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Results: 762 Rentals

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

    VRBO

    Shell Seeker - WATERFRONT Shared Private Pier

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    <p>Located in Chincoteague, this welcoming vacation home lets you experience it all. Thanks to the convenient onsite par ...

    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 $1565 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 $1565 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 $281 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 $281 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
  • Tin Cup Palace - One of a Kind, Oyster Bay, Fire Pit
    From $340 per night (USD)

    Expedia

    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)

    Expedia

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

    VRBO

    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)

    VRBO

    Details
  • The Honeymooner-Waterfront w\/ Private Pier
    From $385 per night (USD)

    Expedia

    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 $385 per night (USD)

    Expedia

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

    VRBO

    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)

    VRBO

    Details
  • Sea Casa-Waterfront w\/ Private Boat Dock & Firepit
    From $522 per night (USD)

    Expedia

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

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    <p>Located in Chincoteague, this welcoming vacation home brings it all within your reach. There's convenient onsite park ...

    From $522 per night (USD)

    Expedia

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

    VRBO

    Little Grit Cottage - Quiet Natural Setting

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    <p>Located in Chincoteague, this welcoming cottage brings it all within your reach. Robert N. Reed Downtown Waterfront P ...

    From $178 per night (USD)

    VRBO

    Details
  • Sea Star-Views of the Lighthouse!
    From $320 per night (USD)

    Expedia

    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 $320 per night (USD)

    Expedia

    Details
  • The View-Waterfront, Views of Assateague & Lighthouse, Shared Crabbing Pier
    From $315 per night (USD)

    VRBO

    The View-Waterfront, Views of Assateague & Lighthouse, Shared Crabbing Pier

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

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

    From $315 per night (USD)

    VRBO

    Details
  • Willet's Way-Waterfront w\/ Private Dock, Closest Neighborhood to Beach
    From $262 per night (USD)

    Expedia

    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 $262 per night (USD)

    Expedia

    Details
  • Vacation Diggs - Close to Memorial Park!
    From $182 per night (USD)

    VRBO

    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 $182 per night (USD)

    VRBO

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

    Expedia

    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)

    Expedia

    Details
  • Windrush-Water's Edge, Steps Away from the Bay
    From $543 per night (USD)

    VRBO

    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 $543 per night (USD)

    VRBO

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

    Expedia

    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)

    Expedia

    Details
  • Sailor's Rest-Great In-Town Location!
    From $391 per night (USD)

    VRBO

    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 $391 per night (USD)

    VRBO

    Details
  • Scooby Dunes-Oyster Bay with Great Views!
    From $477 per night (USD)

    Expedia

    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 $477 per night (USD)

    Expedia

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

    VRBO

    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)

    VRBO

    Details
  • Sailer Moon - Sunset & Waterviews!
    From $337 per night (USD)

    Expedia

    Sailer Moon - Sunset & Waterviews!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    <p>Located in Chincoteague, this welcoming vacation home lets you experience it all. Thanks to the convenient onsite par ...

    From $337 per night (USD)

    Expedia

    Details
  • Miss Ida- Adorable Downtown Historic Cottage w\/ Screened Porch
    From $270 per night (USD)

    VRBO

    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 $270 per night (USD)

    VRBO

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

    Expedia

    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)

    Expedia

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

    VRBO

    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)

    VRBO

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

    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 ...

    Click For Pricing

    Expedia

    Details
  • Osprey Nest-Waterfront, Sunsets!
    From $539 per night (USD)

    VRBO

    Osprey Nest-Waterfront, Sunsets!

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    10

    <p>Located in Chincoteague, this welcoming vacation home lets you experience it all. Thanks to the convenient onsite par ...

    From $539 per night (USD)

    VRBO

    Details
  • Egret's Cove - Pet friendly w\/ Hot tub!
    From $612 per night (USD)

    Expedia

    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 $612 per night (USD)

    Expedia

    Details
  • Chincoteague Island House \Sir Whelk-A-Lot\ Kayaks Included! Downtown Location!
    From $276 per night (USD)

    VRBO

    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 $276 per night (USD)

    VRBO

    Details
  • Sea Ridge-Pet Friendly-Fenced Yard\/Firepit-Screened Porch,NO LINENS PROVIDED
    From $253 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 $253 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 $169 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 $169 per night (USD)

    Expedia

    Details
  • Always Sunny - island home. Pet Friendly - Close to Carnival. NO LINENS
    From $178 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 $178 per night (USD)

    VRBO

    Details
  • Rhinos Retreat - 2BR home close to town, Back screened in porch, NO LINENS
    From $146 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 $146 per night (USD)

    Expedia

    Details
  • Misty Sails - Lovely  spacious 3BR duplex , community pool.NO LINENS PROVIDED
    From $227 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 $227 per night (USD)

    VRBO

    Details
  • Josie's Getaway - Pet Friendly - LINENS AND TOWELS PROVIDED  - Firepit
    From $202 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 $202 per night (USD)

    Expedia

    Details
  • Sea Pines -2BR  CLOSE TO SHOPPING,SCREENED PORCH, Linens and Towels Provided
    From $138 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 $138 per night (USD)

    VRBO

    Details
  • A Summer Place  - Water View  - Pet Friendly -  LINENS AND TOWELS PROVIDED
    From $340 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 $340 per night (USD)

    Expedia

    Details
  • Eel Creek Escape -  Water Front  - Water Access - Screened Porch NO LINENS
    From $248 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 $248 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
  • The Baywatch Bungalow in Captain's Cove - just 20 min. to Chincoteague Island!
    From $318 per night (USD)

    VRBO

    The Baywatch Bungalow in Captain's Cove - just 20 min. to Chincoteague Island!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    The Baywatch Bungalow - If you’re not barefoot, then you’re overdressed….. Close your eyes and feel the salty, sweet ba ...

    From $318 per night (USD)

    VRBO

    Details
  • Pet-Friendly Woodsy Gem: 1\/4 Mi to Chesapeake Bay
    From $342 per night (USD)

    Expedia

    Pet-Friendly Woodsy Gem: 1\/4 Mi to Chesapeake Bay

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Tiptoe away to quieter surroundings and enjoy a getaway at this 2-bedroom, 2-bath house where you can boat all day on th ...

    From $342 per night (USD)

    Expedia

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

    VRBO

    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)

    VRBO

    Details
  • Summer Island Getaway
    From $591 per night (USD)

    Expedia

    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 $591 per night (USD)

    Expedia

    Details
  • Cattail Cottage-quite and cozy cottage with a view
    From $226 per night (USD)

    VRBO

    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 $226 per night (USD)

    VRBO

    Details
  • Caprecia's Castle-Waterfront w\/shared crabbing\/fishing pier
    From $290 per night (USD)

    Expedia

    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 $290 per night (USD)

    Expedia

    Details
  • Cedarfield
    From $228 per night (USD)

    VRBO

    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 $228 per night (USD)

    VRBO

    Details
  • Baywatch-WATERFRONT!
    From $702 per night (USD)

    Expedia

    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 $702 per night (USD)

    Expedia

    Details
  • Cedar Gables
    From $1303 per night (USD)

    VRBO

    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 $1303 per night (USD)

    VRBO

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

    Expedia

    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)

    Expedia

    Details
  • Brittany at Chincoteague
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    VRBO

    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

    VRBO

    Details
  • Bridge Townhouse-Cute and cozy cottage
    From $228 per night (USD)

    Expedia

    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 $228 per night (USD)

    Expedia

    Details
  • Blue Bayou-Private Deep Water Dock, Waterfront w\/Sunset Views
    From $304 per night (USD)

    VRBO

    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 $304 per night (USD)

    VRBO

    Details
  • Bayside & Beyond-Sunset Bay Villa #105- Waterfront with Boat Slip
    From $449 per night (USD)

    Expedia

    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 $449 per night (USD)

    Expedia

    Details
  • Blue Heron-Closest Neighborhood to Beach w\/shared community water access!
    From $210 per night (USD)

    VRBO

    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 $210 per night (USD)

    VRBO

    Details
  • Lake Cottage
    From $305 per night (USD)

    Expedia

    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 $305 per night (USD)

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    Details
  • Lewis House - Charming In-Town Location
    From $233 per night (USD)

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    Lewis House - Charming In-Town Location

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    <p>Located in Chincoteague, this welcoming vacation home brings it all within your reach. There's convenient onsite park ...

    From $233 per night (USD)

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    Details
  • Lighthouse Lookout - Waterfont, Boat Docking
    From $438 per night (USD)

    Expedia

    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 $438 per night (USD)

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    Details
  • Kambarn Place - Waterfront, Private Dock
    From $579 per night (USD)

    VRBO

    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 $579 per night (USD)

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

    Expedia

    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)

    VRBO

    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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  • Island Generations - Water Access, Boat Docking
    From $259 per night (USD)

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    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 $259 per night (USD)

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    Details
  • Heron's Roost-Waterfront, Oyster Bay
    From $473 per night (USD)

    VRBO

    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 $473 per night (USD)

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

    Expedia

    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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  • Holly House
    From $307 per night (USD)

    VRBO

    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)

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    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 $180 per night (USD)

    VRBO

    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 $180 per night (USD)

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  • Great Blue
    From $290 per night (USD)

    Expedia

    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 $391 per night (USD)

    VRBO

    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 $391 per night (USD)

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    Details
  • Dee's Nest
    From $463 per night (USD)

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    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 $463 per night (USD)

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    Details
  • Dockside Dreams-Canal Front on Oyster Bay, Boat Dock
    From $506 per night (USD)

    VRBO

    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 $506 per night (USD)

    VRBO

    Details
  • Drop Anchor-Beautiful Home, Quiet Neighborhood, Close to Tom's Cove
    From $281 per night (USD)

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    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 $281 per night (USD)

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

    VRBO

    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 $320 per night (USD)

    Expedia

    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 $320 per night (USD)

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    Details
  • Edgewater - WATERFRONT!!
    From $477 per night (USD)

    VRBO

    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 $477 per night (USD)

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  • Fiddler Bay #5
    From $314 per night (USD)

    Expedia

    Fiddler Bay #5

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Well-appointed, comfortable townhome with stunning views of Assateague and Lighthouse. Enjoy the shared pier for canoein ...

    From $314 per night (USD)

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  • Aramabad-Closest Neighborhood to Beach!
    From $674 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 $674 per night (USD)

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    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)

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    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)

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    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)

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    Details
  • Agape House-Adorable Cottage Close to Town
    From $249 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 $249 per night (USD)

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  • Newly remodeled quiet single-family house by the bay
    From $194 per night (USD)

    Expedia

    Newly remodeled quiet single-family house by the bay

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Forget your worries in this spacious and serene space. Newly remodeled home at a perfect location by the bay, close to ...

    From $194 per night (USD)

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    Details
  • Off Duty - Pet Friendly, Waterfront!
    From $1177 per night (USD)

    VRBO

    Off Duty - Pet Friendly, Waterfront!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    NEW FOR 2023!! New vinyl plank floor downstairs, new furniture, and paint throughout, new decking, kitchen island, outdo ...

    From $1177 per night (USD)

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  • Coastal Cottage - Beachy oasis in Oyster Bay!
    From $336 per night (USD)

    Expedia

    Coastal Cottage - Beachy oasis in Oyster Bay!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Nestled on a quiet cul-de-sac in the popular Oyster Bay II community is where you'll find our newest vacation home addit ...

    From $336 per night (USD)

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  • Bungalow in Historic Onancock - sleeps 4
    From $226 per night (USD)

    VRBO

    Bungalow in Historic Onancock - sleeps 4

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Bungalow@60Kerr is within a short walk to the quaint and historic village of Onancock where you will find shops, galleri ...

    From $226 per night (USD)

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    Details
  • Bayfront Chincoteague Getaway w\/ Fire Pit!
    Click For Pricing

    Expedia

    Bayfront Chincoteague Getaway w\/ Fire Pit!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Embrace the essence of coastal living at this quaint Chincoteague apartment! Highlighted by its gorgeous view of the bay ...

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  • Townhouse off Main St. 3br\/2ba, free 2 car parking, free EV charging. Renovated
    From $232 per night (USD)

    VRBO

    Townhouse off Main St. 3br\/2ba, free 2 car parking, free EV charging. Renovated

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Casa Mar-your Chincoteague Island paradise! Relax with family and friends in our comfortable and spacious tow ...

    From $232 per night (USD)

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    Details
  • Blue Heron - A Breathtaking Eastern Shore Vacation Experience!
    From $295 per night (USD)

    Expedia

    Blue Heron - A Breathtaking Eastern Shore Vacation Experience!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    Blue Heron - A Breathtaking Eastern Shore Vacation Experience! The most treasured heirlooms are the sweet memories of F ...

    From $295 per night (USD)

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  • SeaLaVie!!!
    From $207 per night (USD)

    VRBO

    SeaLaVie!!!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Cozy cottage with all the comforts of home! Full kitchen, living space on a quiet street walking distance to the bay and ...

    From $207 per night (USD)

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  • Beach Cottage on Chincoteague Island
    From $260 per night (USD)

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    Beach Cottage on Chincoteague Island

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Happy Ours! Relax with the whole family at this peaceful Chincoteague home. Walk to the park (Pony Swim!). Th ...

    From $260 per night (USD)

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  • Blue Marlin - Pet friendly w\/ Private Dock!
    From $511 per night (USD)

    VRBO

    Blue Marlin - Pet friendly w\/ Private Dock!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Blue Marlin is a brand new home that is now available exclusively - you will NOT want to miss your opportunity. Visitors ...

    From $511 per night (USD)

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  • Cheerful 3 bedroom cottage minutes from the beach
    Click For Pricing

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    Cheerful 3 bedroom cottage minutes from the beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    12

    Relax with the whole family at this peaceful escape. Just 6 minutes from the beach, this home will invite you in and all ...

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  • Sunset View - 4BR Water Front -Water Access, Gazebo, fire pit LINENS INCLUDED
    From $553 per night (USD)

    VRBO

    Sunset View - 4BR Water Front -Water Access, Gazebo, fire pit LINENS INCLUDED

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    7

    Amenities: Central A/C, Cable TV, DVD, W/D, Microwave, Dishwasher, WiFi, Porch, Gazebo, Outside Shower, Firepit and Wate ...

    From $553 per night (USD)

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    Details
  • 1BR Waterfront cottage with a view of the wild Chincoteague ponies!
    From $383 per night (USD)

    Expedia

    1BR Waterfront cottage with a view of the wild Chincoteague ponies!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    It is a unique and cozy waterfront cottage with the most amazing view of the National Park, the wildlife Refuge, the lig ...

    From $383 per night (USD)

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    Details
  • Awesome private off grid cabin with creek view.
    From $221 per night (USD)

    VRBO

    Awesome private off grid cabin with creek view.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Feel refreshed when you stay in this rustic gem. You will have 200 acres of private land, family owned since 1818. Creek ...

    From $221 per night (USD)

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    Details
  • Lammers Largo - Paradise found!
    From $468 per night (USD)

    Expedia

    Lammers Largo - Paradise found!

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    “Life is a journey that is not measured in miles or years, but in Experiences.” ~ Jimmy Buffett Close your eyes and fee ...

    From $468 per night (USD)

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    Details