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Results: 624 Rentals

  • Sandy Cheeks Cottage, minutes from the beach and downtown!
    From $279 per night (USD)

    VRBO

    Sandy Cheeks Cottage, minutes from the beach and downtown!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Escape to the serene beauty of Chincoteague Island, Virginia, with a memorable stay at our cozy rental. Nestled in the h ...

    From $279 per night (USD)

    VRBO

    Details
  • Pet Friendly! Unique open concept home in quiet neighborhood with EV charging.
    From $200 per night (USD)

    Expedia

    Pet Friendly! Unique open concept home in quiet neighborhood with EV charging.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Open concept, cozy, comfortable, modern, family-friendly 3 bedroom home in a quiet neighborhood with amazing gardens is ...

    From $200 per night (USD)

    Expedia

    Details
  • Vineyard Cove - Direct Bayfront on Chincoteague Island
    From $354 per night (USD)

    VRBO

    Vineyard Cove - Direct Bayfront on Chincoteague Island

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Ocean air, salty hair, not a care, take me there…… Life is so busy - our days are filled with one commitment after anot ...

    From $354 per night (USD)

    VRBO

    Details
  • Bungalow 2 - Waterfront Bungalow with Two Bedrooms
    From $299 per night (USD)

    VRBO

    Bungalow 2 - Waterfront Bungalow with Two Bedrooms

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to the NEW Blufin Bungalows and Marina on Chincoteague Island! Indulge in the epitome of luxurious glamping at B ...

    From $299 per night (USD)

    VRBO

    Details
  • Waterfront Bungalows on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
    From $311 per night (USD)

    VRBO

    Waterfront Bungalows on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to the NEW Blufin Bungalows Marina, located directly on the bay in Chincoteague Island, Virginia! Indulge in the ...

    From $311 per night (USD)

    VRBO

    Details
  • Sandy Sail -  Single Family Home -  Newly Renovated -  Grill and Blackstone
    From $293 per night (USD)

    Expedia

    Sandy Sail - Single Family Home - Newly Renovated - Grill and Blackstone

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    2B/1.5B ( 2 Kings / QSS) Amenities: Beach Chairs, Yard Games, Fishing Rods, Beach Cart to haul beach supplies, Ramp, Keu ...

    From $293 per night (USD)

    Expedia

    Details
  • Pony's Hideaway - 2Bd\/1Ba Waterfront property with dock and designated boat slip
    From $175 per night (USD)

    VRBO

    Pony's Hideaway - 2Bd\/1Ba Waterfront property with dock and designated boat slip

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Wake up and enjoy your cup of coffee overlooking the sights of Assateague Island from your second story condo. This 2-b ...

    From $175 per night (USD)

    VRBO

    Details
  • Halfmoon Hideaway
    From $200 per night (USD)

    VRBO

    Halfmoon Hideaway

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to your cozy one-bedroom cottage in Chincoteague, Virginia! We are delighted to have you as our guest and are ex ...

    From $200 per night (USD)

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    Details
  • Only 5 min to Assateague National Seashore!
    From $101 per night (USD)

    VRBO

    Only 5 min to Assateague National Seashore!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    HUGE UPDATES for 2023 - it's gorgeous! Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions o ...

    From $101 per night (USD)

    VRBO

    Details
  • A Bargain on Chincoteague Island!
    From $101 per night (USD)

    Expedia

    A Bargain on Chincoteague Island!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering through the ...

    From $101 per night (USD)

    Expedia

    Details
  • Only 5 min. from the Beach!
    From $101 per night (USD)

    VRBO

    Only 5 min. from the Beach!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering through the ...

    From $101 per night (USD)

    VRBO

    Details
  • Island Sage on Chincoteague Island!
    From $173 per night (USD)

    Expedia

    Island Sage on Chincoteague Island!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Island Sage on beautiful Chincoteague Island - the perfect place to relax, rejuvenate, and reconnect with tho ...

    From $173 per night (USD)

    Expedia

    Details
  • Only 5 min to Assateague National Seashore!
    From $101 per night (USD)

    VRBO

    Only 5 min to Assateague National Seashore!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Assateague Inn 102 had a facelift for 2022, and is beachy and beautiful - check it out! Ahhhhh, Chincoteague Island - t ...

    From $101 per night (USD)

    VRBO

    Details
  • A Beach Bargain min from Assateague!
    From $101 per night (USD)

    Expedia

    A Beach Bargain min from Assateague!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering through the ...

    From $101 per night (USD)

    Expedia

    Details
  • Pony Paradise - Gaze at Ponies, Walk to the Carnival, and bring your family dog!
    Click For Pricing

    VRBO

    Pony Paradise - Gaze at Ponies, Walk to the Carnival, and bring your family dog!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Are you all about ponies in paradise? If so, you will love comfy and cozy ‘Pony Paradise’ in the very heart of Chincotea ...

    Click For Pricing

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    Details
  • WATERFRONT HOME with PRIVATE DOCK AND STUNNING VIEWS OF THE LIGHTHOUSE & REFUGE
    From $500 per night (USD)

    VRBO

    WATERFRONT HOME with PRIVATE DOCK AND STUNNING VIEWS OF THE LIGHTHOUSE & REFUGE

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    11

    Eagle's View, our 4 bedroom, 3.5 bath waterfront house faces the Assateague Channel with a stunning view of Assateague I ...

    From $500 per night (USD)

    VRBO

    Details
  • Bamboo Bungalow-Adorable Cottage on Quiet Street Close to Downtown! Firepit!!!!!
    From $199 per night (USD)

    VRBO

    Bamboo Bungalow-Adorable Cottage on Quiet Street Close to Downtown! Firepit!!!!!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Bamboo Bungalow is located on a cute, quiet side street close to the downtown Chincoteague. This perfect location is jus ...

    From $199 per night (USD)

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    Details
  • CATCHTHEWAVE!! And a discounted rate to get us started!!
    From $350 per night (USD)

    VRBO

    CATCHTHEWAVE!! And a discounted rate to get us started!!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Catch the wave at this pet friendly cabin in the heart of Chincoteague. Within walking distance and biking distance of m ...

    From $350 per night (USD)

    VRBO

    Details
  • Historic Home Close to Main Street
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    VRBO

    Historic Home Close to Main Street

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Casa de la Isla 6203 Clark Street This historic home, close to town, is your private island on the island with a bed a ...

    Click For Pricing

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    Details
  • Sweet cottage with outdoor shower
    From $150 per night (USD)

    VRBO

    Sweet cottage with outdoor shower

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Our cozy cottage had been completely renovated with washer, dryer, all new stainless steel appliances, new wood floors, ...

    From $150 per night (USD)

    VRBO

    Details
  • BLUE SKIES, SUNSHINE & SANDY BEACH AWAIT!
    From $174 per night (USD)

    VRBO

    BLUE SKIES, SUNSHINE & SANDY BEACH AWAIT!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    We would love to welcome your family to our home in Chincoteague. Blue Skies delivers more than a hope for wonderful wea ...

    From $174 per night (USD)

    VRBO

    Details
  • A Boaters Dream Waterfront Condo with two bedrooms and private dock 
    From $200 per night (USD)

    VRBO

    A Boaters Dream Waterfront Condo with two bedrooms and private dock 

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Located on the deep waters of the Assateague Channel with a view of the Assateague Lighthouse. This two bedroom, one bat ...

    From $200 per night (USD)

    VRBO

    Details
  • LOCATED IN THE CLOSEST NEIGHBORHOOD TO THE BEACH!
    From $149 per night (USD)

    VRBO

    LOCATED IN THE CLOSEST NEIGHBORHOOD TO THE BEACH!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Peter's House is situated in the Piney Island area. It is within 1/2 mile of Maddox Blvd., the road to Assateague Island ...

    From $149 per night (USD)

    VRBO

    Details
  • Contemporary Masterpiece With Private Deep Water Pier, Tandem Kayak included
    From $275 per night (USD)

    VRBO

    Contemporary Masterpiece With Private Deep Water Pier, Tandem Kayak included

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Chincoteague is an outstanding location to get away and still be able to maintain social distancing. Even on the most cr ...

    From $275 per night (USD)

    VRBO

    Details
  • Waters Edge - Waterfront Vacation Home on Chincoteague Island Virginia
    From $308 per night (USD)

    VRBO

    Waters Edge - Waterfront Vacation Home on Chincoteague Island Virginia

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    12

    Waters Edge Vacation Rental is on Chincoteague Island, Virginia across from Assateague Island in a private community (Oy ...

    From $308 per night (USD)

    VRBO

    Details
  • CHEERFUL, COMFORTING, & RELAXING!
    From $141 per night (USD)

    VRBO

    CHEERFUL, COMFORTING, & RELAXING!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    The Half Shell is a 3 bedroom, 1 1/2 bath, centrally air conditioned duplex, located in a peaceful neighborhood, and is ...

    From $141 per night (USD)

    VRBO

    Details
  • ENJOY THE \BEAUTIFUL LAND ACROSS THE WATER\ AT GINGOTEAGUE.
    From $224 per night (USD)

    VRBO

    ENJOY THE \"BEAUTIFUL LAND ACROSS THE WATER\" AT GINGOTEAGUE.

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Gingoteague, "Beautiful Land Across the Water", is a 4 bedroom, two full bath, central air conditioned home nestled with ...

    From $224 per night (USD)

    VRBO

    Details
  • A BEAUTIFUL RETREAT OVERLOOKING ASSATEAGUE ISLAND
    From $168 per night (USD)

    VRBO

    A BEAUTIFUL RETREAT OVERLOOKING ASSATEAGUE ISLAND

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    A BEAUTIFUL RETREAT OVERLOOKING THE ASSATEAGUE ISLAND LIGHTHOUSE The 2 bedroom / 2 bath freshly painted, and newly decor ...

    From $168 per night (USD)

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    Details
  • Breathtaking views of the Sunset!
    From $264 per night (USD)

    VRBO

    Breathtaking views of the Sunset!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Sunset View is a breathtaking 3 bedroom / 2 bathroom centrally air conditioned Chincoteague Island getaway that is furni ...

    From $264 per night (USD)

    VRBO

    Details
  • Spend time enjoying the land and Sea!
    From $174 per night (USD)

    VRBO

    Spend time enjoying the land and Sea!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Relax and unwind at Surf and Turf. Nestled on a very quiet street just one block off of Main, watch the ponies parade b ...

    From $174 per night (USD)

    VRBO

    Details
  • A CHARMING ISLAND HOME IN THE HEART OF DOWNTOWN CHINCOTEAGUE
    From $170 per night (USD)

    VRBO

    A CHARMING ISLAND HOME IN THE HEART OF DOWNTOWN CHINCOTEAGUE

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    This is a charming traditional island home, that sleeps up to 7 people, and is conveniently located within Historic Down ...

    From $170 per night (USD)

    VRBO

    Details
  • Beck's Corner is as cute as can be!
    From $140 per night (USD)

    VRBO

    Beck's Corner is as cute as can be!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Beck’s Corner is as cute as it can be! This charming home offers 1 bedroom, 1 full bath, large yard, central air conditi ...

    From $140 per night (USD)

    VRBO

    Details
  • Bradford House in the heart of Downtown Chincoteague
    From $160 per night (USD)

    VRBO

    Bradford House in the heart of Downtown Chincoteague

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Wonderful Memories to be made at the Bradford House! Located just a few steps away from Historic Downtown Chincoteague, ...

    From $160 per night (USD)

    VRBO

    Details
  • YOUR RELAXING ISLAND VACATION AWAITS!
    From $154 per night (USD)

    VRBO

    YOUR RELAXING ISLAND VACATION AWAITS!

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Bayberry is an inviting, 2 bedroom, 2 1/2 bath, centrally air conditioned, canal front townhome that sleeps up to 6 peop ...

    From $154 per night (USD)

    VRBO

    Details
  • \A Gem By The Sea\ for your family.
    From $193 per night (USD)

    VRBO

    \"A Gem By The Sea\" for your family.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    3 bedroom, 2 newly remodeled full bathroom mobile with our large screened in porch with "Roll down Sun Shades" for when ...

    From $193 per night (USD)

    VRBO

    Details
  • YOUR RELAXING ISLAND SANCTUARY AWAITS!
    From $192 per night (USD)

    VRBO

    YOUR RELAXING ISLAND SANCTUARY AWAITS!

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Our Sanctuary is a Canal Front 2 Bedroom, 2 1/2 bath, central air conditioned, town home that sleeps up to six (6) peopl ...

    From $192 per night (USD)

    VRBO

    Details
  • Happy Pines is a delightful Chincoteague Island Vacation Rental in a private, se
    From $140 per night (USD)

    VRBO

    Happy Pines is a delightful Chincoteague Island Vacation Rental in a private, se

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Happy Pines - Refresh, Renew, & Reconnect As you turn onto Pine Creek Drive, you will feel the hustle & bustle of the ...

    From $140 per night (USD)

    VRBO

    Details
  • SET YOUR CLOCK TO ISLAND TIME!
    From $188 per night (USD)

    VRBO

    SET YOUR CLOCK TO ISLAND TIME!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Clock into the perfect vacation rental "Island Time". This 3 bedroom, 2 full bath, central air conditioned home is the p ...

    From $188 per night (USD)

    VRBO

    Details
  • WATERFRONT RELAXATION AT IT FINEST!
    From $294 per night (USD)

    VRBO

    WATERFRONT RELAXATION AT IT FINEST!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Rachel's Retreat is Waterfront Relaxation at its finest, with gorgeous views of sunsets, balcony to enjoy the cool salt ...

    From $294 per night (USD)

    VRBO

    Details
  • We’ve Thought of Everything So You Can Relax!
    From $200 per night (USD)

    VRBO

    We’ve Thought of Everything So You Can Relax!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    12

    Relax and enjoy nature in our home with a light and airy coastal feel in every room. Get away from the sights and sound ...

    From $200 per night (USD)

    VRBO

    Details
  • STUNNING WATERFRONT VIEWS!
    From $350 per night (USD)

    VRBO

    STUNNING WATERFRONT VIEWS!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Relax and unwind at one of the most beautiful waterfront townhomes overlooking the Chincoteague Channel. With the living ...

    From $350 per night (USD)

    VRBO

    Details
  • Water Front Property With Boatslip!
    From $269 per night (USD)

    VRBO

    Water Front Property With Boatslip!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    This is a great property on the quiet side of the island, but you can be on Main Street or Maddox in five minutes and t ...

    From $269 per night (USD)

    VRBO

    Details
  • Waterfront, 2nd floor. Dedicated boat slip. Great view of ponies and lighthouse.
    From $175 per night (USD)

    VRBO

    Waterfront, 2nd floor. Dedicated boat slip. Great view of ponies and lighthouse.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Recently renovated . 2 bedroom, 1 bath waterfront condo! This second floor unit has breathtaking views of the lighthous ...

    From $175 per night (USD)

    VRBO

    Details
  • Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
    From $165 per night (USD)

    VRBO

    Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    Great Waterview location on Chincoteague Island overlooking the Assateague Channel, the lighthouse and the marsh where ...

    From $165 per night (USD)

    VRBO

    Details
  • Your Memorable Island Vacation Starts Where the Sidewalk Ends!
    From $174 per night (USD)

    VRBO

    Your Memorable Island Vacation Starts Where the Sidewalk Ends!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Sidewalk's End is an adorable, 2 bedroom, 1 1/2 bath, central air conditioned cottage located in town for summer evening ...

    From $174 per night (USD)

    VRBO

    Details
  • Perfect Chincoteague Home for your small family getaway
    From $165 per night (USD)

    VRBO

    Perfect Chincoteague Home for your small family getaway

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    This traditional style Chincoteague home has an eat-in kitchen, living space, as well as a single bedroom downstairs an ...

    From $165 per night (USD)

    VRBO

    Details
  • PET-FRIENDLY! Just Steps To Famous Chincoteague Pony Penning & Carnival Grounds
    From $245 per night (USD)

    VRBO

    PET-FRIENDLY! Just Steps To Famous Chincoteague Pony Penning & Carnival Grounds

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Pet Friendly, Community Pool, Screened Porch/Patio, Grilling Deck & Fishing Dock: --Creek-side, comfortably-decorated du ...

    From $245 per night (USD)

    VRBO

    Details
  • NESTLED ALONG BANKS OF ASSATEAGUE BAY OVERLOOKING THE SALT MARSHES!
    From $525 per night (USD)

    VRBO

    NESTLED ALONG BANKS OF ASSATEAGUE BAY OVERLOOKING THE SALT MARSHES!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Nestled along the bank of the Assateague Bay and overlooking the wild salt marshes of Assateague and Morris Islands is w ...

    From $525 per night (USD)

    VRBO

    Details
  • Stunning, Immaculate, Contemporary Home Near Beach And Ponies
    From $275 per night (USD)

    VRBO

    Stunning, Immaculate, Contemporary Home Near Beach And Ponies

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy what nature has to offer in this quiet but active resort island on Virginia's Eastern Shore. The atmosphere is a ...

    From $275 per night (USD)

    VRBO

    Details
  • Sunset Views on the Chincoteague Bay
    From $350 per night (USD)

    VRBO

    Sunset Views on the Chincoteague Bay

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Our family has loved staying on Chincoteague Island for years, and we are excited to be able to share our favorite desti ...

    From $350 per night (USD)

    VRBO

    Details
  • Waterfront Unit on Assateague Channel View with Floating Dock
    From $180 per night (USD)

    VRBO

    Waterfront Unit on Assateague Channel View with Floating Dock

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Waterfront on the Assateague Channel! The Sea Tag Lodge is loved by all for the views, dock, and ideal location. Perfe ...

    From $180 per night (USD)

    VRBO

    Details
  • Coco Banana's tropical feeling is ap-peeling!
    From $185 per night (USD)

    VRBO

    Coco Banana's tropical feeling is ap-peeling!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    COCO BANANA is a bright and spacious 2-bedroom, 2-full bath, central air conditioned home, located on a quiet dead-end s ...

    From $185 per night (USD)

    VRBO

    Details
  • Stately Home on Chincoteague Island - Professionally Sanitized
    From $360 per night (USD)

    VRBO

    Stately Home on Chincoteague Island - Professionally Sanitized

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    5 BDRM, 3 FULL BATH, 2400SF, HOME ON 0.5 ACRE PRIVATE LOT WITH AWESOME WATERFRONT VIEWS FROM ANY FRONT HOUSE VIEW. NICE ...

    From $360 per night (USD)

    VRBO

    Details
  • Elegant Waterfront Residence, Magnificant Sunsets, Close to Town Ctr, Elevator
    From $545 per night (USD)

    VRBO

    Elegant Waterfront Residence, Magnificant Sunsets, Close to Town Ctr, Elevator

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Moorings North is an unique architecturally designed five bedroom home in the heart of Chincoteague Island, VA. The hous ...

    From $545 per night (USD)

    VRBO

    Details
  •  5stars Waterview CLOSEST to BEACH Featured in DC magazine Fireplace private
    From $182 per night (USD)

    VRBO

    5stars Waterview CLOSEST to BEACH Featured in DC magazine Fireplace private

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    This Property is located in a very private location, beautiful waterviews with horses for neighbors. It is a 5 minute ri ...

    From $182 per night (USD)

    VRBO

    Details
  • Enjoy sandpiperHouse on Chincoteague's Peaceful Piney Island! A virtual office
    From $230 per night (USD)

    VRBO

    Enjoy sandpiperHouse on Chincoteague's Peaceful Piney Island! A virtual office

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Spring pony roundup April 5,6 2024 FULL WEEKS ONLY jDURING JUNE, JULY and AUGUST Great fall weekends ! Stay in Chincotea ...

    From $230 per night (USD)

    VRBO

    Details
  • Walking distance of town!
    From $172 per night (USD)

    VRBO

    Walking distance of town!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Homeport is a comfortable, inviting, 2 bedroom, 1 bathroom, centrally air conditioned home located on a quiet street wit ...

    From $172 per night (USD)

    VRBO

    Details
  • SUNSHINE & VITAMIN SEA IS CALLING!
    From $245 per night (USD)

    VRBO

    SUNSHINE & VITAMIN SEA IS CALLING!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Grab your copy of ‘Misty’ and head to Chincoteague Island as everyone loves a little Vitamin Sea! This veteran-owned cot ...

    From $245 per night (USD)

    VRBO

    Details
  • Historic Whealton House with full access to Waterside Inn facilites
    From $268 per night (USD)

    VRBO

    Historic Whealton House with full access to Waterside Inn facilites

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Charming condo with water view front deck and back deck with table and chairs. Fully equipped kitchen including microwav ...

    From $268 per night (USD)

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  • Roaming ponies, Peaceful Waterfront
    From $406 per night (USD)

    VRBO

    Roaming ponies, Peaceful Waterfront

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    Baywatch House is a waterfront home ideally suited for a Chincoteague Island vacation. Facing South looking over the w ...

    From $406 per night (USD)

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  • Lookout on Main - Your Waterfront Wonderland!
    From $193 per night (USD)

    VRBO

    Lookout on Main - Your Waterfront Wonderland!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Traveling - it leaves you speechless, then turns you into a storyteller….. And oh, the stories that newly renovated ‘L ...

    From $193 per night (USD)

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  • Sandy Bottoms on Chincoteague Island!
    From $174 per night (USD)

    Expedia

    Sandy Bottoms on Chincoteague Island!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    May you always have a shell in your pocket, and sand in your shoes….. Sandy Bottoms - the name alone stirs up fond memo ...

    From $174 per night (USD)

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  • Sandy Gem- Waterfront Cottage w\/ Sunset Views & Private Dock
    From $216 per night (USD)

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    Sandy Gem- Waterfront Cottage w\/ Sunset Views & Private Dock

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Sandy Gem is a Charming Waterman's Cottage on Chincoteague Bay. Lots of Charm with ALL the modern amenities for your com ...

    From $216 per night (USD)

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  • Shore Bird - 1 BR Studio Cottage with open floor plan.  Close to Carnival.
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    Expedia

    Shore Bird - 1 BR Studio Cottage with open floor plan. Close to Carnival.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Amenities: Window A/C, Microwave, Cable TV (Basic Cable Package), WiFi, Charcoal Grill Charming studio apartment very ...

    Click For Pricing

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  • Sunkissed Bliss - 2BR Townhouse - Close to Beach & Maddox Blvd & shopping.
    From $137 per night (USD)

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    Sunkissed Bliss - 2BR Townhouse - Close to Beach & Maddox Blvd & shopping.

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Amenities: Central A/C, Microwave, W/D, Dishwasher, WiFi, Charcoal Grill, Deck Top of the line town home. Very comforta ...

    From $137 per night (USD)

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  • Sea Glass - Very nice 3BR Water Front home in Oyster Bay w\/floating dock.
    From $340 per night (USD)

    Expedia

    Sea Glass - Very nice 3BR Water Front home in Oyster Bay w\/floating dock.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Amenities: Central A/C, Smart TV with Netflix only, WiFi, Microwave, W/D, Dishwasher, Floating Dock, Outside Shower, Gas ...

    From $340 per night (USD)

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  • A Shore Joy - Private Pool - Waterfront with Pier!
    From $222 per night (USD)

    VRBO

    A Shore Joy - Private Pool - Waterfront with Pier!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    “The Ocean stirs the heart, inspires the imagination, and brings eternal Joy to the Soul.” ~ R. Wyland When was the las ...

    From $222 per night (USD)

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    Details
  • Piney Island Paradise - Waterfront; Pier & Patio!
    From $164 per night (USD)

    Expedia

    Piney Island Paradise - Waterfront; Pier & Patio!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Piney Island Paradise! This well-furnished townhouse is nestled in a secluded cul-de-sac along East Side Driv ...

    From $164 per night (USD)

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  • Summer's Sea Shanty on Chincoteague Island
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    Summer's Sea Shanty on Chincoteague Island

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Summer's Sea Shanty is a delightful Chincoteague coastal cottage that’s perfect for couples, families, or small groups o ...

    Click For Pricing

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    Details
  • Tiki Time - Canal Front! Private Boat Dock
    From $260 per night (USD)

    Expedia

    Tiki Time - Canal Front! Private Boat Dock

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Great Outdoor Living Space at Tiki Time: Private Boat Dock, A Tiki Bar and A Large Screened Porch. The interior of thi ...

    From $260 per night (USD)

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    Details
  • Great White is a stately Victorian Vacation Rental that sleeps 12 in the heart o
    From $152 per night (USD)

    VRBO

    Great White is a stately Victorian Vacation Rental that sleeps 12 in the heart o

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    Great White - Memories made at the Beach last a Lifetime..... SUNDAY CHECK-IN DURING PEAK SEASON In Life, it's not w ...

    From $152 per night (USD)

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  • Ocean East 1 is a beautifully located Vacation Home and even welcomes your famil
    From $91 per night (USD)

    Expedia

    Ocean East 1 is a beautifully located Vacation Home and even welcomes your famil

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Ocean East 1 - Because not all who wander are lost....... Welcome to Ocean East 1 on the Eastside of Chincoteague Isl ...

    From $91 per night (USD)

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    Details
  • Sea Glass - A Waterfront Treasure on Marsh Island!
    From $301 per night (USD)

    VRBO

    Sea Glass - A Waterfront Treasure on Marsh Island!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Sea Glass - All you need is Sunshine and Saltwater.... Much like finding sea glass as you stroll on the Beach, it’s the ...

    From $301 per night (USD)

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    Details
  • Chincoteague Island Creekside Cottage
    From $250 per night (USD)

    Expedia

    Chincoteague Island Creekside Cottage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Creekside Cottage delivers all the feels... July 2020 USA Today "Best Coastal Small Town". Private dock off large back y ...

    From $250 per night (USD)

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    Details
  • Salty Sailor - 2BR cottage close to Memorial Park & launch area  Pet friendly
    From $112 per night (USD)

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    Salty Sailor - 2BR cottage close to Memorial Park & launch area Pet friendly

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    New Rental ! More Photos and information coming soon. Cozy pet friendly cottage, with 2 bedroom and 1 bath. Each bedroom ...

    From $112 per night (USD)

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    Details
  • Sunset Bay 220 - Vista Costeria - Your Dream Vacation awaits!
    From $258 per night (USD)

    Expedia

    Sunset Bay 220 - Vista Costeria - Your Dream Vacation awaits!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to beautiful Sunset Bay Villas on the Chincoteague Bay - pure Paradise! These gorgeous condos sit directly on th ...

    From $258 per night (USD)

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    Details
  • No Egrets!
    From $195 per night (USD)

    VRBO

    No Egrets!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy great views of Chincoteague Bay from this spacious three-story townhome. The first floor features living and dini ...

    From $195 per night (USD)

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    Details
  • Cozy Little Cottage on chincoteague island va.
    From $110 per night (USD)

    Expedia

    Cozy Little Cottage on chincoteague island va.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    A cozy little cottage for a base to explore the eastern shores chincoteague island and Assateague beaches. Fishing, boat ...

    From $110 per night (USD)

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    Details
  • Bays Landing -Dynamic Waterfront Views-Townhouse -Linens and Towels Provided
    From $160 per night (USD)

    VRBO

    Bays Landing -Dynamic Waterfront Views-Townhouse -Linens and Towels Provided

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Amenities: Central A/C, Microwave, Dishwasher, W/D, WiFi, Decks Waterfront townhouse located on Marsh Island. Dynamic ...

    From $160 per night (USD)

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  • Gorgeous Lighthouse Views right from the Pool!
    From $245 per night (USD)

    Expedia

    Gorgeous Lighthouse Views right from the Pool!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Think you can't have it ALL on your next Vacation? Think again - and check out fabulous Dancing Plover on Chincoteague I ...

    From $245 per night (USD)

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  • A fabulous Pet-Friendly home that sleeps 10 in 4 Bedrooms, with a Private Pool!
    From $255 per night (USD)

    VRBO

    A fabulous Pet-Friendly home that sleeps 10 in 4 Bedrooms, with a Private Pool!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Black Skimmer - The Best Days are Beach Days..... Black Skimmers are known for their unique grace as they forage in ...

    From $255 per night (USD)

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  • Welcome to the TIKIBar…
    From $300 per night (USD)

    Expedia

    Welcome to the TIKIBar…

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Adorable cottage in the heart of Chincoteague. Enjoy a serene, tranquil vacation in this centrally-located cabin, walkin ...

    From $300 per night (USD)

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    Details
  • This delightful Vacation Home sleeps 7 and is in a fabulous downtown location on
    From $120 per night (USD)

    VRBO

    This delightful Vacation Home sleeps 7 and is in a fabulous downtown location on

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Wind Rose - In the waves of change we find our true direction..... Wanderlust - "a strong desire or urge to wander or ...

    From $120 per night (USD)

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  • Enjoy all that Chincoteague has to offer! Bbb bbb.
    From $138 per night (USD)

    VRBO

    Enjoy all that Chincoteague has to offer! Bbb bbb.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Close to everything! Xxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxx ...

    From $138 per night (USD)

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  • Catch of the Day on Chincoteague Island!
    From $208 per night (USD)

    VRBO

    Catch of the Day on Chincoteague Island!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Memories at the Beach last a lifetime….. Hoping to land the big one this year for your Chincoteague Island Vacation? L ...

    From $208 per night (USD)

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    Details
  • Breezy Corner in the heart of Chincoeague!
    From $112 per night (USD)

    Expedia

    Breezy Corner in the heart of Chincoeague!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Welcome to Breezy Corner on our little slice of Heaven, Chincoteague Island. Located at the corner of Willow and Jester, ...

    From $112 per night (USD)

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    Details
  • Adorable Coquina Cottage on Chincoteague!
    From $133 per night (USD)

    VRBO

    Adorable Coquina Cottage on Chincoteague!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    When was the last time your Vacation made you happier than a Seagull with a french fry? If you’ve been searching for jus ...

    From $133 per night (USD)

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    Details
  • The Coastal Retreat you've been longing for!
    From $109 per night (USD)

    Expedia

    The Coastal Retreat you've been longing for!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Live for the moments you can’t put into words….. When was the last time you took a Vacation that truly took your breat ...

    From $109 per night (USD)

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    Details
  • Channel View Charmer - Water Views and Pet Friendly!
    From $152 per night (USD)

    VRBO

    Channel View Charmer - Water Views and Pet Friendly!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Channel View Charmer - Every moment has the potential to be amazing…. **Now Dog Friendly!** Looking for the perfect b ...

    From $152 per night (USD)

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  • Channel View Cottage - Waterfront Wonderland!
    From $400 per night (USD)

    Expedia

    Channel View Cottage - Waterfront Wonderland!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This lovely Home is the perfect Vacation Destination for your next Beach Getaway. Located on Lewis Creek, you'll enjoy s ...

    From $400 per night (USD)

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    Details
  • George's Retreat - Tucked away, yet close to the Beach!
    From $94 per night (USD)

    VRBO

    George's Retreat - Tucked away, yet close to the Beach!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Traveling - it leaves you speechless, then turns you into a Storyteller. Welcome to the Chincoteague Island Retreat you' ...

    From $94 per night (USD)

    VRBO

    Details
  • Lighthouse Overlook - Amazing Views!
    From $197 per night (USD)

    Expedia

    Lighthouse Overlook - Amazing Views!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Lighthouse Overlook - Every day should be a Beach Day….. Life is busy - too busy at times, it seems. When was the last ...

    From $197 per night (USD)

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    Details
  • Find your 'Sea Treasure' on Chincoteague Island!
    From $202 per night (USD)

    VRBO

    Find your 'Sea Treasure' on Chincoteague Island!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Looking for an incredible Chincoteague Island Vacation Experience? You just found it at Sea Treasure - a beautiful Duple ...

    From $202 per night (USD)

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    Details
  • Painted Pony Cottage - Pet Friendly!
    From $75 per night (USD)

    Expedia

    Painted Pony Cottage - Pet Friendly!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Life takes you down many paths, but our favorite ones always lead to the Beach. It's hard to find the words to describe ...

    From $75 per night (USD)

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    Details
  • Saltwater Cottage - Pet Friendly!
    From $121 per night (USD)

    VRBO

    Saltwater Cottage - Pet Friendly!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to beautiful Saltwater Cottage, in the heart of Chincoteague Island, Virginia. You've heard stories about our li ...

    From $121 per night (USD)

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    Details
  • Seaside Serendipity on Chincoteague Island!
    From $91 per night (USD)

    Expedia

    Seaside Serendipity on Chincoteague Island!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Seaside Serendipity - where happiness comes in waves.... Looking for the perfect beach getaway for your fam ...

    From $91 per night (USD)

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    Details
  • The 'Seabattical' you've been longing for....
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    The 'Seabattical' you've been longing for....

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Yearning to take a break from the real world - even for just a little while? Seabattical is THE perfect Vacation Destina ...

    Click For Pricing

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  • Find your peace at One Peace Cottage
    From $161 per night (USD)

    Expedia

    Find your peace at One Peace Cottage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Peace. Love. Beach. Have you been yearning for a break from the hectic day to day? An affordable getaway that will brin ...

    From $161 per night (USD)

    Expedia

    Details
  • Oyster Bay Hideaway on Chincoteague Island!
    From $222 per night (USD)

    VRBO

    Oyster Bay Hideaway on Chincoteague Island!

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    5

    Oyster Bay Hideaway - Beach Days are the Best Days….. Just imagine relaxing on the Deck taking in that salty, sweet bay ...

    From $222 per night (USD)

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  • Welcome to Paradise!!
    From $231 per night (USD)

    Expedia

    Welcome to Paradise!!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Of all the paths you take in life, make sure a few of them are sandy….. Welcome to ‘Paradise’ on dreamy Chincoteague Is ...

    From $231 per night (USD)

    Expedia

    Details