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Results: 681 Rentals

  • 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)

    VRBO

    Details
  • 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)

    Expedia

    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)

    VRBO

    Details
  • Safe Harbor on Chincoteague Island!
    Click For Pricing

    Expedia

    Safe Harbor on Chincoteague Island!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to Safe Harbor on magical Chincoteague Island - the perfect place to relax, rewind, and reconnect. This adorable ...

    Click For Pricing

    Expedia

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

    VRBO

    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)

    VRBO

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

    Expedia

    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)

    Expedia

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

    VRBO

    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)

    VRBO

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

    Expedia

    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)

    Expedia

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

    VRBO

    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)

    VRBO

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

    Expedia

    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)

    Expedia

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

    VRBO

    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)

    VRBO

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

    Expedia

    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)

    Expedia

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

    VRBO

    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)

    VRBO

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

    Expedia

    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)

    Expedia

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

    VRBO

    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)

    VRBO

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

    Expedia

    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)

    Expedia

    Details
  • Only 5 min. from the Beach!
    From $82 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 $82 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
  • Close to Assateague National Seashore!
    From $172 per night (USD)

    VRBO

    Close to Assateague National Seashore!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

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

    From $172 per night (USD)

    VRBO

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

    Expedia

    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)

    Expedia

    Details
  • Only 5 min. from the Beach!
    From $85 per night (USD)

    VRBO

    Only 5 min. from the Beach!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

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

    From $85 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
  • Only 5 min to Assateague National Seashore!
    From $248 per night (USD)

    Expedia

    Only 5 min to Assateague National Seashore!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Assateague Inn 102 had a facelift for 2025, and is beachy and beautiful - check it out! Ahhhhh, Chincoteague Island - t ...

    From $248 per night (USD)

    Expedia

    Details
  • Hidden Gem in Captain's Cove!
    From $227 per night (USD)

    VRBO

    Hidden Gem in Captain's Cove!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Life is a collection of Moments…. Longing for a new Experience - a different kind of Beach Getaway? Let us introduce yo ...

    From $227 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
  • Only 5 min. from the Beach!
    From $190 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 $190 per night (USD)

    VRBO

    Details
  • Only 5 min. from the Beach!
    From $188 per night (USD)

    Expedia

    Only 5 min. from the Beach!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Assateague Inn 106 is newly renovated with New Flooring, Cabinets, Renovated Bathroom, and Fresh Paint - it's gorgeous! ...

    From $188 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
  • Only 5 min. from the Beach!
    From $102 per night (USD)

    Expedia

    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 $102 per night (USD)

    Expedia

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

    VRBO

    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)

    VRBO

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

    Expedia

    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)

    Expedia

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

    VRBO

    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)

    VRBO

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

    Expedia

    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)

    Expedia

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

    VRBO

    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)

    VRBO

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

    Expedia

    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)

    Expedia

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

    VRBO

    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)

    VRBO

    Details
  • A Bargain on Chincoteague Island!
    From $84 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 $84 per night (USD)

    Expedia

    Details
  • The Sweets Spot - Luxury in Captain's Cove
    From $222 per night (USD)

    VRBO

    The Sweets Spot - Luxury in Captain's Cove

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    A day spent at the Beach is never a wasted day….. Ready for a Vacation that will thrill everyone in your family? You’ve ...

    From $222 per night (USD)

    VRBO

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

    Expedia

    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)

    Expedia

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

    VRBO

    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)

    VRBO

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

    Expedia

    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)

    Expedia

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

    VRBO

    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)

    VRBO

    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)

    VRBO

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

    VRBO

    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)

    VRBO

    Details
  • Adorable Coquina Cottage on Chincoteague!
    Click For Pricing

    Expedia

    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

    Expedia

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

    VRBO

    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)

    VRBO

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

    Expedia

    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)

    Expedia

    Details
  • Fishhook Hideaway - Adorable AND Affordable!
    From $130 per night (USD)

    VRBO

    Fishhook Hideaway - Adorable AND Affordable!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Sometimes you just have to go with the waves….. Looking to catch a beach getaway at a family-friendly price? Then look ...

    From $130 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
  • Little Red Cottage on Chincoteague Island!
    From $158 per night (USD)

    VRBO

    Little Red Cottage on Chincoteague Island!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Little Red Cottage - “My heart will always be in a Little Cottage by the Sea….” Life takes you down many paths, but our ...

    From $158 per night (USD)

    VRBO

    Details
  • Eastwinds 18 - Dog AND Cat Friendly!
    Click For Pricing

    Expedia

    Eastwinds 18 - Dog AND Cat Friendly!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Looking for the perfect Home Base for your next Chincoteague Island Adventure? Look no further than fabulous Eastwinds 1 ...

    Click For Pricing

    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
  • Charming bungalow on the bay behind Chincoteague
    From $104 per night (USD)

    VRBO

    Charming bungalow on the bay behind Chincoteague

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    This memorable place is anything but ordinary. Small bay bungalow tiny house/ camper on private lot in gated community. ...

    From $104 per night (USD)

    VRBO

    Details
  • Find your 'Sea Treasure' on Chincoteague Island!
    From $141 per night (USD)

    Expedia

    Find your 'Sea Treasure' on Chincoteague Island!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

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

    From $141 per night (USD)

    Expedia

    Details
  • Painted Pony Cottage - Pet Friendly!
    From $135 per night (USD)

    VRBO

    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 $135 per night (USD)

    VRBO

    Details
  • Saltwater Cottage - Pet Friendly!
    From $147 per night (USD)

    Expedia

    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 $147 per night (USD)

    Expedia

    Details
  • Seaside Serendipity on Chincoteague Island!
    From $162 per night (USD)

    VRBO

    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 $162 per night (USD)

    VRBO

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

    Expedia

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

    VRBO

    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)

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

    Expedia

    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)

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

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    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)

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  • Sugar Shores - A sweet Vacation awaits you!
    From $192 per night (USD)

    Expedia

    Sugar Shores - A sweet Vacation awaits you!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Sugar Shores - Your next Vacation can be both Salty and Sweet! When was the last time you had a Vacation that took your ...

    From $192 per night (USD)

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  • 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)

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  • Sunrise Serenade - AMAZING Views!
    From $114 per night (USD)

    Expedia

    Sunrise Serenade - AMAZING Views!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Have you always wanted to Vacation on Chincoteague Island, but couldn't bear the thought of 4 of you in a hotel room? Lo ...

    From $114 per night (USD)

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  • Wonderview 208 - Breathtaking Channel Views!
    From $156 per night (USD)

    VRBO

    Wonderview 208 - Breathtaking Channel Views!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Wonderview 208 ~ Take the Journey to enjoy the View….. Life gets busy - work, kids, appointments, pets - it never seems ...

    From $156 per night (USD)

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

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    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)

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  • The Pearl at Grand Bay on Chincoteague Island!
    From $167 per night (USD)

    VRBO

    The Pearl at Grand Bay on Chincoteague Island!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Salty air breezes and the sweet serenity of pond-front living await you at The Pearl at Grand Bay. This Newly Remodeled ...

    From $167 per night (USD)

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  • The Robinson Family Beach House on Chincoteague!
    From $325 per night (USD)

    Expedia

    The Robinson Family Beach House on Chincoteague!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    There is no time to be bored in a world as beautiful as this…. Welcome to The Robinson Family Beach House on our little ...

    From $325 per night (USD)

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  • 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)

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  • Creek House - Waterfront Oasis on Holden's Creek
    From $453 per night (USD)

    Expedia

    Creek House - Waterfront Oasis on Holden's Creek

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    14

    Creek House, Privately located in an imaginative setting; nature and history are perfectly coupled with luxurious accomm ...

    From $453 per night (USD)

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

    VRBO

    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)

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    Details
  • Serenity Cottage: Central to state parks, historic towns, MD & VA beaches
    From $119 per night (USD)

    Expedia

    Serenity Cottage: Central to state parks, historic towns, MD & VA beaches

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    You leave the rat race behind when you turn off the county road onto the country lane leading between woods and fields t ...

    From $119 per night (USD)

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  • Boho Camping VibeZ
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    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 ...

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  • Chincoteague Pony Penning Hideaway
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    Chincoteague Pony Penning Hideaway

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Our unique getaway is perfect for large families or a personal spot just for two. We have a great advantage because we a ...

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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)

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  • Lost Pearl
    From $219 per night (USD)

    Expedia

    Lost Pearl

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Comfortable home on a quiet street. Conveniently located close to town and Memorial Park. Great for a family vacation. ...

    From $219 per night (USD)

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    Details
  • 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)

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    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)

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

    VRBO

    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) ...

    Click For Pricing

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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 Salty Crab - Brand New on Chincoteague Island!
    From $180 per night (USD)

    Expedia

    The Salty Crab - Brand New on Chincoteague Island!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Life is good - but Island Life is better! Welcome to The Salty Crab in the very heart of Chincoteague Island! This gorg ...

    From $180 per night (USD)

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

    VRBO

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

    Expedia

    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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    Details
  • Kingslanding-Canal Front with Boat Dock!
    From $281 per night (USD)

    VRBO

    Kingslanding-Canal Front with Boat Dock!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Fresh Updates for 2024 - Photos coming soon! Great location in the quiet, private Oyster Bay Community. This Coastal-S ...

    From $281 per night (USD)

    VRBO

    Details
  • Captain's Quarters -Water Front- Water Access-Close to the Beach-NO LINENS
    From $183 per night (USD)

    Expedia

    Captain's Quarters -Water Front- Water Access-Close to the Beach-NO LINENS

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Amenities: Central A/C, Dishwasher, TV w/Chromecast only (no cable), DVD, WiFi, W/D, Microwave, Deck, 2 open decks, Shar ...

    From $183 per night (USD)

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

    VRBO

    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)

    Expedia

    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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    Details
  • Your next Vacation is Shore to Please!
    From $218 per night (USD)

    VRBO

    Your next Vacation is Shore to Please!

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    10

    Beach More, Worry Less….. If you’re looking for a Vacation that is ‘Shore to Please’, we’ve got you covered! This New A ...

    From $218 per night (USD)

    VRBO

    Details
  • 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)

    Expedia

    Details