Photo by Brian V. Rowe
Holiday rentals near Chester Gap Cellars
We found 424 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals close to Chester Gap Cellars that are perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the amenities that you need and want for your stay, which might include a garden and hot tub. What you'll find is a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Chester Gap Cellars
Showing deals for:10 Oct - 17 Oct
Image gallery for Cabin on River, Kayak, Hot Tub, WiFi, EV Charger!
9.29.2 out of 10 rating
Wonderful
(12 reviews)
Cabin on River, Kayak, Hot Tub, WiFi, EV Charger!
Rileyville, Virginia
7% off
Price is AU$8,314
AU$8,314
AU$1,188 per night
includes taxes & fees
Image gallery for Serenity and adventure at historic Blue Ridge Farm
1010 out of 10 rating
Exceptional
(112 reviews)
Serenity and adventure at historic Blue Ridge Farm
Sperryville, VA
9% off
Price is AU$5,962
AU$5,962
AU$852 per night
includes taxes & fees
Image gallery for Riverfront logcabin; EVcharging, hot tub, firepit, Petfriendly Canoes, Sleeps 12
9.69.6 out of 10 rating
Exceptional
(11 reviews)
Riverfront logcabin; EVcharging, hot tub, firepit, Petfriendly Canoes, Sleeps 12
Rileyville, VA
8% off
Price is AU$5,767
AU$5,767
AU$824 per night
includes taxes & fees
Image gallery for River Access Cabin w Hot Tub, Deck, Grill, & Wifi
9.29.2 out of 10 rating
Wonderful
(18 reviews)
River Access Cabin w Hot Tub, Deck, Grill, & Wifi
Luray, Virginia
7% off
Price is AU$6,286
AU$6,286
AU$898 per night
includes taxes & fees
Image gallery for The Nest at Chester Gap
1010 out of 10 rating
Exceptional
(99 reviews)
The Nest at Chester Gap
Chester Gap, VA
16% off
Price is AU$5,400
AU$5,400
AU$771 per night
includes taxes & fees
Image gallery for Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks
1010 out of 10 rating
Exceptional
(8 reviews)
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks
Rileyville, Virginia
7% off
Price is AU$4,029
AU$4,029
AU$576 per night
includes taxes & fees
Image gallery for River Access Cabin w Hot Tub, Grill, Firepit, WiFi
9.69.6 out of 10 rating
Exceptional
(7 reviews)
River Access Cabin w Hot Tub, Grill, Firepit, WiFi
Luray, Virginia
7% off
Price is AU$5,136
AU$5,136
AU$734 per night
includes taxes & fees
Image gallery for A quiet, lovely old farm on a beautiful piece of land near Shenandoah Park
9.89.8 out of 10 rating
Exceptional
(69 reviews)
A quiet, lovely old farm on a beautiful piece of land near Shenandoah Park
Woodville, VA
12% off
Price is AU$3,287
AU$3,287
AU$470 per night
includes taxes & fees
Image gallery for Spring Retreat! Hot tub, Bar, Game room, Grill & 10 mins to Skyline Drive
9.89.8 out of 10 rating
Exceptional
(32 reviews)
Spring Retreat! Hot tub, Bar, Game room, Grill & 10 mins to Skyline Drive
Front Royal, VA
8% off
Price is AU$5,469
AU$5,469
AU$781 per night
includes taxes & fees
Image gallery for Buck's Run: Shenandoah Mountain Log Cabin with a unique view of the Shenandoahs
1010 out of 10 rating
Exceptional
(8 reviews)
Buck's Run: Shenandoah Mountain Log Cabin with a unique view of the Shenandoahs
Luray, VA
8% off
Price is AU$3,760
AU$3,760
AU$537 per night
includes taxes & fees
Image gallery for Mountain cabin near national park & wineries
1010 out of 10 rating
Exceptional
(25 reviews)
Mountain cabin near national park & wineries
Linden, VA
25% off
Price is AU$4,933
AU$4,933
AU$705 per night
includes taxes & fees
Image gallery for Riverfront🏕A-Frame/HOT TUB/Fire Pit! FAST Wifi
9.89.8 out of 10 rating
Exceptional
(57 reviews)
Riverfront🏕A-Frame/HOT TUB/Fire Pit! FAST Wifi
Maurertown, VA
12% off
Price is AU$3,798
AU$3,798
AU$543 per night
includes taxes & fees
Image gallery for Shenandoah Mountain House - Guest Suite
1010 out of 10 rating
Exceptional
(5 reviews)
Shenandoah Mountain House - Guest Suite
Front Royal, VA
16% off
Price is AU$2,360
AU$2,360
AU$337 per night
includes taxes & fees
Image gallery for Secluded Mountain Retreat with Stunning Views, Hot Tub, Wifi and more
9.89.8 out of 10 rating
Exceptional
(29 reviews)
Secluded Mountain Retreat with Stunning Views, Hot Tub, Wifi and more
Luray, VA
12% off
Price is AU$7,198
AU$7,198
AU$1,028 per night
includes taxes & fees
Image gallery for Waterfront Retreat on the Shenandoah River 7 miles from National Park
1010 out of 10 rating
Exceptional
(18 reviews)
Waterfront Retreat on the Shenandoah River 7 miles from National Park
Front Royal, VA
8% off
Price is AU$4,421
AU$4,421
AU$632 per night
includes taxes & fees
Image gallery for The Historic Poorhouse at Cardinal Springs
1010 out of 10 rating
Exceptional
(43 reviews)
The Historic Poorhouse at Cardinal Springs
Sperryville, VA
9% off
Price is AU$4,529
AU$4,529
AU$647 per night
includes taxes & fees
Image gallery for Hot Tub Mountain View Dog Friendly Modern Chalet
1010 out of 10 rating
Exceptional
(12 reviews)
Hot Tub Mountain View Dog Friendly Modern Chalet
Linden, VA
8% off
Price is AU$7,128
AU$7,128
AU$1,018 per night
includes taxes & fees
Image gallery for Cabin near River, Firepit, Family-friendly, WiFi, Great Location, Veteran owned!
1010 out of 10 rating
Exceptional
(31 reviews)
Cabin near River, Firepit, Family-friendly, WiFi, Great Location, Veteran owned!
Rileyville, VA
14% off
Price is AU$1,798
AU$1,798
AU$257 per night
includes taxes & fees
Image gallery for Mt top Cabin/ Hot Tub/ breathtaking views
1010 out of 10 rating
Exceptional
(9 reviews)
Mt top Cabin/ Hot Tub/ breathtaking views
Linden, VA
8% off
Price is AU$2,826
AU$2,826
AU$404 per night
includes taxes & fees
Image gallery for Serenity and Adventure on Historic Blue Ridge Farm
1010 out of 10 rating
Exceptional
(108 reviews)
Serenity and Adventure on Historic Blue Ridge Farm
Sperryville, VA
9% off
Price is AU$5,446
AU$5,446
AU$778 per night
includes taxes & fees
Image gallery for Cozy Cottage w Hot Tub, Fire Pit, WiFi & Sunroom!
9.09.0 out of 10 rating
Wonderful
(24 reviews)
Cozy Cottage w Hot Tub, Fire Pit, WiFi & Sunroom!
Front Royal, Virginia
7% off
Price is AU$3,395
AU$3,395
AU$485 per night
includes taxes & fees
Image gallery for "Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
1010 out of 10 rating
Exceptional
(329 reviews)
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
Rileyville, VA
8% off
Price is AU$2,709
AU$2,709
AU$387 per night
includes taxes & fees
Image gallery for 5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine
9.89.8 out of 10 rating
Exceptional
(55 reviews)
5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine
Delaplane, VA
8% off
Price is AU$8,228
AU$8,228
AU$1,175 per night
includes taxes & fees
Image gallery for Historical cottage in the town of Paris
9.89.8 out of 10 rating
Exceptional
(43 reviews)
Historical cottage in the town of Paris
Paris, VA
16% off
Price is AU$2,188
AU$2,188
AU$313 per night
includes taxes & fees
Find spaces that suit your style
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Find properties near top attractions in Chester Gap Cellars
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Find the best place to stay - Chester Gap Cellars
The Overlook- Shenandoah National Park
Sleeps 8 · 4 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Blue Mountain Getaway: Hot tub, Winery, Game Room
Sleeps 10 · 4 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Virginia Wine Country Retreat 60 mi. from DC<br><br><br>
Sleeps 10 · 4 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
68 reviews(68 reviews)
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains
Sleeps 8 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
34 reviews(34 reviews)
Timber frame chalet with incredible views minutes from Shenandoah National Park.
Sleeps 10 · 5 bedrooms · 4 bathrooms
9.89.8 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value