Cottage vacation rentals in Assateague Island
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Top-rated cottage rentals in Assateague Island
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Assateague Island cottage rentals
Cottage rentals with a hot tub
Cottage in Rehoboth Beach
4.96 out of 5 average rating, 125 reviewsDog friendly *HOT TUB* Close to outlets, Sleeps 7
Cottage in Rehoboth Beach
4.94 out of 5 average rating, 122 reviewsThe Artist's Cottage *Hot Tub /Firepit* Sleeps 8
Cottage in Dewey Beach
4.87 out of 5 average rating, 52 reviewsUncle Buck's
Cottage in Newark
4.89 out of 5 average rating, 54 reviewsCropper Creek House
Cottage in Snow Hill
5.0 out of 5 average rating, 13 reviews‘Christy's Cottage’ w/ Hot Tub - 2 Mi to Beach!
Cottage in Bethany Beach
New place to stay2br | 2 bath. tennis, pool, hot tub, 0.5m to beach
Cottage in Bethany Beach
New Waterfront Listing! Sleeps 7.
Cottage in Marion Station
4.48 out of 5 average rating, 21 reviewsYear Round Playground - Rare Rustic-Modern Getaway
Pet-friendly cottage rentals
Cottage in Dewey Beach
4.9 out of 5 average rating, 164 reviewsQuaint Beach Block Cottage, 100 steps to the beach
Cottage in Onancock
4.94 out of 5 average rating, 47 reviewsLittle Pink Barbie Dream House for You and Me
Cottage in Frankford
4.99 out of 5 average rating, 90 reviews19th Century Coastal Cottage with Modern Amenities
Cottage in Wingate
4.82 out of 5 average rating, 51 reviewsBlue Crab Cottage: Remote+Nature+Fishing+Views
Cottage in Chincoteague
4.53 out of 5 average rating, 19 reviewsSeaLaVie!
Cottage in Ocean Pines
5.0 out of 5 average rating, 21 reviews3-bedroom cottage in Ocean Pines
Cottage in Chincoteague
4.84 out of 5 average rating, 31 reviewsTerrapin Station-Quiet Street, Close to Downtown!
Cottage in Ocean City
4.98 out of 5 average rating, 49 reviewsWalkToTheBeach-Bikes-FirePit-PingPng-NoCleaninFees
Private cottage rentals
Cottage in Rehoboth Beach
4.98 out of 5 average rating, 192 reviewsThompson House, a stylish beach cottage.
Cottage in Ocean View
4.91 out of 5 average rating, 207 reviewsBasil Cottage at Good Earth, near Bethany Beach
Cottage in Dewey Beach
4.85 out of 5 average rating, 127 reviewsClayton Street Guest House - Better than a hotel!
Cottage in Rehoboth Beach
4.9 out of 5 average rating, 168 reviewsDriftwood Cottage #1 - One block from the beach!
Cottage in Sussex County
4.91 out of 5 average rating, 127 reviewsCozy 2 bedroom cottage with parking on premises
Cottage in Bethany Beach
4.81 out of 5 average rating, 217 reviewsA-mazing Beach Cottage on Canal & Trolley Route
Cottage in Hacksneck
4.93 out of 5 average rating, 85 reviewsPretty Byrd Cottage, a Victorian Bayfront Getaway!
Cottage in Deal Island Historic District
4.96 out of 5 average rating, 70 reviewsPrivate Beachfront Cottage with 2 Bedrooms + Loft
Destinations to explore
- Cottage rentals Virginia Beach
- Kid-friendly rentals Assateague Island
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- Fitness-friendly rentals Assateague Island
- Rentals with a kayak Assateague Island
- Family-friendly rentals Assateague Island
- Rentals with a washer and dryer Assateague Island
- Rentals with beach access Assateague Island
- Rentals with outdoor seating Assateague Island
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