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Search results; Over 1,000 homes in Chester Gap

Chalet in Chester Gap
NEW Hike Wine & Dine! Shenandoah NP & Top Wineries
3 bedrooms, 4 beds, 3 private bathrooms
9–14 Sept
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4.84 out of 5 average rating, 108 reviews
Top guest favourite
Home in Front Royal
Idle Hour at Chester Gap
4 bedrooms, 4 queen beds, 2.5 bathrooms
11–16 Sept
4.99 out of 5 average rating, 198 reviews
Top guest favourite
Home in Front Royal
New - Modern Mountain Retreat w/ Hot tub and view!
5 bedrooms, 5 beds, 4 bathrooms
13–18 Sept
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Home in Huntly
Private Vineyard Cottage at Rappahannock Cellars
4 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.96 out of 5 average rating, 46 reviews
Guest favourite
Guest house in Front Royal
Mt. Home Cabbin - First floor
1 bedroom, 2 double beds, 1 bathroom
28 Sept – 3 Oct
4.94 out of 5 average rating, 266 reviews
Top guest favourite
Home in Front Royal
Rest and relax in a mountain home!
3 bedrooms, 3 beds, 2 bathrooms
9–14 Sept
4.97 out of 5 average rating, 61 reviews
Superhost
Room in Front Royal
Rebecca's Parlor at Mountain Home
1 queen bed, 1 bathroom
28 Oct – 2 Nov
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Home in South River
Shenandoah Family Stay: Farmhouse, Trails, HotTub
5 bedrooms, 6 beds, 2.5 bathrooms
15–20 Sept
4.99 out of 5 average rating, 77 reviews
Top guest favourite
Room in Front Royal
Shenandoah Royal.
2 beds, 1 bathroom
9–14 Sept
5.0 out of 5 average rating, 88 reviews
Top guest favourite
Place to stay in Bentonville
John Pope Cabin Browntown Va. We now have Starlink
2 bedrooms, 2 beds, 1 bathroom
21–26 Sept
4.99 out of 5 average rating, 538 reviews
Top guest favourite
Home in Front Royal
Luxury Shenandoah Mountain Escape
5 bedrooms, 9 beds, 4.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Home in Front Royal
Old Town Oasis
4 bedrooms, 6 beds, 1.5 bathrooms
9–14 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Front Royal
4000 sf Historic Estate | Fully updated | 4 acres
6 bedrooms, 9 beds, 3.5 bathrooms
22–27 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Linden
Valley Vista, stunning views in wine country
4 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.93 out of 5 average rating, 280 reviews
Top guest favourite
Cabin in Front Royal
The Overlook | 5m to SNP | Pano Views | Firepit
4 bedrooms, 4 beds, 3.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Fort Valley
Starlight Farmhouse | Dog-Friendly + Mountain View
2 bedrooms, 2 beds, 2 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 269 reviews
Top guest favourite
Home in Front Royal
The Royal Cabin | 6BR Getaway w/ Hot Tub
6 bedrooms, 7 beds, 4 bathrooms
11–16 Sept
4.97 out of 5 average rating, 187 reviews
Top guest favourite
Cabin in Linden
Chipmunk Hollow | Hot Tub, Grill & Fire Table
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.97 out of 5 average rating, 71 reviews
Top guest favourite
Cottage in Warrenton
The Soper House-A Quaint & Lovely Country Getaway
3 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.96 out of 5 average rating, 391 reviews