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Results: 506 Rentals

  • Lighthouse Estates 8 - Water views; Shared pool!
    From $210 per night (USD)

    VRBO

    Lighthouse Estates 8 - Water views; Shared pool!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to Lighthouse Estates #8, Formerly known as 'Natalie's Nook'! This 2 bedroom beach retreat is located in the pop ...

    From $210 per night (USD)

    VRBO

    Details
  • Dancing Waters at Sea Tag - Waterfront Condo!
    From $237 per night (USD)

    Expedia

    Dancing Waters at Sea Tag - Waterfront Condo!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Do you love to be on the water? Maybe that means casting a line from your fishing pole, trying your hand at crabbing, or ...

    From $237 per night (USD)

    Expedia

    Details
  • Gallops Point - Luxury on the Chincoteague Bay!
    From $253 per night (USD)

    VRBO

    Gallops Point - Luxury on the Chincoteague Bay!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Were you dazzled by your last Vacation? If not, you clearly weren’t staying at absolutely stunning and Brand New ‘Gallop ...

    From $253 per night (USD)

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  • Bays Landing -Dynamic Waterfront Views-Townhouse -LINENS ANDTOWELS PROVIDED
    From $200 per night (USD)

    Expedia

    Bays Landing -Dynamic Waterfront Views-Townhouse -LINENS ANDTOWELS PROVIDED

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Amenities: Central A/C, Microwave, Dishwasher, W/D, WiFi, Decks LINENS AND TOWELS PROVIDED Waterfront end unit townhou ...

    From $200 per night (USD)

    Expedia

    Details
  • Tiki Time - Canal Front! Private Boat Dock
    From $267 per night (USD)

    VRBO

    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 $267 per night (USD)

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    Details
  • The C-Ray Cottage is a one-of-a-kind Chincoteague Vacation Experience.
    From $214 per night (USD)

    Expedia

    The C-Ray Cottage is a one-of-a-kind Chincoteague Vacation Experience.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    The C-Ray Cottage - Life is better with a little sand between your toes....... We are big believers that every Home h ...

    From $214 per night (USD)

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    Details
  • Escape to Chincoteague, just 7 mins from wildlife refuge
    From $180 per night (USD)

    VRBO

    Escape to Chincoteague, just 7 mins from wildlife refuge

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Charming towns like Chincoteage offer you the chance to enjoy the stunning views of this two-bedroom apartment. Located ...

    From $180 per night (USD)

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  • A fabulous Pet-Friendly home that sleeps 10 in 4 Bedrooms, with a Private Pool!
    From $342 per night (USD)

    Expedia

    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 $342 per night (USD)

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    Details
  • Pony Paradise - Gaze at Ponies, Walk to the Carnival, and bring your family dog!
    From $173 per night (USD)

    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 ...

    From $173 per night (USD)

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    Details
  • Off the Record - Spectacular Bayfront and Pet Friendly!
    From $225 per night (USD)

    Expedia

    Off the Record - Spectacular Bayfront and Pet Friendly!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    ‘Off the Record’, we have to tell you - you are in for quite a treat! Ready for a Vacation that will take your breath a ...

    From $225 per night (USD)

    Expedia

    Details
  • Cottage on Cleveland- Adorable Cottage Walking Distance to Downtown
    From $267 per night (USD)

    VRBO

    Cottage on Cleveland- Adorable Cottage Walking Distance to Downtown

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Cottage on Cleveland is a cute & cozy updated cottage located in the heart of Chincoteague Island. Close to downtown res ...

    From $267 per night (USD)

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    Details
  • Spectacular Waterfront just across from Chincoteague Island!
    From $397 per night (USD)

    Expedia

    Spectacular Waterfront just across from Chincoteague Island!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Sea Breeze - Life’s at ease with an Ocean Breeze….. Close your eyes and imagine breathing in that salty, sweet air - th ...

    From $397 per night (USD)

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    Details
  • Sand Dollar - 5 min from the Beach!
    From $259 per night (USD)

    VRBO

    Sand Dollar - 5 min from the Beach!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Sand Dollars wash upon the shore like smiles from the Sea….. The things we treasure most in this life aren’t ‘things’ a ...

    From $259 per night (USD)

    VRBO

    Details
  • Assateague Inn 107 on Chincoteague!
    From $106 per night (USD)

    Expedia

    Assateague Inn 107 on Chincoteague!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to Assateague Inn 107 in the heart of Chincoteague Island at the The Assteague Inn. The Inn is a long time favor ...

    From $106 per night (USD)

    Expedia

    Details
  • Beach Bargain near Assateague National Seashore!
    From $92 per night (USD)

    VRBO

    Beach Bargain near Assateague National Seashore!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Updates including some new furnishings, new flooring and a new bathroom including new shower with grab bars, and new art ...

    From $92 per night (USD)

    VRBO

    Details
  • 5 minutes to Assateague National Seashore!
    From $86 per night (USD)

    Expedia

    5 minutes to Assateague National Seashore!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

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

    From $86 per night (USD)

    Expedia

    Details
  • Shackeau East - Magnificent Views!
    From $188 per night (USD)

    VRBO

    Shackeau East - Magnificent Views!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Just give me the Sea, and a little Cottage just to be….. One of Chincoteague’s most beloved Vacation Homes, Shackeau Ea ...

    From $188 per night (USD)

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    Details
  • A Beach Bargain in Chincoteague!
    From $94 per night (USD)

    Expedia

    A Beach Bargain in Chincoteague!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Ahhh, Chincoteague Island—where the salty breeze of the marsh tickles your senses and wild ponies roam free, painting a ...

    From $94 per night (USD)

    Expedia

    Details
  • Sunset Bay 307 - Gorgeous Bay Views and Pool!
    From $194 per night (USD)

    VRBO

    Sunset Bay 307 - Gorgeous Bay Views and Pool!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Sunset Bay 307 - Sometimes you just have to go with the Waves….. Welcome to Sunset Bay 307 - Picasso - at fabulous Suns ...

    From $194 per night (USD)

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    Details
  • The Happy Crab - Waterfront on Chincoteague Island!
    From $264 per night (USD)

    Expedia

    The Happy Crab - Waterfront on Chincoteague Island!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    The Happy Crab - Where dreams are made of Sun and Sand….. There's only one thing more precious than our time, and that ...

    From $264 per night (USD)

    Expedia

    Details
  • Only 5 min from Assateague National Seashore!
    From $83 per night (USD)

    VRBO

    Only 5 min from Assateague National Seashore!

    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 $83 per night (USD)

    VRBO

    Details
  • Waterfront on Marsh Island!
    From $101 per night (USD)

    Expedia

    Waterfront on Marsh Island!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to Lover's Lane - Live by the Sea, Love by the Moon. This super charming 1 Bedroom/1 Bath Condo will make you fe ...

    From $101 per night (USD)

    Expedia

    Details
  • Barefoot Breeze - A breath of fresh air!
    From $238 per night (USD)

    VRBO

    Barefoot Breeze - A breath of fresh air!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Life’s at ease with an Ocean Breeze…… You know that feeling you get when you step onto the Beach for the first time eac ...

    From $238 per night (USD)

    VRBO

    Details
  • Only 5 min to Assateague National Seashore!
    From $86 per night (USD)

    Expedia

    Only 5 min to Assateague National Seashore!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

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

    From $86 per night (USD)

    Expedia

    Details
  • Island Sage on Chincoteague Island!
    From $153 per night (USD)

    VRBO

    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 $153 per night (USD)

    VRBO

    Details
  • Bertie Street Cottage on Chincoteague Island!
    From $243 per night (USD)

    Expedia

    Bertie Street Cottage on Chincoteague Island!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Life takes us down many paths, but our favorite ones lead to the Beach. Looking for the perfect Island getaway for your ...

    From $243 per night (USD)

    Expedia

    Details
  • Casa Playa - Only 25 min. to Chincoteague!
    From $169 per night (USD)

    VRBO

    Casa Playa - Only 25 min. to Chincoteague!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Casa Playa - Peace, Love, and Sandy Feet…… Life is busy - too busy at times, it seems. When was the last time you grabb ...

    From $169 per night (USD)

    VRBO

    Details
  • Waterfront on Marsh Island!
    From $112 per night (USD)

    Expedia

    Waterfront on Marsh Island!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to The Pearl at Marsh Island - leave your troubles at the door, you won't be needing them here! This super charm ...

    From $112 per night (USD)

    Expedia

    Details
  • Only 5 min to Assateague National Seashore!
    From $87 per night (USD)

    VRBO

    Only 5 min to Assateague National Seashore!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Looking for the perfect beach break close to everywhere you want to be? The Assateague Inn is a long time favorite of Ch ...

    From $87 per night (USD)

    VRBO

    Details
  • Sunset Bay 216 - Luxurious Waterfront with a Pool!
    From $224 per night (USD)

    Expedia

    Sunset Bay 216 - Luxurious Waterfront with a Pool!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

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

    From $224 per night (USD)

    Expedia

    Details
  • Sunset Bay 319 - Bella Vista!
    From $246 per night (USD)

    VRBO

    Sunset Bay 319 - Bella Vista!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Bella Vista - Everything is better with a Water View….. Welcome to Sunset Bay 319 - Bella Vista - at fabulous Sunset Ba ...

    From $246 per night (USD)

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    Details
  • Sunset Bay 309 - Changes in Latitude
    From $233 per night (USD)

    Expedia

    Sunset Bay 309 - Changes in Latitude

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Changes in Latitude, Changes in Attitude…. Jimmy Buffet sure does know what he’s talking about, doesn’t he?! Welcome to ...

    From $233 per night (USD)

    Expedia

    Details
  • Sunset Bay 110 - Waterfront with a Pool!
    From $229 per night (USD)

    VRBO

    Sunset Bay 110 - Waterfront with a Pool!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    unset Bay 110 - Relax, Rejuvenate, Reconnect.... NOW DOG FRIENDLY! 2 DOG MAX AND MUST BE PRE-APPROVED. $100 PET FEE PER ...

    From $229 per night (USD)

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    Details
  • Sunset Bay 313 - By the Bay!
    From $236 per night (USD)

    Expedia

    Sunset Bay 313 - By the Bay!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    ‘By the Bay’ - Is there anywhere you’d rather be?! Welcome to beautiful Sunset Bay Villas on the Chincoteague Bay - pur ...

    From $236 per night (USD)

    Expedia

    Details
  • Only 5 min to Assateague National Seashore!
    From $190 per night (USD)

    VRBO

    Only 5 min to Assateague National Seashore!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    GORGEOUS updates! Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wan ...

    From $190 per night (USD)

    VRBO

    Details
  • Shellfish Time in Captain's Cove!
    From $208 per night (USD)

    Expedia

    Shellfish Time in Captain's Cove!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Relax, Rejuvenate, and Reconnect….. Welcome to Brand New ‘Shellfish Time’ on the beautiful Eastern Shore of Virginia! I ...

    From $208 per night (USD)

    Expedia

    Details
  • The Neigh-Neigh - Location! Location! Location!
    From $418 per night (USD)

    VRBO

    The Neigh-Neigh - Location! Location! Location!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    About this space Named in honor of the ponies that first put Chincoteague on the map, this charming newly renovated fami ...

    From $418 per night (USD)

    VRBO

    Details
  • Kindred Tides - Get ready to make amazing Memories!
    From $252 per night (USD)

    Expedia

    Kindred Tides - Get ready to make amazing Memories!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    The best things in Life are the people we love, the places we’ve been, and the memories we make along the way….. Life ...

    From $252 per night (USD)

    Expedia

    Details
  • Teague Time - Only 5 min to the Beach!
    From $159 per night (USD)

    VRBO

    Teague Time - Only 5 min to the Beach!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    **Teague Time has a Brand New Fenced Yard for your Furbaby!** The best things in Life are the people we love, the place ...

    From $159 per night (USD)

    VRBO

    Details
  • Chincoteague Island Home- \Blue Tide Townhome\ Kayaks Included!
    From $373 per night (USD)

    Expedia

    Chincoteague Island Home- \"Blue Tide Townhome\" Kayaks Included!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    12

    We welcome you and your family to “seas the day” at our unique island vacation home. Our quiet yet central location is j ...

    From $373 per night (USD)

    Expedia

    Details
  • Enjoy all that Chincoteague has to offer! Bbb bbb.
    From $236 per night (USD)

    VRBO

    Enjoy all that Chincoteague has to offer! Bbb bbb.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Close to everything! Xxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxx ...

    From $236 per night (USD)

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    Details
  • Breezy Corner in the heart of Chincoeague!
    From $157 per night (USD)

    Expedia

    Breezy Corner in the heart of Chincoeague!

    Bedrooms:
    1
    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 $157 per night (USD)

    Expedia

    Details
  • Adorable Coquina Cottage on Chincoteague!
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    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 ...

    Click For Pricing

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    Details
  • The Coastal Retreat you've been longing for!
    From $272 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 $272 per night (USD)

    Expedia

    Details
  • Channel View Charmer - Water Views and Pet Friendly!
    From $151 per night (USD)

    VRBO

    Channel View Charmer - Water Views and Pet Friendly!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

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

    From $151 per night (USD)

    VRBO

    Details
  • Island Retreat - Lovely Marsh Views and Pet Friendly!
    From $128 per night (USD)

    Expedia

    Island Retreat - Lovely Marsh Views and Pet Friendly!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Travel - the only thing you pay for that makes you richer. But, you don't have to break the bank to have the Vacation of ...

    From $128 per night (USD)

    Expedia

    Details
  • Lighthouse Overlook - Amazing Views!
    From $196 per night (USD)

    VRBO

    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 $196 per night (USD)

    VRBO

    Details
  • Secluded Seaside Village Retreat in Fishing Town
    From $134 per night (USD)

    Expedia

    Secluded Seaside Village Retreat in Fishing Town

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Come relax in the charming fishing town of Willis Wharf, where beautiful views and the kindest people on the eastern sho ...

    From $134 per night (USD)

    Expedia

    Details
  • Find your peace at One Peace Cottage
    From $142 per night (USD)

    VRBO

    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 $142 per night (USD)

    VRBO

    Details
  • Oyster Bay Hideaway on Chincoteague Island!
    From $140 per night (USD)

    Expedia

    Oyster Bay Hideaway on Chincoteague Island!

    Bedrooms:
    2
    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 $140 per night (USD)

    Expedia

    Details
  • Welcome to Paradise!!
    From $223 per night (USD)

    VRBO

    Welcome to Paradise!!

    Bedrooms:
    2
    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 $223 per night (USD)

    VRBO

    Details
  • Serendipity on Chincoteague - The perfect getaway!
    From $169 per night (USD)

    Expedia

    Serendipity on Chincoteague - The perfect getaway!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Just give me the Sea, and a little Cottage just to be….. Work, meetings, school, traffic, homework, repeat - right?! It ...

    From $169 per night (USD)

    Expedia

    Details
  • Shore Beats Work - Affordable and Great Location!
    From $133 per night (USD)

    VRBO

    Shore Beats Work - Affordable and Great Location!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Ready to kick back and enjoy a little “island time”? ‘Shore Beats Work’! If you’re looking for the perfect Home Base f ...

    From $133 per night (USD)

    VRBO

    Details
  • The Mane Escape - Pet Friendly on Chincoteague!
    From $210 per night (USD)

    Expedia

    The Mane Escape - Pet Friendly on Chincoteague!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    We travel not to escape Life, but for Life not to escape us….. When was the last time you slowed down - took time to wa ...

    From $210 per night (USD)

    Expedia

    Details
  • PonyTime - 4BR WATERFRONT home in Oyster Bay. Dock,decks,Hot Tub,NO LINENS
    From $408 per night (USD)

    VRBO

    PonyTime - 4BR WATERFRONT home in Oyster Bay. Dock,decks,Hot Tub,NO LINENS

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    4BR/2.5B***(Single Level Home) {1K, 1Q,2T, Bunk Q/T} Amenities: Central A/C, WiFi, Microwave, W/D, Dishwasher, hot tub, ...

    From $408 per night (USD)

    VRBO

    Details
  • Bliss on the Bay - Perfect Beach Getaway
    From $120 per night (USD)

    Expedia

    Bliss on the Bay - Perfect Beach Getaway

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to Bliss on the Bay - leave your troubles at the door, you won't be needing them here! This super charming 1 Bed ...

    From $120 per night (USD)

    Expedia

    Details
  • Boho Camping VibeZ
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    VRBO

    Boho Camping VibeZ

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Reconnect with nature at this unforgettable escape. Have you ever wanted to know what life in an rv is like? Well now yo ...

    Click For Pricing

    VRBO

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  • Trails End Chincoteague Bay\n2 bedrooms+ loft. Close to Chincoteague, Ocean City
    From $119 per night (USD)

    VRBO

    Trails End Chincoteague Bay\n2 bedrooms+ loft. Close to Chincoteague, Ocean City

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    7

    Large Camper on Large lot. Fully stocked indoor, and outdoor Kitchen. In a cul-de-sac, next to the bathhouse. Lot of ame ...

    From $119 per night (USD)

    VRBO

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  • Stella della Baia - Close to town, Brand new!
    From $223 per night (USD)

    VRBO

    Stella della Baia - Close to town, Brand new!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Welcome to 'Stella della Baia'! This is the perfect little getaway spot if you're looking for something simple, comforta ...

    From $223 per night (USD)

    VRBO

    Details
  • EVENTIDE on Chincoteague Island!
    From $221 per night (USD)

    Expedia

    EVENTIDE on Chincoteague Island!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    “Travel is the only thing that leaves you speechless, then turns you into a storyteller.” ~ Ibn Battuta Have you been l ...

    From $221 per night (USD)

    Expedia

    Details
  • Happy Ours- Firepit, Close to Beach!
    From $241 per night (USD)

    VRBO

    Happy Ours- Firepit, Close to Beach!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Escape to the charming coastal town of Chincoteague and experience the perfect vacation at our 3-bedroom vacation home. ...

    From $241 per night (USD)

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  • Driftwood-  Close to Beach!!
    From $269 per night (USD)

    Expedia

    Driftwood- Close to Beach!!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Wonderful location - quiet street and close to the beach. Great one-level floor plan features: Updated fully equipped ki ...

    From $269 per night (USD)

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  • Bay View-WATERFRONT, DOCK, SUNSETS!
    From $595 per night (USD)

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    Bay View-WATERFRONT, DOCK, SUNSETS!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    Brand New Luxury Vacation Rental Home. Located in the Prestigious Wildcat Community. Enjoy Unobstructed Views of Chinc ...

    From $595 per night (USD)

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  • The Good Life on Ocean
    From $184 per night (USD)

    Expedia

    The Good Life on Ocean

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    The Ocean stirs the heart, inspires imagination, and brings joy to the soul…. Welcome to The Good Life on Ocean - the p ...

    From $184 per night (USD)

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  • BAYDREAM BELIEVER Island getaway in a quiet neighborhood.
    From $170 per night (USD)

    VRBO

    BAYDREAM BELIEVER Island getaway in a quiet neighborhood.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Right off Main Street. Watch the Ponies run down the street right from the yard during Pony Penning. Enjoy beautiful sun ...

    From $170 per night (USD)

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  • River front Home built in 2021 with Private Pier
    From $333 per night (USD)

    Expedia

    River front Home built in 2021 with Private Pier

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Escape and relax in the beauty of the Little Wicomico River with home built in 2021! ...

    From $333 per night (USD)

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  • Oyster Catcher - Pet friendly; Deep water access!
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    Oyster Catcher - Pet friendly; Deep water access!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to Oyster Catcher! This home offers a prime location, beautiful views and a deep water dock (6 feet at low tide) ...

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  • Prospect Point-Waterfront, Private Dock, Location!
    From $556 per night (USD)

    Expedia

    Prospect Point-Waterfront, Private Dock, Location!

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Location, location, location - the northernmost tip of Chincoteague Island. Enjoy unparalleled views - Chincoteague Bay ...

    From $556 per night (USD)

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  • Sunset Bay Villa 210-Downtown Waterfront Sunsets
    From $308 per night (USD)

    VRBO

    Sunset Bay Villa 210-Downtown Waterfront Sunsets

    Bedrooms:
    0
    Bathrooms:
    0
    Sleeps:
    0

    Sunset Bay Villa #210 has stylish comfort, beautiful sunset views, seasonal outdoor pool, gym & the perfect downtown loc ...

    From $308 per night (USD)

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    Details
  • The Mermaid Lounge on Chincoteague island!
    From $154 per night (USD)

    Expedia

    The Mermaid Lounge on Chincoteague island!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    “Rainbows and Mermaids are proof that imagination and beauty go hand in hand." Welcome to The Mermaid Lounge on Chincot ...

    From $154 per night (USD)

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  • House on the Dune - Pure Paradise!
    From $444 per night (USD)

    VRBO

    House on the Dune - Pure Paradise!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Travel - It leaves you speechless, then turns you into a Storyteller….. When was the last time you took a Vacation that ...

    From $444 per night (USD)

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  • No Problem (Formerly The Teague House) - Wonderful Waterfront!
    From $150 per night (USD)

    Expedia

    No Problem (Formerly The Teague House) - Wonderful Waterfront!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Life is good, but Island Life is better! Looking for a Beach Break that will take your breath away, yet not break the b ...

    From $150 per night (USD)

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    Details
  • Deja Blue on Chincoteague Island
    From $145 per night (USD)

    VRBO

    Deja Blue on Chincoteague Island

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Deja Blue - there is no color quite like this….. You know that feeling when you see the Ocean and all your worries jus ...

    From $145 per night (USD)

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  • Everyday should be a Beach Day!
    From $208 per night (USD)

    Expedia

    Everyday should be a Beach Day!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    When was the last time you had a Vacation that truly took your breath away? Life is so busy - work, school, non-stop com ...

    From $208 per night (USD)

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  • Historic Family Vacation Home with Golf Cart
    From $399 per night (USD)

    VRBO

    Historic Family Vacation Home with Golf Cart

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Built in 1905 as a grocery store, this historic home was a gathering place for islanders seeking refuge during the 1962 ...

    From $399 per night (USD)

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    Details
  • Pet Friendly! Unique open concept home in quiet neighborhood with EV charging.
    From $290 per night (USD)

    Expedia

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

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

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

    From $290 per night (USD)

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    Details
  • Pony's Hideaway - 2Bd/1Ba Waterfront property with dock and designated boat slip
    From $213 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

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

    From $213 per night (USD)

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  • Vineyard Cove - Direct Bayfront on Chincoteague Island
    From $265 per night (USD)

    Expedia

    Vineyard Cove - Direct Bayfront on Chincoteague Island

    Bedrooms:
    2
    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 $265 per night (USD)

    Expedia

    Details
  • Chincoteague Apartment w/ Deck: Walk to Waterfront
    From $289 per night (USD)

    VRBO

    Chincoteague Apartment w/ Deck: Walk to Waterfront

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Spend your next coastal getaway just a quick walk from the waters of Virginia’s Eastern Shore at this modern vacation re ...

    From $289 per night (USD)

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  • Prancing Pony- Updated Cottage w/ Perfect Downtown Location!
    From $195 per night (USD)

    Expedia

    Prancing Pony- Updated Cottage w/ Perfect Downtown Location!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Charming fully updated beach house on Main Street. Walk to shops, restaurants, theatre, waterfront park and much more! W ...

    From $195 per night (USD)

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    Details
  • Spacious 3BR with Dock on Working Farm with Pool Table
    From $326 per night (USD)

    VRBO

    Spacious 3BR with Dock on Working Farm with Pool Table

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Summary: At this peaceful 3BR home on the shore of Pungoteague Creek, watch the sun sink over the water while the kids r ...

    From $326 per night (USD)

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  • Visit waterfront Camp Belle Haven now!
    From $298 per night (USD)

    Expedia

    Visit waterfront Camp Belle Haven now!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Camp Belle Haven - Private waterfront retreat for the family. Looking for a vacation rental alternative to Cape Charles ...

    From $298 per night (USD)

    Expedia

    Details
  • Fiddler on the Creek Unit #4-Waterfront, Crabbing Pier & Views of Lighthouse
    From $274 per night (USD)

    VRBO

    Fiddler on the Creek Unit #4-Waterfront, Crabbing Pier & Views of Lighthouse

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Fiddler on the Creek is the perfect place to start your Chincoteague vacation. Newly renovated, this unit offers beautif ...

    From $274 per night (USD)

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  • Twinkle Twinkle Little Tarr-Beautiful, Well Appointed Cottage in Great Location
    From $245 per night (USD)

    Expedia

    Twinkle Twinkle Little Tarr-Beautiful, Well Appointed Cottage in Great Location

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Looking to get off the beaten path & totally unwind? This quaint, coastal cottage is located down a private drive just o ...

    From $245 per night (USD)

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  • Sunset Bay Villa Unit #202 -Waterfront-POOL-Stunning Sunsets
    From $450 per night (USD)

    VRBO

    Sunset Bay Villa Unit #202 -Waterfront-POOL-Stunning Sunsets

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Gorgeous, fully updated condo located directly on the bay. Enjoy watching wildlife, boats, and stunning sunsets from yo ...

    From $450 per night (USD)

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  • The Blue Heron-Close to Beach & Large Screened Porch!
    From $368 per night (USD)

    Expedia

    The Blue Heron-Close to Beach & Large Screened Porch!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    New for 2024! Call Now to Book For Next Season! This great home features an open floor plan, perfect for the whole fami ...

    From $368 per night (USD)

    Expedia

    Details
  • ‘Beach Bay Pony Place’ w/ Ponies: 1 Mi to Water!
    From $184 per night (USD)

    VRBO

    ‘Beach Bay Pony Place’ w/ Ponies: 1 Mi to Water!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Escape to coastal paradise with this charming vacation rental in Chincoteague Island, VA. Spend your getaway with our Ch ...

    From $184 per night (USD)

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    Details
  • Saltwater Pony on Chincoteague Island!
    From $201 per night (USD)

    Expedia

    Saltwater Pony on Chincoteague Island!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Saltwater Pony - Beach Mode activated! Have you been longing for a Beach Vacation that is truly easy-breezy? ...

    From $201 per night (USD)

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    Details
  • Seahorse Shanty - Bring your Dog AND your horses!
    From $232 per night (USD)

    VRBO

    Seahorse Shanty - Bring your Dog AND your horses!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    At the Beach, life is different. Time doesn't move hour to hour, but with the flow of the Ocean. We live by the currents ...

    From $232 per night (USD)

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  • Beautiful waterfront family friendly home.
    From $460 per night (USD)

    VRBO

    Beautiful waterfront family friendly home.

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    11

    Beautiful waterfront home on Onancock creek. 5 minutes to the bay… only 8-10 minutes to downtown!! This beautiful home ...

    From $460 per night (USD)

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  • Carriage House on Chincoteague - Sleeps 12 and Pet Friendly!
    From $310 per night (USD)

    VRBO

    Carriage House on Chincoteague - Sleeps 12 and Pet Friendly!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Carriage House - Relax, Rejuvenate, and Reconnect…… The best things in Life are the people you love, the places you go, ...

    From $310 per night (USD)

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    Details
  • Bright Greenbackville Vacation Home w/ Game Room
    From $451 per night (USD)

    VRBO

    Bright Greenbackville Vacation Home w/ Game Room

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Coastal adventures await when you escape to this spacious and eclectic home in Greenbackville, VA. This 4-bedroom, 2.5-b ...

    From $451 per night (USD)

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  • Family Oasis Handicap accessible and Dog friendly
    From $204 per night (USD)

    VRBO

    Family Oasis Handicap accessible and Dog friendly

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    This home is very close to Historic Main Street, close to shops, restaurants, and local attractions, just minutes away f ...

    From $204 per night (USD)

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  • Coastal Daze Cottage on Famous Chincoteague Island! Come see the wild ponies!
    From $182 per night (USD)

    Expedia

    Coastal Daze Cottage on Famous Chincoteague Island! Come see the wild ponies!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Cozy cottage. Relax and enjoy! Walk the charming streets of Chincoteague! Walk to restaurants, shops and local activitie ...

    From $182 per night (USD)

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    Details
  • Moondance-Direct Waterfront-Firepit-Dock!
    From $511 per night (USD)

    VRBO

    Moondance-Direct Waterfront-Firepit-Dock!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Beautiful bayfront home in the quiet, private community of Richardson's Landing. Stunning expanse views from all levels ...

    From $511 per night (USD)

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    Details
  • Coastal Crab - Waterfront with incredible Amenities.
    From $376 per night (USD)

    Expedia

    Coastal Crab - Waterfront with incredible Amenities.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Coastal Crab in Captain’s Cove - Just another day in Paradise….. There’s nothing like the smell of salt in the air and ...

    From $376 per night (USD)

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    Details
  • Endless Summer - Spacious , Pets allowed , WiFi , Fireplace ,  Yard
    From $241 per night (USD)

    VRBO

    Endless Summer - Spacious , Pets allowed , WiFi , Fireplace , Yard

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Total Gem!! Historic Chincoteague Island home totally refurbished for comfortable island living. 3 bedrooms, 2.5 bathro ...

    From $241 per night (USD)

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    Details
  • Blufin Bungalows & Marina
    From $179 per night (USD)

    Expedia

    Blufin Bungalows & Marina

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    <p>While you're here, you can enjoy all the comforts of home and more, including a seasonal outdoor pool and a full-size ...

    From $179 per night (USD)

    Expedia

    Details
  • Bliss by the Bay - Canal Front with fabulous Amenities!
    From $202 per night (USD)

    VRBO

    Bliss by the Bay - Canal Front with fabulous Amenities!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Bliss by the Bay - If you’re wearing flip flops, you’re overdressed! There’s nothing like the smell of salt in the air ...

    From $202 per night (USD)

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  • Timeless Elegance with Modern Luxury: Historic 6-Bedroom Home-Newly Renovated!
    From $499 per night (USD)

    Expedia

    Timeless Elegance with Modern Luxury: Historic 6-Bedroom Home-Newly Renovated!

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    16

    Historic Victorian Elegance Meets Modern Comfort in Quaint Onancock, Comfortably Sleeping 21 guests with 14 beds (3 King ...

    From $499 per night (USD)

    Expedia

    Details