reserves the right to correct any errors.
Bed 3

Bed

Bath 3

Bath

Sleep 6

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Exceptional(7)

$480.17

/ Nightly
Private Vacation Home

Marsh Madness by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Marsh Madness - Because saltwater is simply good for the soul…..brbrBreak away from the daily grind at Marsh Madness - leave your troubles at the door, you won't be needing them here! This incredibly unique Waterfront Home truly has it all, including a waterfront Pier shared with only one other home, and is ready to make your Vacation Dreams come true. brbrLocated on Marsh Island, you'll have amazing Views of both Black Narrows Channel, the Causeway, and the Chincoteague Channel. As you take the exit for Marsh Island from the Causeway, you'll feel like you're pulling onto your own private island. With only a handful of homes here, you'll love the peace and quiet. All the festivities of Chincoteague Island are mere steps away, but you return to the sweet serenity that only Marsh Island offers. This tiny Island was formerly a Harbor for Commercial Fishermen that was converted to Waterfront Homes. You will experience Views that are simply stunning - 360 degrees of Waterfront Views of the Chincoteague Channel, Historic Main Street, the Bay, Marsh, and of course THE most incredible Sunsets to be found.brbrMarsh Madness is 3 levels of Waterfront wonderfulness that cannot be beat. As you enter this statuesque home, you’ll be welcomed by warm, beachy flooring, reminiscent of a stroll on the Boardwalk - kick off your flip flops and let the fun begin! On the 1st floor, you’ll find Bedrooms 1 and 2, along with an awesome Family Room, Full Bath, and Laundry Room. Bedroom 1 has a comfy Queen Bed and a tropical feel, with soothing coral and aqua. Bedroom 2, on the other side of the Family Room, has a Pyramid (Twin over Full Futon) Bunk and a workstation for checking emails or some virtual learning. The gorgeous Full Bath has a Tub/Shower Combo. brbrThe Family Room on the 1st Floor is a great place to curl up with a good book, or perhaps have family game night, and there are 2 Twin Sleeper Chairs. Slip out to the Waterfront Balcony to take in that salty, sweet bay breeze - the views are astonishing, to say the least. You’ll love gazing out over the Oyster Beds - so fun watching the Watermen harvesting our famous Oysters at low tide. Or, slip out to the Pier to try your hand at Crabbing!brbrAs you wander upstairs, you’ll be greeted by more amazing water views. The Living Area and Kitchen are beyond stunning. With colors pulled from nature itself, it feels warm and cozy, yet sleek and modern. The Kitchen will wow the Chef in your family - you’ll be well-stocked with all you need to prepare everything from a quick Breakfast to a gourmet dinner. Dine in the comfort of the AC, or on the Waterfront Deck overlooking the Channel. brbrYou’ll love sinking into the comfy Living Room furnishings and enjoying Flat Screen Streaming TV and Free WiFi. You may not even notice the TV, however, with a wall of windows to the water. Marsh Madness has some of the prettiest views we’ve ever seen, and just wait until you experience a sunset here. Enjoy a cocktail at the Bar, then slip into the Home Theater - that’s right, Marsh Madness has its own Home Theater complete with reclining Stadium Seating! Also on this floor is Bedroom 3, with a Twin Bed and Private Half Bath. brbrFinally, on the 3rd floor, wow - this Master Bedroom! Adorned in nautical navy and warm grays, and with a Fireplace for cozy off-season stays, it is spectacular. Just imagine waking to these incredible views each precious vacation day! Enjoy your morning coffee as you watch Herons, Egrets, and Pelicans fish for their morning meal. The Master Bath is spa-like with Custom Tile and an Open Concept Walk-in Shower. brbrMarsh Madness - Let us help you experience our Island Paradise by living like a Local.....brbrDogs welcome with $100 pet fee each - must be on flea/tick preventative and up to date on vaccinations. Must be pre-approved. Seaside Vacations does not allow group rentals to guests under age 25. Therefore, online bookings for group rentals will not be honored. Every effort is made to ensure that all information and photographs in Seaside Vacations' advertising are accurate and complete. Rate information for properties is subject to change and the quote provided online is only valid at the time of booking. Seaside Vacations cannot be held responsible for possible typographical errors; omissions; price changes; changes in taxes; changes to Terms and Conditions; or changes made by vacation home owners in furnishings, equipment, or bed arrangements. Vacation homes are privately owned and changes may be made to homes or their contents. Seaside Vacations reserves the right to correct any errors.
Bed 5

Bed

Bath 2

Bath

Sleep 11

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Exceptional(1)

$415.17

/ Nightly
Private Vacation Home

Sea Breeze by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Sea Breeze - Life’s at ease with an Ocean Breeze…..brbrClose your eyes and imagine breathing in that salty, sweet air - the sound of the Gulls, the Watermen harvesting Oysters - you’re beginning to relax, and you’re not even here yet! This is a feeling deep in your soul - this is Sea Breeze…..brbrLocated on Marsh Island, you'll have amazing Views of both Black Narrows Channel, the Causeway, and the Chincoteague Channel. As you take the exit for Marsh Island from the Causeway, you'll feel like you're pulling onto your own private island. With only a handful of homes here, you'll love the peace and quiet. All the festivities of Chincoteague Island are mere steps away, but you return to the sweet serenity that only Marsh Island offers. This tiny Island was formerly a Harbor for Commercial Fishermen that was converted to Waterfront Homes. You will experience Views that are simply stunning - 360 degrees of Waterfront Views of the Chincoteague Channel, Historic Main Street, the Bay, Marsh, and of course THE most incredible Sunsets to be found.brbrSea Breeze is one of a small cluster of single family homes tucked away on Marsh Island, and the only one in this row with a small Private Dock great for crabbing. This lovely home sleeps 6 in 3 Bedrooms, and is ALL about the Views! If you are traveling with another family, or just need a bit more elbow room, you can rent Sea Breeze and it’s sister-house, Sea Glass - right next door!brbrOne of our favorite things about this home is its multiple Living Areas - no one will ever feel crowded at Sea Breeze! As you enter the home, you’ll be welcomed by the Sitting Area with warm colors and gorgeous Hardwood Floors. A great place to curl up with a good book, or simply enjoy your morning coffee. Or slip out to the Front Screened Porch and catch glimpses of the Chincoteague Channel - be on the lookout for Pelicans!brbrLining the back of Sea Breeze, you’ll find a wonderful Family Room complete with comfy furnishings, Flat Screen Streaming TV, Free WiFi, and ahhhhmazing Views of the Chincoteague Bay and Channel. Slip out back and sink into a comfy Adirondack - watch Herons, Egrets, and Eagles fish for their morning meal, or the Watermen harvesting are famous Oysters at low tide. You’ll also find a Full Size Washer and Dryer and convenient Half Bath on the 1st Floor. brbrWhip up some Fresh Local Seafood in the well-stocked Kitchen, and dine in the comfort of Central AC, or take a short drive to many awesome dining venues on the Island. With tons of countertop space and every gadget you could imagine, mealtime will be a breeze. And don’t forget about Happy Hour on the Waterfront Deck - the bright, colorful Adirondacks are calling your name….brbrWandering upstairs, you’ll find 3 well-appointed Bedrooms and 2 Full Baths. Bedroom 1 is welcoming with a comfy Queen Bed, windows to the water, warm hardwood floors, and serene colors. Just imagine waking to this View every precious Vacation day. Just down the Hall, Bedroom 2 also has a Queen Bed, and gorgeous Views of the Chincoteague Channel, on the front side of the house. A Full Bath with Tub/Shower Combo is shared. The Master, Bedroom 3, is a very special place. Sink into the luxurious King Sleigh Bed, and sleep like a baby listening to the water below. There’s a little Nook facing the water that would be a perfect workspace, or just a great place to watch the sunset. There's also a Flat Screen TV! The Master Bath has a Double Vanity and Tub/Shower Combo. brbrEnjoy all the wonders of Chincoteague and Assateague Islands - wild ponies, hikes to the Lighthouse, or simply shell-combing, and return to your own secluded slice of paradise at Sea Breeze on Marsh Island.brbrSeaside Vacations does not allow group rentals to guests under age 25. Therefore, online bookings for group rentals will not be honored. Every effort is made to ensure that all information and photographs in Seaside Vacations' advertising are accurate and complete. Rate information for properties is subject to change and the quote provided online is only valid at the time of booking. Seaside Vacations cannot be held responsible for possible typographical errors; omissions; price changes; changes in taxes; changes to Terms and Conditions; or changes made by vacation home owners in furnishings, equipment, or bed arrangements. Vacation homes are privately owned and changes may be made to homes or their contents. Seaside Vacations reserves the right to correct any errors.
Bed 3

Bed

Bath 2

Bath

Sleep 6

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Exceptional(4)

$362.95

/ Nightly
Private Vacation Home

Barefoot Breeze by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Life’s at ease with an Ocean Breeze……brbrYou know that feeling you get when you step onto the Beach for the first time each Summer That first deep breath - the saltiness of the Sea, the scent of Coppertone, the sound of the Gulls - this is life at Barefoot Breeze on Chincoteague Island. It’s not just a Vacation Rental, it’s a Destination, an Experience, if you will. brbrThis amazing Home sits on the banks of a serene Pond in ever-popular Oyster Bay II in the heart of Chincoteague. This lovely Community is a fan-favorite with quiet streets perfect for walking or bike riding, lined with whispering pines. Barefoot Breeze is even more special sitting at the end of a quiet cul-de-sac, with a Pond right in your backyard. brbrBarefoot Breeze is brand new to being a Vacation Home, and is beyond stunning. Dressed in Coastal Colors of Sea Grass and Bay Blue, it’s welcoming and relaxing. Kick off your Flip Flops in the Foyer, you’re on Island Time now…..brbrAs you wander in, you will fall in love with Barefoot Breeze’s open layout - just perfect for spending time together without ever feeling crowded. Sink into the comfy Living Room furnishings and enjoy Free WiFi and Flat Screen TV. Or, even better, just take in the gorgeous Pond Views from the Wall of Windows that lines the back of the home. With High Ceilings and gleaming Hardwood Floors, Barefoot Breeze is a work of art. Just off the Living Area, you’ll find the Screened Porch perfect dining Al-Fresco, or just catching a midday nap. brbrSleeping 8 in comfort and style in 4 Bedrooms, plus have 2 Masters, Barefoot Breeze is perfect for 2 small families to share, or one large family. The 1st Floor Master Bedroom is just off the Living Area, and is adorned in Crisp Whites and Soothing Grays, with a Queen Bed. The Private Master Bath has a Double Vanity and Custom Walk-in Shower with striking Custom Tile. brbrClimbing the stairs to the upper level, you’ll find 3 more Bedrooms and 2 Full Baths. Master Bedroom 2 also has a comfy Queen Bed and is dressed in Bold Corals and Crisp White. It also has a Private Master Bath with Double Vanity and Custom Walk-in Shower. Down the hall, Bedroom 3 has a Queen Bed and relaxing shades from Nature. Finally, Bedroom 4 has a Twin Bed with Twin Trundle, and it can be converted into a King Bed! A 3rd Full Bath with Tub/Shower Combo upstairs is shared. brbrOnly 5 minutes from Assateague National Seashore, home of our famous Wild Ponies, you’ll find Barefoot Breeze to be the ideal location for all of your Island Adventures. Search for ponies, gather Whelk Shells, or just listen to Mother Ocean roar - and at the day’s end, return to your own private peace of paradise - it’s really a breeze!brbr*Owners have dogs!*brbrSeaside Vacations does not allow group rentals to guests under age 25. Therefore, online bookings for group rentals will not be honored LINENS INCLUDED, NO SMOKING, NO VAPING, NO PETS. FAMILIES ONLY AND MUST BE AT LEAST 25.
Bed 4

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Bath 3

Bath

Sleep 8

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Exceptional(16)

$320.84

/ Nightly
Private Vacation Home

The Happy Crab by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

The Happy Crab - Where dreams are made of Sun and Sand…..brbrThere's only one thing more precious than our time, and that is who we spend it on. Life is busy - just getting the family together can be such a challenge in today's world, but nothing is more important than doing just that. Clear the calendar, grab those you love, and head to Chincoteague Island to make Memories that you'll treasure forever. brbrThe Happy Crab is a Duplex Home that sleeps 6 more than comfortably, and is located in desirable Piney Island, the closest community to Assateague National Seashore. Ride your bike to the Beach, Dining, Activities, and more! You'll love returning to this tranquil Waterfront Community lined with whispering Pines, which even has its own Kayak Launch area. Sitting directly on the Assateague Channel, you have incredible Views of both the Channel and Assateague Island right from your two-levels of decking. With a Pier shared with only one other home, you'll love fishing and crabbing in your own backyard - or harvest some of our famous Oysters at low tide, only steps from the shoreline. There's also super-easy access to launch your kayak or canoe, and if you're bringing your boat, you can tie it up right at the Pier. brbrThis adorable Waterfront Home has it all - including the warmth and comfort of a true family home. As you pull into the driveway, you know you've made the right choice - the Pine Trees swaying and Tree Frogs singing couldn't be more welcoming - and ahhh, that salty, sweet breeze. Climbing the stairs to the 1st Floor, you'll love the Open Living Area with plenty of comfy seating, Flat Screen Cable TV, and stunning Views galore. With 2 Waterfront Decks, a Waterfront Screened Porch, and 2 other Decks, you won’t know where to begin and end every amazing Vacation Day - so many choices! The Happy Crab sits high, maximizing every gorgeous glimpse of our beautiful bay and Assateague Island. brbrDown the Hall, there's a huge Dining Area with a table that seats 8 - a great place to gather and share stories of the day's Adventures. The Chef in your family will love the well-stocked Kitchen with all you need to make mealtime a bay breeze. You can also dine Al Fresco on the Deck and take in that salty, sweet sea breeze. brbrThe Happy Crab even has a 2nd Living Area, just off the Dining Room. With another Flat Screen Cable TV, it's a great place to catch a movie or curl up with a good book. Just off of this room, you'll find the most relaxing Waterfront Screened Porch ever - and OH, those Views! Also, while no one likes doing laundry, you'll appreciate the convenience of the Washer and Dryer on this level, as well. There is also a convenient Half Bath just off the Living Area.brbrWandering upstairs, there are 3 spacious Bedrooms and 2 Full Baths. The Master Bedroom features a comfy Queen Bed, Flat Screen Cable TV, and access to a Private Waterfront Balcony - slip outside to stargaze while everyone sleeps peacefully, or enjoy morning coffee here with a Sunrise. The Master Bath has a Walk-in Shower. Down the Hall, Bedroom 2 has 2 Twin Beds, and Bedroom 3 has a Full Bed. A 2nd Full Bath with a Tub/Shower Combo is located in the Hall. brbrWith the Assateague Channel as your backyard, and Assateague National Seashore just a short bike ride away, you really can have it all at The Happy Crab! Chincoteague and Assateague are a Nature Lover's Dream - perfect for pony-lovers, photographers, and bird-watchers. There's even an Outdoor Shower to rinse off after a day exploring the Beach. You can either bring your own Kayaks, or we're happy to help you arrange for rentals to be delivered! So, what are you waiting for Paradise is calling.....brbrThe Happy Crab - Don’t Worry, Beach Happy!brbrThe Happy Crab does NOT have a grill, but you are welcome to bring your own small grill. brbrSeaside Vacations does not allow group rentals to guests under age 25. Therefore, online bookings for group rentals will not be honored. Every effort is made to ensure that all information and photographs in Seaside Vacations' advertising are accurate and complete. Rate information for properties is subject to change and the quote provided online is only valid at the time of booking. Seaside Vacations cannot be held responsible for possible typographical errors; omissions; price changes; changes in taxes; changes to Terms and Conditions; or changes made by vacation home owners in furnishings, equipment, or bed arrangements. Vacation homes are privately owned and changes may be made to homes or their contents. Seaside Vacations reserves the right to correct any errors.
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(21)

$304.23

/ Nightly
Private Vacation Home

Shackeau East by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Just give me the Sea, and a little Cottage just to be…..brbrOne of Chincoteague’s most beloved Vacation Homes, Shackeau East, is now part of our Seaside Vacations’ Family! Resting by the water’s edge in ever-popular Piney Island, this adorable Cottage has quite the following! Piney Island is the closest community to Assateague National Seashore, where our famous Wild Ponies run free. Whether searching for Ponies, beach combing, or simply relaxing, you’re sure to find your inner peace here. And, Assateague happens to be just a short bike ride or walk away from Shackeau East. The Community’s Natural Kayak Launch is right next door to Shackeau East, so be sure to bring your kayaks! Don’t have kayaks No worries - we can help you arrange for kayak rental and have them delivered right to your door! You couldn’t ask for a better place to relax, rejuvenate, and reconnect with those who matter most. brbrAs you pull down the natural Lane that leads to Shackeau East, you can smell that salty, sweet sea breeze, and hear the Gulls singing. As you enter through the Kitchen, you know you’ve made the right choice for your much needed Vacation. Kick off your flip flops, and let the fun begin!brbrThe best way to describe this adorable Cottage is a breath of fresh air. Adorned in sunny yellows and beachy blues, Shackeau East has been completely updated, and is warm and welcoming - truly a home away from home. brbrYou’ll love relaxing in the Living Area with Flat Screen Streaming Only TV and Free WiFi - not that you’ll need it with the breathtaking Views you’ll enjoy right from the sofa. Fireplace is NOT available for use. IF you haven’t been here, there’s nothing like seeing Snow Geese on the Beach during the Winter months! With comfy Furnishings and gorgeous Hardwood Floors, it’s the perfect combination of yesteryear and today. brbrThe Chef in your family will love the well-stocked Kitchen with all you need to make mealtime a bay breeze. Dine in the comfort of the Central AC, or Al Fresco on the huge Waterfront Screened Porch taking in Views from every direction. It’s the perfect place to enjoy some fresh Local Crabs - or maybe some of our famous Oysters (or Arsters as you may hear us Locals say!). There is nothing like dining by the water’s edge - just imagine watching Assateague Light’s mesmerizing beam in the night sky. brbrShackeau East is ideal for a couples getaway, or a small family, and sleeps 4 in 1 Bedroom and a Sleeper Sofa in the Living Area. Traveling with a larger group Stoney Point is right next door - rent these great homes together to accommodate 12 people in all!brbrBrilliant blues and yellows continue in the Master Bedroom, which has a comfy Queen Bed, and beachy white furnishings. You’re sure to wake refreshed and ready to explore our beautiful Little Island by the Sea in the morning. The Full Bath is decorated with Colors of Sea Glass, and has a Walk-in Shower, and is convenient to both the Bedroom and the Living Area. brbrShackeau East is so much more than a place to lay your head at night - it’s a true Vacation Experience. It’s the kind of place that speaks to you - calling you back to its beauty year after year. brbrShackeau East - Travel is the only thing you can buy that makes you richer…..brbrSeaside Vacations does not allow group rentals to guests under age 25. Therefore, online bookings for group rentals will not be honored. Every effort is made to ensure that all information and photographs in Seaside Vacations' advertising are accurate and complete. Rate information for properties is subject to change and the quote provided online is only valid at the time of booking. Seaside Vacations cannot be held responsible for possible typographical errors; omissions; price changes; changes in taxes; changes to Terms and Conditions; or changes made by vacation home owners in furnishings, equipment, or bed arrangements. Vacation homes are privately owned and changes may be made to homes or their contents. Seaside Vacations reserves the right to correct any errors.
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Bath 1

Bath

Sleep 4

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Exceptional(2)

$180.37

/ Nightly
Private Vacation Home

Island Sage by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Welcome to Island Sage on beautiful Chincoteague Island - the perfect place to relax, rejuvenate, and reconnect with those who matter most. This cozy Vacation Home is just that - a HOME, not just a place to lay your head at night. Located in popular Piney Island, which happens to be the closest community to Assateague National Seashore, you will love Island Sage's quiet and peaceful location on a cul-de-sac, yet still close to everywhere you long to be. Wild Ponies, Beach Combing, and one of the most gorgeous beaches in our country are just a short stroll or bike ride away! Did you know that Assaeague National Seashore is the most visited National Park in our country Spend a little time here and you will discover why this is.....brbrbrbrbrSurrounded by Magnolia Trees, this lovely home truly makes you feel at one with nature. You'll love relaxing on the huge Screened Porch - a great place to enjoy some Fresh Local Crabs or the Fresh Catch of the Day, which with any luck, was caught by you! Island Sage offers lots of privacy, yet puts you in the heart of everything wonderful about Chincoteague Island. brbrAs you enter Island Sage, you will feel right away how loved this Home is by its Owners, who have had it in their Family for many years. Enjoy relaxing in the spacious Living Room - Brand New Flat Screen Cable TV and Free WiFi coming Spring 2020! Plenty of room to enjoy time with those you love without ever feeling crowded. Craving a little adult time The kiddos can have their own Movie Time in the Den, which also features a Queen Sleeper Sofa and Flat Screen Cable TV.brbrThe Chef in your group will love the Well-Stocked Kitchen with all you need to make mealtime a bay breeze. Dine indoors in the Dining Area, or Al Fresco on the Screened Porch, which is just off the Kitchen. You can even grill some burgers on the Charcoal Grill while listening to the Tree Frogs sing. Not one to cook on Vacation You are just a hop, skip, and jump away from so many dining options. brbrIsland Sage sleeps 8 in 3 spacious Bedrooms plus the Den. The lovely Master Bedroom has a comfy Queen Bed and colors of Sand and Sea. Decorated with a Country Flair, you'll feel warm and safe as if you were staying at Grandma's House. The Private Master Bath has a Walk-in Shower, as well as lots of storage. Just across the Hall, Bedroom 2 also has a Queen Bed. Down the Hall, Bedroom 3 has 2 Twin Beds and Sunny Yellow Accents. A 2nd Full Bath with Tub/Shower Combo is located just off the Living Area and convenient to both Bedrooms. brbrSo, we've told you about this lovely Home - let us tell you about the Adventures that await you here! Not only can you walk or ride your bike to Assateague National Seashore, you can also walk to Shops, Dining, and more. Start the day with a Bike Ride to the Beach, or sip coffee on the Porch while taking in that salty, sweet sea breeze. Assateague National Seashore offers many events during the Summer Season - sign up for a Tour with the Rangers, or let the kids explore the Visitor's Center, which is always a treat. Climb the Assateague Lighthouse, and of course, search for our famous Wild Ponies. Or bring your Kayak and launch just down the street - we can help you rent Kayaks, if you like, as well!brbrClearly, the Affordable and Family Friendly Vacation is still alive and well on Chincoteague Island! Don't wait - Book your time is this wonderful Home today!brbrIsland Sage - Not all who wander are lost......brbrIsland Sage has a Sunday Check-in during Peak SeasonbrbrbrSeaside Vacations does not allow group rentals to guests under age 25. Therefore, online bookings for group rentals will not be honored.
Bed 3

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Bath 2

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Sleep 8

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Exceptional(2)

$501.17

/ Nightly
Private Vacation Home

The Salty Scottie by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

There’s only one thing more precious than our time, and that is who we spend it on. Even in today’s world, it isn’t always easy to find true quality time with those who matter most. There are Zoom meetings and virtual lessons - the days are still demanding, and perhaps even more stressful than ever. Making that special time for nothing more than ‘togetherness’ has never been more important - and what better place to do it than The Salty Scottie on beautiful Chincoteague Island. And what makes this darling home even more special Your well-trained dog is welcome at no additional charge - 2 Max, and must be pre-approved. brbrWe’re all about making memories that will last a lifetime - and The Salty Scottie itself is a treasure trove of memories. This circa 1950’s home has all of that quintessential Chincoteague Charm you love, but is beautifully updated, and has all the Modern Amenities you want and need! Located on Pension Street, you can easily stroll to Historic Main Street, Shops, Dining, the Fishing Pier, and the Waterfront Park. And you're only steps from our famous Farmers' Market! Close to everywhere you want to be, but you’ll feel a million miles away from reality.brbrAdorned in Colors of Sand and Sea, The Salty Scottie’s interior is warm and inviting. After a fun-filled day exploring Assateague National Seashore, kick back in the spacious Living Area, sink into the oversize Sectional Sofa, and enjoy Flat Screen Smart TV and Free WiFi. Combining the best of yesteryear and today, there are so many special touches you will love. Some of the kids in your family may see things they’ve never seen before - from a record player to a rotary phone (what’s that, Mom ). They invite you to carefully explore and enjoy these blasts from the past! And there’s even a cozy Fireplace for those chilly off-season stays.brbrJust off the Living Area, the Kitchen will thrill the Chef in your family. Beautifully updated with beachy flooring reminiscent of a stroll on the Boardwalk, Stainless Appliances, cool Coastal Gray Cabinets, and Quartz Countertops, it’s a Dream Kitchen, for sure. Grab a quick bite at the Breakfast Bar before heading to the Beach - which by the way, is only a few minutes away! Whip up family meals on the Gas Grill and dine in the comfort of Central AC in the spacious Dining Area, or take in that salty, sweet sea breeze out back in the Picnic Area, which has 2 Picnic Tables, a Fire Pit Area, and plenty of room for all! Just imagine gathering around the Fire Pit after a fun-filled day at the Beach, and sharing stories of the day’s adventures. Each lazy Vacation morning, you can enjoy your morning coffee on the Front Porch that lines The Salty Scottie, as you watch our little island come to life each morning. And just wait until you see the Outdoor Shower out back - it’s nothing short of amazing!brbrThe Salty Scottie sleeps 10 in 5 Bedrooms and with 2 Full Baths. It’s absolutely perfect for 1 large family, or 2 families traveling together. On the 1st Floor, you’ll find Bedroom 1, which has a comfy Queen Bed, Flat Screen Smart TV, a Work Station, and calming Coastal Colors. Full Bath 1 is conveniently located between this Bedroom and the main Living Areas. There is also a 1st Floor Laundry Room with a Full Size Washer and Dryer for your convenience. brbrWandering upstairs, you’ll find 4 more Bedrooms - all with Flat Screen Smart TVs - and another Full Bath. Bedroom 2 has a Queen Bed and is adorned in crisp white and nautical navy, and fun beachy blue furniture. Bedroom 3, also with a Queen, has touches of sea glass and coral - and ALL Bedrooms have Flat Screen Smart TV! Bedroom 4 is great for the kiddos or singles with 2 Twin Beds, and Bedroom 5, also with a Queen Bed, has an “under the sea” vibe that we just love. The Full Bath is convenient to all Bedrooms, and has a Tub/Shower Combo and lots of storage space. But once y’all see that Outdoor Shower, there might be a line waiting to use it!brbrFrom a wonderful mid-Island location to special touches that make The Salty Scottie truly a one-of-a-kind home, this home has it ALL, and is the perfect homebase for your family’s next Chincoteague Adventure! brbrMax 2 Dogs welcome at no additional cost, and must be pre-approved, current on vaccinations, and on flea/tick preventative. The yard is not fully enclosed, and pets must be leashed. brbrSeaside Vacations does not allow group rentals to guests under age 25. Therefore, online bookings for group rentals will not be honored. Every effort is made to ensure that all information and photographs in Seaside Vacations' advertising are accurate and complete. Rate information for properties is subject to change and the quote provided online is only valid at the time of booking. Seaside Vacations cannot be held responsible for possible typographical errors; omissions; price changes; changes in taxes; changes to Terms and Conditions; or changes made by vacation home owners in furnishings, equipment, or bed arrangements. Vacation homes are privately owned and changes may be made to homes or their contents. Seaside Vacations reserves the right to correct any errors.
Bed 5

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Bath 2

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Sleep 10

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Exceptional(1)

$486.87

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Private Vacation Home

Sunset Bay Cottage | Bay Views, Victorian Charm, Loft + Fire Pit, Walk to Nature Trail

Chincoteague Island, Virginia, United States

Experience island living at its finest in this beautifully restored Victorian home on North Main Street. This 3 bedroom, 2 bathroom rental offers the perfect blend of historic charm and modern comfort. The enchanting enclosed front porch provides the ideal setting for your morning coffee while watching the town come to life.brbrStep inside to discover a thoughtfully renovated interior that maintains the home's original character while incorporating contemporary amenities. The first floor features the living room with a sleep sofa and full bathroom, while the second floor hosts two bedrooms (each with a Queen bed) and another full bathroom. The entire third floor is a loft-style bedroom that houses a Double + 2 Twin beds. brbrOne of the property's most captivating features is its magnificent water views of Chincoteague Bay. Imagine ending each day with spectacular sunset vistas painting the sky in brilliant hues of orange and pink. The location couldn't be more perfect — situated across from a waterfront park, you'll have easy access to outdoor recreation.brbrThe carefully landscaped backyard creates a private retreat with a dedicated sitting area perfect for afternoon reading or evening conversations. Enjoy s'mores in the evening over the fire pit. The spacious deck extends your living space outdoors, ideal for entertaining or simply soaking in the island atmosphere.brbrLocated in the heart of Chincoteague, you'll be within walking distance to Island Nature Trail and a short drive to local attractions including Maui Jack's Waterpark and the renowned Chincoteague National Wildlife Refuge & Beach.brbrThis isn't just a house—it's an invitation to embrace the relaxed coastal lifestyle that makes Chincoteague so special. Ready to write your own chapter in this charming island home Come and see for yourself!brbrSpecial Note: The stairway to the third level is narrow and steep. There are adult bicycles and beach gear for guest use. brbr- No smoking is permitted on the premises. br- Linens and towels are included with your reservation.br- This property is pet friendly with a pet fee per pet. Pet fee is $150 per pet. All pets must be disclosed prior to arrival. br- Any reservations made for a future year (known as Advanced Reservations) are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.
Bed 3

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Bath 2

Bath

Sleep 8

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