Cottage vacation rentals in Maryland
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Top-rated cottage rentals in Maryland
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 Maryland cottage rentals
Cottage rentals with free parking
Cottage in Leonardtown
4.93 out of 5 average rating, 128 reviewsBreton Breeze
Cottage in Leonardtown
4.91 out of 5 average rating, 151 reviewsPotomac Vista Cottage at Little Pond
Cottage in Sharpsburg
4.96 out of 5 average rating, 158 reviewsLock Keepers Cottage on C&O Canal/Potomac River
Cottage in Rock Hall
4.96 out of 5 average rating, 137 reviewsThe Blissful Retreat @theblissfulretreat
Cottage in Oakland
4.97 out of 5 average rating, 105 reviewsPet friendly-Cottage in the Woods
Cottage in Westover
4.92 out of 5 average rating, 146 reviewsHeaven on the Bay - A Peaceful Waterfront Retreat
Cottage in Middletown
4.91 out of 5 average rating, 227 reviewsCharming "Cream of the Crop" Cape ~❤️of Middletown
Cottage in Aberdeen
4.95 out of 5 average rating, 153 reviewsTranquil Carriage House*MCM *Country *Wildlife
Cottage rentals with a hot tub
Cottage in Swanton
4.92 out of 5 average rating, 203 reviews*Deep Retreat* Fenced Dog Yard-Hot Tub-Fire Pit
Cottage in Oakland
4.95 out of 5 average rating, 188 reviewsPet-Friendly Cozy Home w/Hot Tub & Fire Pit
Cottage in Galena
4.83 out of 5 average rating, 103 reviewsTranquil and relaxing escape at Morton Hall
Cottage in Charlestown
4.98 out of 5 average rating, 63 reviewsLong Beach Cottage, (romantic couple’s getaway)
Cottage in Saint Leonard
4.98 out of 5 average rating, 98 reviewsHot Tub, Block to Beach, Fire Pit, Screened deck
Cottage in Annapolis
4.85 out of 5 average rating, 54 reviewsWaterfront cottage w/hot tub/ gated/ pier/ firepit
Cottage in North East
5.0 out of 5 average rating, 47 reviewsCozy Cottage on the Chesapeake with Hot Tub
Cottage in Bryans Road
4.9 out of 5 average rating, 79 reviewsThe Potomac House: 13 acre riverfront property
Cottage rentals with a pool
Cottage in Cambridge
4.98 out of 5 average rating, 112 reviewsChurch Creek - waterfront cottage & pool - private
Cottage in Easton
5.0 out of 5 average rating, 84 reviewsCottage on Solitude Creek, Hot Tub, Pool & Firepit
Cottage in Neavitt
4.69 out of 5 average rating, 16 reviewsGrandview - Cottage 1A, King Bed, Pool, Bay, WIFI
Cottage in Chestertown
4.93 out of 5 average rating, 28 reviewsChesapeake East Shore Chestertown, Pool & Dock
Cottage in Berlin
4.93 out of 5 average rating, 82 reviewsQuiet Retreat near Assateague Island
Cottage in Ocean Pines
5.0 out of 5 average rating, 21 reviews3-bedroom cottage in Ocean Pines
Cottage in Ocean City
4.94 out of 5 average rating, 35 reviewsCasita de la Playa-2 Bikes, Pool & Assateague Pass
Cottage in Ocean City
4.73 out of 5 average rating, 66 reviewsOur Little Cottage
Destinations to explore
- Rentals with a fireplace Maryland
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