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, 123 reviewsDog friendly *HOT TUB* Close to outlets, Sleeps 7
Mar 13 – 20
Cottage in Rehoboth Beach
4.94 out of 5 average rating, 117 reviewsThe Artist's Cottage *Hot Tub /Firepit* Sleeps 8
Aug 23 – 30
Cottage in Reedville
4.91 out of 5 average rating, 143 reviews"Dragonfly" Waterfront Cottage on Chesapeake Bay
Aug 27 – Sep 3
Cottage in Dewey Beach
4.86 out of 5 average rating, 49 reviewsUncle Buck's
Nov 3 – 8
Cottage in Easton
5.0 out of 5 average rating, 83 reviewsCottage on Solitude Creek, Hot Tub, Pool & Firepit
Oct 16 – 23
Cottage in Snow Hill
5.0 out of 5 average rating, 12 reviews‘Christy's Cottage’ w/ Hot Tub - 2 Mi to Beach!
Dec 2 – 9
Cottage in Newark
4.89 out of 5 average rating, 54 reviewsCropper Creek House
Jan 10 – 17
Cottage in Bethany Beach
New Waterfront Listing! Sleeps 7.
Dec 19 – 26
Pet-friendly cottage rentals
Cottage in Reedville
4.95 out of 5 average rating, 114 reviewsBull Neck Cottage
Sep 13 – 20
Cottage in Dewey Beach
4.9 out of 5 average rating, 162 reviewsQuaint Beach Block Cottage, 100 steps to the beach
Dec 26 – Jan 2
Cottage in Onancock
4.93 out of 5 average rating, 46 reviewsLittle Pink Barbie Dream House for You and Me
Oct 6 – 13
Cottage in Frankford
4.99 out of 5 average rating, 85 reviews19th Century Coastal Cottage with Modern Amenities
Sep 24 – Oct 1
Cottage in Wingate
4.82 out of 5 average rating, 51 reviewsBlue Crab Cottage: Remote+Nature+Fishing+Views
Nov 4 – 11
Cottage in Ocean Pines
5.0 out of 5 average rating, 19 reviews3-bedroom cottage in Ocean Pines
Apr 26 – May 3
Cottage in Chincoteague
4.84 out of 5 average rating, 31 reviewsTerrapin Station-Quiet Street, Close to Downtown!
Sep 14 – 21
Cottage in Woolford
5.0 out of 5 average rating, 41 reviewsFishing Cottage near Cambridge & Blackwater Refuge
Mar 8 – 15
Private cottage rentals
Cottage in Rehoboth Beach
4.98 out of 5 average rating, 192 reviewsThompson House, a stylish beach cottage.
Nov 2 – 9
Cottage in Selbyville
4.99 out of 5 average rating, 105 reviewsThe Boathouse at Dirickson Creek
Jul 16 – 23
Cottage in Bethany Beach
4.82 out of 5 average rating, 213 reviewsA-mazing Beach Cottage on Canal & Trolley Route
Mar 3 – 10
Cottage in Reedville
4.9 out of 5 average rating, 173 reviewsChesapeake Bay Beach Cottage
Oct 10 – 17
Cottage in Ocean View
4.91 out of 5 average rating, 206 reviewsBasil Cottage at Good Earth, near Bethany Beach
Apr 15 – 22
Cottage in Rehoboth Beach
4.9 out of 5 average rating, 167 reviewsDriftwood Cottage #1 - One block from the beach!
May 12 – 19
Cottage in Sussex County
4.98 out of 5 average rating, 219 reviewsClassic Cottage for Two, Rehoboth Beach
Jul 31 – Aug 7
Cottage in Sussex County
4.92 out of 5 average rating, 122 reviewsCozy 2 bedroom cottage with parking on premises
Oct 13 – 20
Destinations to explore
- Cottage rentals Virginia Beach
- Cottage rentals Ocean City
- Rentals with outdoor seating Assateague Island
- Rentals with pools Assateague Island
- Rentals with a washer and dryer Assateague Island
- Kid-friendly rentals Assateague Island
- Rentals with a patio Assateague Island
- Rentals with a kayak Assateague Island
- House rentals Assateague Island
- Rentals with a fire pit Assateague Island
- Townhouse rentals Assateague Island
- Rentals with beach access Assateague Island
- Condo rentals Assateague Island
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- Rentals with a fireplace Assateague Island
- Monthly Rentals Assateague Island
- Waterfront rentals Assateague Island
- Pet-friendly rentals Assateague Island
- Fitness-friendly rentals Assateague Island
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