House holiday rentals in Assateague Island
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Top-rated house rentals in Assateague Island
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for house rentals in Assateague Island
House rentals with a pool
Home in Rehoboth Beach
4.99 out of 5 average rating, 119 reviewsSecluded beach beauty with private, heated pool
Home in Ocean Pines
4.96 out of 5 average rating, 113 reviewsLittle house in Berlin, Md.
Home in Cambridge
4.96 out of 5 average rating, 101 reviewsWaterfront, Fabulous Home for Families with Pool!
Home in Ocean City
4.94 out of 5 average rating, 222 reviewsMad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
Home in Frankford
4.93 out of 5 average rating, 165 reviewsA Bethany Beach Gem
Home in Ocean Pines
4.87 out of 5 average rating, 116 reviewsTortuga Cottage: Your All- Season Getaway
Home in Ocean City
4.98 out of 5 average rating, 110 reviewsStunning Bayview Home with Own Private Pool
Home in Lewes
4.98 out of 5 average rating, 159 reviewsBeautiful Waterfront Home-Private, Clean, Relaxing
Weekly house rentals
Home in Ocean Pines
4.99 out of 5 average rating, 103 reviewsCharming Waterfront Cottage w/2 King Suites + Dock
Home in TYLERTON
4.95 out of 5 average rating, 118 reviews3 bedroom/2.5 bath Smith Island bungalow with dock
Home in Onancock
4.78 out of 5 average rating, 123 reviewsCharming Waterfront Cottage on Cedar Creek
Home in Saxis
4.88 out of 5 average rating, 240 reviewsISLAND RELAXATION Near Chincoteague Island
Home in Selbyville
5.0 out of 5 average rating, 30 reviewsThe Lighthouse Cottage 9 miles from the resorts
Home in Newark
5.0 out of 5 average rating, 18 reviewsNature Retreat near Assateague, Berlin, Ocean City
Home in Chincoteague
4.88 out of 5 average rating, 80 reviews"3 Sisters" Ivy's Cottage-Lovely downtown cottage
Home in Chincoteague
4.89 out of 5 average rating, 80 reviewsOn a Whim, a family retreat!
Private house rentals
Home in Berlin
4.97 out of 5 average rating, 67 reviewsLuxury home, 1.5 miles to Assateague Island, Md.
Home in Pittsville
4.97 out of 5 average rating, 76 reviewsWagon Wheel Cottage
Home in Onancock
4.96 out of 5 average rating, 75 reviewsFamily Retreat Private Beach Eastern Shore w dock
Home in Westover
4.97 out of 5 average rating, 60 reviewsWaterfront Chesapeake Bay Retreat
Home in Ocean Pines
4.94 out of 5 average rating, 17 reviewsOcean Pines MD Shady Rest Getaway
Home in Berlin
4.83 out of 5 average rating, 89 reviewsHistoric Berlin Bungalow - Joy in the Morning
Home in Onancock
5.0 out of 5 average rating, 22 reviewsEgret’s Point on the Creek
Home in Berlin
5.0 out of 5 average rating, 8 reviewsShire Retreat - Berlin, Assateague, Ocean City
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