Chincoteague Rentals
From $280 per night (USD)VRBO
Lighthouse View- 2BR | Waterfront | Boat Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to Lighthouse View, where breathtaking waterfront sunrises and iconic lighthouse views set the tone for your perf ...
From $280 per night (USD)VRBO
From $250 per night (USD)Expedia
Historic Whealton House with full access to Waterside Inn facilites
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Charming condo with water view front deck and back deck with table and chairs. Fully equipped kitchen including microwav ...
From $250 per night (USD)Expedia
From $512 per night (USD)VRBO
Waterfront 5 star: North End of Island. Private property borders Pony pasture!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Baywatch House is a super clean waterfront home ideally located in a quiet and isolated location, perfect for a Chincote ...
From $512 per night (USD)VRBO
Click For PricingExpedia
Miss Stelle- 2BR | Walk to Downtown & Maddox Blvd.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Miss Stelle is a newly built home that captures the timeless spirit of old Chincoteague. Thoughtfully designed, she blen ...
Click For PricingExpedia
From $249 per night (USD)VRBO
Featured DC magazine 10 BEST/Waterview CLOSEST community to BEACH 3 decks.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This Property is located in a very private location, nestled between Assateague Chanel and Oyster Bay. In the private co ...
From $249 per night (USD)VRBO
From $336 per night (USD)VRBO
SANDPIPER HOUSE: A Modern Mid-Century Retreat on Piney Island
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Nature Immersion Near Assateague Enjoy the best of Chincoteague and Assateague from our modern, comfortable home on Pin ...
From $336 per night (USD)VRBO
From $384 per night (USD)VRBO
2BR Waterfront Cottage with the Most Spectacular View of lighthouse!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
It's a celebration of nature in its most magnificent form, as the wild Chincoteague ponies run up and down the marshland ...
From $384 per night (USD)VRBO
From $442 per night (USD)Expedia
La Vie | Bayfront Panoramic Views, Boat Slip, Pool + Pet Friendly, near Carnival
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Views! Views! Views! Enjoy the expansive panorama from all three levels of this prime waterfront location on Chincoteag ...
From $442 per night (USD)Expedia
From $807 per night (USD)VRBO
Elegant Waterfront Residence, Magnificent Sunsets, Close to Town Ctr, Elevator
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Moorings North is an unique architecturally designed five bedroom home in the heart of Chincoteague Island, VA. The hous ...
From $807 per night (USD)VRBO
From $224 per night (USD)Expedia
Happy Hideaway by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Live your Life by a compass, not a clock….. Work, school, traffic, homework, repeat - right?! It’s time for a break - ...
From $224 per night (USD)Expedia
From $745 per night (USD)VRBO
Stately Home on Chincoteague Island - Professionally Sanitized
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
5 BDRM, 3 FULL BATH, 2400SF, HOME ON 0.5 ACRE PRIVATE LOT WITH AWESOME WATERFRONT VIEWS FROM ANY FRONT HOUSE VIEW. NICE ...
From $745 per night (USD)VRBO
From $290 per night (USD)Expedia
Waterfront Unit on Assateague Channel View with Floating Dock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Waterfront on the Assateague Channel! The Sea Tag Lodge is loved by all for the views, dock, and ideal location. Perfe ...
From $290 per night (USD)Expedia
From $669 per night (USD)VRBO
Sunset Views on the Chincoteague Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Our family has loved staying on Chincoteague Island for years, and we are excited to be able to share our favorite desti ...
From $669 per night (USD)VRBO
From $372 per night (USD)Expedia
Sunset Bay Villas at Chincoteague Island Virginia - direct water front
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sunset Bay Villas on Chincoteague Island Welcomes Bird Watchers, Nature and Beach Lovers! Designer condo that is on the ...
From $372 per night (USD)Expedia
From $573 per night (USD)VRBO
Chincoteague Island Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious Three Bedroom, water access, water view and pool. Condo located oveelooking the beautiful Chesapeake Bay. Gourm ...
From $573 per night (USD)VRBO
From $287 per night (USD)Expedia
Quaint Cottages Near Everything on Beach Road
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sand Dollar Cottage sleeps up to 6 with 2 queen size beds and a pull out couch. There are 2 bedrooms with a patio and a ...
From $287 per night (USD)Expedia
Click For PricingVRBO
Sunshine House - 3BR home close to everything, screen porch! No Linens
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Amenities: Central A/C, Cable TV, WiFi, Microwave, Dishwasher, W/D, Screened Porch, Outside Shower, Gas Grill Walk to r ...
Click For PricingVRBO
Click For PricingExpedia
Eureka! on Deep Hole Creek - Waterfront! Sleeps 16
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 15
Eureka! is the PREMIER vacation home on Chincoteague. Period. 'Spectacular' and 'Fantastic' are the words that come to ...
Click For PricingExpedia
From $319 per night (USD)VRBO
Cattail Cottage-Beautiful Waterfront Cottage w/ Kayaks & Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the charm of this beautiful home set in a pristine, natural environment. Enjoy wildlife, breathtaking sunrise ...
From $319 per night (USD)VRBO
From $273 per night (USD)Expedia
Caprecia's Castle-Waterfront with Shared Deep Water Dock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Relax and watch the boats go by from this elegant waterfront townhome. Cast a line or set a crab pot from the shared do ...
From $273 per night (USD)Expedia
From $566 per night (USD)VRBO
Casa dell' Isola-Canalfront w/ Pool Table, Fire Pit, Kayaks & Paddleboards
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Enjoy easy access to Oyster Bay from this cheerful and well-equipped home. Designed for a fun and relaxing vacation, it ...
From $566 per night (USD)VRBO
From $279 per night (USD)Expedia
Cedarfield- Close to Beach. Shared Community Water Access.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy a wonderful location with this charming cottage, tucked in the woods yet just a short distance from the beach. Rel ...
From $279 per night (USD)Expedia
From $527 per night (USD)VRBO
Baywatch-Waterfront Home with Screened Porch & Boat Dock
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Baywatch, a stunning waterfront retreat on Oyster Bay in Chincoteague Island, Virginia, where breathtaking vi ...
From $527 per night (USD)VRBO
From $644 per night (USD)Expedia
Cedar Gables-Private Pool, Hot Tub, Deep Water Pier & Dock
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Once a renowned seaside bed & breakfast, Cedar Gables is now the ultimate vacation home. Enjoy stunning views and sunris ...
From $644 per night (USD)Expedia
From $319 per night (USD)VRBO
Blue Bayou- Sunset Views with Fire Pit, Private Pier & Dock.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Delightfully updated traditional Chincoteague home with bright, cheerful, beach-inspired decor. Enjoy beautiful bay view ...
From $319 per night (USD)VRBO
From $319 per night (USD)Expedia
Bayside & Beyond- 1st Floor Waterfront Condo with Pool, Gym & Boat Slip
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Stylish Waterfront Condo with Sunset Views & Private Boat Slip Experience comfort and style in this beautifully decorat ...
From $319 per night (USD)Expedia
From $294 per night (USD)VRBO
Blue Heron-Closest Neighborhood to the Beach.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Comfortable home nestled among peaceful pine trees, offering the perfect blend of privacy and convenience. Located close ...
From $294 per night (USD)VRBO
From $285 per night (USD)Expedia
Aramabad- Close to Beach. Shared Water Access.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Delightful country home tucked away in the peaceful setting of Piney Island. Just minutes from the entrance to Assateagu ...
From $285 per night (USD)Expedia
From $307 per night (USD)VRBO
Willow's Bungalow-Renovated In-Town Cottage. Perfect Location.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
"The 3 Sisters" – Willow's Bungalow is a lovingly renovated and restored Chincoteague cottage where no expense has been ...
From $307 per night (USD)VRBO
From $263 per night (USD)Expedia
Avocet- Shared Community Water Access, Close to Beach.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Spacious Home on Piney Island - Close to Assateague Entrance This charming Piney Island retreat offers comfort, conveni ...
From $263 per night (USD)Expedia
From $243 per night (USD)VRBO
Agape House | In-Town Chincoteague Home w/ Walk to Shops, Outdoor Shower & Family-Friendly Layout
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Agape House, a charming and thoughtfully furnished Chincoteague Island vacation rental designed with comfort ...
From $243 per night (USD)VRBO
From $340 per night (USD)Expedia
Allowaves- Luxury Town Home with Community Pool & Fishing Pier
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Allowaves is a welcoming coastal-style townhome on Chincoteague Island, designed for easygoing island living and time we ...
From $340 per night (USD)Expedia
From $293 per night (USD)VRBO
Lake Cottage- 3BR | Oyster Bay | Community Boat Launch
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy serene natural vistas from this comfortably appointed home, located in the quiet community of Oyster Bay. The mai ...
From $293 per night (USD)VRBO
From $233 per night (USD)Expedia
Lewis House- 2BR Cottage | Historic Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautifully refurbished traditional home with a charming front porch in Chincoteague’s Historic Downtown. The first flo ...
From $233 per night (USD)Expedia
From $440 per night (USD)VRBO
Lighthouse Lookout- 3BR | Boat Dock | Waterfront
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious townhome with superb views of Assateague and the iconic Lighthouse. Located on deep water, this home features a ...
From $440 per night (USD)VRBO
From $617 per night (USD)Expedia
Kambarn Place | Waterfront Home w/ Private Deep-Water Dock & Assateague Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Discover Kambarn Place, a rare waterfront gem on the Eastside of Chincoteague Island, Virginia. This spacious single-fam ...
From $617 per night (USD)Expedia
From $392 per night (USD)VRBO
Laughing Gull- 4BR | Community Boat Launch | Oyster Bay
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Comfortable home in the quiet Oyster Bay community, just a short stroll to the community boat launch. Crab from the bulk ...
From $392 per night (USD)VRBO
From $287 per night (USD)Expedia
Island Generations | 2BR Coastal Retreat on Little Oyster Bay with Private Dock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Experience classic Chincoteague Island charm with all the modern comforts at this lovingly updated waterfront home. Situ ...
From $287 per night (USD)Expedia
From $441 per night (USD)VRBO
Heron's Roost- Waterfront | 4BR Home w/ Private Dock I Sunrise Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Discover your ideal Chincoteague Island waterfront getaway at this inviting home on Oyster Bay. With 200 feet of unobstr ...
From $441 per night (USD)VRBO
From $384 per night (USD)Expedia
Holly House | 3BR Canal Front Home with Private Dock, Screened Porch and Boat Launch
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Full amenities await at Holly House, a charming waterfront home located in the quiet Oyster Bay community of Chincoteagu ...
From $384 per night (USD)Expedia
From $399 per night (USD)VRBO
Grace Street Refuge | 4BR Home w/ Decks, Kayaks & Firepit
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Grace Street Refuge, a beautifully furnished and spacious waterfront home on Chincoteague Island, designed fo ...
From $399 per night (USD)VRBO
From $241 per night (USD)Expedia
Fowling View | Townhouse w/ Pier, Crabbing Dock & Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover Fowling View, a charming waterfront townhouse nestled in a quiet, natural setting on Chincoteague Island, Virgi ...
From $241 per night (USD)Expedia
From $417 per night (USD)VRBO
Great Blue- 3 BR I Waterfront with Private Pier & Boat Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience the beauty of Chincoteague waterfront living at this charming home overlooking Little Oyster Bay. With a priv ...
From $417 per night (USD)VRBO
From $343 per night (USD)Expedia
Halcyon 3 BR | Chincoteague Townhome w/ Pool, Firepit & Walk to Town
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Halcyon, a spacious and beautifully appointed 3-bedroom, 3.5-bath townhome on Chincoteague Island, located in ...
From $343 per night (USD)Expedia
Click For PricingVRBO
Dockside Dreams-Canalfront Home in Oyster Bay with Boat Dock.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Lovely renovated home located in the peaceful Oyster Bay community, perfect for everyone to enjoy. Fantastic views from ...
Click For PricingVRBO
From $300 per night (USD)Expedia
Drop Anchor-Close to Memorial Park, Quiet Neighborhood
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Superbly appointed duplex unit located on a quiet cul-de-sac, Drop Anchor is an extremely comfortable home with charming ...
From $300 per night (USD)Expedia
From $171 per night (USD)VRBO
Deer Track-Cozy Cottage Close to Town. Fire Pit.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy and comfortable, this charming cottage is nestled in a tranquil setting, yet just a short walk from downtown. The l ...
From $171 per night (USD)VRBO
From $275 per night (USD)Expedia
Fiddler Bay #6-End Unit Waterfront Townhome with Shared Crabbing Pier
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wake up to tranquil waterfront living at Fiddler Bay #6, a beautifully maintained townhome offering direct bay access an ...
From $275 per night (USD)Expedia
From $321 per night (USD)VRBO
Edgewater- Waterfront on Oyster Bay.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Situated on the edge of Oyster Bay, this charming home offers stunning sunrises and beautiful views of the bay and the s ...
From $321 per night (USD)VRBO
From $282 per night (USD)Expedia
Fiddler Bay #5- Waterfront Townhome w/ Shared Crabbing Pier
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Well-appointed and comfortable, this townhome offers stunning views of Assateague and the Lighthouse. Enjoy the shared p ...
From $282 per night (USD)Expedia
From $268 per night (USD)VRBO
Island Sunset by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Island Sunset - “Every Sunset brings the promise of a new dawn.” ~ Ralph Waldo Emerson And we cannot think of a better ...
From $268 per night (USD)VRBO
From $552 per night (USD)Expedia
Casa del Mar | 5BR Chincoteague Home Walk to Shops, Outdoor Shower, Hot Tub, Grill & Pet Friendly
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Casa del Mar - "House by the Sea" - is your home away from home... at the beach! Located in the heart of downtown Chinco ...
From $552 per night (USD)Expedia
From $418 per night (USD)VRBO
Sunset Bay Villa 208 | Luxury Marina Villa w/ Private Boat Slip, Deck, Pool + Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A beautiful seaside villa, professionally decorated, features luxury amenities including a walk-out from the living room ...
From $418 per night (USD)VRBO
From $186 per night (USD)Expedia
Quaint Chincoteague Island Hideaway w/ 2 Porches!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 100
Feel your worries melt away when you stay at this comfortable 3-bedroom, 2-bathroom Chincoteague Island vacation rental. ...
From $186 per night (USD)Expedia
From $246 per night (USD)VRBO
PET-FRIENDLY! Just Steps To Famous Chincoteague Pony Penning & Carnival Grounds
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pet Friendly, Community Pool, Screened Porch/Patio, Grilling Deck & Fishing Dock: --Creek-side, comfortably-decorated du ...
From $246 per night (USD)VRBO
Click For PricingExpedia
Acorn - Nice home in great location. Big porch. -LINENS AND TOWELS PROVIDED
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2BR/2.5B*** (2 Q) Amenities: Central AC, Microwave, W/D, Dishwasher, WiFi,Fireplace Located within minutes of the ...
Click For PricingExpedia
From $185 per night (USD)VRBO
Newly Renovated Cottage On Main Street - Professionally Sanitized
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy this newly renovated cottage on main street in chincoteague va. In the center of downtown coffee shops, restaurant ...
From $185 per night (USD)VRBO
From $455 per night (USD)Expedia
Tin Cup Palace- Community Boat Launch, Fire Pit & Screened Porch
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Architect-designed, Tin Cup Palace blends contemporary lines with a mid-century modern flair. Vaulted ceilings and an op ...
From $455 per night (USD)Expedia
From $377 per night (USD)VRBO
Topaz- Canalfront with Boat Dock
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
A great island getaway, Topaz offers spacious decks, a private boat dock, and a quiet setting in the desirable Oyster Ba ...
From $377 per night (USD)VRBO
From $363 per night (USD)Expedia
Endless Sunsets- 1BR Waterfront with Private Dock & Screened Porch
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Endless Sunsets, your private waterfront escape on beautiful Chincoteague Island, Virginia. This charming bay ...
From $363 per night (USD)Expedia
From $271 per night (USD)VRBO
Seabright- Waterfront w/ Shared Deep Water Dock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Seabright is a spacious three-story townhome on peaceful Marsh Island—just across the channel from Chincoteague and perf ...
From $271 per night (USD)VRBO
From $526 per night (USD)Expedia
Sea Casa- Waterfront w/ Deep Water Dock & Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Fabulous sunsets and deep-water docking await at this comfortable and spacious home. The first floor features the main ...
From $526 per night (USD)Expedia
From $240 per night (USD)VRBO
Little Grit Cottage- 2BR | Walk to Town | Quiet Street
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautifully renovated, this traditional Chincoteague cottage sits in a quiet, natural setting with creek access. A small ...
From $240 per night (USD)VRBO
From $280 per night (USD)Expedia
Sea Star- Waterfront w/ Boat Dock & Lighthouse Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Well-appointed townhouse with breathtaking sunrises over the Assateague Channel. Take in spectacular views of the salt ...
From $280 per night (USD)Expedia
From $296 per night (USD)VRBO
The View-Waterfront w/ Shared Crabbing Pier
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Newly Renovated Waterfront Property with breathtaking views of the Assateague Lighthouse and Assateague Island. The Ass ...
From $296 per night (USD)VRBO
From $360 per night (USD)Expedia
Willet's Way- Close to Beach w/ Assateague Views & Boat Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Nestled among the pines, this secluded getaway offers outstanding views of Assateague Island. With the Wildlife Refuge a ...
From $360 per night (USD)Expedia
Click For PricingVRBO
Vacation Diggs- 3BR | Screened Porch | Close to Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Close to Memorial Park for easy access to the boat and kayak launch, fishing, crabbing, and playgrounds, Vacation Diggs ...
Click For PricingVRBO
From $448 per night (USD)Expedia
Windrush- 3BR Waterfront | Screened Porch | Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy splendid sunsets from this wonderfully comfortable bayfront home. Surrounded by water views and peaceful wetlands, ...
From $448 per night (USD)Expedia
From $431 per night (USD)VRBO
Wishful Thinking- Canalfront with Deep Water Boat Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Fabulous home with deep water docking and limited views of Oyster Bay and Assateague Island. The first floor features a ...
From $431 per night (USD)VRBO
From $403 per night (USD)Expedia
Sailer’s Rest- 4BR | Quiet Street | Walk to Town
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Beautifully renovated Chincoteague home in an in-town location, just a short walk to restaurants and shops. The owner of ...
From $403 per night (USD)Expedia
From $451 per night (USD)VRBO
Scooby Dunes- Waterview w/Shared Water Access
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
This custom three-level home offers magnificent views of Oyster Bay and Miflin's Marsh from every room. Located in a qui ...
From $451 per night (USD)VRBO
From $220 per night (USD)Expedia
Pony Swim Ridge- Waterviews, Close to Memorial Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Relax and take in stunning views of the Assateague Channel and Lighthouse from this charming two-story duplex. Fresh upd ...
From $220 per night (USD)Expedia
Click For PricingVRBO
Sailer Moon- 4 BR | Walk to Town | Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Renovated Victorian home offering beautiful views of the Chincoteague Channel and stunning sunsets from the balcony. A s ...
Click For PricingVRBO
From $266 per night (USD)Expedia
2 BR | Screened Porch | Walk to Town
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Miss Ida is brand-new construction, yet she beautifully evokes the charm of Chincoteague of yesteryear. A stunning blend ...
From $266 per night (USD)Expedia
From $234 per night (USD)VRBO
Miller’s Marsh- 2BR | Marsh Views | Shared Pier
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This charming home features exceptional decor and a peaceful natural setting. Guests have access to a shared crabbing pi ...
From $234 per night (USD)VRBO
From $220 per night (USD)Expedia
Ocean Grove- Waterviews of Assateague & Lighthouse.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This charming townhouse combines stylish comfort with beautiful views. The screened porch offers a peaceful spot to enjo ...
From $220 per night (USD)Expedia
From $331 per night (USD)VRBO
Sage House-Historic Downtown Location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Attractive house located in the heart of downtown Chincoteague, within walking distance to shops, restaurants, the libra ...
From $331 per night (USD)VRBO
From $540 per night (USD)Expedia
Osprey Nest- Waterfront on Chincoteague Bay w/ Pier
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
A comfortably appointed coastal retreat perched on the tranquil edge of Chincoteague Bay. Set in one of the island’s mo ...
From $540 per night (USD)Expedia
From $331 per night (USD)VRBO
Sunset Bay Villa #315- Waterfront Condo w/ Pool & Gym
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Stylish comfort, breathtaking sunset views, and access to a pool and fitness room make this professionally decorated con ...
From $331 per night (USD)VRBO
From $621 per night (USD)Expedia
Sunsinger- Waterfront on Chincoteague Bay w/ Pier
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This wonderful custom home offers panoramic views of Chincoteague Island’s natural beauty. Enjoy fabulous sunsets over C ...
From $621 per night (USD)Expedia
Click For PricingVRBO
Moon Dreams Cottage | Downtown Chincoteague Gem w/ Porch, Walk to Shops
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Moon Dreams Cottage, a charming and highly sought-after waterman’s cottage in the heart of downtown Chincotea ...
Click For PricingVRBO
From $258 per night (USD)Expedia
Myrtle on Mumford- 2BR | Screened Porch | Walk to Town
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Myrtle on Mumford is a newly constructed replica of a classic 1920s single-story Chincoteague home. Thoughtfully designe ...
From $258 per night (USD)Expedia
From $294 per night (USD)VRBO
Nature's Retreat- Waterview with Shared Crabbing Pier
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This well-cared-for townhome offers a peaceful wetland setting with a shared private pier on the inland creek—an ideal s ...
From $294 per night (USD)VRBO
From $523 per night (USD)Expedia
Shell Seeker-Spacious Waterfront Home w/ Pier
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Beautiful bayfront home with sweeping views and access to a shared pier—an ideal retreat for anyone seeking comfort, ser ...
From $523 per night (USD)Expedia
From $362 per night (USD)VRBO
Sunny Claire- Beautiful In Town Cottage w/ Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This marvelous traditional home has been transformed into a luxurious vacation cottage, perfectly located in the heart o ...
From $362 per night (USD)VRBO
From $219 per night (USD)Expedia
Summer Breeze- Cozy Cottage Close to Town, Fire Pit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy this quiet, yet delightfully updated Chincoteague-style home. Relax in the cheerful living room, complete with a s ...
From $219 per night (USD)Expedia
From $274 per night (USD)VRBO
Sunny Delightful- Pond front w/ Marsh Views, Bikes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This freshly updated home is tucked away on a quiet side street, offering a peaceful retreat for your Chincoteague getaw ...
From $274 per night (USD)VRBO
From $324 per night (USD)Expedia
Sun N Fun- Shared Pool & Dock Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A comfortable, updated townhome offering shared dock access and community swimming pool privileges. Dock your boat, cas ...
From $324 per night (USD)Expedia
From $353 per night (USD)VRBO
Hudson House by Seaside Vacations & Sales
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Brand New flooring and furniture for 2026! There’s only one thing more precious than our time, and that is who we spend ...
From $353 per night (USD)VRBO
From $319 per night (USD)Expedia
Bay Daze | Marsh Island Waterfront w/ Water Views in Every Room, Private Boat Dock & King Suites
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape from the hustle and bustle of everyday life at this little slice of paradise nestled on the edge of the Chincotea ...
From $319 per night (USD)Expedia
From $228 per night (USD)VRBO
Assateague Lookout - Water Front townhome W/view. - Shared Pier, No Linens
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Amenities: Central A/C, W/D, WiFi, Microwave, TV, DVD, STREAMING TV ONLY , Fireplace, Screen Porch, Dishwasher, Deck, Ga ...
From $228 per night (USD)VRBO
From $298 per night (USD)Expedia
Miss Agnes - Water Front 3BR home PET FRIENDLY, NO LINENS PROVIDED
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Amenities: Central A/C, W/D, Microwave, Smart TV, Dishwasher, WiFi, Screen Porch, Open Outside Shower, Charcoal Grill S ...
From $298 per night (USD)Expedia
From $196 per night (USD)VRBO
Cattail Cottage -Allergy Friendly Home -In Town-LINENS & TOWELS PROVIDED
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
Amenities: Central A/C, Cable TV, Microwave, WiFi, Deck, Charcoal Grill, Washer and Dryer. Hypoallergenic linens, towels ...
From $196 per night (USD)VRBO
Click For PricingExpedia
Summer Sails -Waterfront, 3BR duplex LINENS AND TOWELS PROVIDED
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Amenities: Central A/C, Microwave, Dishwasher, W/D, Cable TV in LR, DVD, WiFi, Gas Grill, Screen Porch, Deck, Community ...
Click For PricingExpedia
From $553 per night (USD)VRBO
Egret's Cove | Bayfront Oyster Bay Retreat w/ Hot Tub, Screened Porch, Dock & Fenced Yard for Pets
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 11
Breathtaking views call your attention at this gorgeous waterfront home! 'Egret's Cove' is located next door to our ever ...
From $553 per night (USD)VRBO
From $345 per night (USD)Expedia
Sea Ridge-Pet Friendly-Fenced Yard/Firepit-Screened Porch,NO LINENS PROVIDED
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Choose this comfortably furnished and nicely renovated home featuring a restful beach décor and a private pier for guest ...
From $345 per night (USD)Expedia
From $321 per night (USD)VRBO
Cozy and Convenient in Center of Island Fun
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The Miller House is a cozy and convenient home in the center of all the Chincoteague Island fun. The well-maintained ho ...
From $321 per night (USD)VRBO
From $880 per night (USD)Expedia
Charlotte's Morning Sun | Luxury Oyster Bay Waterfront w/ Unobstructed Views, Screened Porch & Dock
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Set in the boutique residential community of Oyster Bay I, 'Charlotte's Morning Sun' is a stunning 5-star waterfront hom ...
From $880 per night (USD)Expedia
From $652 per night (USD)VRBO
Grandview | Luxury Waterfront Sunset Views w/ Long Pier & Dock, Screened Porch, Kayaks + Pets
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy stunning sunsets from this 5 star home at water's edge. Relax with the amazing water view from the north side of t ...
From $652 per night (USD)VRBO
From $320 per night (USD)Expedia
Charming Chincoteague getaway, short walk to the fair grounds and pony penning!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Rest A' Shored is a brand new home (2019) with a sweeping, open floor plan that can comfortably accommodate two families ...
From $320 per night (USD)Expedia