288 places

Guest favorite
Cottage in Charlestown
Long Beach Cottage, (romantic couple’s getaway)
2 beds
Jun 6 – 11
4.98 out of 5 average rating, 50 reviews
Guest favorite
Cottage in Oakland
Pet friendly-Cottage in the Woods
3 beds
May 5 – 10
4.98 out of 5 average rating, 97 reviews
Guest favorite
Cottage in Saint Leonard
Hot Tub, Block to Beach, Fire Pit, Screened deck
4 beds
Apr 21 – 26
4.98 out of 5 average rating, 92 reviews
Guest favorite
Cottage in North East
Cottage Just Off North East's Main Street
1 queen bed
May 5 – 10
4.94 out of 5 average rating, 279 reviews
Guest favorite
Cottage in McHenry
Cozy getaway w/ Theater, Hot Tub, and Scenic Views
3 beds
May 27 – Jun 1
4.97 out of 5 average rating, 109 reviews
Guest favorite
Cottage in Leonardtown
Beach Front and 'Perfectly Placed'
3 beds
Apr 28 – May 3
4.97 out of 5 average rating, 123 reviews
Guest favorite
Cottage in California
Cozy Little Cottage
2 queen beds
May 20 – 25
4.97 out of 5 average rating, 192 reviews
Guest favorite
Cottage in Cambridge
Church Creek - waterfront cottage & pool - private
2 king beds
Apr 19 – 24
4.98 out of 5 average rating, 108 reviews
Guest favorite
Cottage in Port Deposit
The River Cottage
2 beds
Apr 21 – 26
4.91 out of 5 average rating, 170 reviews
Guest favorite
Cottage in Edgewater
Waterfront Chesapeake Bay Getaway Firepit & Pier!
5 beds
Apr 28 – May 3
4.99 out of 5 average rating, 126 reviews
Guest favorite
Cottage in Annapolis
Wright’s Cottage, Pets Welcome!
1 queen bed
Apr 21 – 26
4.94 out of 5 average rating, 312 reviews
Guest favorite
Cottage in North Beach
Waterfront Cottage Near Herrington and North Beach
3 beds
May 6 – 11
4.96 out of 5 average rating, 269 reviews
Guest favorite
Cottage in Middletown
Another Adventure Farm
2 beds
May 12 – 17
5.0 out of 5 average rating, 6 reviews
Guest favorite
Cottage in North Beach
Quiet Coastal Cottage Escape with Water Views
1 queen bed
Apr 29 – May 4
4.95 out of 5 average rating, 77 reviews
Guest favorite
Cottage in Deal Island Historic District
Private Beachfront Cottage with 2 Bedrooms + Loft
4 beds
Apr 29 – May 4
4.96 out of 5 average rating, 68 reviews
Superhost
Cottage in Sharpsburg
Peaceful River House on Potomac- King Size Bed
2 beds
Apr 19 – 24
4.86 out of 5 average rating, 101 reviews
Guest favorite
Cottage in Woolford
Fishing Cottage near Cambridge & Blackwater Refuge
5 beds
Apr 26 – May 1
5.0 out of 5 average rating, 40 reviews
Guest favorite
Cottage in Westover
Heaven on the Bay - A Peaceful Waterfront Retreat
3 beds
May 5 – 10
4.92 out of 5 average rating, 142 reviews