Vacation Home Rentals By Owner In Chincoteague Island, VA

$370.23

Eventide by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

“Travel is the only thing that leaves you speechless, then turns you into a storyteller.” ~ Ibn BattutabrbrHave you been longing for a Vacation Experience that your family won’t soon forget ! Life is so busy - work, school, games, and meetings steal so much precious time from us. It’s so important to grab those who matter most, and just BE together. And boy, do we have the perfect place for you to reconnect, rejuvenate, and relax. Welcome to EVENTIDE on Chincoteague Island. AND Eventide has some AMAZING surprises for y'all for Summer 2025! This beautiful home now sleeps 10, has a Brand New Deck and Screened Porch, and tons of awesome updates - New Pics coming soon, but you won't be disappointed!!brbrThis home away from home simply oozes Southern Charm and Hospitality - we are so in love with it! Tucked on a super quiet Lane on the ever-popular East Side of our Island, you’ll feel a million miles away from the hustle and bustle of the real world, yet close to everywhere you want to be. Memorial Park is just steps away, offering two new boat ramps so bring the boat - there's plenty of room in the driveway! In addition to boat ramps, Memorial Park provides a great spot to launch kayaks, fish and crab from the pier, enjoy the playgrounds and sports courts, or do some stargazing! This is also where the Saltwater Cowboys guide the Chincoteague Ponies ashore after the annual Pony Swim!brbrEVENTIDE is all about the Experience - both inside and outside. The first thing you’ll notice as you pull into the driveway is the amazing Front Deck which faces Fowling Creek - it’s nothing short of incredible. With Canopies that create a calm and cool outdoor space, you’ll find an area for simply chillaxing with a glass of wine, and a Dining Area for dining Al-Fresco with a Water View. And in the evening, you’ll love sharing stories of the day’s adventures around the cozy Fire Pit - pure heaven. With Fowling Creek just outside your door, the area is teeming with Wildlife. You’ll be in awe watching Herons, Eagles, and Egrets with your morning coffee. brbrAfter a fun-filled day at the Beach, kick back in the Living Area with Flat Screen Streaming TV and Free WiFi. Sink into the comfy furnishings (New Queen Sleeper Sofa!) and enjoy a movie together, or gather at the Pub Table for Game Night! There's even a cozy Electric Fireplace for those chilly off-season stays. And you'll catch glimpses of the Assateague Channel, just across the way. brbrMealtime will be a bay breeze in the Well-Stocked Kitchen. With Stainless Appliances, warm Wood Cabinetry, and tons of Countertop space, it’s a Chef’s dream. You'll find plenty of cold storage space and ice making with two refrigerators! There's even a Waffle Maker and Slow Cooker! Dine in the comfort of Central AC, or Al-Fresco under the Canopy on the Front Deck facing the Water. There’s even a Picnic Area below just the right size for the little ones! Not one to cook on Vacation We’ve got you covered - there are lots of dining options nearby. brbrWandering upstairs, grab a Book from the Bookcase on the upper Landing and find a quiet spot for a little “me time”. The whole family will love the selection of Books, Games, Puzzles, and Beach Toys provided. With 2 Bedrooms, a Bunkroom, and 3 Full Baths, EVENTIDE sleeps 10 in comfort and style. A Brand New Bunkroom was created Winter 2025, and has a Queen Bed and Pyramid Bunk (Twin over Full). Bedroom 1 is peaceful and serene with colors of coral and sea, and a comfy King Bed, plus has a Twin Daybed. Both Bedrooms have Private Master Baths and Smart TVs, as well! Just across the Hall, Bedroom 2 is super spacious and dressed in Nautical Navy and Crisp White, and has a Queen Bed. Catch up on some emails at the Work Station, but only if you must! There’s also a sweet little nook here which the Owners affectionately call “Lighthouse Lookout”, where you’ll find an unobstructed view of Assateague Lighthouse and catch its rhythmic flashes each night. There is a 2nd Private Full Bath in Bedroom 2, as well. brbrSo, after a good night’s sleep, what shall you do next Of course Assateague National Seashore, where our Wild Ponies roam free, is only 5 minutes away, but you may never even want to leave Eventide once you see “Below Deck”!brbrThe Owners of EVENTIDE have created a fun and welcoming space under the home. You’ll find not one, but two Outdoor Showers, so no one will ever have to wait their turn! Under the house is also a Tiki Ring Toss Game, Picnic Area, Cornhole, and of course, the Fire Pit. Inside, there’s a cool Tiki Vibe with a Smart TV and lots of room to just hang out. The whole family will have a blast playing Foosball, and Ping Pong on the New Game Table!brbrChincoteague affords many festivals and events throughout the year, and EVENTIDE is open to guests Winter, Spring, Summer, and Fall. No matter the time of year, this warm and welcoming home is waiting to help you make memories you’ll treasure forever! brbrNo Smoking. Well Trained Dogs allowed. Must be pre-approved and current on vaccinations and flea/tick medication. 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.

3

Bed

3

Bath

10

Sleeps

$497.02

/ Nightly

Private Vacation Home

Chamallow by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Step into Chamallow, a cozy beach retreat as soft and sweet as its name, which is French for marshmallow! Inspired by the comfort of marshmallows and the calm of seaside living, this home invites you to unwind in pure comfort and style. Whether you’re sipping coffee on the porch, enjoying sunsets by the water, or curling up inside after a day of adventure, Chamallow is the perfect blend of warmth, whimsy, and relaxation.brbrTucked at the end of quiet Warren Street in ever-popular Richardson’s Landing, this lovely Cape Cod sits at the water’s edge, with gorgeous Views of both the Canal and serene Oyster Bay. A veritable waterfront wonderland, your family will make memories that will last a lifetime fishing and crabbing from the Floating Dock right in your own backyard! The perfect place for boating (shallow draft), kayaking (2 kayaks included), and paddle boarding, bring the family, the water toys - and yes, you can even bring the family dog at no additional cost (must be pre-approved - 1 Max).brbrAs you enter Chamallow, you’ll be greeted by warm Hardwood Floors, comfy furnishings, and tons of natural light. You’ll love relaxing in the Living Area after a fun-filled day searching for Wild Ponies at Assateague National Seashore, and enjoying Free WiFi and Flat Screen Smart TV. With a warm Brick Hearth and Marble Flooring, this space combines the best of yesteryear with a slightly modern vibe. There’s even a Mini Bar with a Beverage Cooler and Ice Maker, so grab a cocktail and slip through the French Doors leading to the Waterfront Sunroom - and just look at those Views! Perfect for enjoying morning coffee with a View, curling up with a good book, or even dining Al-Fresco as you gaze at the water, you’ll spend lots of time in this very special place. brbrThe Chef in your family will adore the totally and beautifully renovated Chef’s Kitchen with gleaming Stainless Appliances, Quartz Countertops, and all the comforts of home - and then some! Grab a quick bite at the Breakfast Bar before hitting the Beach, and whip up some Fresh Local Seafood - which hopefully you caught - and dine in the huge Dining Room with room for all. After dinner, kick back by the Fire Pit and just take in that salty, sweet sea breeze, while the rest of the family enjoys the Deck, spacious backyard, and obviously, the water itself. brbrOn one side of the Kitchen, your eye catches a Ladder - and boy, are the kids in your group going to LOVE this! As you wander up the ladder, you’ll find an awesomely cool Children’s Play Loft with toys, games, and an Under the Sea Mural that will have their little imaginations in overdrive. All of this, just off the Kitchen, where the grownups can keep an eye on them, while enjoying some adult time. brbrChamallow sleeps 10 comfortably in 3 Bedrooms, and with 2.5 Baths. Bedroom 1 is the Primary Bedroom and has a comfy King Bed and Attached Full Bath with Custom Walk-in Shower. Dressed in colors of sea glass, we love its Coastal Vibe and very cool built-in drawers. Also on the 2nd Floor, Bedroom 2 features a Queen Bed and Sleeper Chair, while Bedroom 3 has a Pyramid Bunk (Twin over Full) with a Twin Trundle, and sleeps 4. All Bedrooms have Flat Screen Smart TV, as well! Downstairs, the Library in the front of the house, has a Twin Daybed with Twin Trundle, and sleeps 2. brbrAll of this, and less than 10 minutes from one of the cleanest and most pristine beaches in America, plus our famous Wild Ponies! Don’t wait - a sweet Chincoteague Island Vacation awaits!brbrONE well trained dog welcome - must be current on vaccinations and flea/tick preventative, and must be pre-approved. Dogs must be leashed. Seaside Vacations does not allow group rentals to guests under age 25. NO SMOKING! 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.

3

Bed

2

Bath

10

Sleeps

$466.91

/ Nightly

Private Vacation Home

Channel Winds | Waterfront Bliss w/ Lighthouse Views!

Chincoteague Island, Virginia, United States

Welcome to your dream island getaway on Chincoteague Island! This waterfront townhouse sits right on the Assateague Channel, serving up jaw-dropping views of the lighthouse that'll make your morning coffee taste even better.brbrWith three bedrooms and two and a half bathrooms, there's plenty of room for the whole crew. The primary en suite bedroom is the real showstopper here, featuring a private balcony that overlooks the water. Imagine waking up, stepping outside, and watching the sun paint the channel gold. Not a bad way to start the day, right brbrThe outdoor living space is where the magic really happens. Two levels of waterside decks give you plenty of room to spread out, soak up the views, and just breathe. Fire up the gas grill for a seafood cookout while the kids explore, or simply kick back and watch the boats drift by. Life moves a little slower here, and that's exactly the point.brbrAdventure seekers, this one's for you. Kayaks, a paddle board, and bicycles are all provided, so you can hit the water or cruise the island without packing extra gear. The famous Assateague Wildlife Refuge and its stunning beach are just a short trip away, perfect for spotting wild ponies and catching some waves.brbrRight around the corner, you'll find Veteran's Memorial Park with a playground, tennis courts, basketball, and more to keep everyone entertained. Need groceries Island Foods is a quick ride up the road. And for some splashy fun, Maui Jack's Waterpark is nearby too.brbrThis is island living at its finest. Don't let this one slip away, book your island vacation today!brbr- Linens and towels are included with your reservation.br- No smoking is permitted on the premises. 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

Bath

Sleeps

$286.79

/ Nightly

Private Vacation Home

Tranquil Tides Retreat by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

High Tides and Good Vibes…..brbrWelcome to Tranquil Tides Retreat - a newly renovated and beyond adorable Waterfront Townhome located on Marsh Island, directly across the Channel from Chincoteague Island. Perfect for a small family or a couples getaway, you can take that beach break you’ve been longing for - without breaking the bank! And, Tranquil Tides now welcomes your well-trained dog - 2 max - at no additional cost (must be pre-approved)!brbrAs 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 that Marsh Island offers. 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. At Tranquil Tides Retreat, take in Bay Views that are simply stunning - Water Views of the Chincoteague Channel, Historic Main Street, the Bay, Marsh, and of course THE most incredible Sunsets to be found.brbrAs you pull down the Lane for Tranquil Tides Retreat, you can’t help but think about the memories that will be made fishing and crabbing in your own backyard, and watching the Boats - and even Dolphin - travel down the Channel. This adorable 2 Bedroom Home sits right at the water’s edge and sleeps up to 4 comfortably. With a Community Dock for Fishing, Crabbing, and Kayaking, and even a Picnic Area for dining Al-Fresco, this is a Vacation you won’t want to miss! Tranquil Tides Retreat even comes with a Boat Slip for Boats up to 20 ft (Shallow Draft Boats Only) at no additional cost! It’s time to kick off your Flip Flops and let the fun begin!brbrYou’ll love relaxing in the Living Area after a fun-filled day at the Beach, and enjoying Free WiFi and Flat Screen Smart TV. With an oversized, comfy Sectional, beachy flooring reminiscent of a stroll on the Boardwalk, and serene Coastal Colors, it totally has that island vibe you’re longing for. Slip out to the Waterfront Balcony with your morning coffee, and watch Herons, Eagles, and Egrets fish for their morning meal. And, this is also where you can take in stunning Sunsets each evening. Just off the Living Area, you’ll find a convenient Half Bath. brbrThe Chef in your family will love the well-stocked Kitchen, which is sure to make mealtime anything but a chore. Dine in the comfort of Central AC, or have a Picnic down by the water’s edge in the Community Picnic Area. Not one to cook on Vacation No worries ~ you’re a hop, skip, and jump away from great dining options on the Island, and then get to return to the peace and serenity that is Marsh Island!brbrWandering upstairs, you’ll find 2 Bedrooms and a shared Full Bath. Bedroom 1 has a comfy Queen Bed, direct access to the Full Bath, and a Private Waterfront Balcony! Just imagine slipping out to stargaze while everyone else slumbers - there’s nothing like it. The Full Bath is bright and modern with 2 Vanities and a Tub/Shower Combo. Bedroom 2 also has a Queen Bed and stunning Bay Views. There is also a convenient Washer and Dryer located on this level. brbrTime at Tranquil Tides Retreat is sure to be treasured by your whole family. Time spent together fishing, crabbing, kayaking, or simply stargazing will be unforgettable, and that’s without even leaving little Marsh Island. With all there is to do on Chincoteague itself, plus having one of the most popular and most visited beaches in our country right down the road, this truly IS the Dream Vacation you’ve been waiting for! brbrSeaside Vacations does not allow group rentals to guests under age 25. Therefore, online bookings for group rentals will not be honored. Well trained dogs - 2 MAX - welcome at no add'l cost. Must be current on vaccinations and on flea/tick preventative. 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

Bath

Sleeps

$301.43

/ Nightly

Private Vacation Home

Misty Moon by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

The best things in life are the people you love, the places you go, and the memories you make along the way…..brbrWelcome to Misty Moon on beautiful Chincoteague Island - or as we like to call it, our Little Island by the Sea. Y’all, just wait until you see this adorable home, which has been lovingly restored and gorgeously decorated! Tucked back on a quiet Lane off of Main Street, Misty Moon feels a million miles away from the real world, yet is close to everywhere you want to be. Sip Sweet Tea on the Front Porch, or stroll down the street to Historic Main Street Restaurant, Shops, and the Waterfront Park, which is home to many free concerts and entertainment during the Summer Season. brbrOnly 5 minutes from Assateague National Seashore, you really can have it all on your next Vacation! Wild Ponies, Beach Combing, and one of the most gorgeous beaches in our country are just a short drive or bike ride away! Did you know that Assateague National Seashore is the most visited National Park in our country You will understand why once you experience it for yourself!brbrAs you enter Misty Moon, you’ll fall in love with the serene Coastal Colors and warm decor. Relax in the Living Area after a fun-filled day at the Beach, and enjoy Free WiFi and Flat Screen Smart TV. With comfortable furniture to sink into, beachy flooring reminiscent of a stroll on the Boardwalk, and touches of yesteryear, you may never want to leave. There’s a Half Bath convenient to the Living Area, plus 2 Full Baths upstairs!brbrThe Chef in your family will adore the Well-Stocked Kitchen with Stainless Appliances and all the comforts of home. Dine in the comfort of Central AC, or wander to one of many great restaurants nearby. You can grill cheeseburgers in Paradise, and hang out in the awesome Screened Porch, which is just off the Dining Area. It’s super cute, adorably furnished, and there’s even a Smart TV out there! There’s room in the yard for the kids to chase Lightning Bugs while the grown-ups sip a glass of Pinot on the porch. brbrMisty Moon sleeps 6 comfortably in 2 Bedrooms, and with 2.5 Baths. Both Bedrooms are upstairs, and both have PRIVATE Full Baths, making this home both a fabulous couples retreat, or family getaway! Bedroom 1 has a comfy Queen Bed to sink into, serene Coastal Colors, Flat Screen TV, and a charming decor that looks pulled right from Southern Living Magazine. The Private Full Bath has a Walk-in Shower. brbrBedroom 2 is equally adorable and has 2 Queen Beds, another Smart TV, and is adorned in gorgeous Navy Blue and Pink. There’s a desk for catching up on some emails or Summer reading, and another Private Full Bath with Tub/Shower Combo. brbrThe care and love the thoughtful homeowners have put into Misty Moon is sure to move you. A brand new EV charger has been installed for added convenience! With little surprises and touches like this that will make you smile, it’s the perfect homebase for your next Chincoteague Getaway, so give us a call today or Book Online, and get ready to have a Vacation Experience - not just a place to lay your head at night!brbrbrLinens Included - No Smoking - 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

Bath

Sleeps

$322.33

/ Nightly

Private Vacation Home

Bay Daze | Marsh Island Waterfront w/ Water Views in Every Room, Private Boat Dock & King Suites

Chincoteague Island, Virginia, United States

Escape from the hustle and bustle of everyday life at this little slice of paradise nestled on the edge of the Chincoteague Bay! Bay Daze is a clean, comfortable and modern townhome (end unit) offering all the amenities you'll need for a perfect vacation! On the main level you'll find an open living space featuring a nice kitchen with breakfast bar, dining area, and living room with new furniture! There are water views from every room! Upstairs features 2 bedrooms (both suites with private bathrooms, balconies, and TVs) - one bedroom has a King bed and the other a King bed and trundle daybed. Drop your fishing line in the water right out your back door, or dock your boat for easy access. There is also a garage and on site boat trailer parking. The possibilities are endless at this waterfront property! Call today; this one books quickly. Note: This unit features a private boat dock (slip #5). 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

Bath

Sleeps

$403.2

/ Nightly

Private Vacation Home

At the Water's Edge by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

‘At the Water’s Edge’ - is there anywhere you’d rather be ! brbrWelcome to this absolutely stunning Brand New Luxury Townhome on Marsh Island - just across the Channel from Chincoteague Island. 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 that Marsh Island offers. 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. Take in Bay Views that are simply stunning - 360 degrees of Water Views of the Chincoteague Channel, Historic Main Street, the Bay, Marsh, and of course THE most incredible Sunsets to be found.brbr‘At the Water’s Edge’ sleeps 8 in luxury and style - with Water Views that will make your jaw drop. This lovely Townhome is decorated with a tasteful Nautical Flair that will leave you wanting more. Situated mere steps from the Chincoteague Channel, you’ll enjoy Fishing and Crabbing right in the backyard, and Boats Slips are coming for Summer 2020! Park the car, kick off your flip flops in the Foyer, and let the fun begin!brbrAfter a fun-filled day exploring Assateague National Seashore, relax in the Living Area and enjoy Free WiFi, Flat Screen Smart TV, luxurious Furnishings, and of course, those Views! The Open Floor Plan is perfect for spending time together without ever feeling crowded. Dinner with a View can be had every precious Vacation Day in the beautifully decorated Dining Room. And the Chef in your family will adore the Gourmet Kitchen with Gleaming Granite, Custom Tile Floors, and Stainless Appliances. Well-Stocked with all you need, mealtime will be anything but a chore. There is also a convenient Full Bath on the 1st floor, as well as full size Washer and Dryer, tucked behind very charming Barn Doors. Slip out to the Furnished Balcony to watch Herons, Egrets, Dolphins, Turtles, and more, or watch the Scallop Boats return with their harvest. At the day’s end, there’s nothing like catching a Chincoteague Sunset from here, as well.brbrWandering upstairs, you will find 3 beyond stunning Bedrooms and 2 more Full Baths. The waterfront Master Bedroom has a comfy Queen Bed, Flat Screen TV, and Private Waterfront Balcony. Just imagine slipping out to stargaze while everyone else slumbers. The Private Master Bath is that of a Spa, with gleaming Granite and Double Vanite. The Custom Tile in the Walk-in Shower is striking. Down the hall, Bedroom 2 also has a Queen Bed, and Bedroom 3 is unique with an Extra Long Full Bed over a Queen Bed - certainly not your typical Pyramid Bunk! A 2nd gorgeous Full Bath is shared and has a Tub/Shower Combo. brbrAnd being only steps from Chincoteague Island, you will love easy access to the beach, wild ponies, and countless activities, and coming home to the peace and serenity of Marsh Island. brbrGive us a call or book online to make your magical memories ‘At the Water’s Edge’ today! At the Water's Edge rents Sunday to Sunday 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.

Bed

Bath

Sleeps

$394.74

/ Nightly

Private Vacation Home

Hudson House 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. In the hustle and bustle of daily life, it can be surprisingly difficult to carve out meaningful moments with those who matter most. But in the end, it’s those shared laughs, heartfelt conversations, and quiet moments together that truly make life rich. Making time for nothing more than ‘togetherness’ has never been more important — and what better place to do just that than Hudson House on beautiful Chincoteague Island.brbrWe’re all about making memories that will last a lifetime - and Hudson House itself is a treasure trove of memories. This Historic Home was once the home of Ira Hudson - an iconic Chincoteague Carver. To this day, his workshop is on display at the Chincoteague Museum, always a ‘must-visit’ during your vacation. brbrWhat you may not know, is that this special home has been totally remodeled and is simply stunning. Combining the quintessential Chincoteague Charm you love, with the Modern Amenities you need, this beautiful home truly has it all. Located on Church 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, Hudson House’s new interior is warm and inviting. After a fun-filled day exploring Assateague National Seashore, kick back in the spacious Living Area and enjoy Flat Screen Roku Streaming TV and Free WiFi. Or curl up in the Reading Nook with a good book. With pale grays and floors reminiscent of a beachy boardwalk, it’s both modern and rustic at the same time. brbrJust off the Living Area, the Kitchen will thrill the Chef in your family. Featuring Stainless Appliances, a 12 foot gleaming Granite Island, and every gadget imaginable, it’s the perfect place to hang out and share stories of the days’ adventures. We are so in love with this Custom Backsplash and Tile - so striking! You can dine here at the Island, at the Dining Room Table that has 2 leaves for expansion, or Al-Fresco on the Screened Porch with seating for up to 8 while taking in that salty sweet sea breeze. Enjoy your morning coffee on the Front Porch Swing as you watch our little island come to life each morning. brbrHudson House sleeps 9 in 4 Bedrooms and has 3 Full Baths. On the 1st floor, you’ll find 2 Bedrooms. The Master Bedroom features a King Bed with Luxury Mattress and Flat Screen Roku TV. The Private Master Bath is crisp and bright with pale grays and white Subway Tile, and a Tub/Shower Combo. Bedroom 2 is very cool with a Queen Bed, and another Roku TV. Also on this level is a 2nd Full Bath with gorgeous Blue and White Subway Tile and Granite Vanity. brbrWandering upstairs, you’ll find 2 more Bedrooms and a 3rd Full Bath. Bedroom 3 has a lovely Antique Bed that is actually original to Hudson House - the mattress, of course, is new! Finally, Bedroom 4 has pops of fun Coral and a Queen Bed with an Extra Long Twin Trundle. The upstairs Full Bath is beyond amazing with rich nautical navy and crisp white - but this flooring - stunning Nautical Stars are so spectacular. brbrOn top of fabulous indoor living, Hudson House is a blast outside, as well! The spacious fenced-in yard has a Fire Pit surrounded by comfy Adirondack Chairs - marshmallows, anyone There is plenty of room for everything from Cornhole to simply hanging out together. There's a fabulous Outdoor Shower for rinsing off after a fun-filled day at the Beach, and you may never want to leave the Screened Porch! brbrHudson House rents Sunday to Sunday during the Peak Season. **Owner has 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

Bath

Sleeps

$310.9

/ Nightly

Private Vacation Home

The Blue Crab by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

The best things in life are the people we love, the places we’ve been, and the memories we’ve made together….brbrFeel like you’re going a million miles an hour every single day We get it - life is so busy that it’s hard sometimes to just find time to BE together. But it’s so important to gather those who matter most and make it happen, and we’ve got the perfect place to reconnect, rejuvenate, and relax, right here in the heart of beautiful Chincoteague Island - and we welcome your well-trained family dog at no additional charge!brbrWelcome to The Blue Crab - Newly Renovated and absolutely beautiful, y’all! Located only 5 minutes from Assateague National Seashore, where our famous Wild Ponies roam free, it’s an exciting new addition to our Seaside Vacations’ Family! Did you know that Assateague is the most visited National Park in our country Spend a day here and you’ll understand why. We have no boardwalks or beach shops on our coastline - just natural, serene beaches, and an abundance of beauty that will leave you speechless. brbrThe Blue Crab is all about wonderful one level living, with so many nooks and crannies - this house feels huge! You’ll love kicking back in the Living Area with Free WiFi and Flat Screen Smart TV - sinking into the oversized sectional after a day of fun in the sun will feel incredible. Floors reminiscent of a stroll on the boardwalk, and colors of sand and sea are warm and welcoming. brbrThe Chef in your group will adore the Gourmet Kitchen with gleaming Granite Countertops, Stainless Appliances, and all the comforts of home. Mealtime will be easy breezy with this set up, and you can dine in the comfort of Central AC, or Al-Fresco on the Patio. Grill some Cheeseburgers in Paradise out back on the Gas Grill, or maybe pick up some Fresh Local Crabs. Not one to cook on Vacation No worries - you’re a hop, skip, and jump from many great dining options.brbrWe cannot get over the living space at The Blue Crab - there’s so much room to spend time together without ever feeling crowded. Just off the Kitchen is an awesome Game Room with Ping Pong, Pool, and a Flat Screen Smart TV with PlayStation and Games! This very cool Game Table also converts to a Dining Table if you need a bit more space for meals. The kids - and the kid in you - will have so much fun together here. brbrOn the other side of the Kitchen, you’ll find a Dining Area, and yet another Living Area! In this cozy space, perfect for curling up with a good book, you’ll find a Sofa (also a Sleeper), Flat Screen Smart TV, and a Gas Fireplace, perfect for those chilly off-season stays. Step out the sliders, and you’ll be on the awesome Patio with comfy furnishings and a Fire Pit! Just imagine sharing stories of the day’s adventures around the fire each evening…..brbrThe Blue Crab sleeps 9 in pure comfort and style in 3 Bedrooms, and with 2 Full Baths. Bedroom 1 is the Primary Bedroom, and has a comfy Queen Bed. All Bedrooms have their own Flat Screen Smart TV. With pale coastal colors, it’s sure to be a restful retreat. The spa-like Attached Bath has a Double Vanity and Custom Tile Glass Walk-in Shower. brbrDown the Hall, Bedroom 2 also has a Queen Bed and beachy colors, while Bedroom 3 is so fun and cheerful with its bright colors, and has a Twin Bed and a Full Bed. A 2nd Full Bath with Walk-in Shower (no bath tubs) is convenient to both Bedrooms and the Living Area. brbrThe Blue Crab is so much more than just a place to lay your head each night - it’s a true Vacation Experience! Between the fun in the sun, and the memories made at the house playing games and toasting marshmallows over the fire, there’s no doubt you’ll make amazing family memories sure to last a lifetime! And, you can do it on YOUR terms, as it’s part of our Flex Stay Program - come when you want - leave when you want! The world is your oyster here at The Blue Crab!brbrWell Trained Dogs welcome - 2 max - must be current on vaccinations and on flea/tick preventative. Must be approved in advance. 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

Bath

Sleeps

$329.64

/ Nightly

Private Vacation Home

Beautifully renovated beach house by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

There is only one thing more precious than our time, and that is who we spend it on….brbrLife is short - we live in a world where we’re always rushing - even when there’s no rush! We have to force ourselves to slow down - to stop and smell the flowers - or even better, Mother Ocean! If you’ve been longing to get away with those who matter most, we have the perfect place for you…..brbrWelcome to Precious Time on Chincoteague Island - or as we like to call it, “Our Little Island by the Sea”. Precious Time sits in the very heart of our Island, close to everywhere you want to be, but it feels a million miles away from the real world. It’s such a great location - you can take a short stroll down Cropper Street to watch the sunset over the Chincoteague Bay, or wander to Historic Downtown Main Street’s Shops, Restaurants, and the Waterfront Park, home of many free events during the Summer season. Assateague National Seashore, where our famous Wild Ponies roam free, is less than 10 minutes away. All of this, plus a beautifully Renovated home, and all at a family-friendly price tag!brbrPrecious Time is just perfect - it has that quintessential Chincoteague Charm of yesteryear you love, plus the Modern Amenities you want and need. As you pull into the driveway, you’ll be welcomed by this sunny yellow home’s welcoming Covered Porch, where a couple of beachy Rockers beckon you to sit a spell and just watch the world go by. brbrYou’ll love kicking back in the Living Area with comfy furnishings to sink into, muted tones pulled straight from nature, Free WiFi, and Flat Screen Smart TV. Even though Precious Time is a Historic Home, it feels Brand New inside! We love the tasteful and beautifully simple decor this home offers, with warm furnishings throughout and gorgeous Hardwood Floors. brbrAs you walk towards the Kitchen and Dining Area, you feel Precious Time just open up - a wonderfully open space perfect for spending time together without ever feeling crowded. The Chef in your family will love the huge Kitchen with all the comforts of home. There’s tons of gleaming Granite Countertop space for meal preparation, and every gadget you could need. Whip up some Fresh Local Seafood on the Gas Grill, and dine in the comfort of Central AC at the Dining Table. Not one to cook on Vacation You’re a short stroll from many awesome dining options! Just off the Kitchen, the Mud Room leads to the yard and the Brand New Deck (coming by mid-June 2024). There’s also a convenient Half Bath on the 1st Floor. brbrPrecious Time sleeps 6 in 3 Bedrooms and with 2 Full and 1 Half Baths, and we could not love the unique layout more. As you wander up the wonderfully wide staircase, which is rare in a Chincoteague home, you’ll find the first 2 Bedrooms. Bedroom 1 has a Queen Bed and serene decor, and is a restful retreat. All Bedrooms have Flat Screen Smart TV, as well. Down the hall, Bedroom 2 has 2 Twin Beds - perfect for the kids or singles in your group. There’s a shared Full Bath convenient to both Bedrooms which has both a Walk-in Shower and a Soaking Tub. Go up one more level to find Bedroom 3, which also has a Queen Bed, and is its own very private retreat with a Private Full Bath with Walk-in Shower and cozy Window Seat perfect for curling up with a good book. If you’re looking for some peace and quiet, this is the room for you!brbrChincoteague Island has so much to offer - no one will ever get bored here! From sunning, shell-combing, and searching for Wild Ponies on Assateague to Mini Golf, Boat Tours, and so much more, our Island has been voted “Happiest Seaside Town” and “Best Small Beach Town”. Come on down for a visit, and let us show you why!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

Bath

Sleeps

$700.5

/ Nightly

Private Vacation Home

House on the Dune by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Travel - It leaves you speechless, then turns you into a Storyteller…..brbrWhen was the last time you took a Vacation that took your breath away If you’ve been looking for that one-of-a-kind Vacation Experience, we’d love to introduce you to ‘House on the Dune’ in the prestigious Wildcat Community on Chincoteague Island. This stunning Custom Home is 100% ADA Compliant, and perched on the Chincoteague Bay with breathtaking Views.brbrHouse on the Dune is nothing short of a Modern Masterpiece. Sitting on more than 3 Acres of beautiful, natural Bayfront and Marsh, you’ll love the peace and privacy this amazing home offers, as well as being surrounded by abundant Wildlife. Just imagine watching Herons, Eagles, and Egrets fish for their morning meal while you sip your morning coffee. And there's a Brand New Private Pier waiting for you!brbrAs you pull down the winding, tree-lined Lane to the house, you can already feel your worries disappearing. Stroll up the Ramp to the house, enter through the huge Waterfront Screened Porch, and get ready to be left speechless. The Screened Porch lines the entire back of the house and faces the prettiest Bay Views ever. With comfortable furniture for lounging, a Dining Table for dining Al-Fresco with Bay Views, and even a sunken Waterfront Hot Tub, you may never even want to leave this space - but you haven’t seen the inside of House on the Dune yet!brbrEverything about this Custom Home is unique - the bright, cheerful colors, the eclectic Coastal Decor, and the cool, funky vibe - it all sets the stage for the Vacation of a Lifetime! After a fun-filled day exploring Assateague National Seashore - where our famous Wild Ponies roam free - you’ll love sinking into the brilliant blue sofa and enjoying Free WiFi and Flat Screen Smart TV. You can take in lovely Views right from the sofa, but you may never want to leave that Porch! We love the Open Layout House on the Dune has - perfect for spending time together without ever feeling crowded. The Soaring Ceilings make the home feel light, bright, and open, and you’ll love how they’re painted to look just like the sky, right down to some billowy clouds!brbrThe Kitchen and Dining Area overlook the Living Area, and off to the Water. The Chef in your family will love how well-stocked the Kitchen is, with all the comforts of home. Mealtime will not feel like a chore with these Stainless Appliances, gorgeous Countertops, and Mosaic Backsplash in Colors of Sea Glass. The spacious Dining Area seats 6, so you can dine in the comfort of Central AC, or on the Porch with that salty, sweet bay breeze. A Gas Grill is located under the House, so enjoying some Cheeseburgers in Paradise won't be a problem!brbrHouse on the Dune sleeps 6 in 3 Bedrooms, and with 3 Full Baths. Bedrooms 1 and 2 mirror one another and both have a comfy Queen Bed and Private Master Bath. Bedroom 1 is dressed in sunny yellows, and Bedroom 2 reminds us of a day in the Keys. Both have Private Access to the Waterfront Screened Porch, as well as a Private Master Bath with Custom Walk-in Shower. Both Bedrooms and Bathrooms are ADA Compliant.brbrBedroom 3 is upstairs and is an Open Loft Bedroom with a Queen Murphy Bed.You can draw the curtains that surround the Loft when a little extra privacy is needed, and the room acts as another hangout when you don’t need the Murphy Bed - the kids will love it up here! And there is yet another Full Bath with Custom Walk-in Shower. There's also an Outdoor Shower located under the house!brbrEverything about House on the Dune is an adventure - both inside and out. The Wildcat Community is at the North end of the Island, yet still less than 10 minutes from the Beach, Downtown Main Street Shops and Restaurants, and everywhere you want to be on our Little Island by the Sea. But, this location on the Island is amazing - peaceful and quiet, with virtually no through-traffic.brbrWhether you enjoy relaxing on the Porch and taking in the Views, or launching your kayaks to explore our pristine waters (Private Pier coming soon - water access limited until that time), you’re sure to love everything about House on the Dune, which is nothing short of magical!brbrSeaside Vacations does not allow group rentals or rent to guests under age 25 - Families only - No HS Senior Groups, Bachelor-Type Parties, etc. Therefore, online bookings for group rentals will not be honored.brbrEvery 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 error. LINENS INCLUDED, NO SMOKING, NO VAPING, NO PETS. FAMILIES ONLY AND MUST BE AT LEAST 25.

Bed

Bath

Sleeps

$446.07

/ Nightly

Private Vacation Home

Sunset Bay Villa 119 - Waterfront; Shared pool!

Chincoteague Island, Virginia, United States

Immerse yourself in luxury for days at this pristine waterfront villa! This condo unit provides the most spectacular views of the Chincoteague Bay, coupled with some unforgettable sunsets. Sunset Bay Villa 119 offers first floor living throughout with easy access to the condo amenities. Not to mention, convenient walk-out access to the marina boardwalk and boat dock. An open floor plan, including lots of windows that boast those beautiful bay views! Upon entering you will find two bedrooms- One is furnished with two twin bunks, as well as a TV. The 2nd bedroom features a queen size bed and also offers a spectacular waterfront view. There is a shared bathroom with a tub/shower combo in the hall, as well as a washer and dryer in the laundry room. As you make your way further into your beach abode, you will find a large open kitchen featuring granite countertops, BRAND NEW stainless steel appliances, and all the essential cookware to prepare delicious meals during your stay. The primary en-suite is situated so as to fully encompass the most captivating water views, while also offering a luxury bathroom with a tiled shower and jacuzzi tub. Enjoy a relaxing evening beverage while sitting on the balcony watching the sun set, or a nice cup of coffee in the morning. The balcony is accessible from both the primary bedroom suite and the open living area. Enjoy the convenience of close-by restaurants, shops, movie theater and much more with the proximity of Sunset Bay to the Downtown Chincoteague area. ** NEW FOR 2025: Brand new appliances, new flooring and other upgrades! You won't be disappointed! **brbr- Linens and towels are included with your reservation.br- No smoking is permitted on the premises. 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

Bath

Sleeps

$361.16

/ Nightly

Private Vacation Home

Oyster Bay Oasis by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Memories made together last a lifetime…..brbrWelcome to Oyster Bay Oasis in ever-popular Oyster Bay I on Chincoteague Island - the perfect home base for your family’s next adventure! Only 5 minutes from Assateague National Seashore, where our Wild Ponies roam free, this adorable home has all the quintessential Chincoteague Charm you love, plus the modern Amenities you want and need - and, you can bring the family dog at no additional charge! Combine that with a family friendly price tag, and Kaykaks available for your use, you have the makings of an amazing Beach getaway!brbrOyster Bay I is a serene, quiet community tucked in the heart of our Island. With a Boat Ramp just down the street, and tree-lined streets lovely for walking, it’s truly a peaceful destination. As you pull into the driveway, you’ll love Oyster Bay Oasis’ rustic good looks, and the Pine Trees swaying in the breeze. Take a moment and take in that salty, sweet sea breeze - you’re on Island Time now!brbrThis adorable home has the perfect family layout, where you can spend time together without ever feeling crowded. You’ll love relaxing in the Living Area with colors of sea grass and sand dunes, and enjoying Free WiFi and Flat Screen Smart TV. Sink into the comfy furnishings for movie time, or slip out to the fabulous Screened Porch with seating for all!brbrThe Kitchen has all the comforts of home, and is well-stocked with all you need to make mealtime easy breezy. Grab a quick bite at the Breakfast Bar before hitting the Beach, or get breakfast to go at Beach Road Roundup on the way there! Come dinnertime, you can dine in the comfort of Central AC in the Dining Area, or Al-Fresco on the huge Screened Porch which has both a dining area and an area for simply chilling and sharing stories of the day’s adventures.brbrOyster Bay Oasis sleeps 6 comfortably in 3 Bedrooms. Bedroom 1 is just off the Living Area, and has a comfy Queen Bed. There is a Full Bath with a Tub/Shower Combo conveniently located on this level, as well. Wandering downstairs, you’ll find a 2nd Living Area, plus 2 Bedrooms and a Half Bath! The 2nd Living Area is a great hang-out for the kids, or a great place to curl up with a good book, and also has a Flat Screen Smart TV. Bedroom 2 has another Queen Bed, while Bedroom 3 has 2 Twin Beds. A Half Bath is shared downstairs, and also has a Stacked Washer and Dryer for your convenience.brbrNow let’s talk about the Outdoor Living at Oyster Bay Oasis! Ride your bike through the peaceful community, or to the Beach, only minutes away! Launch the Kayaks at the Boat Ramp, or bring your Boat to explore our pristine waters. Whether you enjoy fishing and clamming, or sunbathing and searching for Wild Ponies, the world is your oyster here on Chincoteague Island!One thing is for certain - you’ll never get bored!brbrNo Smoking. Dogs allowed - 2 Max and must be pre-approved. Dogs must be on flea/tick preventative, and current on vaccinations. Damage Waiver does not cover pet damage. 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.

3

Bed

1

Bath

6

Sleeps

$333.32

/ Nightly

Private Vacation Home

Crabby Baker | Waterfront w/ Direct Lighthouse View!

Chincoteague Island, Virginia, United States

Welcome to a waterfront townhome retreat that delivers island living with a front-row view of the lighthouse and sunrises that will surely outshine your alarm clock. Set in one of Chincoteague Island's most desired areas, this pet-friendly 2-bedroom, 2.5-bath home pairs comfort, charm, and a little vacation energy in all the right ways.brbrInside, the layout offers easy everyday living and inviting spaces to unwind after a day on the water or at the beach. The living room is anchored by a 75-inch television, perfect for movie nights, game days, or simply pretending you are “just resting your eyes.” Upstairs, the primary bedroom features a private bathroom and a waterside balcony, creating a peaceful retreat for morning coffee, evening breezes, and uninterrupted water views. A second bedroom and additional baths provide flexibility for guests, work-from-home needs, or both. The extra half bath adds convenience for entertaining, while the townhouse design keeps daily vacationing practical and fun. brbrOutdoor living is just as appealing, with a fishing and crabbing pier that invites relaxed afternoons and fresh catches, plus a hot and cold outside shower for easy cleanup after beach trips. Imagine casting a line at dusk, then rinsing off before dinner as the water glows around you. You are also conveniently close to Maui Jack's Waterpark and Assateague Beach, so fun is never far from home.brbrIf you have been searching for a vacation spot that feels equal parts coastal escape and everyday comfort, this one checks all the boxes. Book today and see why this waterfront townhouse is easy to love.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.

2

Bed

2

Bath

8

Sleeps

$285.9

/ Nightly

Private Vacation Home

Teal Lighthouse | Affordable Island Charm Close to the Beach!

Chincoteague Island, Virginia, United States

Welcome to your next island escape — Teal Lighthouse! This lovingly decorated two-bedroom, two-and-a-half-bathroom townhouse proves that you don't need to break the bank to live the coastal dream. Every corner of this charming retreat reflects the creative spirit of Chincoteague Island, with local artist's touches woven throughout that give each room its own personality and warmth.brbrThe primary suite offers a private balcony and bathroom sanctuary where you can unwind after sun-soaked days exploring everything this magical island has to offer. Clean, cute, and effortlessly inviting, this townhouse strikes the perfect balance between cozy comfort and coastal style.brbrSpeaking of exploration, the location here is truly something special. Lace up your sneakers and stroll to the nearby Bay to Beach Trail access point for morning walks surrounded by natural beauty. Feeling adventurous Maui Jack's Waterpark is just a short distance away, delivering splashy thrills for the whole family. And when the ocean calls — because it always does — the legendary Assateague Beach awaits, complete with wild ponies and endless stretches of pristine shoreline.brbrSituated conveniently near Beach Road, you'll find yourself surrounded by fantastic restaurants, eclectic shopping, and the laid-back island atmosphere that makes Chincoteague Island one of Coastal Virginia's most beloved destinations.brbr- No smoking is permitted on the premises.br- Linens and towels are included with your reservation.br- Parking is limited to two spaces.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

Bath

Sleeps

$366.59

/ Nightly

Private Vacation Home

Heron's Hideaway - A Trusted Guest Favorite for Spacious Comfort!

Chincoteague Island, Virginia, United States

Discover your perfect family retreat at this charming three-bedroom, two-bathroom house nestled in peaceful Oyster Bay II on Chincoteague Island. 'Heron's Hideaway' welcomes up to 12 guests, making it ideal for multi-generational gatherings, friend reunions, or anyone seeking a memorable coastal escape.brbrThe heart of this home lies in its thoughtfully designed layout, offering both communal spaces for togetherness and quiet nooks for those precious moments of solitude. Fall in love with the screened-in porch—your new favorite spot for morning coffee, afternoon board games, or listening to gentle summer rain. When you're ready for fresh air and broader views, head upstairs to the deck where peaceful vistas and cooling breezes create the perfect setting for birdwatching or evening stargazing.brbrThe well-appointed kitchen makes meal preparation a pleasure with its dual-oven electric stove, elegant granite countertops, and full-size appliances. Families will appreciate thoughtful touches like the provided high chair, pack-n-play, and collection of board games suitable for all ages.brbrLocated in a tranquil residential neighborhood, this trusted vacation favorite sits at the end of a quiet cul-de-sac, surrounded by lush trees and natural landscaping that creates a beautifully secluded atmosphere. You'll feel worlds away from everyday stress while remaining just a short drive from Assateague Wildlife Refuge, pristine beaches, local restaurants, and charming shops. Remote workers will appreciate the private business nook complete with desk and monitor, allowing you to balance productivity with relaxation. Since 2018, this beloved hideaway has hosted everything from girls' weekends and holiday celebrations, to hunting expeditions and peaceful solo retreats.brbrWhether you're seeking adventure at nearby Maui Jack's Waterpark, exploring Waterfront Park, or simply enjoying the serenity of island life, this exceptional rental offers the perfect base for your Chincoteague home away from home experience.brbr- No smoking is permitted on the premises. br- Linens and towels are included with your reservation.br- Pets are permitted with an additional fee. Limit of two dogs only. All pets must be disclosed. 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

Bath

Sleeps

$238.43

/ Nightly

Private Vacation Home

The Mermaid Lounge by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

“Rainbows and Mermaids are proof that imagination and beauty go hand in hand.brbrWelcome to The Mermaid Lounge on Chincoteague Island. An absolutely adorable and affordable Beach getaway tucked on the ever-popular East Side - close to everywhere you want to be!brbrIf you’re not familiar with the East Side, imagine driving down a quiet road that hugs the shoreline of the Chincoteague Channel - glancing out over the water, you will see only Assateague National Seashore and our famous Lighthouse - you may even see some ponies grazing in the marsh across the water! Grand Bay Court is in just the perfect location - you can easily stroll to Memorial Park to enjoy the Playground, Kayak and Boat Launch, Crabbing, Fishing, and more, and are just a short stroll from waterside dining at The Pearl Restaurant.brbrAs you pull up to The Mermaid Lounge, you’ll notice how lovingly landscaped and cared for this home is. Two Blue Adirondacks on the charming Front Porch await you and a glass of Sweet Tea - kick off your flip flops and let the fun begin! This cozy home is perfect for a small family, or friends traveling together. Have a larger group Rent The Mermaid Lounge and The Pearl at Grand Bay, just across the court! brbrYou’ll love kicking back in the Living Area after a wonderful day exploring Assateague National Seashore - where our famous Wild Ponies roam free. Less than 10 minutes from the Beach, you’re just a hop, skip, and jump away from THE most beautiful Beach we’ve ever seen. There’s Free WiFi and Flat Screen Smart TV in the Living Area - perfect for family movie night after a day in the Sun. The Sofa is also a Queen Sleeper, just in case you need another Bed option.brbrYou’ll be living like a Local with all the comforts of home at The Mermaid Lounge - y’all, this is so much better than a hotel or cabana! It’s a true home with a Well-Stocked Kitchen, and Full Size Washer and Dryer. The Chef will love the spacious Kitchen that has everything you need. Dine in the comfort of Central AC, or wander to one of many great dining options nearby. There’s a convenient Half Bath just off the Living Area, as well. brbrThe Mermaid Lounge sleeps 6 comfortably. Wandering upstairs, you'll find 2 beachy Bedrooms and 2 Full Baths! The Master Bedroom is adorned with Colors of a Chincoteague Sunset, and a comfy Queen Bed with an Organic Mattress. The Private Master Bath has a Walk-in Shower. There’s even a little Sitting Area perfect for curling up with a good book. brbrDown the Hall, Bedroom 2 has 2 Twin Beds and is just perfect for the kiddos or 2 singles. A 2nd Full Bath with a Tub/Shower Combo is in the Hall. brbrIf you’re looking for a Beach Break that won’t break the bank, The Mermaid Lounge is the perfect place for you. Like flexibility We got you! The Mermaid Lounge is part of our Flex-Stay Program and only has a 3 night minimum all year long! Come when you want and leave when you want = Vacation Freedom! See you at the Beach!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

Bath

Sleeps

$468.28

/ Nightly

Private Vacation Home

Heron Creek by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Heron Creek - Relax, Rejuvenate, and Reconnect…..brbrLife is busy - schedules, school, meetings, and games - it’s nonstop. When was the last time you spent time with those who matter most simply playing - relaxing - giggling - making memories sure to last a lifetime brbrIf this is what you’ve been yearning for, just wait til we tell you about fabulous Heron Creek! This 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, yet feels a million miles away from the real world. Sitting on a serene Tidal Creek and Canal, you’ll have your own private Waterfront Wonderland for fishing, crabbing, kayaking, and whatever else you can dream up! Heron Creek truly has it ALL - and you can bring your well-trained dog (2 max) with a $100 Pet Fee, *PER PET* so it’s really a Vacation for the whole family!brbrHeron Creek has been a beloved Vacation Rental for years with a huge following, but is new to our Seaside Vacations’ Family this year. This incredible 3 Bedroom/2.5 Bath sleeps 8 in pure comfort and style. And, one of the most beautiful Beaches in the world - Assateague National Seashore, where our Famous Wild Ponies roam free - is just minutes away. brbrThere’s nothing like kicking back after a day at the Beach in the Living Area with Free WiFi, Flat Screen TV, and a Sectional that you’ll never want to leave. Heron Creek’s open layout is perfect for how we live today - spend time together without ever feeling crowded. Colors of Sand and Sea make you feel as if you never left the Beach, and the little things that mean so much - like Hardwood Flooring, Local Art and a crisp, clean Coastal Vibe, will only leave you wanting more. brbrThe Living Area opens to the Chef’s Kitchen with gleaming Granite Countertops, Stainless Appliances, and all the comforts of home. Dine in the comfort of Central AC, or enjoy some Fresh Local Crabs at the Picnic Table, right by the water’s edge. Not one to cook on Vacation You’re just a hop, skip, and jump away from many great Dining options. brbrSlip out to the Screened Porch and curl up with a good book, or wander out to the absolutely awesome backyard - a veritable waterfront wonderful. Sitting on the Tidal Creek that is teeming with life, you’ll have a blast crabbing, fishing, or just “being”. So many Water Toys are provided for you by the Homeowners - Kayaks and Life Vest, Beach Chairs, Beach Toys, Crabbing Gear, and more. They truly want to help you enjoy your Vacation to the fullest, and it shows. There are Adirondacks by the water’s edge, your own little Private Dock, and multiple seating areas to relax and watch Heron’s, Eagles, and Egrets fish for their morning meal. Your family dog is sure to love sniffing, exploring, and sunbathing in this paradise of a backyard, as much as the rest of the crew. brbrHeron Creek sleeps 8 more than comfortably. The desirable 1st Floor Master has a luxurious King Bed, Flat Screen TV, warm Wood Furnishings, and a Private Master Bath with Custom Walk-in Shower. brbrWandering upstairs, you’ll find 2 more Bedrooms and a 2nd Full Bath with Tub/Shower Combo. Bedroom 2 is serene and peaceful dressed in cool gray and crisp white. The kiddos will love Bedroom 3 with 2 Twin Bunk Beds, sleeping 4, Flat Screen TV, and tons of games for all to enjoy. Heron Creek is perfect for one large family, but also great for 2 small families to share!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 Heron Creek!brbrWell-trained dogs welcomed with $100 Pet Fee each - 2 max, and 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. Exterior Security Camera on property. 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

Sleeps

$293.24

/ Nightly

Private Vacation Home

Caribbean Ketch by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Take a Vacation that makes you forget to check your cell phone….brbrLooking to leave the real world behind - just for a few days Grab those who matter most, and clear your calendar - Caribbean Ketch is waiting for you! This charming home is located in the ever-popular Piney Island, which happens to be the closest community to Assateague National Seashore, and also offers a Natural Kayak Launch. 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 Assateague National Seashore is the most visited National Park in our country Spend a little time here and you will discover why this is.....brbrCaribbean Ketch has been a beloved Vacation Rental for years, but is new this year to our Seaside Vacations’ Family - and we couldn’t be more excited! Nestled amongst whispering Pine Trees, it feels like a million miles from the hustle and bustle of the city, yet it’s still close to everywhere you want to be. Pulling down the tree-lined driveway, you’ll feel your stress melting away - you’re on island time now….brbrJust a few steps into the house, and then you have one level living throughout - perfect for those not wanting to climb a lot of stairs. Kick off your flip flops in the spacious Foyer, and let the fun begin!brbrAfter rinsing sandy feet in the Outdoor Shower, you’ll love relaxing in the Living Area after a fun-filled day at the Beach, and enjoying Free WiFi, Flat Screen Smart TV, and gorgeous Colors of Sand and Sea, with bright pops of island color throughout. And, we are so in love with the Rustic Hardwood Floors and the shabby chic vibe of Caribbean Ketch!brbrPrepare family meals easily in the Well-Stocked Kitchen - grill the Fresh Catch of the Day on the Gas Grill, or just grab a quick bite before hitting the Beach. With Stainless Appliances and beachy blue walls, mealtime will be a bay breeze. Not one to cook on Vacation You can stroll to several of our most popular dining venues including Famous Pizza, Woody’s Barbecue, and Lily’s Little Mexico - yum! When the time comes to enjoy some Fresh Local Crabs, the huge Screened Porch at Caribbean Ketch is the place to be. With plenty of seating for everything from dining Al-Fresco to relaxing and sharing stories of the day’s adventures, you’ll love an evening spent around the cozy Gas Fire Pit that’s sure to set the mood for making amazing memories.brbrCaribbean Ketch sleeps 8 in 3 Bedrooms more than comfortably. Bedroom 1 is a Master with a comfy Queen Bed and Flat Screen TV. Colors of Sea Glass make for a serene retreat and restful night sleep. The Private Master Bath has a Double Vanity and spacious Walk-in Shower. Bedroom 2 has a Full Bed, and colors of Sand Dunes and Sea Grass - again, so relaxing. The 3rd Bedroom is sure to thrill the littles in your family with 2 Twin Bunk Beds, sleeping up to 4 easily. This room truly embodies colors of the Caribbean with brilliant shades of bright blues, orange, and green - so bright and cheerful! There is a 2nd Full Bath in the hall with a Tub/Shower Combo. And while no one likes doing laundry on Vacation, there is a Full Size Washer and Dryer, just in case it's needed. brbrWait - we’re not done yet! There is so much to do outdoors at Caribbean Retreat, as well! Stroll out the Screened Porch to find a spacious Deck, perfect for chilling and listening to the Tree Frogs sing. On those hot Summer days, the shade of the Pine Trees will be welcomed. There is also a detached Garage that has a small Screened Room - perfect for sneaking away with a good book. In the Garage you’ll find Beach Chairs, Bikes, Yard Games, Crabbing Gear, and more! In the yard, the kids and adults alike will have a blast with the Ring Toss Game. brbrKeep in mind that all of this is just a short bike ride to the Beach - and all with a family-friendly price tag - WOW. Let us show you what we Locals call Paradise - give us a call to plan your next adventure today!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

Sleeps

$275.18

/ Nightly

Private Vacation Home

Daisey Cottage | Remodeled Ridge Road Retreat Near Downtown w/ Patio, Fenced Yard & Pet Friendly

Chincoteague Island, Virginia, United States

Come visit Chincoteague Island and stay in this adorable coastal cottage with your family. Lovingly remodeled and updated, this charmer located on Ridge Road is sure to book up fast! Close enough to hustle and bustle of carnival and downtown, but far enough away to enjoy some peace and quiet - you'll find all the comforts of home at Daisey Cottage. Upon entering you'll be greeted by a comfortable living area with television. Skylights to let in a ton of natural light, letting you bask in island sunshine. A cute kitchen featuring everything (electric range, fridge, dishwasher, coffee maker) you'll need to make a family meal, if you're heart so desires. A bright and cheery open dining area is connected to the kitchen - allowing you to chat while preparing meals or snacks. A full bathroom. A utility closet with washer and dryer. Two bedrooms - the master with a queen and television. And the second bedroom boasts a bunk that has a full on the bottom and a twin on the top - how fun is that ! Bring your bikes and ride down to Memorial Park for a little fishing or crabbing. Outside you'll find a cute patio area with sitting area, as well as a small fenced in area that is perfect for your four legged friends to enjoy while you're outside as well. Daisey Cottage is pet-friendly, all members of the family are welcome - book today!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.

2

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1

Bath

7

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