Guesthouse vacation rentals in Jefferson County
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Top-rated guesthouse rentals in Jefferson County
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 Jefferson County guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Smithsburg
4.97 out of 5 average rating, 650 reviewsJewel Vinsota Artist's Guesthouse
Guesthouse in Keedysville
4.98 out of 5 average rating, 191 reviewsCity Dog Farm
Guesthouse in Middletown
4.95 out of 5 average rating, 248 reviewsIndulge, Fresh Flowers, Frederick County Haven
Guesthouse in Frederick
4.97 out of 5 average rating, 317 reviewsThe Shady Bear Cabin
Guesthouse in Front Royal
4.88 out of 5 average rating, 254 reviews"Cabbin" at Mountain Home B&B
Guesthouse in The Plains
4.87 out of 5 average rating, 79 reviewsStylish 1 Bedroom Studio Middleburg
Guesthouse in Berkeley Springs
4.83 out of 5 average rating, 289 reviewsTerrapin Cabin. A sunny, quiet cabin in the woods.
Guesthouse in Hagerstown
4.87 out of 5 average rating, 23 reviewsValentia farm guest cottage
Guest house rentals with a patio
Guesthouse in Myersville
4.93 out of 5 average rating, 196 reviewsSpruce Run Cottage, Farm stay on Catoctin Mountain
Guesthouse in Lovettsville
4.94 out of 5 average rating, 126 reviewsThe Patent House
Guesthouse in Bluemont
4.97 out of 5 average rating, 105 reviewsBlueridge Mountain Guest Cabin- Amongst the Trees
Guesthouse in The Plains
4.98 out of 5 average rating, 41 reviewsA lovely cottage in The Plains, Virginia
Guesthouse in Middleburg
5.0 out of 5 average rating, 41 reviews18th Century Middleburg Cottage
Guesthouse in Front Royal
4.9 out of 5 average rating, 79 reviewsCozy Shenandoah River Cabin (10min to Nat’l Park!)
Guesthouse in Middletown
5.0 out of 5 average rating, 93 reviewsCottage, Pool, & Breakfast on 100ac Horse Estate
Guesthouse in Stephens City
5.0 out of 5 average rating, 6 reviewsVentura Cottage: 360-views/HotTub/4 acres/Gym
Guest house rentals with a washer and dryer
Guesthouse in Bluemont
4.99 out of 5 average rating, 312 reviewsSkyhorse Retreat Guest House
Guesthouse in Berkeley Springs
4.97 out of 5 average rating, 291 reviewsPond Hill Guesthouse- 2 Bedroom w/Hot Tub & WiFi!!
Guesthouse in Hamilton
4.98 out of 5 average rating, 117 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 Purcellville
4.95 out of 5 average rating, 74 reviewsThe Nest on Nixon Road
Guesthouse in Bluemont
5.0 out of 5 average rating, 58 reviewsBluemont Escape:Walk to Bears Den; Bear Chase Brew
Guesthouse in Leesburg
4.99 out of 5 average rating, 84 reviewsPrivate 2 BR, 1 Bath Carriage House Near Wineries!
Guesthouse in Frederick
4.97 out of 5 average rating, 31 reviewsBoutique space at Marble Ridge
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