Guesthouse holiday 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.
Holiday rentals for every style
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Popular amenities for Western Maryland guesthouses
Family-Friendly guesthouses
Guesthouse in Purcellville
4.81 out of 5 average rating, 259 reviewsBarn Apartment in VA Wine Country
Guesthouse in Keedysville
4.98 out of 5 average rating, 191 reviewsCity Dog Farm
Guesthouse in Aspers (Mail)
4.92 out of 5 average rating, 353 reviewsCottage on our horse farm
Guesthouse in Sperryville
4.96 out of 5 average rating, 363 reviewsRiver Side Tourist Room and Bath Loft-5 min to SNP
Guesthouse in Harpers Ferry
4.83 out of 5 average rating, 146 reviewsRiverkeeper Inn
Guesthouse in Round Hill
4.78 out of 5 average rating, 431 reviewsPrivate detached garage suite
Guesthouse in Frederick
4.98 out of 5 average rating, 164 reviewsPool and Heated Spa Open April 1st
Guesthouse in Herndon
4.77 out of 5 average rating, 204 reviewsHistoric Herndon In-law house, kitchen. By IAD.
Guesthouses with a patio
Guesthouse in Haymarket
4.98 out of 5 average rating, 101 reviewsPrivate Basement Bungalow Getaway
Guesthouse in Fort Valley
4.89 out of 5 average rating, 150 reviewsRomantic Mountain Getaway⛰ hot tub*king bed*sauna
Guesthouse in Flint Hill
4.97 out of 5 average rating, 95 reviewsSummer kitchen guesthouse at Caledonia Farm 1812
Guesthouse in Middletown
5.0 out of 5 average rating, 94 reviewsCottage, Pool, & Breakfast on 100ac Horse Estate
Guesthouse in Middleburg
5.0 out of 5 average rating, 42 reviews18th Century Middleburg Cottage
Guesthouse in Woodstock
4.96 out of 5 average rating, 91 reviewsCozy cottage nestled on 8 acres with mountain view
Guesthouse in Front Royal
4.9 out of 5 average rating, 79 reviewsCozy Shenandoah River Cabin (10min to Nat’l Park!)
Guesthouse in The Plains
4.98 out of 5 average rating, 42 reviewsA lovely cottage in The Plains, Virginia
Guest house rentals with a washing machine and dryer
Guesthouse in Marshall
5.0 out of 5 average rating, 105 reviewsMoon Hold Cottage - Retreat, Refresh, Recharge
Guesthouse in Purcellville
4.99 out of 5 average rating, 212 reviewsThe Cottage at Dunthorpe Farm
Guesthouse in New Paris
4.99 out of 5 average rating, 131 reviewsCharming Guest House Bedford County PA
Guesthouse in Falls Church
4.97 out of 5 average rating, 136 reviewsBeautiful New Apartment Surrounded by Nature
Guesthouse in Hamilton
4.98 out of 5 average rating, 118 reviewsTrailside Chalet (A storybook chalet with hot tub)
Guesthouse in Waterford
4.92 out of 5 average rating, 121 reviewsCabin On The Creekside
Guesthouse in Rockville
4.96 out of 5 average rating, 138 reviewsModern Farmhouse Apartment. Close to Metro
Guesthouse in Frederick
5.0 out of 5 average rating, 234 reviewsThe Carriage House at Hessian Overlook, Downtown
Destinations to explore
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