Guesthouse vacation rentals in Maryland
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Top-rated guesthouse rentals in Maryland
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Maryland guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Bethesda
4.97 out of 5 average rating, 161 reviewsHidden Gem in Downtown Bethesda
Guesthouse in Chestertown
4.88 out of 5 average rating, 166 reviewsCozy Carriage House
Guesthouse in Annapolis
4.89 out of 5 average rating, 187 reviewsAnnapolis Guesthouse - Completely Separate Space
Guesthouse in Galesville
4.95 out of 5 average rating, 168 reviewsNautical Charm and relaxing waterview!
Guesthouse in Frederick
4.97 out of 5 average rating, 328 reviewsThe Shady Bear Cabin
Guesthouse in Glen Burnie
4.81 out of 5 average rating, 161 reviewsPrivate 1 bedroom house
Guesthouse in Oxford
4.83 out of 5 average rating, 128 reviewsBonfield Bungalow
Guesthouse in Highland
4.98 out of 5 average rating, 277 reviewsWoodland Retreat
Guest house rentals with a patio
Guesthouse in Elk Mills
4.97 out of 5 average rating, 87 reviewsPrivate Country Guesthouse Getaway Minutes from UD
Guesthouse in Grantsville
4.94 out of 5 average rating, 146 reviews“The Loft” Guest House w/wifi workspace, gym etc
Guesthouse in Middletown
5 out of 5 average rating, 111 reviewsCottage, Pool, & Breakfast on 100ac Horse Estate
Guesthouse in Catonsville
4.97 out of 5 average rating, 232 reviewsFox Cottage *Pet Friendly*
Guesthouse in Towson
4.98 out of 5 average rating, 146 reviewsSunny Guesthouse steps from Towson!
Guesthouse in Edgewater
4.99 out of 5 average rating, 84 reviews1 large room efficiency in detached garage.
Guesthouse in Rockville
4.9 out of 5 average rating, 41 reviewsAdorable, secluded 2 Bdrm guesthouse shared pool.
Guesthouse in Brandywine
5 out of 5 average rating, 30 reviewsQuiet cottage in the woods. King-bed suite.
Guest house rentals with a washer and dryer
Guesthouse in Annapolis
5 out of 5 average rating, 154 reviewsPrivate Art-Filled Guesthouse near Naval Academy
Guesthouse in Annapolis
4.84 out of 5 average rating, 215 reviews"Cape Saint Claire Hostel"
Guesthouse in Cumberland
5 out of 5 average rating, 33 reviewsThe Hidden Tree
Guesthouse in Baltimore
4.83 out of 5 average rating, 186 reviewsCottage in beautiful Mount Washington
Guesthouse in White Plains
5 out of 5 average rating, 12 reviewsBright, Airy & Modern 1B w/ King Bed, Free Parking
Guesthouse in Annapolis
4.86 out of 5 average rating, 88 reviewsChesapeake Bay Retreat: Couples' Getaway
Guesthouse in Frederick
4.98 out of 5 average rating, 172 reviewsRomantic Getaway - Heated Spa Open Year Round
Guesthouse in Frederick
5 out of 5 average rating, 234 reviewsThe Carriage House at Hessian Overlook, Downtown
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