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 Frederick
4.97 out of 5 average rating, 318 reviewsThe Shady Bear Cabin
Guesthouse in Fort Washington
4.92 out of 5 average rating, 677 reviewsUrban Cottage,MD minutes from DC/National Harbor
Guesthouse in Annapolis
4.9 out of 5 average rating, 176 reviewsAnnapolis Guesthouse - Completely Separate Space
Guesthouse in Middletown
4.95 out of 5 average rating, 249 reviewsIndulge, Fresh Flowers, Frederick County Haven
Guesthouse in Bethesda
4.97 out of 5 average rating, 151 reviewsHidden Gem in Downtown Bethesda
Guesthouse in Chestertown
4.88 out of 5 average rating, 157 reviewsCozy Carriage House
Guesthouse in Galesville
4.95 out of 5 average rating, 164 reviewsGorgeous water view studio!
Guesthouse in Glenwood
4.94 out of 5 average rating, 162 reviewsThe Caretaker's Cottage-Historic Roundabout Hills
Guest house rentals with a patio
Guesthouse in Catonsville
4.97 out of 5 average rating, 204 reviewsFox Cottage *Pet Friendly*
Guesthouse in Grantsville
4.92 out of 5 average rating, 119 reviews“The Loft” Guest House w/wifi workspace, gym etc
Guesthouse in Towson
4.98 out of 5 average rating, 125 reviewsSunny Guesthouse steps from Towson!
Guesthouse in Elk Mills
4.98 out of 5 average rating, 48 reviewsPrivate Country Guesthouse Getaway Minutes from UD
Guesthouse in Clarksville
4.95 out of 5 average rating, 20 reviewsUnique guest house spa retreat
Guesthouse in Queenstown
4.9 out of 5 average rating, 21 reviewsWaterfront Getaway
Guesthouse in Ridge
4.96 out of 5 average rating, 25 reviewsThe way
Guesthouse in Brandywine
5.0 out of 5 average rating, 15 reviewsQuiet cottage in the woods. King-bed suite.
Guest house rentals with a washer and dryer
Guesthouse in Cambridge
4.99 out of 5 average rating, 110 reviewsRosses Chance Guest House
Guesthouse in Rockville
4.96 out of 5 average rating, 138 reviewsModern Farmhouse Apartment. Close to Metro
Guesthouse in Annapolis
5.0 out of 5 average rating, 139 reviewsPrivate Art-Filled Guesthouse near Naval Academy
Guesthouse in Baltimore
4.87 out of 5 average rating, 186 reviewsWoodberry Studio Retreat
Guesthouse in Baltimore
4.84 out of 5 average rating, 170 reviewsCottage in beautiful Mount Washington
Guesthouse in Frederick
5.0 out of 5 average rating, 234 reviewsThe Carriage House at Hessian Overlook, Downtown
Guesthouse in Frederick
5.0 out of 5 average rating, 80 reviewsA Quiet Haven
Guesthouse in Elkton
4.93 out of 5 average rating, 83 reviewsCountryside~Stable House~Open Studio~Cozy for 2!
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