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Results: 700 Rentals

  • Tall Pines - Pet friendly; Screened porch!
    From $255 per night (USD)

    VRBO

    Tall Pines - Pet friendly; Screened porch!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Located in lovely Piney Island within a short bike ride to the beach. This single story 2 bedroom, 1.5 bathroom house of ...

    From $255 per night (USD)

    VRBO

    Details
  • Island Estate - Pet friendly; Private pool & dock!
    From $535 per night (USD)

    Expedia

    Island Estate - Pet friendly; Private pool & dock!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    14

    Fabulous, fabulous, fabulous! If you're looking for a large space to have a family vacation or reunion, this is it. This ...

    From $535 per night (USD)

    Expedia

    Details
  • Dockside - Waterfront Condo w/ Boat Dock!
    From $459 per night (USD)

    VRBO

    Dockside - Waterfront Condo w/ Boat Dock!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Located on the Assateague Channel, this is your chance to watch the ponies from your own deck. A wonderful panoramic vie ...

    From $459 per night (USD)

    VRBO

    Details
  • Channel Watch - Waterfront home w/ Private Pier!
    From $386 per night (USD)

    Expedia

    Channel Watch - Waterfront home w/ Private Pier!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Located down a gravel road that runs parallel to Assateague Channel, you'll find Channel Watch nestled in between the pi ...

    From $386 per night (USD)

    Expedia

    Details
  • Island Thyme - Hot tub; Carnival location!
    From $267 per night (USD)

    VRBO

    Island Thyme - Hot tub; Carnival location!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    There's plenty of room for everyone here at Island Thyme! This spacious home features a living room and den, large eat-i ...

    From $267 per night (USD)

    VRBO

    Details
  • Conch Shell - Waterfront villa w/ wrap around deck!
    From $443 per night (USD)

    Expedia

    Conch Shell - Waterfront villa w/ wrap around deck!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    The house is located on Pine Drive in Piney Island - the closest neighborhood to the beach - convenient for shopping and ...

    From $443 per night (USD)

    Expedia

    Details
  • Island Sunrise - Pet friendly; waterfront duplex!
    From $400 per night (USD)

    VRBO

    Island Sunrise - Pet friendly; waterfront duplex!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Island Sunrise is a gorgeous 3 bedroom, 2.5 bathroom duplex home located in desirable Piney Island. Not only is this hou ...

    From $400 per night (USD)

    VRBO

    Details
  • Blue Chair Bay - Waterfront townhome w/ Fishing pier!
    From $336 per night (USD)

    Expedia

    Blue Chair Bay - Waterfront townhome w/ Fishing pier!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    If you're looking for a little slice of paradise at the beach, look no further! This delightful townhome is adorned with ...

    From $336 per night (USD)

    Expedia

    Details
  • Blue Point - Pet friendly w/ Outdoor shower!
    From $282 per night (USD)

    VRBO

    Blue Point - Pet friendly w/ Outdoor shower!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Come for an old fashioned family vacation. This wonderfully maintained classic Chincoteague-style home features a large ...

    From $282 per night (USD)

    VRBO

    Details
  • Heron Landing - In town; Coastal Cottage!
    From $229 per night (USD)

    Expedia

    Heron Landing - In town; Coastal Cottage!

    Bedrooms:
    1
    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 $229 per night (USD)

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    Details
  • Horseshoe Hideaway - Cozy home w/ screened porches!
    From $307 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 $307 per night (USD)

    VRBO

    Details
  • Endless Summer - Pet friendly w/ Screened porch!
    From $316 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 $316 per night (USD)

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    Details
  • Herbie's Hideaway - Water views & Screened porch!
    From $319 per night (USD)

    VRBO

    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 $319 per night (USD)

    VRBO

    Details
  • Lighthouse View - Water views; Shared pool!
    From $305 per night (USD)

    Expedia

    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 $305 per night (USD)

    Expedia

    Details
  • Modern Beachfront Suite 303
    From $267 per night (USD)

    VRBO

    Modern Beachfront Suite 303

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: This 2 bedroom/1 bath unit is the prime spot for your beach+boardwalk vacation! Please read through the entire ...

    From $267 per night (USD)

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    Details
  • Modern Beachfront Suite 301
    From $437 per night (USD)

    Expedia

    Modern Beachfront Suite 301

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Summary: This 3 bedroom/2 bath unit is the prime spot for your beach+boardwalk vacation! Please read through the entire ...

    From $437 per night (USD)

    Expedia

    Details
  • Studio on the Boardwalk!
    From $212 per night (USD)

    VRBO

    Studio on the Boardwalk!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: This studio is the prime spot for your beach+boardwalk vacation! Please read through the entire listing descri ...

    From $212 per night (USD)

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    Details
  • Modern Beachfront Suite 201
    From $430 per night (USD)

    Expedia

    Modern Beachfront Suite 201

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    Summary: This 3 bedroom/1 bath unit is the prime spot for your beach+boardwalk vacation! Please read through the entire ...

    From $430 per night (USD)

    Expedia

    Details
  • 3 minute drive to the boardwalk! Family-sized townhouse located in
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    VRBO

    3 minute drive to the boardwalk! Family-sized townhouse located in

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    You're not going to want to skip this gorgeous townhouse! It is completely furnished, including a large fully equipped k ...

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  • Picturesque Seaside Village Bay House
    From $588 per night (USD)

    VRBO

    Picturesque Seaside Village Bay House

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Situated in a cul de sac at the end of Sandbar Lane is a unique vacation opportunity. This West Ocean City townhome just ...

    From $588 per night (USD)

    VRBO

    Details
  • Lovely condo with water view, pool, balcony, fast WiFi, & washer/dryer
    From $403 per night (USD)

    VRBO

    Lovely condo with water view, pool, balcony, fast WiFi, & washer/dryer

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    White Marlin 310B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...

    From $403 per night (USD)

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  • Amazing 1 Bedroom/1 Bathroom - Walk to Beach and Boardwalk
    From $204 per night (USD)

    Expedia

    Amazing 1 Bedroom/1 Bathroom - Walk to Beach and Boardwalk

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Welcome to Starfish & Coffee Beach Condo! Top to bottom renovation with new design! This charming HGTV inspired 1 bedr ...

    From $204 per night (USD)

    Expedia

    Details
  • OC MD Direct Oceanfront Efficiency with pool parking gym White Marlin Open Week
    From $392 per night (USD)

    VRBO

    OC MD Direct Oceanfront Efficiency with pool parking gym White Marlin Open Week

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Great location! Steps to the beach, near great places to eat, bike rental, the inlet, shopping, water sports, plus our e ...

    From $392 per night (USD)

    VRBO

    Details
  • Assateague House 207 - Bayfront Pool, gorgeous Bay Views, and oh, those Sunsets!
    From $273 per night (USD)

    Expedia

    Assateague House 207 - Bayfront Pool, gorgeous Bay Views, and oh, those Sunsets!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Assateague House 207 ~ The sights, the sun and the sand - the only thing missing is you! This beautiful condo is nestl ...

    From $273 per night (USD)

    Expedia

    Details
  • Lighthouse Estates 8 - Water views; Shared pool!
    From $229 per night (USD)

    VRBO

    Lighthouse Estates 8 - Water views; Shared pool!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to Lighthouse Estates #8, Formerly known as 'Natalie's Nook'! This 2 bedroom beach retreat is located in the pop ...

    From $229 per night (USD)

    VRBO

    Details
  • Modern Beachfront Suite 306
    From $362 per night (USD)

    Expedia

    Modern Beachfront Suite 306

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Summary: This 3 bedroom/1 bath unit is the prime spot for your beach+boardwalk vacation! Please read through the entire ...

    From $362 per night (USD)

    Expedia

    Details
  • Escape to Chincoteague, just 7 mins from wildlife refuge
    From $185 per night (USD)

    VRBO

    Escape to Chincoteague, just 7 mins from wildlife refuge

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Charming towns like Chincoteage offer you the chance to enjoy the stunning views of this two-bedroom apartment. Located ...

    From $185 per night (USD)

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    Details
  • Modern Beachfront Studio 203
    From $258 per night (USD)

    Expedia

    Modern Beachfront Studio 203

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: This studio is the prime spot for your beach+boardwalk vacation! Please read through the entire listing descri ...

    From $258 per night (USD)

    Expedia

    Details
  • Sea Ridge-Pet Friendly-Fenced Yard/Firepit-Screened Porch,NO LINENS PROVIDED
    From $223 per night (USD)

    VRBO

    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 $223 per night (USD)

    VRBO

    Details
  • Surf Crest 103-Oceanside downtown, W/D, AC, Free WIFI
    From $249 per night (USD)

    Expedia

    Surf Crest 103-Oceanside downtown, W/D, AC, Free WIFI

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    This three story, walk-up, building is only a short hop to the beach and world famous Ocean City Boardwalk. Amusements, ...

    From $249 per night (USD)

    Expedia

    Details
  • Assateague Lookout - Water Front townhome W/view. - Shared Pier, No Linens
    From $152 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 $152 per night (USD)

    VRBO

    Details
  • Walk to Ocean City Boardwalk: Waterfront Condo
    From $644 per night (USD)

    Expedia

    Walk to Ocean City Boardwalk: Waterfront Condo

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    - 0068627 - Furnished Balcony w/ Ocean View - Free WiFi Escape to the shores of Ocean City when you book this 2-bedroom ...

    From $644 per night (USD)

    Expedia

    Details
  • Lighthouse View - Waterfront, Boat Docking
    From $366 per night (USD)

    VRBO

    Lighthouse View - Waterfront, Boat Docking

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Fabulous townhome overlooking Assateague Channel and Lighthouse. Lighthouse View has exceptional decor and is superbly ...

    From $366 per night (USD)

    VRBO

    Details
  • Fiddler Bay #5
    From $286 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 $286 per night (USD)

    Expedia

    Details
  • Stylish bayside condo with amazing views, pool, balcony, and washer/dryer
    From $502 per night (USD)

    VRBO

    Stylish bayside condo with amazing views, pool, balcony, and washer/dryer

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Cori Noel 101 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...

    From $502 per night (USD)

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  • Endless Sunsets-The Honeymooner-Waterfront w/ Dock, Sunsets
    From $341 per night (USD)

    Expedia

    Endless Sunsets-The Honeymooner-Waterfront w/ Dock, Sunsets

    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 $341 per night (USD)

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    Details
  • Nature's Retreat - Marsh & Wetland Views
    From $292 per night (USD)

    VRBO

    Nature's Retreat - Marsh & Wetland Views

    Bedrooms:
    2
    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 $292 per night (USD)

    VRBO

    Details
  • Sialang at Chincoteague
    From $518 per night (USD)

    Expedia

    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 $518 per night (USD)

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    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)

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    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)

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    Details
  • Vacation in Paradise: Spacious Four Bedroom Waterfront Cottage that has it All.
    From $385 per night (USD)

    VRBO

    Vacation in Paradise: Spacious Four Bedroom Waterfront Cottage that has it All.

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    4 BRs - 21/2 Bathroom, located on a wide canal with 75' docking area for your boat. Kitchen is fully equipped and then s ...

    From $385 per night (USD)

    VRBO

    Details
  • Sea Star-Views of the Lighthouse!
    From $291 per night (USD)

    Expedia

    Sea Star-Views of the Lighthouse!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

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

    From $291 per night (USD)

    Expedia

    Details
  • The View-Waterfront, Views of Assateague & Lighthouse, Shared Crabbing Pier
    From $274 per night (USD)

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

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

    From $274 per night (USD)

    VRBO

    Details
  • Willet's Way-Waterfront w/ Private Dock, Closest Neighborhood to Beach
    From $259 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 $259 per night (USD)

    Expedia

    Details
  • Vacation Diggs - Close to Memorial Park!
    From $180 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 $180 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
  • Pony Swim Ridge-Limited WATERVIEW!
    From $263 per night (USD)

    VRBO

    Pony Swim Ridge-Limited WATERVIEW!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

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

    From $263 per night (USD)

    VRBO

    Details
  • Miller's Marsh - Marsh & Wetland Views
    From $274 per night (USD)

    Expedia

    Miller's Marsh - Marsh & Wetland Views

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

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

    From $274 per night (USD)

    Expedia

    Details
  • Ocean Grove Beach House
    From $136 per night (USD)

    VRBO

    Ocean Grove Beach House

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

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

    From $136 per night (USD)

    VRBO

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

    Expedia

    Details
  • Lighthouse Lookout - Waterfont, Boat Docking
    From $401 per night (USD)

    VRBO

    Lighthouse Lookout - Waterfont, Boat Docking

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

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

    From $401 per night (USD)

    VRBO

    Details
  • Kambarn Place - Waterfront, Private Dock
    From $490 per night (USD)

    Expedia

    Kambarn Place - Waterfront, Private Dock

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

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

    From $490 per night (USD)

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    Details
  • Grace Street Refuge-Beautiful VIEWS of the Chincoteague Bay, Firepit!
    From $360 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 $360 per night (USD)

    VRBO

    Details
  • Fowling View
    From $180 per night (USD)

    Expedia

    Fowling View

    Bedrooms:
    2
    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)

    Expedia

    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)

    VRBO

    Details
  • Halcyon-Community Pool, Firepit
    From $352 per night (USD)

    Expedia

    Halcyon-Community Pool, Firepit

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

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

    From $352 per night (USD)

    Expedia

    Details
  • Drop Anchor-Beautiful Home, Quiet Neighborhood, Close to Tom's Cove
    From $254 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 $254 per night (USD)

    VRBO

    Details
  • Fiddler Bay #6 - Lighthouse Views & Shared Pier
    From $283 per night (USD)

    Expedia

    Fiddler Bay #6 - Lighthouse Views & Shared Pier

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

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

    From $283 per night (USD)

    Expedia

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

    VRBO

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

    Bedrooms:
    1
    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)

    VRBO

    Details
  • Aramabad-Closest Neighborhood to Beach!
    From $266 per night (USD)

    Expedia

    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 $266 per night (USD)

    Expedia

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

    VRBO

    Assateague VistaPool, Shared Water Access, Views of Assateague!

    Bedrooms:
    1
    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)

    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:
    3
    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

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  • Cedarfield
    From $215 per night (USD)

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    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 $215 per night (USD)

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

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    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 ...

    From $199 per night (USD)

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  • Assateague House 309 - Breathtaking Bayfront Views!
    From $329 per night (USD)

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    Assateague House 309 - Breathtaking Bayfront Views!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    7

    Assateague House 309 ~ Sky above, Sand Below, Peace within! This beautiful Condo is tucked right in the heart of downt ...

    From $329 per night (USD)

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

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

    Bedrooms:
    2
    Bathrooms:
    3
    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)

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  • Kate's Cottage - Nice location, large screened  porch. NO LINENS & TOWELS
    From $157 per night (USD)

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    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 $157 per night (USD)

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

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    Island Escape - Townhouse - Enclosed back porch. NO LINENS

    Bedrooms:
    2
    Bathrooms:
    2
    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)

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  • Misty Manor - 3BR home, sc. porch & pet friendly. NO LINENS PROVIDED
    From $157 per night (USD)

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    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 $157 per night (USD)

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  • Misty Sails - Lovely  spacious 3BR duplex , community pool.NO LINENS PROVIDED
    From $204 per night (USD)

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

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

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

    From $204 per night (USD)

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  • Josie's Getaway - Pet Friendly - LINENS AND TOWELS PROVIDED  - Firepit
    From $180 per night (USD)

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

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Amenities: New Queen Mattress, Recushioned sofa and new deck furniture for 2025 season Central A/C, Dishwasher, Microwav ...

    From $180 per night (USD)

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  • Belmont Towers 603 - Pure Bliss on the Beach!
    From $536 per night (USD)

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    Belmont Towers 603 - Pure Bliss on the Beach!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    9

    Belmont 603 - Heaven seems a little closer when you’re sitting by the Ocean! The waves crashing on the Shore, building ...

    From $536 per night (USD)

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  • Contemporary townhome with 21-foot dock, 4 decks, WiFi, AC & shared pool
    From $481 per night (USD)

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    Contemporary townhome with 21-foot dock, 4 decks, WiFi, AC & shared pool

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Seaside Village- Bowline 13009-1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Sim ...

    From $481 per night (USD)

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  • The Harborview - 5 Bedrooms, 3 Bathrooms, Sleeps 10, Handicap Access, Non Group Rental
    From $576 per night (USD)

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    The Harborview - 5 Bedrooms, 3 Bathrooms, Sleeps 10, Handicap Access, Non Group Rental

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Be where the action is! West Ocean City Harbor Location. Pet Friendly! Linens and towels provided! Conveniently locate ...

    From $576 per night (USD)

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  • Seas The Day - 4BR Waterfront,pier, boat dock,decks, LINENS&TOWELS PROVIDED
    From $598 per night (USD)

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    Seas The Day - 4BR Waterfront,pier, boat dock,decks, LINENS&TOWELS PROVIDED

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Amenities: Central A/C, Cable TV, DVD, W/D, Microwave, Dishwasher, Foosball Table, Outside Shower, WiFi, Decks, Balcony ...

    From $598 per night (USD)

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  • Bel Mare 202! Gorgeous 3 bedroom downtown with outdoor pool, pkg 2 cars, 2 blocks to beach and boards.
    From $912 per night (USD)

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    Bel Mare 202! Gorgeous 3 bedroom downtown with outdoor pool, pkg 2 cars, 2 blocks to beach and boards.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Beautifully located in downtown Ocean City, this 3-bedroom, 2-bath condo is just a short walk to the beach, boardwalk, a ...

    From $912 per night (USD)

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  • Old Town Ocean City condo with WiFi, washer/dryer, & pool - near boardwalk
    From $300 per night (USD)

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    Old Town Ocean City condo with WiFi, washer/dryer, & pool - near boardwalk

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    White Marlin 105B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...

    From $300 per night (USD)

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  • Oceanfront Penthouse Paradise #901 Belmont Towers
    From $927 per night (USD)

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    Oceanfront Penthouse Paradise #901 Belmont Towers

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    12

    Welcome to Paradise at The Belmont! Enjoy your stay at one of the premier condos in all of Ocean City! Spacious 3 BR Pe ...

    From $927 per night (USD)

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  • Downtown Amazing 2 Bedrooms, 2 baths, Sleeps 8 Best views in OC
    From $472 per night (USD)

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    Downtown Amazing 2 Bedrooms, 2 baths, Sleeps 8 Best views in OC

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    This stunning, Newly Renovated condo with everything spanking brand new. Sleeps 8 and offers the most amazing location a ...

    From $472 per night (USD)

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  • An unforgettable vacation in an unbeatable location
    From $662 per night (USD)

    Expedia

    An unforgettable vacation in an unbeatable location

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    Welcome to Belmont 604, a 3 bedroom, 3 bath oceanfront condo, right on the boardwalk, in the heart of Ocean City. You wi ...

    From $662 per night (USD)

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  • East Side Breezes on Chincoteague Island - Stupendous Views!
    From $227 per night (USD)

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    East Side Breezes on Chincoteague Island - Stupendous Views!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Sky above, Sand below, Peace within….. Here at Seaside, we believe that finding the “perfect” Vacation Home is so much ...

    From $227 per night (USD)

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  • Downtown 2 Bedroom White Marlin Condo short walk to the Beach and Boardwalk!
    From $514 per night (USD)

    Expedia

    Downtown 2 Bedroom White Marlin Condo short walk to the Beach and Boardwalk!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This 2 Bedroom condo is a beautiful gem in downtown Ocean City! This property is a short walk to Ocean City's famous boa ...

    From $514 per night (USD)

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  • Silver Thatch -4BR home , enclosed sun porch.  Close to the beach. NO LINENS
    From $212 per night (USD)

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    Silver Thatch -4BR home , enclosed sun porch. Close to the beach. NO LINENS

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    4BR/2B*** (2Q,1F,2T) Amenities: Smart TV , Washer/Dryer, Central Air; Internet Located within minutes of the beach t ...

    From $212 per night (USD)

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  • Oysterhaven Cottage with partial Water views! New balcony! Close to Fairgrounds!
    From $233 per night (USD)

    Expedia

    Oysterhaven Cottage with partial Water views! New balcony! Close to Fairgrounds!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Charming waterman’s cottage with limited water-views. Walking distance to deli. Close to boat tours. Walk or bike into ...

    From $233 per night (USD)

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  • Shackeau East - Magnificent Views!
    From $218 per night (USD)

    VRBO

    Shackeau East - Magnificent Views!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Just give me the Sea, and a little Cottage just to be….. One of Chincoteague’s most beloved Vacation Homes, Shackeau Ea ...

    From $218 per night (USD)

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  • Kindred Tides - Get ready to make amazing Memories!
    From $320 per night (USD)

    Expedia

    Kindred Tides - Get ready to make amazing Memories!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    The best things in Life are the people we love, the places we’ve been, and the memories we make along the way….. Life ...

    From $320 per night (USD)

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  • White Marlin Oasis !
    From $537 per night (USD)

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    White Marlin Oasis !

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to the White Marlin Condo in Ocean City, MD - a luxurious and spacious retreat that promises to make your stay u ...

    From $537 per night (USD)

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    Details
  • Lighthouse Estates #10 - Shared Pool & Dock
    From $229 per night (USD)

    Expedia

    Lighthouse Estates #10 - Shared Pool & Dock

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    <p>Located in Chincoteague, this welcoming vacation home lets you experience it all. With the property's convenient onsi ...

    From $229 per night (USD)

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  • ⭐️Gorgeous Spacious TH Steps to Boardwalk and Beach⭐️
    From $356 per night (USD)

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    ⭐️Gorgeous Spacious TH Steps to Boardwalk and Beach⭐️

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    This is a Ocbeachfrontrentals .com premier property 24/7 SUPPORT LINEN & TOWELS PROVIDED SPACIOUS TOWNHOUSE! Sleeps 1 ...

    From $356 per night (USD)

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  • Saltwater Sunrise-Pond Front Cottage Memorial Park
    From $194 per night (USD)

    Expedia

    Saltwater Sunrise-Pond Front Cottage Memorial Park

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy Pond Front Living at Saltwater Sunrise. This end unit townhome has it all-beautifully furnished and great views! J ...

    From $194 per night (USD)

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  • The Tree House-Close to Beach Beautiful Views!
    From $578 per night (USD)

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    The Tree House-Close to Beach Beautiful Views!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    15

    The “Tree House and Casita” have been completely renovated from top to bottom! (New pictures will be posted after the ...

    From $578 per night (USD)

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  • Captain Jay's Retreat-Pool, Close to Downtown
    From $474 per night (USD)

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    Captain Jay's Retreat-Pool, Close to Downtown

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy the fun, comfortable beachy decor from this well-equipped townhome. Guests have the use of the fantastic community ...

    From $474 per night (USD)

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  • ⭐️Remodeled Gorgeous Golden Beach 502 Penthouse Boardwalk⭐️
    From $256 per night (USD)

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    ⭐️Remodeled Gorgeous Golden Beach 502 Penthouse Boardwalk⭐️

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    This is a Ocbeachfrontrentals .com premier property 24/7 SUPPORT LINEN & TOWELS PROVIDED This gorgeous 2 bd 2ba direc ...

    From $256 per night (USD)

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  • Bunting House - Waterfront  w/ Shared Dock &  LINENS PROVIDED. Pet friendly.
    From $276 per night (USD)

    Expedia

    Bunting House - Waterfront w/ Shared Dock & LINENS PROVIDED. Pet friendly.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Amenities:3BR/2B***(2B down/2BR 2nd floor/1BR 3rd floor) {1Q,1D, 2Q S/S, 1T S/S}. Waterfront with shared dock. Central ...

    From $276 per night (USD)

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  • Edie's Folly - Water View -Screen Porch-NO LINENS AND TOWELS PROVIDED
    From $439 per night (USD)

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    Edie's Folly - Water View -Screen Porch-NO LINENS AND TOWELS PROVIDED

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    Amenities: Central A/C, Microwave, Dishwasher, W/D, Screen Porch, 2 Deck, Gas Grill, WiFi, TV w/Roku (bring your own log ...

    From $439 per night (USD)

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    Details
  • Stoney Point on Chincoteague Island - Pure Luxury....
    From $1065 per night (USD)

    Expedia

    Stoney Point on Chincoteague Island - Pure Luxury....

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Stop for a moment and imagine your dream vacation - what would it be like? A spectacular Custom Home perched on the Assa ...

    From $1065 per night (USD)

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  • Boat Slip & Pool Access: Ocean City Home!
    From $615 per night (USD)

    VRBO

    Boat Slip & Pool Access: Ocean City Home!

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    Your next family summer vacation in Ocean City will be nothing short of eventful when you book this multi-story townhome ...

    From $615 per night (USD)

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  • 1BR Waterfront cottage with a view of the wild Chincoteague ponies!
    From $336 per night (USD)

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

    Bedrooms:
    1
    Bathrooms:
    1
    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 $336 per night (USD)

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  • Bikes, Kayaks, Grill, Firepit, Outdoor Shower, Beach Gear, Large Quiet Property
    From $199 per night (USD)

    VRBO

    Bikes, Kayaks, Grill, Firepit, Outdoor Shower, Beach Gear, Large Quiet Property

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

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

    From $199 per night (USD)

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  • Cheerful 3 bedroom cottage minutes from the beach
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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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