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Results: 626 Rentals

  • Lottie's Lookout - In town; Pet friendly; Fire pit!
    From $231 per night (USD)

    VRBO

    Lottie's Lookout - In town; Pet friendly; Fire pit!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Come stay at this Chincoteague Island Charmer, better known as Lottie's Lookout! This large spacious home features 3 lev ...

    From $231 per night (USD)

    VRBO

    Details
  • Heron Landing - In town; Coastal Cottage!
    From $241 per night (USD)

    Expedia

    Heron Landing - In town; Coastal Cottage!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Three words : Charming. Coastal. Cottage. Located just off of Ridge Road, in the center of the island, you'll find this ...

    From $241 per night (USD)

    Expedia

    Details
  • Horseshoe Hideaway - Cozy home w\/ screened porches!
    From $275 per night (USD)

    VRBO

    Horseshoe Hideaway - Cozy home w\/ screened porches!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Located in a secluded neighborhood, in the middle of town, 'Horseshoe Hideaway' is comfortably situated back off of a ba ...

    From $275 per night (USD)

    VRBO

    Details
  • Endless Summer - Pet friendly w\/ Screened porch!
    From $282 per night (USD)

    Expedia

    Endless Summer - Pet friendly w\/ Screened porch!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    Come enjoy your stay at one of the most sought out locations on the Island. Easy, convenient access to the beach- With t ...

    From $282 per night (USD)

    Expedia

    Details
  • Hill House - Pet friendly; In town w\/ water views!
    From $396 per night (USD)

    VRBO

    Hill House - Pet friendly; In town w\/ water views!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    Welcome to Hill House! Wonderful traditional island home with fantastic new upgrades! The kitchen has been renovated, al ...

    From $396 per night (USD)

    VRBO

    Details
  • Herbie's Hideaway - Water views & Screened porch!
    From $325 per night (USD)

    Expedia

    Herbie's Hideaway - Water views & Screened porch!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Luxury water view vacation rental home with dock access. This home boasts a full ensemble of amenities and the most beau ...

    From $325 per night (USD)

    Expedia

    Details
  • Lighthouse View - Water views; Shared pool!
    From $337 per night (USD)

    VRBO

    Lighthouse View - Water views; Shared pool!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Lighthouse View is located on the east side of our island and includes a private community pool for your enjoyment. The ...

    From $337 per night (USD)

    VRBO

    Details
  • Dragonfly Point - Waterfront home w boat dock & deck!
    From $539 per night (USD)

    Expedia

    Dragonfly Point - Waterfront home w boat dock & deck!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    "DRAGONFLY POINT" is a magnificent waterfront property on Oyster Bay & canal. Surrounded by water on three sides of the ...

    From $539 per night (USD)

    Expedia

    Details
  • Lazy Days - Pet friendly; Screened gazebo!
    From $241 per night (USD)

    VRBO

    Lazy Days - Pet friendly; Screened gazebo!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Located on Main Street just north of town, "Lazy Days" may be just the perfect spot for your vacation! Cute and comforta ...

    From $241 per night (USD)

    VRBO

    Details
  • Sunset Bay Villa 206 - Waterfront; Shared pool!
    From $354 per night (USD)

    Expedia

    Sunset Bay Villa 206 - Waterfront; Shared pool!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Villa 206 is a new unit that has been professionally decorated and offers five-star luxury. Spacious and accommodating, ...

    From $354 per night (USD)

    Expedia

    Details
  • Newly Renovated Cottage On Main Street - Professionally Sanitized
    From $149 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 $149 per night (USD)

    VRBO

    Details
  • Avocet-Close to Beach, Shared Community Water Access, Limited Water View
    From $181 per night (USD)

    Expedia

    Avocet-Close to Beach, Shared Community Water Access, Limited Water View

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Spacious home on Piney Island Close to the entrance of Assateague. Private Master Suite features: Sitting room with TV ...

    From $181 per night (USD)

    Expedia

    Details
  • Agape House-Adorable Cottage Close to Town
    From $236 per night (USD)

    VRBO

    Agape House-Adorable Cottage Close to Town

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Agape House is equipped and decorated for vacation comfort. Short walk to stores, restaurants, and historic downtown. ...

    From $236 per night (USD)

    VRBO

    Details
  • Assateague Lookout - Water Front townhome W\/view. - Shared Pier, No Linens
    From $139 per night (USD)

    Expedia

    Assateague Lookout - Water Front townhome W\/view. - Shared Pier, No Linens

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Amenities: Central A/C, W/D, WiFi, Microwave, TV, DVD, STREAMING TV ONLY , Fireplace, Screen Porch, Dishwasher, Deck, Ga ...

    From $139 per night (USD)

    Expedia

    Details
  • Egret's Cove - Pet friendly w\/ Hot tub!
    From $500 per night (USD)

    VRBO

    Egret's Cove - Pet friendly w\/ Hot tub!

    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 $500 per night (USD)

    VRBO

    Details
  • Chincoteague Island House \Sir Whelk-A-Lot\ Kayaks Included! Downtown Location!
    From $364 per night (USD)

    Expedia

    Chincoteague Island House \"Sir Whelk-A-Lot\" Kayaks Included! Downtown Location!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    We WHELK-come you and your family to come stay at our unique island vacation home. The idyllic island of Chincoteague of ...

    From $364 per night (USD)

    Expedia

    Details
  • Island Retreat - Nice Townhome - Close to Town, Screened porch NO LINENS
    From $123 per night (USD)

    VRBO

    Island Retreat - Nice Townhome - Close to Town, Screened porch NO LINENS

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Amenities: Central A/C, Dishwasher, Cable, WiFi, TV, Blu-Ray Player, W/D, Microwave, Screened Porch Tastefully decorate ...

    From $123 per night (USD)

    VRBO

    Details
  • Kate's Cottage - Nice location, large screened  porch. NO LINENS & TOWELS
    From $144 per night (USD)

    Expedia

    Kate's Cottage - Nice location, large screened porch. NO LINENS & TOWELS

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Amenities: Window A/C, Microwave, W/D, Dishwasher, Cable TV, WiFi, DVD, Charcoal Grill, Outside Shower, Screened Porch ...

    From $144 per night (USD)

    Expedia

    Details
  • Island Escape - Townhouse - Enclosed back porch. NO LINENS
    From $162 per night (USD)

    VRBO

    Island Escape - Townhouse - Enclosed back porch. NO LINENS

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Amenities: Central A/C, Microwave, Dishwasher, 4 TV's with Firestick, WiFi, DVD, W/D, Enclosed Sun Porch Totally upgrad ...

    From $162 per night (USD)

    VRBO

    Details
  • Misty Manor - 3BR home, sc. porch & pet friendly. NO LINENS PROVIDED
    From $150 per night (USD)

    Expedia

    Misty Manor - 3BR home, sc. porch & pet friendly. NO LINENS PROVIDED

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Amenities: Central A/C, W/D, Dishwasher, Microwave, 2 TVs, WiFi, DVD, Screened Porch, PETS UNDER 40 LBS ONLY This brigh ...

    From $150 per night (USD)

    Expedia

    Details
  • Always Sunny - island home. Pet Friendly - Close to Carnival. NO LINENS
    From $170 per night (USD)

    VRBO

    Always Sunny - island home. Pet Friendly - Close to Carnival. NO LINENS

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    Amenities: Central A/C, WiFi, Gas Grill, TV, DVD, Microwave, Outside Shower Charming and quaint, this restored island h ...

    From $170 per night (USD)

    VRBO

    Details
  • Rhinos Retreat - 2BR home close to town, Back screened in porch, NO LINENS
    From $135 per night (USD)

    Expedia

    Rhinos Retreat - 2BR home close to town, Back screened in porch, NO LINENS

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Amenities: Central A/C, Microwave, Dishwasher, WiFi, W/D, Cable TV, DVD, VCR, Screen Porch, Outside Shower, Charcoal Gri ...

    From $135 per night (USD)

    Expedia

    Details
  • Misty Sails - Lovely  spacious 3BR duplex , community pool.NO LINENS PROVIDED
    From $191 per night (USD)

    VRBO

    Misty Sails - Lovely spacious 3BR duplex , community pool.NO LINENS PROVIDED

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Amenities: Central A/C, Microwave, Dishwasher, W/D, 4 TVs, DVD, Gas Grill, Screened porch, Deck, WiFi, Fireplace, Outsid ...

    From $191 per night (USD)

    VRBO

    Details
  • Josie's Getaway - Pet Friendly - LINENS AND TOWELS PROVIDED  - Firepit
    From $166 per night (USD)

    Expedia

    Josie's Getaway - Pet Friendly - LINENS AND TOWELS PROVIDED - Firepit

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Amenities: New Queen Mattress, Recushioned sofa and new deck furniture for 2025 seasonCentral A/C, Dishwasher, Microwave ...

    From $166 per night (USD)

    Expedia

    Details
  • Sea Pines -2BR  CLOSE TO SHOPPING,SCREENED PORCH, Linens and Towels Provided
    From $132 per night (USD)

    VRBO

    Sea Pines -2BR CLOSE TO SHOPPING,SCREENED PORCH, Linens and Towels Provided

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Amenities: Central A/C, Microwave, W/D, Cable, Smart TV, DVD, Internet, Outside Shower (cold only), Screen Porch, Charco ...

    From $132 per night (USD)

    VRBO

    Details
  • A Summer Place  - Water View  - Pet Friendly -  LINENS AND TOWELS PROVIDED
    From $270 per night (USD)

    Expedia

    A Summer Place - Water View - Pet Friendly - LINENS AND TOWELS PROVIDED

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Amenities: Central A/C, Microwave,Cable TV, VCR, DVD, Dishwasher, W/D, Fireplace, WiFi, Charcoal Grill, Outside Shower, ...

    From $270 per night (USD)

    Expedia

    Details
  • Eel Creek Escape -  Water Front  - Water Access - Screened Porch NO LINENS
    From $162 per night (USD)

    VRBO

    Eel Creek Escape - Water Front - Water Access - Screened Porch NO LINENS

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    8

    Amenities: New for 2024 WIFI and 65" Smart TV. Central A/C, W/D, Microwave, Dishwasher, TV, DVD, Screened Porch, Outsid ...

    From $162 per night (USD)

    VRBO

    Details
  • Creekside Paradise - Water front &Access -Pet Friendly -Shared Dock NO LINENS
    From $209 per night (USD)

    Expedia

    Creekside Paradise - Water front &Access -Pet Friendly -Shared Dock NO LINENS

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

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

    From $209 per night (USD)

    Expedia

    Details
  • Acorn - Nice home in great location. Big porch. -LINENS AND TOWELS PROVIDED
    From $199 per night (USD)

    VRBO

    Acorn - Nice home in great location. Big porch. -LINENS AND TOWELS PROVIDED

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    2BR/2.5B*** (2 Q) Amenities: Central AC, Microwave, W/D, Dishwasher, WiFi,Fireplace Located within minutes of the ...

    From $199 per night (USD)

    VRBO

    Details
  • Sunset Bay Villa 315-WATERFRONT! Pool and Fishing Dock
    From $335 per night (USD)

    Expedia

    Sunset Bay Villa 315-WATERFRONT! Pool and Fishing Dock

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Stylish comfort, sunset views, pool and fitness room. Great location, short walk to shops and restaurants. 3rd Floor ( ...

    From $335 per night (USD)

    Expedia

    Details
  • Sunsinger at Chincoteague
    From $450 per night (USD)

    VRBO

    Sunsinger at Chincoteague

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Wonderful custom home with panoramic views of the island's natural splendor. Fabulous Sunsets over the Chincoteague Bay ...

    From $450 per night (USD)

    VRBO

    Details
  • Moon Dreams Cottage-Restored Cottage Downtown Chincoteague
    From $248 per night (USD)

    Expedia

    Moon Dreams Cottage-Restored Cottage Downtown Chincoteague

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Bricks and Beams throughout this charmingly renovated/restored Chincoteague Cottage. Located in the heart of downtown. T ...

    From $248 per night (USD)

    Expedia

    Details
  • Myrtle on Mumford-Adorable Downtown Cottage w\/Screened Porch
    From $252 per night (USD)

    VRBO

    Myrtle on Mumford-Adorable Downtown Cottage w\/Screened Porch

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Myrtle on Mumford is a newly constructed replica of a typical 1920's single-story Chincoteague home. A stunning blend of ...

    From $252 per night (USD)

    VRBO

    Details
  • Nature's Retreat - Marsh & Wetland Views
    From $189 per night (USD)

    Expedia

    Nature's Retreat - Marsh & Wetland Views

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Well cared for Townhome with shared private pier on inland creek. Wetland setting is great for birding. All new floorin ...

    From $189 per night (USD)

    Expedia

    Details
  • Shell Seeker - WATERFRONT Shared Private Pier
    From $503 per night (USD)

    VRBO

    Shell Seeker - WATERFRONT Shared Private Pier

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Beautiful bayfront home with stunning views and shared pier. Thoughtfully appointed for exceptional vacation comfort. ...

    From $503 per night (USD)

    VRBO

    Details
  • Sunny Claire-Beautiful Downtown Cottage w\/Hot Tub
    From $270 per night (USD)

    Expedia

    Sunny Claire-Beautiful Downtown Cottage w\/Hot Tub

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    LOCATION, LOCATION, LOCATION!!! Sunny Claire is a luxury vacation cottage located in the heart of Historic Downtown Ch ...

    From $270 per night (USD)

    Expedia

    Details
  • Sialang at Chincoteague
    From $524 per night (USD)

    VRBO

    Sialang at Chincoteague

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Situated on the Chincoteague Bay, this fabulous home has marvelous views & room for the whole family. Private Pier, per ...

    From $524 per night (USD)

    VRBO

    Details
  • Summer Breeze
    From $369 per night (USD)

    Expedia

    Summer Breeze

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy this quiet, yet delightfully updated Chincoteague style house. Relax in the cheerful living room which features s ...

    From $369 per night (USD)

    Expedia

    Details
  • Sunny Delightful
    From $262 per night (USD)

    VRBO

    Sunny Delightful

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Nicely updated home located on a quiet side street Comfortable screen porch perfect for relaxing Access to an adjoinin ...

    From $262 per night (USD)

    VRBO

    Details
  • Sun n' Fun - Shared POOL & BOAT DOCK!
    From $237 per night (USD)

    Expedia

    Sun n' Fun - Shared POOL & BOAT DOCK!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Comfortable townhome with shared dock and swimming pool access. Dock your boat at the shared pier, fish or crab, or si ...

    From $237 per night (USD)

    Expedia

    Details
  • Sunrise Bay-WATERFRONT! Oyster Bay
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    Expedia

    Sunrise Bay-WATERFRONT! Oyster Bay

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Delightfully remodeled home on Oyster Bay. Expansive views of Assateague Island in a quiet, peaceful location. Large g ...

    Click For Pricing

    Expedia

    Details
  • Sea Ridge-Pet Friendly-Fenced Yard\/Firepit-Screened Porch,NO LINENS PROVIDED
    From $218 per night (USD)

    Expedia

    Sea Ridge-Pet Friendly-Fenced Yard\/Firepit-Screened Porch,NO LINENS PROVIDED

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Room and Amenities: Kitchen: Full Kitchen, Refrigerator, Keurig Coffeemaker, Microwave, Toaster Oven, Dishwasher, Cook ...

    From $218 per night (USD)

    Expedia

    Details
  • Decolores - Water View - Close to town -Gas Grill - Deck NO LINENS PROVIDED
    From $152 per night (USD)

    VRBO

    Decolores - Water View - Close to town -Gas Grill - Deck NO LINENS PROVIDED

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    7

    Amenities: Central A/C, TV, DVD, VCR, WiFi, W/D, Dishwasher, Microwave, Gas Grill, 2 Decks, Large Back Yard, Water View ...

    From $152 per night (USD)

    VRBO

    Details
  • Miss Stelle
    From $258 per night (USD)

    Expedia

    Miss Stelle

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Miss Stelle is brand new construction, yet she evokes Chincoteague of yesteryear. A stunning blend of modern amenities ...

    From $258 per night (USD)

    Expedia

    Details
  • Summer Island Getaway
    From $557 per night (USD)

    VRBO

    Summer 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 $557 per night (USD)

    VRBO

    Details
  • Cattail Cottage-quite and cozy cottage with a view
    From $236 per night (USD)

    Expedia

    Cattail Cottage-quite and cozy cottage with a view

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Beautiful home in a pristine, natural setting. Enjoy wildlife and sunrises. Great wraparound porch. Crabbing/kayaking ...

    From $236 per night (USD)

    Expedia

    Details
  • Caprecia's Castle-Waterfront w\/shared crabbing\/fishing pier
    From $255 per night (USD)

    VRBO

    Caprecia's Castle-Waterfront w\/shared crabbing\/fishing pier

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Relax and watch the boats go by from this elegant home Fish or crab from the shared Dock Kitchen, cozy living room, dini ...

    From $255 per night (USD)

    VRBO

    Details
  • Cedarfield
    From $217 per night (USD)

    Expedia

    Cedarfield

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Wonderful location for this cottage - in the woods and close to the beach Great Screened Porch This home is on peacefu ...

    From $217 per night (USD)

    Expedia

    Details
  • Baywatch-WATERFRONT!
    From $491 per night (USD)

    VRBO

    Baywatch-WATERFRONT!

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    Splendid private retreat on the edge of beautiful Oyster Bay. Thoughtfully designed with gathering areas all enjoying s ...

    From $491 per night (USD)

    VRBO

    Details
  • Cedar Gables
    From $1179 per night (USD)

    Expedia

    Cedar Gables

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    12

    Once a renown bed & breakfast seaside inn, Cedar Gables is now the ultimate vacation home! Stunning views and sunrises ...

    From $1179 per night (USD)

    Expedia

    Details
  • Blue Moon at Chincoteague-affordable cottage
    From $146 per night (USD)

    VRBO

    Blue Moon at Chincoteague-affordable cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy a quiet retreat at this quaint summer cottage. Private rear deck with an enclosed outdoor shower. Relax in the f ...

    From $146 per night (USD)

    VRBO

    Details
  • Brittany at Chincoteague
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    Expedia

    Brittany at Chincoteague

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    12

    Delight the entire family with this superbly appointed and spacious home. Canoe, fish or crab from the dock; or simply ...

    Click For Pricing

    Expedia

    Details
  • Bridge Townhouse-Cute and cozy cottage
    From $220 per night (USD)

    VRBO

    Bridge Townhouse-Cute and cozy cottage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    You'll return again & again to this immaculate summer home Large rear deck and fenced-in private backyard The first fl ...

    From $220 per night (USD)

    VRBO

    Details
  • Blue Bayou-Private Deep Water Dock, Waterfront w\/Sunset Views
    From $309 per night (USD)

    Expedia

    Blue Bayou-Private Deep Water Dock, Waterfront w\/Sunset Views

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Delightfully updated traditional Chincoteague home. Bright, cheerful, beachy decor. View of bay and sunsets. Private Pie ...

    From $309 per night (USD)

    Expedia

    Details
  • Bayside & Beyond-Sunset Bay Villa #105- Waterfront with Boat Slip
    From $351 per night (USD)

    VRBO

    Bayside & Beyond-Sunset Bay Villa #105- Waterfront with Boat Slip

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Enjoy stylish comfort, sunset views, and pool with this nicely decorated condo. Ist Floor Unit with Private Boat Slip ...

    From $351 per night (USD)

    VRBO

    Details
  • Blue Heron-Closest Neighborhood to Beach w\/shared community water access!
    From $169 per night (USD)

    Expedia

    Blue Heron-Closest Neighborhood to Beach w\/shared community water access!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Comfortable home in the woods. Close to Assateague Island for biking to the wildlife trails or the beach. Blue Heron is ...

    From $169 per night (USD)

    Expedia

    Details
  • Aramabad-Closest Neighborhood to Beach!
    From $271 per night (USD)

    VRBO

    Aramabad-Closest Neighborhood to Beach!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Delightful, country home in peaceful location on Piney Island. Close to entrance of Assateague, perfect for biking and ...

    From $271 per night (USD)

    VRBO

    Details
  • Assateague VistaPool, Shared Water Access, Views of Assateague!
    From $329 per night (USD)

    Expedia

    Assateague VistaPool, Shared Water Access, Views of Assateague!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Nicely appointed townhome with pool and dock access. Great views of Assateague Island. Shared boat dock, also great fo ...

    From $329 per night (USD)

    Expedia

    Details
  • Tin Cup Palace - One of a Kind, Oyster Bay, Fire Pit
    From $340 per night (USD)

    VRBO

    Tin Cup Palace - One of a Kind, Oyster Bay, Fire Pit

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    New, architect-designed, contemporary lines with midcentury modern flair, vaulted ceilings and open floor plan. Serene ...

    From $340 per night (USD)

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  • Topaz - 4 BR Canal front, Screened Porch, Oyster Bay
    From $264 per night (USD)

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    Topaz - 4 BR Canal front, Screened Porch, Oyster Bay

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Great Family Getaway. Decks, boat dock and a quiet location in the Oyster Bay Community. Topaz has lots of deck space ...

    From $264 per night (USD)

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    Details
  • The Honeymooner-Waterfront w\/ Private Pier
    From $360 per night (USD)

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    The Honeymooner-Waterfront w\/ Private Pier

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Stunning unobstructed views of Chincoteague Bay and gorgeous sunsets Relax and watch the boats go by from second level s ...

    From $360 per night (USD)

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    Details
  • Seabright.
    From $262 per night (USD)

    Expedia

    Seabright.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Spacious 3 Story Townhome with views of Sunsets and Chincoteague Channel. Main floor living and dining area with full w ...

    From $262 per night (USD)

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    Details
  • Sea Casa-Waterfront w\/ Private Boat Dock & Firepit
    From $604 per night (USD)

    VRBO

    Sea Casa-Waterfront w\/ Private Boat Dock & Firepit

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    Fabulous sunsets & deep water docking at your door Comfortable and spacious home First Floor - Master bedroom with kin ...

    From $604 per night (USD)

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    Details
  • Little Grit Cottage - Quiet Natural Setting
    From $178 per night (USD)

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    Little Grit Cottage - Quiet Natural Setting

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Beautifully renovated in 2018, this traditional Chincoteague cottage is in a quiet, natural setting with creek access. ...

    From $178 per night (USD)

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    Details
  • Sea Star-Views of the Lighthouse!
    From $282 per night (USD)

    VRBO

    Sea Star-Views of the Lighthouse!

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Well appointed townhouse complete with sunrises over Assateague Channel and boat docking at your door. Comfortable livi ...

    From $282 per night (USD)

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    Details
  • The View-Fiddler Bay #10
    From $289 per night (USD)

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    The View-Fiddler Bay #10

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    For nature lovers seeking the ultimate retreat, "The View" invites you! Our beautiful waterfront townhome presents breat ...

    From $289 per night (USD)

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    Details
  • Willet's Way-Waterfront w\/ Private Dock, Closest Neighborhood to Beach
    From $266 per night (USD)

    VRBO

    Willet's Way-Waterfront w\/ Private Dock, Closest Neighborhood to Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Nestled in the pines, this secluded home affords outstanding views of Assateague Island Close to Wildlife Refuge and ent ...

    From $266 per night (USD)

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    Details
  • Vacation Diggs - Close to Memorial Park!
    From $186 per night (USD)

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    Vacation Diggs - Close to Memorial Park!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Close to Memorial Park for boat or kayak launch, fishing and crabbing. Vacation Diggs has a large back yard and screene ...

    From $186 per night (USD)

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    Details
  • Wildcat Cove- Luxury Waterfront Home w\/ Private Dock On Chincoteague Bay
    From $851 per night (USD)

    VRBO

    Wildcat Cove- Luxury Waterfront Home w\/ Private Dock On Chincoteague Bay

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Vacationer's Dream Home. Enjoy the Panoramic Views of Chincoteague Bay. Widow's Walk affords views from Assateague Islan ...

    From $851 per night (USD)

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    Details
  • Windrush-Water's Edge, Steps Away from the Bay
    From $519 per night (USD)

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    Windrush-Water's Edge, Steps Away from the Bay

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    Splendid sunsets from this wonderfully comfortable bayfront home. Surrounded by waterviews and wetlands, perfect for bi ...

    From $519 per night (USD)

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    Details
  • Wishful Thinking- Beautiful Home, Quiet Community, Canal Front w\/ Boat Dock
    From $452 per night (USD)

    VRBO

    Wishful Thinking- Beautiful Home, Quiet Community, Canal Front w\/ Boat Dock

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Fabulous home with deep water docking. Limited view of Oyster Bay and Assateague Island. First-floor features... Cozy ...

    From $452 per night (USD)

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    Details
  • Sailor's Rest-Great In-Town Location!
    From $348 per night (USD)

    Expedia

    Sailor's Rest-Great In-Town Location!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Beautifully renovated Chincoteague home. In-town location - close walk to restaurants and stores. The owner offers a 2 ...

    From $348 per night (USD)

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    Details
  • Scooby Dunes-Oyster Bay with Great Views!
    From $486 per night (USD)

    VRBO

    Scooby Dunes-Oyster Bay with Great Views!

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    9

    Custom 3 level floor plan provides magnificent views of Oyster Bay or Miflin's Marsh from any room. Enjoy walks, biking ...

    From $486 per night (USD)

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    Details
  • Pony Swim Ridge-Limited WATERVIEW!
    From $196 per night (USD)

    Expedia

    Pony Swim Ridge-Limited WATERVIEW!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Relax & enjoy views of Assateague Channel & Lighthouse from this two-story duplex All new flooring and fresh updates. ...

    From $196 per night (USD)

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    Details
  • Sailer Moon - Sunset & Waterviews!
    From $348 per night (USD)

    VRBO

    Sailer Moon - Sunset & Waterviews!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Renovated Victorian home with great views of Chincoteague Channel and Sunsets from the balcony. Screened porch, with a ...

    From $348 per night (USD)

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    Details
  • Miss Ida- Adorable Downtown Historic Cottage w\/ Screened Porch
    From $259 per night (USD)

    Expedia

    Miss Ida- Adorable Downtown Historic Cottage w\/ Screened Porch

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Miss Ida is a newly constructed replica of a typical 1920's single-story Chincoteague home. A stunning blend of modern a ...

    From $259 per night (USD)

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    Details
  • Miller's Marsh - Marsh & Wetland Views
    From $230 per night (USD)

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    Miller's Marsh - Marsh & Wetland Views

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Exceptional decor and natural settings Shared crabbing pier on the inland creek The eat-in kitchen, living room, laund ...

    From $230 per night (USD)

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    Details
  • Ocean Grove Beach House
    From $222 per night (USD)

    Expedia

    Ocean Grove Beach House

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Townhouse offering Stylish Comfort and views Screened porch has views of Assateague Island First-floor open plan with ...

    From $222 per night (USD)

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    Details
  • Sage House-Great In-Town Location!
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    Sage House-Great In-Town Location!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Attractive house located in the heart of downtown Chincoteague Walk to shops, restaurants, library, and waterfront park ...

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    Details
  • Osprey Nest-Waterfront, Sunsets!
    From $518 per night (USD)

    Expedia

    Osprey Nest-Waterfront, Sunsets!

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    10

    Comfortably appointed home on the edge of the Chincoteague Bay. All amenities including large screened porch and shared ...

    From $518 per night (USD)

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    Details
  • Lake Cottage
    From $268 per night (USD)

    VRBO

    Lake Cottage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy natural vistas from this comfortably appointed home. Located in the quiet, private community of Oyster Bay. The ...

    From $268 per night (USD)

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    Details
  • Lewis House - Charming In-Town Location
    From $224 per night (USD)

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    Lewis House - Charming In-Town Location

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Beautifully refurbished traditional home with wonderful front porch in Chincoteague's Historic Downtown. Located on the ...

    From $224 per night (USD)

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    Details
  • Lighthouse Lookout - Waterfont, Boat Docking
    From $457 per night (USD)

    VRBO

    Lighthouse Lookout - Waterfont, Boat Docking

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Spacious townhome with superb views of Assateague & the Lighthouse. Located on deep water with Private 20' Boat Dock. ...

    From $457 per night (USD)

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    Details
  • Kambarn Place - Waterfront, Private Dock
    From $576 per night (USD)

    Expedia

    Kambarn Place - Waterfront, Private Dock

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Waterfront, single-family home on Eastside with deep water dock & fabulous views of Assateague Island. Kambarn Place fe ...

    From $576 per night (USD)

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    Details
  • Horsin' Around
    From $575 per night (USD)

    VRBO

    Horsin' Around

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Private boat dock right at your door. A glimpse of the bay and sunrise views from the front deck. House features a wel ...

    From $575 per night (USD)

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    Details
  • Laughing Gull - Oyster Bay Area
    From $354 per night (USD)

    Expedia

    Laughing Gull - Oyster Bay Area

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Comfortable home in a quiet, private community. Just a short stroll down the lane to Oyster Bay's community boat launch ...

    From $354 per night (USD)

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    Details
  • Island Generations - Water Access, Boat Docking
    From $245 per night (USD)

    VRBO

    Island Generations - Water Access, Boat Docking

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Traditional Chincoteague Island home charmingly updated Newly bulkheaded boat dock on Little Oyster Bay Two bedrooms, ...

    From $245 per night (USD)

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    Details
  • Heron's Roost-Waterfront, Oyster Bay
    From $539 per night (USD)

    Expedia

    Heron's Roost-Waterfront, Oyster Bay

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Location, Location Location... Situated on Oyster Bay, this inviting home has two hundred feet of Shoreline with boat do ...

    From $539 per night (USD)

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    Details
  • Heron Point - Oyster Bay Cottage with Kayaks & Bikes
    From $421 per night (USD)

    VRBO

    Heron Point - Oyster Bay Cottage with Kayaks & Bikes

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Bright and beachy home in the Oyster Bay Community. So many great amenities to make your vacation a memorable one. Not ...

    From $421 per night (USD)

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    Details
  • Holly House
    From $307 per night (USD)

    Expedia

    Holly House

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Full amenities including a boat dock in a quiet, private community. Holly House features a large, comfortable screened ...

    From $307 per night (USD)

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    Details
  • Grace Street Refuge-Beautiful VIEWS of the Chincoteague Bay, Firepit!
    From $386 per night (USD)

    VRBO

    Grace Street Refuge-Beautiful VIEWS of the Chincoteague Bay, Firepit!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    Beautiful furnishings and superbly appointed Decks on each level afford beautiful sunset views Plenty of room for the ...

    From $386 per night (USD)

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    Details
  • Fowling View
    From $195 per night (USD)

    Expedia

    Fowling View

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Comfortable Townhouse in a quiet, natural setting. Perfect for Birdwatching. First floor screened-in porch off living r ...

    From $195 per night (USD)

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    Details
  • Great Blue
    From $290 per night (USD)

    VRBO

    Great Blue

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Deepwater docking and great views of Little Oyster Bay. First floor features: Eat-in kitchen, living room and a full b ...

    From $290 per night (USD)

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    Details
  • Halcyon-Community Pool, Firepit
    From $373 per night (USD)

    Expedia

    Halcyon-Community Pool, Firepit

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    New Construction 2020. Fabulous and spacious duplex unit Tastefully and comfortably appointed home in quiet Silver Sails ...

    From $373 per night (USD)

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  • Dee's Nest
    From $455 per night (USD)

    VRBO

    Dee's Nest

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Splendid Home in the Oyster Bay Community. Exceptional decor throughout. Private boat dock right at your door. Enjoy ...

    From $455 per night (USD)

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    Details
  • Dockside Dreams-Canal Front on Oyster Bay, Boat Dock
    From $477 per night (USD)

    Expedia

    Dockside Dreams-Canal Front on Oyster Bay, Boat Dock

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Lovely renovated home located in the prestigious Oyster Bay Community. Perfect house for the whole family to enjoy. Fant ...

    From $477 per night (USD)

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    Details
  • Drop Anchor-Beautiful Home, Quiet Neighborhood, Close to Tom's Cove
    From $260 per night (USD)

    VRBO

    Drop Anchor-Beautiful Home, Quiet Neighborhood, Close to Tom's Cove

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Superbly appointed duplex unit located on a quiet cul de sac. Drop Anchor is an extremely comfortable home with fun and ...

    From $260 per night (USD)

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    Details
  • Deer Track-Close to town-Firepit!
    From $158 per night (USD)

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    Deer Track-Close to town-Firepit!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Cozy cottage in a tranquil setting, designed for optimum vacation comfort. Quiet - yet a short walk to downtown. Large ...

    From $158 per night (USD)

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    Details
  • Fiddler Bay #6 - Lighthouse Views & Shared Pier
    From $287 per night (USD)

    VRBO

    Fiddler Bay #6 - Lighthouse Views & Shared Pier

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Bright and open floor plan with wide stunning views of Assateague and Lighthouse. Shared pier for canoeing and crabbing. ...

    From $287 per night (USD)

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    Details
  • Edgewater - WATERFRONT!!
    From $318 per night (USD)

    Expedia

    Edgewater - WATERFRONT!!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    On the edge of Oyster Bay. Stunning sunrises. Quiet private community. Very comfortably appointed. Charming artistic d ...

    From $318 per night (USD)

    Expedia

    Details