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
Get the amount of space that is right for you
Popular amenities for Maryland guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Bethesda
4.96 out of 5 average rating, 164 reviewsHidden Gem in Downtown Bethesda
Guesthouse in Annapolis
4.89 out of 5 average rating, 188 reviewsAnnapolis Guesthouse - Completely Separate Space
Guesthouse in Chestertown
4.88 out of 5 average rating, 166 reviewsCozy Carriage House
Guesthouse in Galesville
4.95 out of 5 average rating, 170 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, 163 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 Silver Spring
4.95 out of 5 average rating, 21 reviewsThe Little Wooded Casita
Guesthouse in Elk Mills
4.97 out of 5 average rating, 89 reviewsPrivate Country Guesthouse Getaway Minutes from UD
Guesthouse in Mount Airy
4.97 out of 5 average rating, 105 reviewsTreasured Hideaway on the Hill
Guesthouse in Middletown
5 out of 5 average rating, 112 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, 149 reviewsSunny Guesthouse steps from Towson!
Guesthouse in Edgewater
4.99 out of 5 average rating, 87 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.
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, 217 reviews"Cape Saint Claire Hostel"
Guesthouse in Cumberland
5 out of 5 average rating, 37 reviewsThe Hidden Tree
Guesthouse in Baltimore
4.83 out of 5 average rating, 190 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 Frederick
4.98 out of 5 average rating, 173 reviewsRomantic Getaway - Heated Spa Open Year Round
Guesthouse in Cambridge
4.99 out of 5 average rating, 119 reviewsRosses Chance Guest House
Guesthouse in Frederick
5 out of 5 average rating, 234 reviewsThe Carriage House at Hessian Overlook, Downtown
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