Guesthouse vacation rentals in Maryland
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Top-rated guesthouses in Maryland
Guests agree: these guesthouses 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 guesthouses
Family-friendly guesthouses
Guesthouse in Fort Washington
4.92 out of 5 average rating, 673 reviewsUrban Cottage,MD minutes from DC/National Harbor
Guesthouse in Frederick
4.97 out of 5 average rating, 316 reviewsThe Shady Bear Cabin
Guesthouse in Middletown
4.95 out of 5 average rating, 247 reviewsIndulge, Fresh Flowers, Frederick County Haven
Guesthouse in Annapolis
4.9 out of 5 average rating, 176 reviewsAnnapolis Guesthouse - Completely Separate Space
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 Keedysville
4.98 out of 5 average rating, 191 reviewsCity Dog Farm
Guesthouse in Glenwood
4.94 out of 5 average rating, 162 reviewsThe Caretaker's Cottage-Historic Roundabout Hills
Guesthouses 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, 202 reviewsFox Cottage *Pet Friendly*
Guesthouse in Towson
4.98 out of 5 average rating, 123 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, 17 reviewsUnique guest house spa retreat
Guesthouse in Silver Spring
5.0 out of 5 average rating, 8 reviewsThe Little Wooded Casita
Guesthouse in Mount Airy
4.99 out of 5 average rating, 79 reviewsTreasured Hideaway on the Hill
Guesthouse in Elk Mills
4.98 out of 5 average rating, 43 reviewsPrivate Country Guesthouse Getaway Minutes from UD
Guesthouse 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 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 Frederick
5.0 out of 5 average rating, 234 reviewsThe Carriage House at Hessian Overlook, Downtown
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, 78 reviewsA Quiet Haven
Guesthouse in Pomfret
4.99 out of 5 average rating, 76 reviewsAdorable 1 Bedroom Getaway Retreat
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