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Guesthouse vacation rentals in Maryland
Find and book unique guesthouse rentals on Airbnb
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
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Guesthouse in Fort Washington
4.93 out of 5 average rating, 683 reviewsUrban Cottage,MD minutes from DC/National Harbor
![](https://a0.muscache.com/im/pictures/b0695245-98c2-4d67-abdc-8580fdc2b16e.jpg?im_w=720)
Guesthouse in Frederick
4.97 out of 5 average rating, 321 reviewsThe Shady Bear Cabin
![](https://a0.muscache.com/im/pictures/2f75cbf8-0536-4e88-82e7-2dd330f07ea9.jpg?im_w=720)
Guesthouse in Glenwood
4.95 out of 5 average rating, 165 reviewsThe Caretaker's Cottage-Historic Roundabout Hills
![](https://a0.muscache.com/im/pictures/b19720b4-a3d6-4fbc-9537-06ea77abf576.jpg?im_w=720)
Guesthouse in Annapolis
4.89 out of 5 average rating, 179 reviewsAnnapolis Guesthouse - Completely Separate Space
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Guesthouse in Chestertown
4.88 out of 5 average rating, 159 reviewsCozy Carriage House
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Guesthouse in Middletown
4.95 out of 5 average rating, 254 reviewsIndulge, Fresh Flowers, Frederick County Haven
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Guesthouse in Keedysville
4.98 out of 5 average rating, 192 reviewsCity Dog Farm
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Guesthouse in Bethesda
4.97 out of 5 average rating, 154 reviewsHidden Gem in Downtown Bethesda
Guest house rentals with a patio
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Guesthouse in Catonsville
4.97 out of 5 average rating, 209 reviewsFox Cottage *Pet Friendly*
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Guesthouse in Towson
4.98 out of 5 average rating, 129 reviewsSunny Guesthouse steps from Towson!
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Guesthouse in Elk Mills
4.98 out of 5 average rating, 54 reviewsPrivate Country Guesthouse Getaway Minutes from UD
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Guesthouse in Queenstown
4.91 out of 5 average rating, 23 reviewsWaterfront Getaway
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Guesthouse in Wye Mills
4.95 out of 5 average rating, 20 reviewsAdorable Lake Front 1BR Cottage-fully furnished!
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Guesthouse in Clarksville
4.88 out of 5 average rating, 24 reviewsUnique guest house spa retreat
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Guesthouse in Middletown
5 out of 5 average rating, 96 reviewsCottage, Pool, & Breakfast on 100ac Horse Estate
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Guesthouse in Silver Spring
5 out of 5 average rating, 11 reviewsThe Little Wooded Casita
Guest house rentals with a washer and dryer
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Guesthouse in Cambridge
4.99 out of 5 average rating, 112 reviewsRosses Chance Guest House
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Guesthouse in Rockville
4.96 out of 5 average rating, 142 reviewsModern Farmhouse Apartment. Close to Metro
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Guesthouse in Annapolis
5 out of 5 average rating, 142 reviewsPrivate Art-Filled Guesthouse near Naval Academy
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Guesthouse in Baltimore
4.87 out of 5 average rating, 188 reviewsWoodberry Studio Retreat
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Guesthouse in Annapolis
4.84 out of 5 average rating, 204 reviews"Cape Saint Claire Hostel"
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Guesthouse in Baltimore
4.84 out of 5 average rating, 170 reviewsCottage in beautiful Mount Washington
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Guesthouse in Frederick
5 out of 5 average rating, 234 reviewsThe Carriage House at Hessian Overlook, Downtown
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Guesthouse in Annapolis
4.85 out of 5 average rating, 66 reviewsAnnapolis 1- bedroom Oasis by the Bay!
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