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 a hot tub
Cottage in North Beach
4.96 out of 5 average rating, 273 reviewsWaterfront Cottage Near Herrington and North Beach
Aug 11 – 18
Cottage in Swanton
4.92 out of 5 average rating, 201 reviews*Deep Retreat* Fenced Dog Yard-Hot Tub-Fire Pit
Mar 15 – 22
Cottage in Oakland
4.95 out of 5 average rating, 185 reviewsPet-Friendly Cozy Home w/Hot Tub & Fire Pit
Oct 17 – 24
Cottage in Galena
4.83 out of 5 average rating, 103 reviewsTranquil and relaxing escape at Morton Hall
Apr 25 – May 2
Cottage in Charlestown
4.98 out of 5 average rating, 55 reviewsLong Beach Cottage, (romantic couple’s getaway)
Dec 15 – 22
Cottage in Saint Leonard
4.98 out of 5 average rating, 92 reviewsHot Tub, Block to Beach, Fire Pit, Screened deck
Jun 24 – Jul 1
Cottage in Annapolis
4.84 out of 5 average rating, 51 reviewsWaterfront cottage w/hot tub/ gated/ pier/ firepit
Dec 11 – 18
Cottage in North East
5.0 out of 5 average rating, 47 reviewsCozy Cottage on the Chesapeake with Hot Tub
Dec 7 – 14
Cottage rentals with a pool
Cottage in Cambridge
4.98 out of 5 average rating, 108 reviewsChurch Creek - waterfront cottage & pool - private
Dec 9 – 16
Cottage in Easton
5.0 out of 5 average rating, 83 reviewsCottage on Solitude Creek, Hot Tub, Pool & Firepit
Nov 24 – Dec 1
Cottage in Neavitt
4.69 out of 5 average rating, 16 reviewsGrandview - Cottage 1A, King Bed, Pool, Bay, WIFI
Mar 25 – Apr 1
Cottage in Chestertown
4.92 out of 5 average rating, 26 reviewsChesapeake East Shore Chestertown, Pool & Dock
Apr 12 – 19
Cottage in Berlin
4.93 out of 5 average rating, 82 reviewsQuiet Retreat near Assateague Island
Dec 11 – 18
Cottage in Ocean Pines
5.0 out of 5 average rating, 19 reviews3-bedroom cottage in Ocean Pines
Jan 4 – 11
Cottage in Ocean City
4.94 out of 5 average rating, 35 reviewsCasita de la Playa-2 Bikes, Pool & State Park Pass
Jun 8 – 15
Cottage in Riva
4.95 out of 5 average rating, 22 reviewsCozy Cottage on the South River
Oct 16 – 23
Cottage rentals with free parking
Cottage in Leonardtown
4.91 out of 5 average rating, 150 reviewsPotomac Vista Cottage at Little Pond
Mar 23 – 30
Cottage in Westover
4.99 out of 5 average rating, 182 reviewsRumbley Cottage on the Tangier Sound-Private Beach
Apr 7 – 14
Cottage in Oakland
4.98 out of 5 average rating, 100 reviewsPet friendly-Cottage in the Woods
Jan 16 – 23
Cottage in Manchester
4.93 out of 5 average rating, 144 reviewsMagnificent Acres farm, a jewel of ecotourism
Oct 10 – 17
Cottage in Westover
4.92 out of 5 average rating, 142 reviewsHeaven on the Bay - A Peaceful Waterfront Retreat
Oct 26 – Nov 2
Cottage in Middletown
4.91 out of 5 average rating, 225 reviewsCharming "Cream of the Crop" Cape ~❤️of Middletown
Feb 9 – 16
Cottage in Aberdeen
4.95 out of 5 average rating, 148 reviewsTranquil Carriage House*MCM *Country *Wildlife
Jan 14 – 21
Cottage in Pasadena
4.97 out of 5 average rating, 158 reviewsFt. Smallwood Overlook. Waterfront with Kayaks!
Jun 11 – 18
Destinations to explore
- Rentals with a washer and dryer Maryland
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