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Search results; Over 1,000 homes in Chester Gap

Guest favourite
Home in Chester Gap
The Nest
2 bedrooms, 2 beds, 2 private bathrooms
20–25 Sept
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4.96 out of 5 average rating, 257 reviews
Top guest favourite
Home in Front Royal
New - Modern Mountain Retreat w/ Hot tub and view!
5 bedrooms, 5 beds, 4 bathrooms
15–20 Sept
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Home in Front Royal
Idle Hour at Chester Gap
4 bedrooms, 4 queen beds, 2.5 bathrooms
16–21 Sept
4.99 out of 5 average rating, 198 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
Superhost
Cabin in Front Royal
Whispering Tides River Cabin | *Skyline, Vineyards
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Huntly
Private Vineyard Cottage at Rappahannock Cellars
4 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 46 reviews
Guest favourite
Cabin in Front Royal
Cozy 2BR Cabin w/ Fireplace | 10 min to Shenandoah
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Front Royal
Rest and relax in a mountain home!
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.97 out of 5 average rating, 61 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
Home in Markham
Modern Farmhouse in Virginia Wine Country
3 bedrooms, 6 beds, 2.5 bathrooms
4–9 Oct
4.99 out of 5 average rating, 97 reviews
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 Delaplane
Cobbler Mountain Revival | Historic Farmhouse+View
3 bedrooms, 3 beds, 2 bathrooms
9–14 Nov
5.0 out of 5 average rating, 45 reviews
Top guest favourite
Cabin in Linden
Chipmunk Hollow | Hot Tub, Grill & Fire Table
3 bedrooms, 4 beds, 2 bathrooms
23–28 Oct
4.97 out of 5 average rating, 73 reviews
Top guest favourite
Room in Front Royal
Shenandoah Royal.
2 beds, 1 bathroom
23–28 Oct
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, 539 reviews
Guest favourite
Chalet in Front Royal
Bear Mountain Lodge
3 bedrooms, 3 beds, 3 bathrooms
1–6 Nov
4.96 out of 5 average rating, 204 reviews
Top guest favourite
Home in Front Royal
Luxury Shenandoah Mountain Escape
5 bedrooms, 9 beds, 4.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Home in Flint Hill
Secluded Luxury Mountain Home
4 bedrooms, 6 beds, 5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 15 reviews
Superhost
Home in Front Royal
Shenandoah Mountain House
5 bedrooms, 6 beds, 4.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 5 reviews