Guesthouse vacation rentals in Southern Maryland
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Top-rated guesthouse rentals in Southern 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 Southern Maryland guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Fort Washington
4.92 out of 5 average rating, 677 reviewsUrban Cottage,MD minutes from DC/National Harbor
Guesthouse in Washington
4.9 out of 5 average rating, 412 reviewsIngraham Alley Inn - A Quiet & Cozy Micro House
Guesthouse in Annapolis
4.9 out of 5 average rating, 176 reviewsAnnapolis Guesthouse - Completely Separate Space
Guesthouse in Bethesda
4.97 out of 5 average rating, 151 reviewsHidden Gem in Downtown Bethesda
Guesthouse in Washington
4.88 out of 5 average rating, 752 reviewsCozy Cabin in the City on Cap Hill
Guesthouse in Herndon
4.77 out of 5 average rating, 204 reviewsHistoric Herndon In-law house, kitchen. By IAD.
Guesthouse in Washington
4.86 out of 5 average rating, 306 reviewsHistoric Carriage House + Parking!
Guesthouse in Colonial Beach
4.96 out of 5 average rating, 49 reviewsBeach Carriage House with Pool and Cabana
Guest house rentals with a patio
Guesthouse in Alexandria
4.84 out of 5 average rating, 280 reviewsAdorable 1-Bedroom guesthouse with free parking
Guesthouse in Washington
4.99 out of 5 average rating, 137 reviewsGorgeous Two-Story Guesthouse w/ Free Parking
Guesthouse in Washington
4.87 out of 5 average rating, 187 reviewsAdorable English Basement on 15th St
Guesthouse in Brandywine
5.0 out of 5 average rating, 15 reviewsQuiet cottage in the woods. King-bed suite.
Guesthouse in Ridge
4.96 out of 5 average rating, 25 reviewsThe way
Guesthouse in Colonial Beach
5.0 out of 5 average rating, 12 reviewsLayton's Lookout is a Rappahannock Treasure
Guesthouse in Queenstown
4.9 out of 5 average rating, 21 reviewsWaterfront Getaway
Guesthouse in Woodbridge
4.87 out of 5 average rating, 52 reviews1 bed/1 bath basement apartment with private GYM.
Guest house rentals with a washer and dryer
Guesthouse in Alexandria
5.0 out of 5 average rating, 176 reviewsSunny, Stylish Carriage House with a View
Guesthouse in Arlington
4.97 out of 5 average rating, 111 reviewsSpacious Guest House 10-15 min to DC
Guesthouse in Washington
4.96 out of 5 average rating, 161 reviewsGarden Suite
Guesthouse in Washington
4.94 out of 5 average rating, 268 reviewsVibrant + Artsy - mins to NavyYard, CapHill, Dtown
Guesthouse in Arlington
5.0 out of 5 average rating, 188 reviewsPrivate Sunny Cottage with King Bed + Yard / Patio
Guesthouse in Washington
5.0 out of 5 average rating, 121 reviewsTwo-story Historic Carriage House in Vibrant Area
Guesthouse in Washington
4.99 out of 5 average rating, 102 reviewsLuxurious 1Bed Carriage House, 1.5 Blocks to Metro
Guesthouse in Annapolis
5.0 out of 5 average rating, 139 reviewsPrivate Art-Filled Guesthouse near Naval Academy
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