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 Highland
4.98 out of 5 average rating, 264 reviewsWoodland Retreat
Guesthouse in Fort Washington
4.92 out of 5 average rating, 672 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, 247 reviewsIndulge, Fresh Flowers, Frederick County Haven
Guesthouse in Frederick
4.97 out of 5 average rating, 316 reviewsThe Shady Bear Cabin
Guesthouse in Chestertown
4.88 out of 5 average rating, 157 reviewsCozy Carriage House
Guesthouse in Bethesda
4.97 out of 5 average rating, 147 reviewsHidden Gem in Downtown Bethesda
Guesthouse in Galesville
4.95 out of 5 average rating, 164 reviewsGorgeous water view studio!
Guest house rentals with a patio
Guesthouse in Towson
4.99 out of 5 average rating, 176 reviewsCute cottage studio with full kitchen and laundry
Guesthouse in Catonsville
4.97 out of 5 average rating, 201 reviewsFox Cottage *Pet Friendly*
Guesthouse in Towson
4.98 out of 5 average rating, 122 reviewsSunny Guesthouse steps from Towson!
Guesthouse in Wye Mills
4.94 out of 5 average rating, 17 reviewsAdorable Lake Front 1BR Cottage-fully furnished!
Guesthouse in Clarksville
4.94 out of 5 average rating, 16 reviewsUnique guest house spa retreat
Guesthouse in Elk Mills
4.98 out of 5 average rating, 42 reviewsPrivate Country Guesthouse Getaway Minutes from UD
Guesthouse in Mount Airy
4.99 out of 5 average rating, 77 reviewsTreasured Hideaway on the Hill
Guesthouse in Silver Spring
5.0 out of 5 average rating, 8 reviewsThe Little Wooded Casita
Guest house rentals with a washer and dryer
Guesthouse in Rockville
4.96 out of 5 average rating, 134 reviewsModern Farmhouse Apartment. Close to Metro
Guesthouse in Annapolis
5.0 out of 5 average rating, 106 reviewsGarden View, a spacious 1 bedroom with loft.
Guesthouse in Cambridge
4.99 out of 5 average rating, 109 reviewsRosses Chance Guest House
Guesthouse in Baltimore
4.88 out of 5 average rating, 182 reviewsWoodberry Studio Retreat
Guesthouse in Annapolis
5.0 out of 5 average rating, 139 reviewsPrivate Art-Filled Guesthouse near Naval Academy
Guesthouse in Baltimore
4.83 out of 5 average rating, 165 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
4.98 out of 5 average rating, 161 reviewsPool and Heated Spa Open April 1st
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