Guesthouse vacation rentals in Shenandoah Valley
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Top-rated guesthouse rentals in Shenandoah Valley
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Shenandoah Valley guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Boston
4.98 out of 5 average rating, 148 reviewsThe Bunkhouse- simple & serene w/mountain views
May 27 – Jun 3
Guesthouse in Madison
4.97 out of 5 average rating, 229 reviewsHebron Valley Cottage
Jun 11 – 18
Guesthouse in Schuyler
4.9 out of 5 average rating, 356 reviewsHomestead at HeartRock
Jul 3 – 10
Guesthouse in Smithsburg
4.97 out of 5 average rating, 645 reviewsJewel Vinsota Artist's Guesthouse
Nov 16 – 23
Guesthouse in Crozet
4.86 out of 5 average rating, 282 reviewsStylish Carriage House Suite near Crozet center
Jun 6 – 13
Guesthouse in Lexington
5.0 out of 5 average rating, 240 reviewsSpectacular Mountain views
Jul 26 – Aug 2
Guesthouse in Purcellville
4.8 out of 5 average rating, 256 reviewsBarn Apartment in VA Wine Country
Feb 4 – 11
Guesthouse in Ruckersville
4.98 out of 5 average rating, 255 reviewsMountain Guesthouse*Hot Tub*WiFi*Firepit*Grill*SNP
Aug 4 – 11
Guest house rentals with a patio
Guesthouse in Troy
4.99 out of 5 average rating, 120 reviewsBeaver Pond Farm - Near Charlottesville
Mar 12 – 19
Guesthouse in Orange
5.0 out of 5 average rating, 183 reviewsTaj Garage Guesthouse
Mar 5 – 12
Guesthouse in Church Road
5.0 out of 5 average rating, 136 reviewsHeron Rock: Lakefront Cottage on Lake Chesdin
Oct 23 – 30
Guesthouse in Myersville
4.93 out of 5 average rating, 192 reviewsSpruce Run Cottage, Farm stay on Catoctin Mountain
Jul 14 – 21
Guesthouse in Bluemont
4.97 out of 5 average rating, 102 reviewsBlueridge Mountain Guest Cabin- Amongst the Trees
Jan 10 – 17
Guesthouse in Grantsville
4.92 out of 5 average rating, 118 reviews“The Loft” Guest House w/wifi workspace, gym etc
Jan 14 – 21
Guesthouse in Lovettsville
4.94 out of 5 average rating, 122 reviewsThe Patent House
Dec 27 – Jan 3
Guesthouse in Fort Valley
4.9 out of 5 average rating, 145 reviewsRomantic Mountain Getaway⛰ hot tub*king bed*sauna
Jul 4 – 11
Guest house rentals with a washer and dryer
Guesthouse in Midland
4.97 out of 5 average rating, 151 reviewsModern Farm Stay
May 27 – Jun 3
Guesthouse in Harrisonburg
4.97 out of 5 average rating, 97 reviewsHideaway Studio on Ashtree Lane
Oct 12 – 19
Guesthouse in Berkeley Springs
4.97 out of 5 average rating, 288 reviewsPond Hill Guesthouse- 2 Bedroom w/Hot Tub & WiFi!!
Dec 17 – 24
Guesthouse in Bluemont
4.99 out of 5 average rating, 310 reviewsSkyhorse Retreat Guest House
Oct 29 – Nov 5
Guesthouse in Richmond
4.97 out of 5 average rating, 377 reviewsA Place of Peace
Feb 23 – Mar 2
Guesthouse in Ashland
4.96 out of 5 average rating, 464 reviews2 Bdrms★Pet Friendly★4K Theater★Fire Pit★Fast Wifi
Jul 22 – 29
Guesthouse in Purcellville
4.99 out of 5 average rating, 209 reviewsThe Cottage at Dunthorpe Farm
Apr 12 – 19
Guesthouse in Gordonsville
4.91 out of 5 average rating, 171 reviewsLa Petite Maison at Hedgeapple Hollow
Sep 18 – 25
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