Photo by Brian V. Rowe
Vacation rentals near Chester Gap Cellars
We found 429 vacation rentals — enter your dates for availability
Discover a selection of private vacation rentals within easy reach of Chester Gap Cellars that provide the perfect home base for your trip. Whether you’re traveling with friends, family, or just with your pet, vacation rentals have the best amenities for hanging out with the people that matter most, which might include a garden and pool. You'll be sure to find a rental to meet everyone's needs, including options that are accessible or non-smoking.
Vacation rentals with weekly discounts - Chester Gap Cellars
Showing deals for:Nov 7 - Nov 14
Image gallery for Weekend getaway short distance from DC/Northern Virginia
1010 out of 10 rating
Exceptional
(86 reviews)
Weekend getaway short distance from DC/Northern Virginia
Markham, VA
16% off
Price is CA $237
CA $237
CA $2,132 total
CA $2,132 total
includes taxes & fees
Image gallery for Cabin on River, Kayak, Hot Tub, WiFi, EV Charger!
9.49.4 out of 10 rating
Exceptional
(13 reviews)
Cabin on River, Kayak, Hot Tub, WiFi, EV Charger!
Rileyville, VA
9% off
Price is CA $625
CA $625
CA $5,663 total
CA $5,663 total
includes taxes & fees
Image gallery for Romantic African-Inspired Studio on Alpaca Farm – Under the Stars
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Romantic African-Inspired Studio on Alpaca Farm – Under the Stars
Marshall, VA
20% off
Price is CA $392
CA $392
CA $3,329 total
CA $3,329 total
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
10% off
Price is CA $643
CA $643
CA $5,441 total
CA $5,441 total
includes taxes & fees
Image gallery for Private Cabin Retreat | Hot Tub, Game Room, & More
1010 out of 10 rating
Exceptional
(9 reviews)
Private Cabin Retreat | Hot Tub, Game Room, & More
Front Royal, VA
15% off
Price is CA $717
CA $717
CA $6,572 total
CA $6,572 total
includes taxes & fees
Image gallery for DLT Cabins, LLC - Holler Hideaway Cozy house sleeps 4 on 10 Minutes from SNP
1010 out of 10 rating
Exceptional
(11 reviews)
DLT Cabins, LLC - Holler Hideaway Cozy house sleeps 4 on 10 Minutes from SNP
Luray, VA
10% off
Price is CA $185
CA $185
CA $1,804 total
CA $1,804 total
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
14% off
Price is CA $378
CA $378
CA $3,158 total
CA $3,158 total
includes taxes & fees
Image gallery for Rustic Mountain Log Cabin Perched on a cliff side above the Shenandoah River
9.29.2 out of 10 rating
Wonderful
(232 reviews)
Rustic Mountain Log Cabin Perched on a cliff side above the Shenandoah River
Front Royal, VA
20% off
Price is CA $220
CA $220
CA $1,977 total
CA $1,977 total
includes taxes & fees
Image gallery for River Access Cabin w Hot Tub, Deck, Grill, & Wifi
9.09.0 out of 10 rating
Wonderful
(19 reviews)
River Access Cabin w Hot Tub, Deck, Grill, & Wifi
Luray, VA
9% off
Price is CA $398
CA $398
CA $3,552 total
CA $3,552 total
includes taxes & fees
Image gallery for River Front Retreat
8.88.8 out of 10 rating
Excellent
(39 reviews)
River Front Retreat
Front Royal, VA
10% off
Price is CA $346
CA $346
CA $2,985 total
CA $2,985 total
includes taxes & fees
Image gallery for Riverfront Retreat
1010 out of 10 rating
Exceptional
(32 reviews)
Riverfront Retreat
Maurertown, VA
10% off
Price is CA $464
CA $464
CA $4,173 total
CA $4,173 total
includes taxes & fees
Image gallery for Stunning Shenandoah Riverside Retreat
9.69.6 out of 10 rating
Exceptional
(33 reviews)
Stunning Shenandoah Riverside Retreat
Maurertown, VA
20% off
Price is CA $266
CA $266
CA $2,510 total
CA $2,510 total
includes taxes & fees
Image gallery for Private Cabin in the woods w/ firepit right next to Shenandoah River
1010 out of 10 rating
Exceptional
(29 reviews)
Private Cabin in the woods w/ firepit right next to Shenandoah River
Bentonville, VA
10% off
Price is CA $406
CA $406
CA $3,635 total
CA $3,635 total
includes taxes & fees
Image gallery for Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks
1010 out of 10 rating
Exceptional
(9 reviews)
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks
Rileyville, VA
9% off
Price is CA $412
CA $412
CA $3,674 total
CA $3,674 total
includes taxes & fees
Image gallery for Peaceful Mountain Retreat Near Appalachian Trail, Wineries, Breweries and More
1010 out of 10 rating
Exceptional
(16 reviews)
Peaceful Mountain Retreat Near Appalachian Trail, Wineries, Breweries and More
Bluemont, VA
10% off
Price is CA $502
CA $502
CA $4,461 total
CA $4,461 total
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
10% off
Price is CA $334
CA $334
CA $3,153 total
CA $3,153 total
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
10% off
Price is CA $472
CA $472
CA $3,998 total
CA $3,998 total
includes taxes & fees
Image gallery for Cozy mountain retreat minutes to the river, Luray, and 25 to Shenandoah NP!
1010 out of 10 rating
Exceptional
(9 reviews)
Cozy mountain retreat minutes to the river, Luray, and 25 to Shenandoah NP!
Luray, VA
5% off
Price is CA $384
CA $384
CA $3,602 total
CA $3,602 total
includes taxes & fees
Image gallery for Newly renovated Farm cottage with Mountain views
1010 out of 10 rating
Exceptional
(33 reviews)
Newly renovated Farm cottage with Mountain views
Strasburg, VA
10% off
Price is CA $205
CA $205
CA $1,901 total
CA $1,901 total
includes taxes & fees
Image gallery for On the river ~ hot tub ~ serene river views ~ fire pit
1010 out of 10 rating
Exceptional
(21 reviews)
On the river ~ hot tub ~ serene river views ~ fire pit
Strasburg, VA
10% off
Price is CA $562
CA $562
CA $5,063 total
CA $5,063 total
includes taxes & fees
Image gallery for Beautiful Private Cabin, adjacent to the National Forest
9.89.8 out of 10 rating
Exceptional
(129 reviews)
Beautiful Private Cabin, adjacent to the National Forest
Luray, VA
10% off
Price is CA $257
CA $257
CA $2,272 total
CA $2,272 total
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
10% off
Price is CA $414
CA $414
CA $3,835 total
CA $3,835 total
includes taxes & fees
Image gallery for River Access Cabin w Hot Tub, Grill, Firepit, WiFi
9.29.2 out of 10 rating
Wonderful
(9 reviews)
River Access Cabin w Hot Tub, Grill, Firepit, WiFi
Luray, VA
9% off
Price is CA $306
CA $306
CA $2,673 total
CA $2,673 total
includes taxes & fees
Image gallery for Alpacas, Rolling Hills & Starry Nights – Peaceful 3-Bedroom Farm Retreat
1010 out of 10 rating
Exceptional
(45 reviews)
Alpacas, Rolling Hills & Starry Nights – Peaceful 3-Bedroom Farm Retreat
Marshall, VA
20% off
Price is CA $612
CA $612
CA $5,332 total
CA $5,332 total
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 Trillium Cabin | Hot Tub, Games, Views, & More
Sleeps 10 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Virginia Wine Country Retreat 60 mi. from DC<br><br><br>
Sleeps 10 · 4 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
70 reviews(70 reviews)
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains
Sleeps 8 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
35 reviews(35 reviews)
The Overlook- Shenandoah National Park
Sleeps 8 · 4 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Blue Mountain Getaway: Hot tub, Winery, Game Room
Sleeps 10 · 4 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Secluded River Cabin Getaway (Masten Cabin)
Sleeps 5 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
157 reviews(157 reviews)
Top rated rentals - Chester Gap Cellars
Little gem surrounded by nature
1010 out of 10
Exceptionalexceptional
32 reviews(32 reviews)
A little piece of Heaven
1010 out of 10
Exceptionalexceptional
332 reviews(332 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, yards and more
More for lessMore space, more privacy, more amenities — more value