Guesthouse vacation rentals in Western Maryland
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Top-rated guesthouses in Western 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 Western Maryland guesthouses
Family-friendly guesthouses
Guesthouse in Purcellville
4.81 out of 5 average rating, 258 reviewsBarn Apartment in VA Wine Country
Guesthouse in Keedysville
4.98 out of 5 average rating, 191 reviewsCity Dog Farm
Guesthouse in Frederick
4.97 out of 5 average rating, 316 reviewsThe Shady Bear Cabin
Guesthouse in Boston
4.98 out of 5 average rating, 149 reviewsThe Bunkhouse- simple & serene w/mountain views
Guesthouse in Aspers (Mail)
4.92 out of 5 average rating, 351 reviewsCottage on our horse farm
Guesthouse in Morgantown
4.95 out of 5 average rating, 442 reviewsTrillium Acres Guest House
Guesthouse in Harpers Ferry
4.84 out of 5 average rating, 144 reviewsRiverkeeper Inn
Guesthouse in Round Hill
4.78 out of 5 average rating, 429 reviewsPrivate detached garage suite
Guesthouses with a patio
Guesthouse in Fort Valley
4.9 out of 5 average rating, 146 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 Woodstock
4.95 out of 5 average rating, 88 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 The Plains
4.98 out of 5 average rating, 40 reviewsA lovely cottage in The Plains, Virginia
Guesthouse in Middleburg
5.0 out of 5 average rating, 41 reviews18th Century Middleburg Cottage
Guesthouse in Haymarket
4.98 out of 5 average rating, 95 reviewsPrivate Basement Bungalow Getaway
Guesthouse rentals with a washer and dryer
Guesthouse in Midland
4.97 out of 5 average rating, 151 reviewsModern Farm Stay
Guesthouse in Marshall
5.0 out of 5 average rating, 104 reviewsMoon Hold Cottage - Retreat, Refresh, Recharge
Guesthouse in New Paris
4.99 out of 5 average rating, 129 reviewsCharming Guest House Bedford County PA
Guesthouse in Falls Church
4.97 out of 5 average rating, 133 reviewsBeautiful New Apartment Surrounded by Nature
Guesthouse in Purcellville
4.99 out of 5 average rating, 210 reviewsThe Cottage at Dunthorpe Farm
Guesthouse in Arlington
4.98 out of 5 average rating, 107 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
Destinations to explore
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