Guesthouse vacation rentals in Western Maryland
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Top-rated guesthouse rentals in Western 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 Western Maryland guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Purcellville
4.8 out of 5 average rating, 256 reviewsBarn Apartment in VA Wine Country
Guesthouse in Frederick
4.97 out of 5 average rating, 316 reviewsThe Shady Bear Cabin
Guesthouse in Keedysville
4.98 out of 5 average rating, 191 reviewsCity Dog Farm
Guesthouse in Boston
4.98 out of 5 average rating, 148 reviewsThe Bunkhouse- simple & serene w/mountain views
Guesthouse in Aspers (Mail)
4.92 out of 5 average rating, 350 reviewsCottage on our horse farm
Guesthouse in Harpers Ferry
4.84 out of 5 average rating, 143 reviewsRiverkeeper Inn
Guesthouse in Sperryville
4.96 out of 5 average rating, 358 reviewsRiver Side Tourist Room and Bath Loft-5 min to SNP
Guesthouse in Morgantown
4.95 out of 5 average rating, 442 reviewsTrillium Acres Guest House
Guest house rentals with a patio
Guesthouse in Bluemont
4.97 out of 5 average rating, 104 reviewsBlueridge Mountain Guest Cabin- Amongst the Trees
Guesthouse in Fort Valley
4.9 out of 5 average rating, 145 reviewsRomantic Mountain Getaway⛰ hot tub*king bed*sauna
Guesthouse in Front Royal
4.9 out of 5 average rating, 78 reviewsCozy Shenandoah River Cabin (10min to Nat’l Park!)
Guesthouse in Stephens City
5.0 out of 5 average rating, 6 reviewsVentura Cottage: 360-views/HotTub/4 acres/Gym
Guesthouse in Woodstock
4.95 out of 5 average rating, 87 reviewsCozy cottage nestled on 8 acres with mountain view
Guesthouse in Flint Hill
4.97 out of 5 average rating, 94 reviewsSummer kitchen guesthouse at Caledonia Farm 1812
Guesthouse in Middletown
5.0 out of 5 average rating, 92 reviewsCottage, Pool, & Breakfast on 100ac Horse Estate
Guesthouse in Middleburg
5.0 out of 5 average rating, 41 reviews18th Century Middleburg Cottage
Guest house rentals with a washer and dryer
Guesthouse in Midland
4.97 out of 5 average rating, 151 reviewsModern Farm Stay
Guesthouse in Purcellville
4.99 out of 5 average rating, 209 reviewsThe Cottage at Dunthorpe Farm
Guesthouse in Falls Church
4.97 out of 5 average rating, 131 reviewsBeautiful New Apartment Surrounded by Nature
Guesthouse in New Paris
4.99 out of 5 average rating, 129 reviewsCharming Guest House Bedford County PA
Guesthouse in Arlington
4.98 out of 5 average rating, 105 reviewsSpacious Guest House 10-15 min to DC
Guesthouse in Hamilton
4.98 out of 5 average rating, 116 reviewsTrailside Chalet (A storybook chalet with hot tub)
Guesthouse in Rockville
4.96 out of 5 average rating, 134 reviewsModern Farmhouse Apartment. Close to Metro
Guesthouse in Waterford
4.92 out of 5 average rating, 121 reviewsCabin On The Creekside
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