Home Vacation Rentals By Owner In Chincoteague Island, VA

Showing 300 Of 307 Vacation Rentals
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Exceptional(70)

$291.98

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Private Vacation Home

SANDPIPER HOUSE: A Modern Mid-Century Retreat on Piney Island

Chincoteague Island, Virginia, United States

As a designated bird sanctuary and the closest residential community to the Assateague Island National Seashore, this home offers a high-end nature-immersion experience with a clean, modern feel.brModern Design & Interior Highlightsbr• Hardwood Throughout: The home features beautiful hardwood flooring in every room. The rich wood tones anchor the house’s Nature and Wood aesthetic, creating a warm yet sophisticated environment.br• The Den: Located right off the kitchen, this cozy and versatile room features a futon, making it the perfect spot for a quiet reading nook, a home office, or extra sleeping space for guests.br• 3 Bedrooms / 2 Bathrooms: The home comfortably sleeps 8, with a layout designed for privacy and ease of use for families or small groups.br• Functional Living: The open-concept living and dining area is designed for comfort and ease, featuring a fully-equipped kitchen with a gas range and dishwasher—perfect for family meals or a virtual office stay.brOutdoor Living & Naturebr• Nature at Your Doorstep: Located on a quiet, dead-end street with no through-traffic, the property is surrounded by ponies and birds galore. You are just a short walk or bike ride from the Assateague Lighthouse and the natural beauty of the National Seashore.br• Open-Air Deck: A large, open-air back deck provides unobstructed views of the surrounding woods and marsh. It is the perfect vantage point for morning coffee while listening to the local birdlife.br• Outdoor Shower: Includes a classic, fully enclosed outdoor shower with hot and cold water— WEEKS ONLY DURING JUNE, JULY and AUGUSTbrGreat fall weekends !brStay in Chincoteague and swim, hike, bike, kite, birdwatch, etc. in Assateague. Our home is conveniently located on Chincoteague’s Piney Island, designated bird sanctuary and gateway to Assateague Island National Seashore. Whether you bike to the beach every day, or hang out at home on the deck, you can enjoy nature immersion at it's best! This modern style house has new gorgeous hardwood floors in an open floor plan living-dining area, fresh paint, new fans, remodeled master bath and bedroom, new gas range , dishwasher and many other updates .brbrOur home has three bedrooms. The bedrooms were remodeled this year with a new queen bed, mattress, floors, lamps, paint etc. and the master bath was remodeled last year. Master bedroom also has a flat screen TV. Our second bedroom has a NEW queen bed. brOur third bedroom, with two twin beds, the 'turquoise room', was updated with paint and new beds and mattresses . The apricot and turquoise rooms share a hallway with a full bathroom with tub for the kiddies. Great enclosed outside shower with hot and cold waterbrbrOur den, located adjacent to the kitchen, has a full-size fold-out futon and screened back door. A sliding shade- door to the kitchen makes for sleeping privacy. The den is also great for kids. We have games (monopoly, apples to apples, uno, scrabble) in the red cupboard and chalk and a chalkboard are set up for your little one's amusement while you're fixing breakfast!brbrOur kitchen is fully-equipped eat-in with gas stove, dishwasher, hot water kettle, microwave, refrigerator with freezer top, blender, espresso machine, toaster, new range fan etc.brbrThe open floor-plan living-and dining-area is truely a great family 'hang-out' space with cathedral ceiling, fireplace, couch, comfortable lounge chairs, w/cable TV/DVD/VCR player. Dining room looks out over back deck, pine trees , and a view of Assateague Island while large picture window in living room floods the house with light.brbrOutside there's a new enclosed shower with hot and cold water for rinsing off after a day at the beach, a large driveway for cars, a Weber charcoal grill for cooking and new patio dining table and chairs.brBook now for wonderful spring, summer and fall vacations and great bird watching!brPrivate Kayak launch site brbr Full weeks only in June JULY AUGUST brSPRING and fall PONY PENNING brAPRIL and October- reserve nowbrbrANTARES ROCKET LAUNCH brbrIn summer traffic you’ll be first over bridge to beach! No town traffic !July August
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Bath 2

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Exceptional(156)

$341.86

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Private Vacation Home

Featured DC magazine 10 BEST/Waterview CLOSEST community to BEACH 3 decks.

Chincoteague Island, Virginia, United States

This Property is located in a very private location, nestled between Assateague Chanel and Oyster Bay. In the private community of Piney Island with beautiful waterview and horses for neighbors. It is a 5 minute ride to both the beach and downtown Chincoteague. Please let us know if you have any questions about our home away from home. Enjoy the serenity of Assateague Island lots of wildlife to see, watch horses while relaxing on the screened back porch. The property is located in private community. There are 3 bedrooms upstairs. The first floor has a large living room and dining room, kitchen, half bathroom and a screened in porch.brbrThere are 2 Fishing marinas on the south end of the Island on Main St.br2 miniature golf courses on Maddox Blvd.brbrWallops Island on the road into Chincoteague and is home to the Eastern Shore branch of NASA, they have a Museum for kids and if you’re lucky there could be a launch scheduled during your stay. Launches can be felt and viewed off the back porch.brbrFor boardwalk and amusements Ocean City MD is 1 hour drive north.brChincoteague Island has a Movie theater on Main Street.brbrThere is a Super Market in town on Cleveland Street.brWine and cheese shop on Main.brThere is a liquor store on Pension St.brbrBloxom Wine Vineyard is a short drive south of Chincoteague on 13, if you go make sure to talk to the owners (very interesting couple).brbrHistorical towns up and down RT 13.brLighthouse tours on beach access rd.brbrNo building is permitted on Assateague the adjoining barrier Island; therefore you must drive your car to the beach. I find this feature very convenient since you can unload your gear with a short walk to the beach.brbrLifeguards on duty during the summer months.brbrAlong the beach access road you will find many nature trails where you can view many species of birds, deer and of course the wild horses.brThe beach is a short bike ride from the house.brbrLINENS INCLUDED!!!!! Check out our cleanliness reviews!!!!
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$259.43

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Private Vacation Home

Mariner's Light by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Welcome to Mariner’s Light - a lovingly restored historic home that blends timeless Chincoteague charm with fresh, shabby-chic coastal style. Thoughtfully renovated from top to bottom, this adorable vacation retreat feels both nostalgic and beautifully new—where original character meets breezy modern comfort. Y’all are going to absolutely love this little gem!brbrThe inside is styled with soft coastal textures, calming colors, and curated details that make the home feel effortlessly welcoming. So light, bright, and open, and cozy at the same time. Every corner reflects care and craftsmanship, creating a cozy yet elevated atmosphere that invites you to slow down and savor island life.brbrPerfectly located mid-island on Beebe Road, Mariner’s Light puts you right where you want to be—close to shops, dining, the waterfront, and all the magic Chincoteague has to offer, while still feeling peaceful and residential. And let’s not forget, you’re just a hop, skip, and jump away from Assateague National Seashore, and the Chincoteague Wildlife Refuge - where our famous Wild Ponies roam free! Whether you’re here for pony swims, beach days, or quiet evenings on the island, Mariner’s Light is a truly special place to call home during your stay.brbrRelax in the Sunroom each precious vacation morning and sip coffee while watching our little Island spring to life. With comfy resin wicker furnishings and colors of sea glass, it’s the perfect place to enjoy time together and share stories of the day’s adventures. brbrMariner’s Light is a great example of big things coming in small packages. Not only will you love the Sunroom, but the Living Area itself is beautifully and comfortably furnished. With Free WiFi and Flat Screen Smart TV, you’ll love kicking back and enjoying a movie after a fun-filled day at the Beach. brbrThe Chef in your family is going to love, love, love the gorgeous Kitchen at Mariner’s Light! No expense was spared in this Kitchen with high-end Stainless Appliances, beachy white cabinetry, Quartz Countertops, and every gadget one could need. Whip up some cheeseburgers in paradise on the Gas Grill out back, and dine in the comfort of Central AC, or on the Deck, where there is also a Dining Table. If you’re not one to cook on vacation, we’ve got you covered - there are many great dining options just a short drive or stroll from the house! Also on this level you’ll find a shiny, new Full Bath with stunning Custom Tile Tub/Shower Combo. brbrMariner’s Light is perfect for a small family, or for several couples traveling together, and sleeps 5 comfortably. Wandering upstairs, you’ll find both Bedrooms and another Full Bath. Bedroom 1 is the Primary Bedroom and has a comfy Queen Bed, Flat Screen Smart TV, and gorgeous nautical flair. Bedroom 2 sleeps 3 with a Twin Bunkbed and Twin Trundle, and has the cutest Nook for getting ready each day. The 2nd Full Bath is also brand new and features a Custom Glass Walk-in Shower. brbrIf you love that quintessential Chincoteague Charm, but want the modern amenities of a new home, you’ve come to the right place. At Mariner’s Light, the world is truly your oyster! 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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$256.34

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Private Vacation Home

The Teal on Eel Creek by Seaside Vacations

Chincoteague Island, Virginia, United States

The Teal on Eel Creek - Beach Days are the Best Days…..brbrJust imagine relaxing on the Deck taking in that salty, sweet bay breeze - listening to the Tree Frogs sing - and watching Herons, Eagles, and Egrets fish for their morning meal in Eel Creek just behind the house…..brbrThis is living the shore life at The Teal on Eel (formerly Oyster Bay Hideaway) on beautiful Chincoteague Island. In the perfect mid-Island location, this adorable Townhome truly has it all - great views, the comfort and amenities you want and need!brbrThe Teal on Eeel Creek is tucked away on Teal Lane, just off of Maddox Boulevard, aka the Beach Road, which will take you to heavenly Assateague National Seashore. You can walk to many Shops, Restaurants, and even Amusements, such as Mini Golf, Go Carts, and more. While being awesomely close to everywhere you want to be, Teal Lane is a very quiet street with no outlet, and the home is all the way in the back - nice and quiet, and away from the busy road. Yet hop in your car, and you’re at the Beach in just a few minutes!brbrYou will love the layout of this adorable townhome - just perfect for a small family or 2 couples traveling together. After a fun-filled day exploring Assateague or searching for our famous Wild Ponies, kick back in the comfy Living Area and stream your favorite flicks on the Flat Screen TV (Streaming Only), or simply take in the gorgeous Views behind the house. Adorned in Beachy Blues, with floors reminiscent of a stroll on the Boardwalk and Exposed Wood Beams, it has that perfect beach house feel. Step out onto the Back Deck and be WOWED by the gorgeous Views of Eel Creek, which leads to Oyster Bay. There is a Shared Pier for fishing and crabbing, or just stargazing - but there is no road, and no homes directly behind you - just lovely views, peace, and serenity. brbrThe Chef in your family will love the spacious Eat-in Kitchen - everything you need for a quick brbite before exploring the Island, or a more leisurely dinner. Don’t feel like cooking Stroll to Maria’s, Ledo’s, Pico Taqueria, The Village, or Famous Pizza - all within walking distance!brbrThe Teal on Eel Creek sleeps 5 more than comfortably with 2 Master Bedrooms, each with its own Private Master Bath. Bedroom 1 is bright and cheerful with sunny yellows and a comfy Queen Bed and Flat Screen TV. Bedroom 2 is dressed in coastal blues, and has a Queen Bed and Full Sleeper Sofa. Both Full Baths have a Tub/Shower Combo. brbrAffordable and Adorable, The Teal on Eel is the perfect home base for all of you Chincoteague Island Adventures. Book your time on our Little Island by the Sea today!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.
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Exceptional(16)

$542.2

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Private Vacation Home

La Vie | Bayfront Panoramic Views, Boat Slip, Pool + Pet Friendly, near Carnival

Chincoteague Island, Virginia, United States

Views! Views! Views! Enjoy the expansive panorama from all three levels of this prime waterfront location on Chincoteague Bay. With 180 degrees of natural beauty graced by blissful sunsets, “La Vie” invites you to live the life at its most relaxed.brAs soon as you enter the home, its light and airy floor plan lifts your spirit, calms your mind, and promises to rejuvenate your body. Meticulously maintained, continuously updated, La Vie features a fully equipped granite counter gourmet kitchen with a new large six burner induction stovetop. You'll likely want to cook, or eat, or relax as it gives you a chance to take in the breathtaking water views. Watch the sun set from anywhere in this large open space second floor central living area.brThe home's entry level features a newly furnished queen bedroom with sliding glass doors opening to the incredible views on your waterfront deck. Plus another large bedroom has two twin beds! If you need another bed yet, pull the curtain shut to a cozy alcove and sleep soundly on the full sized sofa bed. Extra privacy abounds in the 3rd floor suite! Enjoy more of the spectacular water views from your king-size bed, private balcony, or wicker lounge chairs. Immerse yourself in the large jacuzzi-style tub. La Vie offers plenty of space to share this retreat for friends and family!brStream away on any one of the four new UHD 4k smart TVs with multiple HDMI ports.brThe amenities aren't confined to the house:br La Vie also includes access to a 700-foot-long shared pier for fishing or launching kayaks.br Don't forget your boat! La Vie includes exclusive use of boat slip #1br A summertime pool located right across the street.br Shaded parking directly under the unit.br The historic fireman's carnival grounds across the street; open most July weekends.br On Pony Swim week, the world famous Chincoteague Ponies parade right in front of La Vie (July).br The town July Fourth fireworks are launched about 100 yards away. brHowever long your stay may be, you'll make lasting memories and take the positive energy, beauty, and majesty of La Vie and its surroundings home with you. La Vie, “the life,” is short of La Vie en Rose, which can mean life is as beautiful as you wish to see it.br- 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. All pets must be disclosed prior to arrival. Pet restriction: No cats.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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Exceptional(9)

$513.68

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Private Vacation Home

The Coastal Retreat by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Live for the moments you can’t put into words….. brbrWhen was the last time you took a Vacation that truly took your breath away A Vacation Home shouldn’t be just a place to lay your head at night - it’s the heart of your Vacation - a place to relax, rewind, and reconnect with those who matter most. A place to make memories, savor moments, and just “be”. Here at Seaside, we want you to have a Vacation Experience - and that is exactly what you will get here at Coastal Retreat on Tim Hill Lane. What makes it an even better Vacation You can bring your Family Dog with a $100 Pet Fee!brbrThis one-of-a-kind Home was designed as a replica of an 1800’s Coast Guard Station - and it has more character and charm than you could imagine. Perched on the banks of the Assateague Channel, you’ll experience Views that will take your breath away. With a Floating Dock for fishing, crabbing, and tying up your Boat, and a gorgeous, comfortable interior, Coastal Retreat has it all! You can even launch your Boat right down the street at Fir Landing Boat Ramp, and leave it right in your backyard!brbrCoastal Retreat is in a great mid-island location, just off Deep Hole Road, and a super short drive to Assateague National Seashore. Driving down Tim Hill Lane, you’ll feel as if you’re driving onto your own private island. A very private and quiet location, you can relax on the deck and take in that salty, sweet sea breeze while listening to the Tree Frogs sing. Seeing the Kayaks tucked under the house, you can’t help but feel giddy with excitement about the days ahead…..brbrYou’ll love kicking back in the Living Area with Flat Screen Streaming TV, comfy furnishings, and a wall of windows to the Water. Warm Wood Floors and a Knotty Pine Ceiling create such a welcoming room that you’ll never want to leave - except to slip out to the Channel Front Deck!brbrThe Chef in your family will love the Views from the Well-Stocked Kitchen with all the comforts of Home. Prepare meals with a Bay View, and dine in the comfort of Central AC, or out on the Waterfront Deck at the Picnic Table - perfect for enjoying some Fresh Local Crabs! Not one to cook on Vacation Gary Howard Seafood is right around the bend - pick up some Fresh Seafood already cooked, or some to cook later at the house yourself! Also just steps away is Captain Zack’s Seafood, and many other great Restaurants.brbrCoastal Retreat sleeps 8 more than comfortably in 3 bedrooms, plus the Loft. Bedroom 1 is on the 1st Floor and has a Queen Bed - perfect for those who don’t want to deal with more stairs. A Full Bath with a Tub/Shower is convenient to the Living Area and this Bedroom.brbrWandering upstairs, you’ll find 2 more Bedrooms and the Loft. Bedroom 2 is dressed in Sunny Yellows and Beachy Blues and has a Pyramid Bunk (Twin over Full) and sleeps 3. Bedroom 4 has a King Bed, Private Master Bath with Tub/Shower Combo, and fabulous Channel Views. The very cool Loft has not only a Queen Bed with Privacy Curtain, but also a Sitting Area with another Flat Screen TV!brbrThere’s no doubt that you will leave Coastal Retreat with precious memories that will last a lifetime. More pics of this fabulous Home will be coming soon, but don’t wait to make your Reservation, as it’s sure to fill quickly!brbrFriendly dogs are welcome with $100 Pet Fee per Dog - 2 Dog Max. Dogs MUST be current on Flea/Tick Preventative & Immunizations. No Cats.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. LINENS INCLUDED, NO SMOKING, NO VAPING. FAMILIES ONLY AND MUST BE AT LEAST 25.
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Exceptional(2)

$264.23

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Catch of the Day by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Memories at the Beach last a lifetime….. brbrHoping to land the big one this year for your Chincoteague Island Vacation Look no further than adorable “Catch of the Day” on super quiet and peaceful Tim Lane, just off Deep Hole Road, in the very heart of Chincoteague Island!brbrThis delightful Duplex sits tucked at the end of the Lane, surrounded by peaceful Shade Trees. Just imagine kicking back on the Front Porch and listening to the Tree Frogs sing. Kick off your Flip Flops at the door - you’re on Island Time now!brbrYou’ll love relaxing in the comfy Living Area and enjoying Free WiFi and Flat Screen Streaming TV. Warm colors pulled from Nature itself are warm and welcoming. With plenty of comfy seating, there’s room to spend time together without ever feeling crowded. Slip out the Sliders to the fabulous Screened Porch overlooking nothing but Nature - totally peaceful. What a wonderful place to begin and end every precious Vacation Day. There’s also a convenient Half Bath just off the Living Area.brbrThe Chef in your family will find meal prep a bay breeze in the Well-Stocked Kitchen! With all the comforts of home, whipping up the “Catch of the Day” is no problem, and you can enjoy it in the comfort of the AC, or Al-Fresco on the Screened Porch! No luck fishing Gary Howard Seafood is just around the bend, as is Captain Zack’s Seafood - yum!brbrCatch of the Day sleeps 6 more than comfortably in 3 Bedrooms. Bedroom 1 is on the 1st Floor with a comfy Full Bed. Wandering upstairs, you’ll find 2 more Bedrooms and a Full Bath. Bedroom 2 has a Queen, and rich reds and antique furnishings. Bedroom 3 is great for the kids with 2 Twin Beds, and brilliant blues and greens. The Full Bath has a Tub/Shower Combo, and has been newly renovated, as has the Half Bath downstairs.brbrSo, if you’ve been looking for the perfect place to relax, rejuvenate, and reconnect with those who matter most, cast a line and reel in this amazing Catch of the Day!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. LINENS INCLUDED, NO SMOKING, NO VAPING, NO PETS. FAMILIES ONLY AND MUST BE AT LEAST 25.
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Exceptional(6)

$303.72

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Private Vacation Home

Channel View Charmer by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Channel View Charmer - Every moment has the potential to be amazing….brbr**Now Dog Friendly!** brbrLooking for the perfect beach getaway for your family Channel View Charmer will charm it’s way into your heart forever! This adorable Water View Home has to be in one of the best locations on our beautiful little island. Located adjacent to ever-popular Veteran’s Memorial Park, the world is your oyster (“arster” as pronounced here on our little island). Only steps away, you will find a fabulous playground, pier for fishing and crabbing, tennis and basketball courts, and a boat launch ideal for launching kayaks, as well as boats. brbrJust imagine enjoying your morning coffee on the Deck while watching Herons and Egrets dance over the Assateague Channel. Or stroll down to the dock to try your hand at fishing and crabbing. And you can enjoy a glass of pinot while watching the kids safely playing at the playground, just across the lane from the house.brbrAs you pull into the drive, you’re already thinking this will be anything but a boring vacation - there’s so much to do mere steps from the house! Channel View Charmer is adorned in colors from Mother Nature herself - muted Sea Grass Greens and Sandy beige - with fun pops of color throughout. We just love its retro flair - so warm and welcoming. brbrYou’ll love kicking back in the Living Area after a fun-filled day searching for seashells and wild ponies, and enjoying Free WiFi and Cable TV. Or perhaps lounge on the front Deck and take in that salty, sweet sea breeze as you watch the kids have a blast at the playground. Channel View Charmer’s open layout is perfect for spending time together, without ever feeling crowded. brbrThe Living Area opens to the Dining Area and Well-Stocked Kitchen - no need to eat out each vacation day, unless you want to, of course! Grill the Fresh Catch of the Day, which hopefully YOU caught, on the Charcoal Grill, and dine in the comfort of Central AC, or Al-Fresco on the Outdoor Picnic Table - also a great place to have a Crab Feast! Or, if the mood strikes you, wander down the street to Etta’s Channelside Restaurant, or super popular Mr. Baldy’s. Just off the Kitchen, you’ll find a convenient Half Bath, and Full Size Washer and Dryer. brbrChannel View Charmer sleeps 8 more than comfortably in 3 Bedrooms - 2 of which are upstairs. Bedroom 1, on the 1st Floor, has a comfy Queen Bed and a fun Nautical Theme. Wandering upstairs, you’ll find 2 more Bedrooms, each with 1 Full and 1 Twin Bed, with Bedroom 3 also having Flat Screen Streaming TV. A shared Full Bath with Tub/Shower Combo sits between the 2 Bedrooms. brbrIf you’re ready for a Vacation Experience, rather than just a place to lay your head at night, Channel View Charmer should be on your short list! Traveling with another family ! Book Channel View Charmer and Seaside Serendipity, right next door, together!brbr2 Dog Max with $100 Pet Fee each. Pets must be pre-approved. Pets must be current on vaccinations, and on 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. Vacation homes are privately owned and changes may be made to homes or their contents. Seaside Vacations reserves the right to correct any errors. LINENS INCLUDED, NO SMOKING, NO VAPING. FAMILIES ONLY AND MUST BE AT LEAST 25.
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Exceptional(13)

$279.17

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Private Vacation Home

Whispering Pines by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Trees listen to the Breeze; and then rustle its voice so beautifully….brbrLooking for a getaway that makes you feel a million miles from the real world Just imagine kicking back under the shade of tall Pine Trees - swaying in the breeze, while you listen to the Tree Frogs sing - pure bliss. Whispering Pines is not just a place to lay your head at night - it’s a feeling - a true Vacation Experience. Nestled on a quiet cul-de-sac in a great mid-Island location, you’ll be close to everywhere you want to be, including Assateague National Seashore, where our famous Wild Ponies roam free. And, Whispering Pines welcomes your well-trained dog with a $100 Pet Fee each - 2 max! Now, it’s truly a Vacation for the whole family!brbrAs you pull down the long lane to this beautiful Duplex, you’ll know you made the right choice. Even though it’s a Duplex, it offers so much privacy and space. You’ll enter through the fabulous Screened Porch that lines the front of the house - kick off your Flip Flops and let the fun begin!brbrYou’ll love kicking back in the spacious Living Area with Free WiFi and Flat Screen Smart TV. There’s even a cozy Seasonal Fireplace for those chilly Off-Season Stays. Whispering Pines is the perfect getaway for any season, and we absolutely adore our Little Island by the Sea in the quieter months, as well! Sink into the comfy furnishings after a day of fun in the sun, and just BE together - what a wonderful concept! We love the Open Layout of Whispering Pines - it’s perfect for spending time together without ever feeling crowded.brbrThe Living Area opens to the Kitchen and Dining Area. Well-Stocked with all the comforts of home, mealtime will be anything but a chore. With both a Keurig and Mr. Coffee type pot, everyone will enjoy their favorite morning brew. Dine in the comfort of Central AC, or wander out to the Screened Porch and dine Al-Fresco under the shade of the Pine Trees. Grab a quick bite at the Breakfast Bar before heading to the Beach to search for Wild Ponies, or pick up some Sandy Pony Donuts on the way! Speaking of Ponies, the backyard of Whispering Pines overlooks Historic Beebe Ranch, and you can often see Chincoteague Ponies right from your back Deck! Relax on the Deck or in the yard around the Fire Pit - so many cool places to just hang out at Whispering Pines.brbrWhispering Pines sleeps 9 in 3 Bedrooms and 2 Full Baths. Bedroom 1 is located on the 1st Floor and has a comfy Queen. Perfect for those who prefer not dealing with stairs, this spacious Bedroom has a Flat Screen Smart TV, and Private Access to the back Deck. Full Bath 1 is just across the hall, and has a large Vanity and Tub/Shower Combo. A Full Size Washer and Dryer is also provided for your convenience.brbrWandering upstairs, you’ll find 2 more Bedrooms and another Full Bath. Bedroom 2 is a huge room with soaring ceilings, sunny yellow walls, and a luxurious King Bed. The kids and grown-ups alike will approve of Bedroom 3, which sleeps 5! There is a Pyramid Bunk (Twin over Queen) and a Twin Bed with Twin Trundle. Both Bedrooms 2 and 3 each have a Flat Screen Smart TV, as well.brbrThe great mid-Island location of Whispering Pines means you’re pretty much 5 minutes from everywhere you want to be. A short drive to the Beach, Historic Main Street’s Shops and Restaurants, and more, you’re in the perfect location for all adventures Chincoteague! Your furbaby will love being able to tag along to many places, including Chincotiki, Island Creamery, and Leonard Waterfront Park, which is dog friendly, but unfortunately they can’t tag along to the Beach with you. But, they and you are going to love those peaceful walks amongst the Pine Trees at beautiful Whispering Pines! Plan your getaway today!brbrWell-trained dogs allowed with non-refundable $100 Pet Fee each - 2 Max, and must be approved in advance. Pets must be on flea and tick preventative and current on vaccinations. No cats. 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.
Bed 3

Bed

Bath 2

Bath

Sleep 9

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Exceptional(9)

$238.04

/ Nightly
Private Vacation Home

Ava's Beach Cottage by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Ava’s Beach Cottage - Relax, Rejuvenate, and Reconnect…..brbrLife takes you down many paths, but our favorite ones always lead to the Beach. It's hard to find the words to describe Ava’s Beach Cottage, but the word Charming is the first to come to mind. This quintessential Chincoteague Cottage simply oozes it. The perfect blend of Yesteryear and Modern Amenities, there's no better home base for making Chincoteague Island Vacation Memories. What makes Ava’s even more special You can bring your family dog, so it’s truly a getaway for the whole family!brbrTucked in a great mid-Island location on Ridge Road, you’re close to everywhere you want to be - including Assateague National Seashore, where our famous Wild Ponies roam free! Whether you enjoy searching for Wild Ponies, Beach Combing, Fishing, or just Sunbathing, there’s truly something for everyone in your crew. Our Beaches are wild and wonderful - no highrises, no boardwalks - just beautiful Mother Nature! Did you know that Assateague National Seashore is the most visited National Park in our country Spend a little time here and you will discover why this is.....brbrAva’s Beach Cottage is just perfect for a Couples Getaway, or for a small Family. You’ll love curling up in the cozy Living Area after a fun-filled day at the Beach, and enjoying Free WiFi and Flat Screen Smart TV. Soothing Colors of Sand and Sea are warm and welcoming, and the sofa is also a Sleeper. If you’re one to enjoy kicking back in the great outdoors, you are going to love the Detached Screened Porch just steps away! Curl up with a good book on the Outdoor Sectional, or enjoy some Fresh Local Seafood at the Outdoor Dining Set - or maybe relax on the Porch Swing and share stories of the day’s adventures. Just take in that salty, sweet sea breeze, and just BE. Your pup is going to love having a Fenced Yard to run and play in - it’s just the perfect set-up for the whole family! There’s even an Outdoor Shower for rinsing off sandy feet.brbrMealtime will be a bay breeze in the well-stocked Kitchen. With everything you need to prepare everything from a quick bite before hitting the Beach, to Cheeseburgers in paradise for dinner, there’s no need to eat out everyday - unless you want to, that is! You have your choice of both a Gas Grill and a Charcoal Grill in the backyard, and there are also many great dining options nearby, if you do want a break from cooking.brbrAva’s Beach Cottage sleeps 6 in 2 Bedrooms, plus a Sleeper Sofa in the Living Area. Bedroom 1 is located on the 1st Floor, and has a comfy Queen Bed, gorgeous Coastal Colors, and a Flat Screen Smart TV. Just outside of Bedroom 1, you’ll find a Stackable Washer and Dryer, should you need it. The Full Bath is also on this floor, and has a Walk-in Shower.brbrUpstairs, you’ll find a very cool Loft-like Bedroom that sleeps 3. The kiddos will love this space, which has a Twin Bed and a Twin Bunk Bed. Please take note that there is not a Door on this Bedroom, which is at the top of the stairs, so this may not be a great option for very young children, and you can bring a gate along if you like, as well.brbrAva’s Beach Cottage is the whole package, y’all - adorable and affordable, this is the beach break you’ve been longing for. Give us a call to book your time on our Little Island by the Sea today!brbrWell-trained dogs allowed with non-refundable $100 Pet Fee each - 2 Max, and must be approved in advance. Pets must be on flea and tick preventative and current on vaccinations. No cats. 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.
Bed 2

Bed

Bath 1

Bath

Sleep 6

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Exceptional(30)

$671.63

/ Nightly
Private Vacation Home

Sunkissed Shores | Bayfront Retreat, Private Pier, Arcade Loft, King Suites & Epic Sunset Views

Chincoteague Island, Virginia, United States

Sunkissed Shores invites you to experience waterfront living at its finest. This expansive four‑bedroom, four‑and‑a‑half‑bathroom retreat sits directly on Chincoteague Bay, offering sweeping water views and unforgettable sunsets from every room. Each bedroom features its own private balcony and ensuite bath, including two king suites on separate levels for added privacy. A cheerful bunkroom provides flexible sleeping for families and groups, and thoughtful touches like two pack 'n plays and a highchair make traveling with little ones effortless.brbrThe heart of the home is the stunning great room, where soaring ceilings and dramatic walls of windows bring the bay right inside. During cooler months, the seasonal fireplace transforms this space into a warm, inviting haven—perfect for watching winter sunsets or enjoying a quiet evening indoors. A fully equipped kitchen—with generous counter space, quality cookware, and every gadget you could need—makes meal preparation and entertaining a pleasure. Just off the living area, an enclosed all‑weather gazebo opens to a large waterside deck, creating the perfect setting for crab feasts, morning coffee, or simply relaxing as the sky shifts from gold to pink each evening.brbrUpstairs, the game loft offers entertainment for all ages with a classic 1980s Space Invaders arcade machine, a commercial‑grade 4‑player arcade table with over 2,500 games, a 77 TV, board games, a chess/checkers table, and a giant wall‑mounted Connect 4. A queen sleeper sofa provides additional space for guests, and each upstairs bedroom sits in its own private wing for a peaceful retreat.brbr​​​​​​​Step outside to your private pier, where you can fish, crab, or launch kayaks directly into the bay. The bulkheaded shoreline offers easy access to the water, and the eastern side of the property provides serene sunrise views over the marsh—giving you the rare opportunity to enjoy both sunrise and sunset from the same home. With unmatched views, thoughtful amenities, and room for everyone to unwind, Sunkissed Shores stands apart as a place where memories are made and every day ends with a sunset worth savoring.brbr- No smoking is permitted on the premises. br- Linens and towels are included with your reservaiton.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 4

Bed

Bath 4

Bath

Sleep 15

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Exceptional(8)

$354.58

/ Nightly
Private Vacation Home

Waterfront Wonder by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Sunsets are proof that no matter what happens, every day can end beautifully - and there is no better place to take in one of our famous Chincoteague Sunsets than fabulous Waterfront Wonder (formerly Sunset Foals). With gorgeous Newly Refinished, but still Historic, Hardwood Floors, and other upgrades, Waterfront Wonder still oozes the quintessential Chincoteague Charm you love, but also has the Amenities that you want and need.brbrLocated Waterfront on South Main Street, you'll be facing the most gorgeous Sunsets and Views of Chincoteague Bay. This beautiful Home is on an expansive lot with off-street parking behind the house, where there is also plenty of room to play and catch Lightning Bugs. Relax on the Deck while grilling the Fresh Catch of the Day and listen to the Tree Frogs sing. Wander to the front of Waterfront Wonder, and let the show begin - OH, those Views! The Waterfront Land across Main Street and directly on the Bay belongs to this special Home, so you will have your very own Private Pier to fish, crab, and clam - and you can even bring your small boat! Depth varies, but a shallow draft boat should be fine here, depending on the weather. There is a Kayak Launch off of the Pier to easily launch your kayaks to explore our wonderful waters. A couple of inviting Adirondacks and a Fire Pit wait for you by the water’s edge, and there’s a Picnic Table for meals right by the water. brbrAnd the house itself - just stunning. This lovely Home sleeps 8 more than comfortably in 3 Bedrooms. As you enter through the rear of Waterfront Wonder, there is a convenient Mud Room/Laundry Room for kicking off your Flip Flops. The Galley-Style Kitchen has all you need to make meal time a bay breeze. With Solid Surface Countertops and a lovely Tile Backsplash, it is both charming and well-equipped. Just off of the Kitchen is the huge Dining Room - just perfect for family meals and quick breakfasts before hitting the Beach. You can also dine Al Fresco on the Furnished Deck our back, or at the Picnic Area on the Waterfront side. AND, there's a delightful Breakfast Nook on the Waterfront Sun Porch, as well!brbrYou'll love relaxing in the spacious Living Room after a fun-filled day at the Beach. Sink into the comfy Sectional Sofa and enjoy Free WiFi and Flat Screen Smart TV, all while still taking in lovely Water Views. A great place to cuddle up with the family for Movie Night, or just curl up with a good book. And there’s a cozy Electric Fireplace for those chilly Off-Season Stays - one of our favorite times on our Little Island by the Sea. Lining the front of Waterfront Wonder is an awesome Front Porch/Sunroom that has Views that will change you - just breathtaking. What a wonderful place to enjoy your morning coffee and watch the Herons and Egrets fish for their morning meal. Just off of the Dining Area is Bedroom 1, which has a comfy Queen Bed and Attached Full Bath. brbrUpstairs, you will find 2 more spacious Bedrooms and another Full Bath. Bedrooms 2 has both a comfy Queen Bed and a Bunkbed with 2 Twins, and sleeps 4. Bedroom 3 has another Queen Bed, and all Bedrooms are decorated with a charming Coastal Flair. There is a large 2nd Full Bath upstairs with a Tub/Shower Combo. At the end of the hall, a welcoming little nook with a View beckons you to sit a spell and take in Bay Views that will knock your socks off. You will fall in love with the Vintage Wood Trim and touches of history throughout this special Home.brbrAnd of course, the water's edge is where you'll want to spend most of your time fishing, crabbing, and just taking in the spectacular Views. Waterfront Wonder is also very close to the Pony Parade Route during our famous Pony Swim! Stroll South just a few houses and watch this Historic Event! Don't wait to Book your time here - the calendar is sure to fill up fast!brbrWell-Trained dogs welcome with $100 Pet Fee each - 2 Max, and must be approved. Dogs must be current on vaccinations, and on 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.
Bed 3

Bed

Bath 2

Bath

Sleep 8

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Exceptional(4)

$403.53

/ Nightly
Private Vacation Home

Seahorse Shanty by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

At the Beach, life is different. Time doesn't move hour to hour, but with the flow of the Ocean. We live by the currents, plan by the tides, and follow the sun. When is the last time you can say you had a day like this Now is the time - grab the kids, the dogs, and the horses - that’s right - Seahorse Shanty is Dog Friendly!brbrSeahorse Shanty is a spectacular Brand New Custom Home just completed in 2023, and it was worth the wait. Sitting on 2 acres in a fabulous Mid-Island Location, you’ll be close to everywhere you want to be, yet still feel a million miles away from the real world. This statuesque home is nestled amongst whispering pines, and sits on 2 Horse Pastures. Don’t have horses No worries, because you’ll so appreciate the peace and serenity this expansive property offers - privacy, peace, and quiet. Pulling down the Lane to the house, you’ll know you made the right choice….brbrUpon entering Seahorse Shanty, you’ll be greeted by Colors of Sea Grass and Sandy Beaches - so lovely. The Open Layout is perfect for how we live today - spend time together without ever feeling crowded. Sink into the oversized Sectional after a day of exploring Assateague National Seashore, less than 10 minutes away, and enjoy Free WiFi and Flat Screen Streaming TV. There’s even a seasonal Fireplace for those chilly Off-Season Stays - one of our favorite times here on our Little Island by the Sea.brbrThe Chef in your family will love the Well-Stocked Kitchen, with all the comforts of home. With gleaming Granite Countertops, beachy White Cabinetry, and Stainless Appliances, mealtime will be a bay breeze. Between the Dining Table and Breakfast Bar, there’s plenty of room for the whole gang. Dine in the comfort of Central AC, on the Screened Porch (Furnishings on the way), or in the Shaded Picnic Area under the house - a great place to enjoy some Fresh Local Crabs and Chincoteague Oysters. Not one to cook on Vacation We’ve got you covered - you’re just a hop, skip, or jump away from many great dining options, and don’t forget to check out our awesome variety of Food Trucks - we’re known for them!brbrSeahorse Shanty sleeps 7 in pure comfort and style, all on the main level. Bedroom 1 is a Master with a comfy Queen Bed, Flat Screen Streaming TV, and a gorgeous Coastal Palette that’s sure to make it a restful retreat. The Private Master Bath has a stunning Custom Walk-in Shower and Double Vanity with Granite. The Rinnai On-Demand Water Heater ensures a hot shower for all. Slip out the Sliders to the Deck to listen to the Tree Frogs sing while the rest of your family slumbers…..brbrDown the Hall, Bedroom 2 has another Queen Bed, and Bedroom 3 sleeps 3 in a Pyramid Bunk (Twin over Full). All Bedrooms are equipped with a Flat Screen Streaming Only TV. There is a 2nd Full Bath with Tub/Shower Combo that is shared.brbrAll of this, and only a few miles from Assateague National Seashore, where our famous Wild Ponies roam free. Whether you enjoy fishing, shell-combing, or searching for ponies, Assateague has something for everyone, and is hands down one of the most stunning, natural beaches in America - no boardwalks, no shops, just Mother Nature at her finest.brbrOwner had exterior security camera. Up to 2 dogs max welcome at no additional fee.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.
Bed 3

Bed

Bath 2

Bath

Sleep 7

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Exceptional(6)

$449.76

/ Nightly
Private Vacation Home

Whelks on Willow by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Whelks on Willow - Live in the Sunshine, Swim the Sea, drink the Wild Air..... brbrWelcome to Whelks on Willow - a lovely Coastal Cape Cod tucked away on Willow Street - close to everywhere you want to be, yet a million miles away from the worries of the real world. Featuring a refreshing Private Pool, Whelks on Willow is truly a Vacation Destination that sleeps 8 in comfort and style. brbrYou'll love relaxing in the Living Area with Free WiFi and Flat Screen TV after a fun-filled day at the Beach, which is only about 7 minutes away. With lots of oversized, comfortable furnishings, it truly has that home away from home feel. There's even a cozy Fireplace for those chilly Off-Season Stays - one of our favorite times on our little Island by the Sea!brbrThe Chef in your family will love the well-equipped Kitchen - mealtime will be anything but a chore! Well-stocked with all you need, there's no need to dine outbrevery day, unless you want to, that is! You can dine indoors in the comfort of the AC, or Al-Fresco on the huge Deck surrounding the Pool - talk about dinner with a view!brbrPool is seasonal, will be open from Memorial Day until Labor DaybrbrThe Sunroom that lines the back of Whelks on Willow is hands down one of our favorite places in this beautiful home. It's the perfect place to curl up with a good book, or for the kids to watch a movie. Stroll through the Sunroom and take a dip in the refreshing Private Pool - it's all yours! Catch some rays on the sun deck and take in that salty, sweet sea breeze. There's nothing like having your own tropical oasis - plus the beach is a short 5 minutes away!brbrAlso on the 1st Floor is Bedroom 1 with a comfy Queen Bed, Half Bath, and a spacious utility room with Full Size Washer and Dryer. Bedroom 1 is adorned in Coastal Blues and Whites - light and breezy, and has a Private Half Bath. brbrWandering upstairs, you'll find 2 more Bedrooms and another Full Bath. Bedroom 2 has a luxurious King Bed and tastel Coastal Decor. Right down the Hall, Bedroom 3 sleeps 4 with 2 Twin Beds, each with a Twin Trundle. A 2nd Full Bath is conveniently shared with a Shower. brbrWhelks on Willow - The perfect homebase for your next Chincoteague Island adventure!brbr*SUNDAY TURN DURING THE PEAK SEASON*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 8

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$297.21

/ Nightly
Private Vacation Home

Saltwater Gospel by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Tucked in a very quiet part of our Little Island by the Sea, Saltwater Gospel is more than just a home—it’s a way of life. Time doesn’t move hour to hour, but mood to moment. We live by the currents, plan by the tides, and follow the sun….brbrYou don’t need a home that sleeps 8, but still want to enjoy the many benefits of staying in a true home, as opposed to a hotel No worries! This adorable Townhome in the heart of Chincoteague Island has all you need! Saltwater Gospel comfortably sleeps 8 in 1 Bedroom plus a Bonus Room and a Sleeper Sofa, and is only 5 short minutes to Assateague National Seashore - home of our famous Wild Ponies! brbrTucked away on Coach’s Lane, just off Maddox Boulevard (aka the Beach Road), Saltwater Gospel is the perfect getaway for small families, a small group of friends, or even a romantic retreat. You’ll enjoy walking or riding your bike to Shops, Dining, Amusements, and even the Beach! No need to break the bank for your next Chincoteague Vacation!brbrAfter a fun-filled day at the Beach, you’ll love relaxing in the spacious Living Area with oversized, comfy furnishings. With Free WiFi and Flat Screen Cable TV, it’s a great place to gather at the day’s end to share stories of the day’s adventures, or perhaps enjoy family movie night. We love the open layout of this adorable home - plenty of room for all to gather together without ever feeling crowded. brbrThe Chef in your family will appreciate the Well-Stocked Eat-in Kitchen with all you need to make mealtime a sea breeze. There’s plenty of room for all at the Dining Room Table, or you can dine Al-Fresco on the Deck in the private backyard with Dining Set. Not one to cook on Vacation We’ve got you covered - several great dining options are just a short stroll away!brbrAfter a day of memory making, you’ll appreciate sinking into the comfy Queen Bed in the Primary Bedroom. Dressed in beachy blues and whites, it’s sure to be a restful retreat. It also has an Attached Full Bath with Walk-in Shower. Down the hall, the Bonus Room is great for the kiddos or singles with 2 sets of Twin Bunkbeds. If you need another sleep option, the Living Room Sofa is also a Sleeper! A 2nd Full Bath in the hall has a Tub/Shower Combo. brbrThere’s so much to do on Chincoteague Island, that no one will ever be bored! Mini Golf and other Amusements are a quick walk for the kids - or the kid in you! And there’s nothing like being just down the street from one of the most pristine beaches in our country! So, if you could use a little Saltwater Gospel in your life about now, pack your bags and grab those who matter most - and we’ll see y’all at the Beach!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.
Bed 2

Bed

Bath 2

Bath

Sleep 8

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Exceptional(11)

$407.0

/ Nightly
Private Vacation Home

K and S Paradise by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Life’s a Beach - If you’re not barefoot, you’re overdressed….brbrWhen was the last time your Vacation made you happier than a Seagull with a french fry If you’ve been searching for just the right place - or just the right Experience, we should say - boy, do we have the place for you! K and S Paradise is nestled right in the heart of Chincoteague Island, and combines all the charm of yesteryear you love, with the modern amenities you want and need - and you can bring the family dog with a $100 Pet Fee, so no member of the family is left behind! Add in Water Access at the end of the street for crabbing and kayaking, and this is a deal that can’t be beat!brbrThis darling home sits on the East Side of Chincoteague Island at the end of the road, with no through traffic, so it’s nice and quiet. Fido will be chomping at the bit when he sees the great fenced-in yard, which makes for safer play time for both pups and the kids! With Views of the Assateague Channel from the 2nd Floor Deck that will take your breath away, you’ll find the perfect combo of location and amenities.brbrAs you enter through the Kitchen, you know the Chef in your family will be pleased with the ample Counter Space, Center Island, and all the gadgets you could need or want. No need to dine out everyday - unless you want to, that is! For family meals at home, you can dine in the comfort of Central AC in the huge Dining Room, or Al-Fresco on the Screened Porch, while taking in that salty, sweet sea breeze. brbrYou’ll love relaxing in the Living Area with Free WiFi and Streaming Only Flat Screen TV, and plenty of seating for all. Just off the Living Area is a small Sunroom - just perfect for curling up with a good book. brbrAlso on the 1st Floor, you’ll find Bedroom 1 with 2 Twin Beds and serene colors of sand and sea. A Full Bath with Walk-in Shower is convenient to both the Living Area and Bedroom 1. And just in case you need to do a load of laundry, there is a Full Size Washer and Dryer in the Laundry Room. brbrAs you wander upstairs, you will find Bedrooms 2 and 3. Bedroom 2 is easy, breezy - adorned in beautiful blues and greens, and has a comfy King Bed. Down the Hall, Bedroom 3 is light and airy with crisp whites, a Queen Bed, and gorgeous Views of the Assateague Channel. A 2nd Full Bath with Tub/Shower Combo is just down the Hall. brbrAnd speaking of Views, slip out onto the 2nd Floor Balcony to take in some of the prettiest Water Views. The Water Access is just across the driveway - the Kids will love trying their hand at crabbing and fishing. And on top of that, you’re just a few minutes from Assateague National Seashore, where our famous Wild Ponies roam free. brbrSo, if you’re looking for a Family Getaway that won’t break the bank, grab the kids - and the dog - and head on down to Chincoteague for the time of your life at K and S Paradise!brbrWell-trained dogs allowed with non-refundable $100 Pet Fee each - 2 Max, and must be approved in advance. Owners request that dogs not be allowed on couches/chairs to minimize wear. Pets must be on flea and tick preventative and current on vaccinations. No cats. 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.
Bed 3

Bed

Bath 2

Bath

Sleep 6

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Exceptional(5)

$292.8

/ Nightly
Private Vacation Home

Pet Friendly Beach House by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

There is no time to be bored in a world as beautiful as this….brbrWelcome to The Robinson Family Beach House on our little slice of Heaven, Chincoteague Island. Located on ever-popular North Main, you'll enjoy the peace and quiet, yet still be close to everywhere you want to be. The Attractions of Historic Main Street with so many quaint Shops and Restaurants, Robert Reed Waterfront Park, and the Chincoteague Carnival Grounds are just a short drive away, as is the Beach and attractions on Maddox Boulevard - the Beach Road. With 3 inviting Bedrooms and 2.5 Baths, this charming Home is ready to make your family's Vacation Dreams come true!brbrAfter a fun-filled day exploring Assateague National Seashore and searching for our Famous Wild Ponies, you'll love coming back to the comfort of a true home, not a hotel room, with all the comforts of home. Rinse off in the Outdoor Shower, and relax in the comfortable Living Room and enjoy Flat Screen Streaming TV and Free WiFi. The Robinson Family Bach House feels a bit like you’re visiting an old friend - warm, comfortable, and relaxing. You’ll love the Historic Hardwood Floors throughout - so much character. Or sip Sweet Tea on the cozy Enclosed Porch, which lines the front of the house, and take in that salty, sweet sea breeze.brbrWander through the charming Curved Doorway, and you’ll find the Dining Area and Kitchen. The well-stocked Kitchen has all you need to make mealtime super easy. There’s also a Full Bath just off the Living Area - both Full Baths are located on the 1st Floor. There’s also a convenient Full Size Washer and Dryer in case you need to run a load of laundry.brbrThe Robinson Family Beach House sleeps 8 in 3 Bedrooms, without anyone ever feeling crowded. Just off the Living Area, Bedroom 1 has a comfy Queen Bed, Flat Screen Streaming TV, and is decorated with muted Coastal Colors - so relaxing. Wandering upstairs, you’ll find 2 more Bedrooms. Both Bedrooms 2 and 3 have a Full Bed and a Twin Bed, sleeping 3 in each room. Bedroom 2 is adorned with beachy blues and Flat Screen Streaming TV. In Bedroom 3, you’ll find a fun Fish Theme in crisp blues and whites, another Flat Screen TV, and a workstation for checking a few emails or finishing up a little Summer homework. These Bedrooms share a Jack and Jill Half Bath. brbrIf you’re looking for the quintessential Chincoteague Cottage, with old world charm you love, plus the Amenities you want and need, The Robinson Family Beach House is the place for you!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 9

Sleeps

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Exceptional(14)

$298.31

/ Nightly
Condo

Wonderview 208 by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Wonderview 208 ~ Take the Journey to enjoy the View…..brbrLife gets busy - work, kids, appointments, pets - it never seems to stop. This makes it more important than ever to take time to stop and smell the roses - or more appropriately, the salty, sweet sea breeze. If you can make the time, we most definitely have the place….brbrWelcome to fabulous Wonderview 208 in the heart of Chincoteague Island. This beautiful Waterfront Condo is proof positive that BIG things come in small packages. Tucked on the ever-popular East Side, Wonderview overlooks the Assateague Channel, Assateague Island, and our beloved Lighthouse. Just imagine enjoying your morning coffee on the Waterfront Balcony and watching Herons, Eagles, and Egrets fish for their morning meal. Our waters are teeming with life - Dolphins, Sea Birds, Crabs, Clams, Fish, Oysters, and so much more. Fish and Crab right in your own backyard, or bring your kayaks! The Creeks off the Channel are incredible for kayaking and you may even see our famous Wild Ponies grazing in the Marsh. Wonderview 208 is truly a Water Lover’s Wonderland.brbrAfter a fun-filled day exploring Assateague National Seashore or soaking up some rays, you’ll love relaxing in the Living Area with Free WiFi and Flat Screen Streaming TV. Sink into the comfy furnishings and take in majestic Water Views right from the sofa. Beautifully decorated in Colors of Sea Glass with bright pops of Coral, it creates a wonderfully serene environment. Slip out to the Waterfront Balcony to stargaze at night and watch the Lighthouse's beacon safely welcome the Watermen home, or catch the Sunrise over the Channel - the world is your Oyster at Wonderview 208!brbrThe Chef in your family will adore the Well-Stocked Kitchen with all you need to make mealtime anything but stressful. Grab a quick bite at the Breakfast Bar before your bike ride, or enjoy dining in the comfort of Central AC. Even better, slip out to the Balcony and dine Al-Fresco - talk about dinner with a View!brbrWonderview 208 has the perfect layout for a small family or 2 couples traveling together. Sleeping 4 in 2 spacious Bedrooms and 2 Full Baths, there’s room for everyone to relax without feeling crowded. The breathtaking Master Bedroom has a comfy Queen Bed and Private Access to the Balcony. The perfect blend of blues and grays will make you feel as if you never left the Beach - just heavenly. The Private Master Bath features a Jetted Tub and Steam Shower Enclosure. brbrDown the Hall, Bedroom 2 has a Full Bed, Flat Screen TV, and a whimsical Coastal Theme. Full Bath 2 is just across the Hall and has a Walk-in Shower. And though no one likes to do laundry on Vacation, a Washer and Dryer are there for your convenience. brbrWonderview 208 - Of all the paths you take in Life, make sure a few of them are sandy….brbr**No Boat Dockage is available at Wonderview. Guests are welcome to bring their own kayaks, but they must be stored on your vehicle, not on grounds or on property. 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 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

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Exceptional(5)

$336.91

/ Nightly
Private Vacation Home

The Mane Escape by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

We travel not to escape Life, but for Life not to escape us…..brbrWhen was the last time you slowed down - took time to watch the birds dance over the water, or just listen to the breeze rustle the trees Life is crazy - we know! We’re rushing to work, the kids are rushing to school - and the family pup just wants to tag along for all of it. What you need is an escape that the whole family can enjoy - and we’ve got it for you - all of you, including your furbaby! Welcome to The Mane Escape - brand new to our Vacation Rental Family - in the heart of Chincoteague Island. brbrThis beautiful home sits on North Main Street, close to everywhere you want to be. Combining all the quintessential Chincoteague Charm you love with the Modern Amenities you want and need, it’s sure to make everyone in your family super happy! Just a short drive or bike ride away is Assateague National Seashore - home of our famous Wild Ponies. Whether you like beach combing, sunbathing, or searching for ponies, your time on Assateague will be treasure forever. brbrYou’ll love relaxing in the gorgeous Living Area dressed in Colors of Sand and Sea. Sink into the oversized, comfy furniture and enjoy Flat Screen Cable TV with Streaming and Free WiFi. Just off the Living Area, and lining the front of The Mane Escape, is an awesome Screened Porch. Kick your feet up and take in lovely Views of deep water Lewis Creek, just across the street. Sunsets are pretty spectacular from the Porch, as well!brbrThe Chef in your family will absolutely love the Newly Remodeled Kitchen which is well-stocked with all you need. Nautical Navy Cabinets and Crisp White Countertops just scream Beach House, and the Backsplash is simply stunning. There’s even a Coffee Station with Coffee Grinder, Drip Coffee Pot, and Hot Water Dispenser. We highly recommend grabbing some fresh beans from Amarin Coffee - you’ll fall in love! Grill the Fresh Catch of the Day out back on the Gas Grill, and dine in the comfort of the AC in the huge Dining Room. There’s also a Full Bath with Walk-in Shower, and Full Size Washer and Dryer on this level. brbrJust off the Kitchen, lining the back of The Mane Escape, is a 2nd spectacular Screened Porch - and you’ll never want to leave this one. With a soaring Cedar Ceiling and comfy furnishings, you’re sure to begin and end every precious Vacation day right here. brbrThe Mane Escape sleeps 8 more than comfortably in 3 Bedrooms and 2 Full Baths. Wandering upstairs, Bedroom 1 has a comfy Queen Bed and overlooks Lewis Creek. Right across the Hall, Bedroom 2 sleeps 4 with a Twin Bed with Twin Trundle, and Full over Full Bunkbed - a perfect room for the kiddos. Bedroom 3, at the end of the Hall, has another Queen Bed and brilliant colors that just make you happy. The 2nd Full Bath is convenient to all Bedrooms and has a Tub/Shower Combo. brbrThe Mane Escape is all about experiencing Chincoteague Island - and there’s no better way to do this than living like a Local in a true Home - warm and welcoming. With the very best of both Indoor and Outdoor Living, it’s the perfect homebase for your next Island adventure! Relax, reconnect, and rejuvenate…..brbr*Well trained dog (2 max) welcome with $100 Pet Fee each. Must be current on Vaccinations and on Flea/Tick Preventative. NO CATS. 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

Bed

Bath 2

Bath

Sleep 8

Sleeps

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