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Results: 758 Rentals

  • Only 5 minutes to Assateague National Seashore!
    From $142 per night (USD)

    VRBO

    Only 5 minutes to Assateague National Seashore!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to The Assateague Inn in the heart of Chincoteague! The Assateague Inn has been a fan-favorite for Chincoteague ...

    From $142 per night (USD)

    VRBO

    Details
  • Waterfront on Marsh Island!
    From $137 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 $137 per night (USD)

    Expedia

    Details
  • Close to Assateague National Seashore!
    From $90 per night (USD)

    VRBO

    Close to 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 $90 per night (USD)

    VRBO

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

    Expedia

    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 $190 per night (USD)

    Expedia

    Details
  • Only 5 min. from the Beach!
    From $167 per night (USD)

    VRBO

    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 $167 per night (USD)

    VRBO

    Details
  • Casa Playa - Only 25 min. to Chincoteague!
    From $176 per night (USD)

    Expedia

    Casa Playa - Only 25 min. to Chincoteague!

    Bedrooms:
    3
    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 $176 per night (USD)

    Expedia

    Details
  • Waterfront on Marsh Island!
    From $157 per night (USD)

    VRBO

    Waterfront on Marsh Island!

    Bedrooms:
    1
    Bathrooms:
    2
    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 $157 per night (USD)

    VRBO

    Details
  • Only 5 min to Assateague National Seashore!
    From $120 per night (USD)

    Expedia

    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 $120 per night (USD)

    Expedia

    Details
  • Sunset Bay 216 - Luxurious Waterfront with a Pool!
    From $264 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 $264 per night (USD)

    VRBO

    Details
  • Sunset Bay 319 - Bella Vista!
    From $298 per night (USD)

    Expedia

    Sunset Bay 319 - Bella Vista!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

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

    From $298 per night (USD)

    Expedia

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

    VRBO

    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)

    VRBO

    Details
  • The Sweets Spot - Luxury in Captain's Cove
    From $320 per night (USD)

    Expedia

    The Sweets Spot - Luxury in Captain's Cove

    Bedrooms:
    4
    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 $320 per night (USD)

    Expedia

    Details
  • Shellfish Time in Captain's Cove!
    From $278 per night (USD)

    VRBO

    Shellfish Time in Captain's Cove!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

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

    From $278 per night (USD)

    VRBO

    Details
  • Captain's Quarters -Water Front- Water Access-Close to the Beach-NO LINENS
    From $194 per night (USD)

    Expedia

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

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

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

    From $194 per night (USD)

    Expedia

    Details
  • Vineyard Cove - Direct Bayfront on Chincoteague Island
    From $296 per night (USD)

    VRBO

    Vineyard Cove - Direct Bayfront on Chincoteague Island

    Bedrooms:
    3
    Bathrooms:
    4
    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 $296 per night (USD)

    VRBO

    Details
  • Bayside House with Sunset Water Views on Secluded Private Farm
    From $376 per night (USD)

    Expedia

    Bayside House with Sunset Water Views on Secluded Private Farm

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy a secluded retreat on a 513+ acre farm with woods, fields, and water front recreational opportunities. Eastern Sho ...

    From $376 per night (USD)

    Expedia

    Details
  • Chincoteague Home w\/ Pool - Walkable Location!
    Click For Pricing

    VRBO

    Chincoteague Home w\/ Pool - Walkable Location!

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    12

    Escape to your dream getaway at this 4-bed, 1.5-bath vacation rental. This quintessential Chincoteague home has been pre ...

    Click For Pricing

    VRBO

    Details
  • Spacious + Family-Friendly Home in Chincoteague!
    Click For Pricing

    Expedia

    Spacious + Family-Friendly Home in Chincoteague!

    Bedrooms:
    2
    Bathrooms:
    6
    Sleeps:
    14

    Escape to Chincoteague and make unforgettable memories at ‘My Happy Place.’ This charming 4-bedroom, 2-bathroom vacation ...

    Click For Pricing

    Expedia

    Details
  • Sunset Bay Villa Unit #202 -Waterfront-POOL-Stunning Sunsets
    From $307 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 $307 per night (USD)

    VRBO

    Details
  • Waterfront Bungalow 2 on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
    From $250 per night (USD)

    Expedia

    Waterfront Bungalow 2 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 $250 per night (USD)

    Expedia

    Details
  • Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
    From $250 per night (USD)

    VRBO

    Waterfront Bungalow 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 $250 per night (USD)

    VRBO

    Details
  • Bobtown Bungalow- By the Chesapeake Bay
    From $324 per night (USD)

    Expedia

    Bobtown Bungalow- By the Chesapeake Bay

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    Forget your worries in this spacious and serene space within walking distance of the Eastern Shore Yacht and Country clu ...

    From $324 per night (USD)

    Expedia

    Details
  • Crabby Pines - Pet friendly modern accommodations!
    From $269 per night (USD)

    VRBO

    Crabby Pines - Pet friendly modern accommodations!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Discover comfortable vacation living in this charming one-level ranch home. "Crabby Pines" offers a cozy retreat with th ...

    From $269 per night (USD)

    VRBO

    Details
  • Tranquility - Brand new home in quiet location!
    From $351 per night (USD)

    Expedia

    Tranquility - Brand new home in quiet location!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    11

    Welcome to Tranquility! This show stopper of a home is a brand new construction, featuring 2 bedrooms, 2 bonus rooms and ...

    From $351 per night (USD)

    Expedia

    Details
  • Misty Moon on Chincoteague Island!
    From $255 per night (USD)

    VRBO

    Misty Moon on Chincoteague Island!

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    The best things in life are the people you love, the places you go, and the memories you make along the way….. Welcome ...

    From $255 per night (USD)

    VRBO

    Details
  • Sanderling on Chincoteague - Dog Friendly!
    From $346 per night (USD)

    Expedia

    Sanderling on Chincoteague - Dog Friendly!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Sanderling - Life is better with your feet in the sand….. If you’ve been looking for the perfect homebase for your Chin ...

    From $346 per night (USD)

    Expedia

    Details
  • Love and Luck on Chincoteague Island!
    From $208 per night (USD)

    VRBO

    Love and Luck on Chincoteague Island!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    All you need is Love and the Beach….. Welcome to Love and Luck - possibly one of THE most adorable homes on Chincoteagu ...

    From $208 per night (USD)

    VRBO

    Details
  • Misty Breeze - Welcome to your dream Chincoteague Vacation!
    From $259 per night (USD)

    Expedia

    Misty Breeze - Welcome to your dream Chincoteague Vacation!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Our Memories of the Ocean live on, long after our footprints are gone…. Making Memories - isn’t that what it’s all abou ...

    From $259 per night (USD)

    Expedia

    Details
  • Seabiscuit Surfside on Chincoteague Island!
    From $259 per night (USD)

    VRBO

    Seabiscuit Surfside on Chincoteague Island!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    There’s no place like home ~ except for the Beach, that is! Welcome to Seabiscuit Surfside on Chincoteague Island, or a ...

    From $259 per night (USD)

    VRBO

    Details
  • Anchor's Away - Waterfront, Pet Friendly, Pools!
    From $337 per night (USD)

    Expedia

    Anchor's Away - Waterfront, Pet Friendly, Pools!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to "Anchors Away," a captivating waterfront home now available for rent, offering an unparalleled living experie ...

    From $337 per night (USD)

    Expedia

    Details
  • Olive Ponies - Upper level w\/ Water Views!
    From $322 per night (USD)

    VRBO

    Olive Ponies - Upper level w\/ Water Views!

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    9

    Welcome to Olive Ponies! This charming house offers a serene living experience with picturesque water views that promise ...

    From $322 per night (USD)

    VRBO

    Details
  • Hailey's Roundhouse - New & Unique Home w\/ Water Access!
    From $297 per night (USD)

    Expedia

    Hailey's Roundhouse - New & Unique Home w\/ Water Access!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Check out Chincoteague's newest Piney Island vacation rental! Hailey's Round House is in a prime location on Chincoteagu ...

    From $297 per night (USD)

    Expedia

    Details
  • Holly Cove Suite has gorgeous sunsets and spectacular views of Onancock Creek.
    From $188 per night (USD)

    VRBO

    Holly Cove Suite has gorgeous sunsets and spectacular views of Onancock Creek.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Enjoy the peaceful getaway for two in the Historic town of Onancock, VA. The Suite at Holly Cove is a quaint waterfront ...

    From $188 per night (USD)

    VRBO

    Details
  • The Blue Crab - Your Dream Vacation awaits you!
    From $282 per night (USD)

    Expedia

    The Blue Crab - Your Dream Vacation awaits you!

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    9

    The best things in life are the people we love, the places we’ve been, and the memories we’ve made together…. Feel like ...

    From $282 per night (USD)

    Expedia

    Details
  • Precious Time on Chincoteague Island!
    From $251 per night (USD)

    VRBO

    Precious Time on Chincoteague Island!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    There is only one thing more precious than our time, and that is who we spend it on…. Life is short - we live in a worl ...

    From $251 per night (USD)

    VRBO

    Details
  • Pier Pressure - Beautiful Canalfront in Captain's Cove!
    From $258 per night (USD)

    Expedia

    Pier Pressure - Beautiful Canalfront in Captain's Cove!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Ready for a Vacation that will take your breath away?! We’ve got the perfect place for you - welcome to fabulous Pier Pr ...

    From $258 per night (USD)

    Expedia

    Details
  • Belle Vue - Waterfront with Lighthouse Views!
    From $466 per night (USD)

    VRBO

    Belle Vue - Waterfront with Lighthouse Views!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Memories are timeless treasures of the heart…. When was the last time you took a Vacation that truly touched your heart ...

    From $466 per night (USD)

    VRBO

    Details
  • Meme's Landing-Charming 4-bedroom house in welcoming Chincoteague
    From $327 per night (USD)

    Expedia

    Meme's Landing-Charming 4-bedroom house in welcoming Chincoteague

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Dock your boat or go crabbing along the private bulkheaded shoreline. A large screened porch, is perfect for gathering ...

    From $327 per night (USD)

    Expedia

    Details
  • Tranquil Tides Retreat - Waterfront on Chincoteague Island!
    From $228 per night (USD)

    VRBO

    Tranquil Tides Retreat - Waterfront on Chincoteague Island!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    High Tides and Good Vibes….. Welcome to Tranquil Tides Retreat - a newly renovated and beyond adorable Waterfront Townh ...

    From $228 per night (USD)

    VRBO

    Details
  • Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!
    From $257 per night (USD)

    Expedia

    Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Ask me about seasonal weekly & monthly discounts! Stay comfortably in Chincoteague at this 2-bedroom house, just a short ...

    From $257 per night (USD)

    Expedia

    Details
  • Shell Shack on Chincoteague - Bayfront Hot Tub!
    From $424 per night (USD)

    VRBO

    Shell Shack on Chincoteague - Bayfront Hot Tub!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Shell Shack - High Tides and Good Vibes…. When was the last time you took a Vacation that truly took your breath away?! ...

    From $424 per night (USD)

    VRBO

    Details
  • The Virginia Lee - Dog Friendly - Great Location!
    From $220 per night (USD)

    Expedia

    The Virginia Lee - Dog Friendly - Great Location!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    Sky above, Sand below, Peace within…. Life is short - and busy - OH, so busy. When was the last time you grabbed those ...

    From $220 per night (USD)

    Expedia

    Details
  • Stacked Deck - Spectacular Bay Views - Waterfront!
    From $330 per night (USD)

    VRBO

    Stacked Deck - Spectacular Bay Views - Waterfront!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Life is simple….just add water! The way we live today is crazy - we’re always in a hurry! Work, school, meetings, repea ...

    From $330 per night (USD)

    VRBO

    Details
  • Fisherman's Cottage - Charming cottage close to town!
    From $192 per night (USD)

    Expedia

    Fisherman's Cottage - Charming cottage close to town!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to this fabulous, cozy retreat on Chincoteague Island! The charming one-bedroom, one-bathroom cottage offers the ...

    From $192 per night (USD)

    Expedia

    Details
  • Dog-Friendly Family Retreat Near Chincoteague Bay!
    From $267 per night (USD)

    VRBO

    Dog-Friendly Family Retreat Near Chincoteague Bay!

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    6

    Picture a peaceful family retreat near Chincoteague Bay at this vacation rental in Greenbackville! Situated in Captain's ...

    From $267 per night (USD)

    VRBO

    Details
  • Glamping At The Bay
    Click For Pricing

    Expedia

    Glamping At The Bay

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    Escape to a tranquil retreat at this superb recreational vehicle in Horntown. This cozy 1-bedroom RV offers a nice livin ...

    Click For Pricing

    Expedia

    Details
  • Pony Swim Crossing - Gorgeous Water Views!
    From $198 per night (USD)

    VRBO

    Pony Swim Crossing - Gorgeous Water Views!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    Pony Swim Crossing - Chincoteague Island is calling….. **PIER AND BOAT SLIP NOT CURRENTLY AVAILABLE DUE TO REPAIRS** “ ...

    From $198 per night (USD)

    VRBO

    Details
  • 3 Mi to Beach: Waterfront Condo in Chincoteague!
    From $307 per night (USD)

    Expedia

    3 Mi to Beach: Waterfront Condo in Chincoteague!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Scenic Surroundings | Screened Porch | Pets Welcome w/ Fee | 2 Mi to Surfside Golf Small-town fun, blissful beach days, ...

    From $307 per night (USD)

    Expedia

    Details
  • Luxurious Waterfront on Marsh Island!
    From $518 per night (USD)

    VRBO

    Luxurious Waterfront on Marsh Island!

    Bedrooms:
    2
    Bathrooms:
    6
    Sleeps:
    11

    Marsh Madness - Because saltwater is simply good for the soul….. Break away from the daily grind at Marsh Madness - lea ...

    From $518 per night (USD)

    VRBO

    Details
  • Vacation camper
    From $99 per night (USD)

    Expedia

    Vacation camper

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Located in Chincoteague Bays Trails End Campground, Hornetown, VA. Sleeps 6 comfortably, cooktop, microwave, toaster ove ...

    From $99 per night (USD)

    Expedia

    Details
  • Egret's Walk - Charming Cottage on North Main!
    From $211 per night (USD)

    VRBO

    Egret's Walk - Charming Cottage on North Main!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Discover the charm of coastal living in this delightful 2-bedroom, 1-bath cottage nestled in a serene area north of Chin ...

    From $211 per night (USD)

    VRBO

    Details
  • Star of the Sea - Renovated home located in town & pet friendly!
    From $207 per night (USD)

    Expedia

    Star of the Sea - Renovated home located in town & pet friendly!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Introducing a charming, newly renovated house, offering a perfect blend of comfort and convenience. This single-family h ...

    From $207 per night (USD)

    Expedia

    Details
  • Pony's Hideaway - 2Bd\/1Ba Waterfront property with dock and designated boat slip
    From $195 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 $195 per night (USD)

    VRBO

    Details
  • Waterfront Sunrises, 30 from Chincoteague, Shooting Stars, Bring your own boat
    From $367 per night (USD)

    Expedia

    Waterfront Sunrises, 30 from Chincoteague, Shooting Stars, Bring your own boat

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    5

    If you're looking for a respite retreat, this is your location!! Just five minutes to Onancock, you will love the peace ...

    From $367 per night (USD)

    Expedia

    Details
  • A Bargain on Chincoteague Island!
    From $125 per night (USD)

    VRBO

    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 $125 per night (USD)

    VRBO

    Details
  • Pony Paradise - Gaze at Ponies, Walk to the Carnival, and bring your family dog!
    From $284 per night (USD)

    Expedia

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

    Bedrooms:
    2
    Bathrooms:
    4
    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 $284 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
  • Only 5 min. from the Beach!
    From $136 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 $136 per night (USD)

    Expedia

    Details
  • Island Sage on Chincoteague Island!
    From $337 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 $337 per night (USD)

    VRBO

    Details
  • Only 5 min to Assateague National Seashore!
    From $120 per night (USD)

    Expedia

    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 $120 per night (USD)

    Expedia

    Details
  • Hidden Gem in Captain's Cove!
    From $229 per night (USD)

    VRBO

    Hidden Gem in Captain's Cove!

    Bedrooms:
    3
    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 $229 per night (USD)

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    Details
  • A Beach Bargain min from Assateague!
    From $89 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 $89 per night (USD)

    Expedia

    Details
  • CATCHTHEWAVE!! And a discounted rate to get us started!!
    From $421 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 $421 per night (USD)

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    Details
  • LOCATED IN THE CLOSEST NEIGHBORHOOD TO THE BEACH!
    From $207 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 $207 per night (USD)

    VRBO

    Details
  • Gorgeous Water & Lighthouse View, Soaring Contemporary, Great Pier,Tandem Kayak
    From $308 per night (USD)

    VRBO

    Gorgeous Water & Lighthouse View, Soaring Contemporary, Great Pier,Tandem Kayak

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

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

    From $308 per night (USD)

    VRBO

    Details
  • Waters Edge - Waterfront Vacation Home on Chincoteague Island Virginia
    From $414 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 $414 per night (USD)

    VRBO

    Details
  • Waterfront! Best views of lighthouse and horses. Fish and crab off the dock.
    From $199 per night (USD)

    VRBO

    Waterfront! Best views of lighthouse and horses. Fish and crab off the 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 $199 per night (USD)

    VRBO

    Details
  • Serene Bayfront Cottage on Private Beach - Waterfront Beach House
    From $264 per night (USD)

    VRBO

    Serene Bayfront Cottage on Private Beach - Waterfront Beach House

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    June - Aug Weekly rental only Sun-Sun Your private retreat awaits..... Whether you are looking for a romantic getaway ...

    From $264 per night (USD)

    VRBO

    Details
  • Historic Home Close to Main Street
    From $245 per night (USD)

    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 ...

    From $245 per night (USD)

    VRBO

    Details
  • Sweet cottage with outdoor shower
    From $238 per night (USD)

    Expedia

    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 $238 per night (USD)

    Expedia

    Details
  • WATERFRONT HOME WITH PRIVATE DOCK, JULY 4TH & PONY PENNING AVAILABLE, DISCOUNTED
    From $607 per night (USD)

    VRBO

    WATERFRONT HOME WITH PRIVATE DOCK, JULY 4TH & PONY PENNING AVAILABLE, DISCOUNTED

    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 $607 per night (USD)

    VRBO

    Details
  • CHEERFUL, COMFORTING, & RELAXING!
    From $168 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 $168 per night (USD)

    VRBO

    Details
  • ENJOY THE \BEAUTIFUL LAND ACROSS THE WATER\ AT GINGOTEAGUE.
    From $249 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 $249 per night (USD)

    VRBO

    Details
  • A BEAUTIFUL RETREAT OVERLOOKING ASSATEAGUE ISLAND
    From $243 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 $243 per night (USD)

    VRBO

    Details
  • Breathtaking views of the Sunset!
    From $317 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 $317 per night (USD)

    VRBO

    Details
  • Cozy Country Home in the Heart of the Eastern Shore
    From $333 per night (USD)

    VRBO

    Cozy Country Home in the Heart of the Eastern Shore

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

    Need a quiet, uncrowded, remote place to get away? What better way to experience the Eastern Shore than buy staying in a ...

    From $333 per night (USD)

    VRBO

    Details
  • Spend time enjoying the land and Sea!
    From $233 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 $233 per night (USD)

    VRBO

    Details
  • Beck's Corner is as cute as can be!
    From $187 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 $187 per night (USD)

    VRBO

    Details
  • Bradford House in the heart of Downtown Chincoteague
    From $213 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 $213 per night (USD)

    VRBO

    Details
  • Happy Pines is a delightful Chincoteague Island Vacation Rental in a private, se
    From $222 per night (USD)

    Expedia

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

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

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

    From $222 per night (USD)

    Expedia

    Details
  • SET YOUR CLOCK TO ISLAND TIME!
    From $242 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 $242 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
  • YOUR RELAXING ISLAND VACATION AWAITS!
    From $230 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 $230 per night (USD)

    VRBO

    Details
  • \A Gem By The Sea\ for your family.
    From $204 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 $204 per night (USD)

    VRBO

    Details
  • YOUR RELAXING ISLAND SANCTUARY AWAITS!
    From $245 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 $245 per night (USD)

    VRBO

    Details
  • BLUE SKIES, SUNSHINE & SANDY BEACH AWAIT!
    From $241 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 $241 per night (USD)

    VRBO

    Details
  • Spacious home centrally located in the quaint waterfront town of Onancock
    From $246 per night (USD)

    VRBO

    Spacious home centrally located in the quaint waterfront town of Onancock

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    The Parsonage on King, built in 1836, serves as the perfect place to base yourself for any visit to the Eastern Shore! ...

    From $246 per night (USD)

    VRBO

    Details
  • Waterfront Paradise Located on Virginia's Beautiful Eastern Shore (boat slip)
    From $756 per night (USD)

    VRBO

    Waterfront Paradise Located on Virginia's Beautiful Eastern Shore (boat slip)

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    12

    ​Gorgeous waterfront property directly overlooking expansive Cedar Creek, (off of Onancock Creek largest of the Chesapea ...

    From $756 per night (USD)

    VRBO

    Details
  • Sycamore Bend - Quiet Historic Waterfront Home
    From $402 per night (USD)

    VRBO

    Sycamore Bend - Quiet Historic Waterfront Home

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    10

    Large colonial home on a working farm with authentic furnishings and decor, sleeps 10. There are five bedrooms and two ...

    From $402 per night (USD)

    VRBO

    Details
  • Leatherbury Point Bed and Breakfast
    From $283 per night (USD)

    VRBO

    Leatherbury Point Bed and Breakfast

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Waterfront guest house on Onancock Creek, five minutes from the charming town of Onancock, Virginia. Designed by Archite ...

    From $283 per night (USD)

    VRBO

    Details
  • Unique round house on canal with water views near Chincoteague with elevator
    From $293 per night (USD)

    VRBO

    Unique round house on canal with water views near Chincoteague with elevator

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    8

    This newly renovated unique round home features a spacious open floor plan with spectacular water views from every room. ...

    From $293 per night (USD)

    VRBO

    Details
  • STUNNING WATERFRONT VIEWS!
    From $455 per night (USD)

    VRBO

    STUNNING WATERFRONT VIEWS!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

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

    From $455 per night (USD)

    VRBO

    Details
  • Water Front Property With Boatslip!
    From $234 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 $234 per night (USD)

    VRBO

    Details
  • Waterfront, 2nd floor. Dedicated boat slip. Great view of ponies and lighthouse.
    From $218 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 $218 per night (USD)

    VRBO

    Details
  • Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
    From $250 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 $250 per night (USD)

    VRBO

    Details
  • Calling all hunters, almost 33 more acres across the street used for hunting.
    From $481 per night (USD)

    Expedia

    Calling all hunters, almost 33 more acres across the street used for hunting.

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to Clifton House where your stay should be a most comfortable, relaxing and, hopefully, stress releasing experie ...

    From $481 per night (USD)

    Expedia

    Details
  • Your Memorable Island Vacation Starts Where the Sidewalk Ends!
    From $164 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 $164 per night (USD)

    VRBO

    Details
  • We’ve Thought of Everything So You Can Relax!
    From $314 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 $314 per night (USD)

    VRBO

    Details
  • Perfect Chincoteague Home for your small family getaway
    From $171 per night (USD)

    VRBO

    Perfect Chincoteague Home for your small family getaway

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    This traditional style Chincoteague home has an eat-in kitchen, living space, a single bedroom downstairs, and two full- ...

    From $171 per night (USD)

    VRBO

    Details
  • PET-FRIENDLY! Just Steps To Famous Chincoteague Pony Penning & Carnival Grounds
    From $192 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 $192 per night (USD)

    VRBO

    Details