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Vacation rentals in Chester Gap

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Top-rated vacation rentals in Chester Gap

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite
Guesthouse in Flint Hill
Three Meadows Farm, outdoor views, great location
As you approach the driveway on the private lane, you'll be welcomed by beautiful meadows and rolling hills. Set on 10 acres in a shaded, forest of mature trees it's comfortable year round. There are beautiful mountain views from several locations on the property. It's peaceful and quiet here most of the time. We're conveniently located just minutes from Flint Hill, not much farther to Washington VA, Sperryville and Front Royal. It's a two bedroom/one bathroom apartment above a detached garage.
Apr 11 – 18
$113 per night
Guest favorite
Cabin in Front Royal
Valley View Cabin
The coziest little cabin to getaway from the hustle and bustle of the city, but only an hour away from Washington DC. Our hope is you enjoy every part of your stay at this little cabin; from enjoying your morning cup of coffee on the screened in porch while watching deer or turkey graze in the yard, or venturing to the quaint Main Street of Front Royal. This town has so much to offer. Only 15 minutes away from Shenandoah National Forest & skyline drive. A perfect place for kayaking & canoeing!
May 26 – Jun 2
$183 per night
Guest favorite
Chalet in Front Royal
Bear Mountain Lodge
Bear Mountain Lodge is in the Shenandoah mountains, less than 10 minutes to the Skyline Drive - Front Royal entrance. Enjoy hiking trails, the Shenandoah River, wineries, and all of what Front Royal has to offer. Secluded property offers privacy and peace and quiet. Wifi, Cable TV, toilet paper, paper towels, shower towels, pillows, and sheets are provided. Hot Tub! Both Kuerig and drip coffee machines available. Everyday kitchen essentials included.
Sep 17 – 24
$325 per night

Popular amenities for Chester Gap vacation rentals

Other great vacation rentals in Chester Gap

Guest favorite
Home in Linden
Pet Friendly Mountain Home w/hot tub near wineries
Feb 3 – 10
$215 per night
Guest favorite
Cabin in Front Royal
Modern River Cabin! Hot Tub*Privacy*Romance*Fun!
Feb 19 – 26
$172 per night
Guest favorite
Apartment in Bentonville
Full Circle Farm Shenandoah Valley No Cleaning Fee
Apr 18 – 25
$153 per night
Guest favorite
Cottage in Bentonville
The Cottage
Feb 12 – 19
$184 per night
Guest favorite
Place to stay in Bentonville
The Shenandoah Church House
Jul 25 – Aug 1
$275 per night
Guest favorite
Guesthouse in Warrenton
The Alton Cottage -a luxury country retreat
May 13 – 20
$115 per night
Guest favorite
Cottage in Front Royal
Mountain View with pond/cottage in front royal VA
Sep 28 – Oct 5
$135 per night
Guest favorite
Vacation home in Linden
Hottub+Pet friendly+Mtn view+Skyline Dr+Wineries
Sep 16 – 23
$248 per night
Guest favorite
Place to stay in Bentonville
John Pope Cabin Browntown, Virginia 22610
Jun 21 – 28
$145 per night
Guest favorite
Chalet in Chester Gap
NEW Hike Wine & Dine! Shenandoah NP & Top Wineries
May 17 – 24
$370 per night
Guest favorite
Guesthouse in Flint Hill
Summer kitchen guesthouse at Caledonia Farm 1812
Apr 3 – 10
$120 per night
Guest favorite
Home in Front Royal
Cozy house in Shenandoah N.P. City of Front Royal
Aug 12 – 19
$117 per night

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