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Chester Gap Vacation Rentals

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sep - 27 Sep
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Chester Gap vacation rentals

Property grounds

Apple Mountain Retreat

Apple Mountain Retreat
Linden
9.8 out of 10, Exceptional, (27 reviews)
"Great place to stayed "
United States
Mike F.
The price is AED 496
AED 859 total
includes taxes & fees
30 Jul - 31 Jul
Apple Mountain Retreat
Interior

Hidden Gem on Hidden Valley Lane

Hidden Gem on Hidden Valley Lane
Linden
9.6 out of 10, Exceptional, (31 reviews)
"Great place. Very clean, lots of comfortable rooms. Nice outside area for dogs. "
United States
Lisa W.
The price is AED 845
AED 2,002 total
includes taxes & fees
30 Jul - 31 Jul
Hidden Gem on Hidden Valley Lane
Terrace/patio

Mountain View Bungalow in Front Royal

Mountain View Bungalow in Front Royal
Front Royal
10.0 out of 10, Exceptional, (34 reviews)
"Perfect place- would stay here again."
United States
HEMANT S.
The price is AED 496
AED 805 total
includes taxes & fees
30 Jul - 31 Jul
Mountain View Bungalow in Front Royal
Outdoor spa tub

The Juniper Cabin • Cozy Hideaway w/ Hot Tub

The Juniper Cabin • Cozy Hideaway w/ Hot Tub
Linden
10.0 out of 10, Exceptional, (22 reviews)
"We had a fantastic time staying at this property for the weekend."
United States
Colin N.
The price is AED 511
AED 1,426 total
includes taxes & fees
11 Aug - 12 Aug
The Juniper Cabin • Cozy Hideaway w/ Hot Tub
Interior

Mountain cabin near national park & wineries

Mountain cabin near national park & wineries
Linden
10.0 out of 10, Exceptional, (31 reviews)
"It was a great place to stay and very clean."
United States
Chynna V.
The price is AED 724
AED 1,589 total
includes taxes & fees
2 Aug - 3 Aug
Mountain cabin near national park & wineries
Outdoor dining

Skyland Hideaway | Mountain Cabin w/ Hot Tub

Skyland Hideaway | Mountain Cabin w/ Hot Tub
Linden
9.8 out of 10, Exceptional, (17 reviews)
"Quiet with amenities to support R&R, enjoying nature, and togetherness."
United States
Patricia B.
The price is AED 606
AED 1,584 total
includes taxes & fees
4 Aug - 5 Aug
Skyland Hideaway | Mountain Cabin w/ Hot Tub
TV

Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View

Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View
Front Royal
9.6 out of 10, Exceptional, (17 reviews)
"Nice place, comfortable bed. Close to hiking in the area."
United States
Jake M.
The price is AED 606
AED 883 total
includes taxes & fees
27 Aug - 28 Aug
Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View
TV, fireplace, foosball, offices

Delicious Cabin • Wine Country Retreat w/ Hot Tub

Delicious Cabin • Wine Country Retreat w/ Hot Tub
Linden
10.0 out of 10, Exceptional, (13 reviews)
"Property and cabin was very clean and well stocked. Location was great to get to wineries. We saw deer and fox in the back yard, very peaceful."
United States
Edward
Delicious Cabin • Wine Country Retreat w/ Hot Tub
Property grounds

Blue Mountain Cabin, secluded, perfect for couples, near main road

Blue Mountain Cabin, secluded, perfect for couples, near main road
Front Royal
10.0 out of 10, Exceptional, (38 reviews)
"Beautiful, relaxing and quiet cabin, exceeded expectations."
United States
Johnathan B.
The price is AED 698
AED 871 total
includes taxes & fees
30 Jul - 31 Jul
Blue Mountain Cabin, secluded, perfect for couples, near main road
Exterior

Chipmunk Hollow | Hot Tub, Grill & Fire Table | 3BR, Sleeps 6

Chipmunk Hollow | Hot Tub, Grill & Fire Table | 3BR, Sleeps 6
Linden
The price is AED 551
AED 1,600 total
includes taxes & fees
30 Jul - 31 Jul
Chipmunk Hollow | Hot Tub, Grill & Fire Table | 3BR, Sleeps 6
Cabin, Private Bathroom (The Pond Cabin) | Exterior

The Pond Cabin

The Pond Cabin
2.0 star property
Linden
The price is AED 878
AED 1,677 total
includes taxes & fees
25 Aug - 26 Aug
The Pond Cabin
Smart TV, fireplace, video games, foosball

⭐️Lunar Lookout ⭐️ Geodesic Dome on 8 acres with HOT TUB!

⭐️Lunar Lookout ⭐️ Geodesic Dome on 8 acres with HOT TUB!
Front Royal
10.0 out of 10, Exceptional, (13 reviews)
"Roomy, well stocked kitchen, and great view. Appreciated the chopsticks!"
United States
Brian T.
The price is AED 1,349
AED 2,707 total
includes taxes & fees
30 Jul - 31 Jul
⭐️Lunar Lookout ⭐️ Geodesic Dome on 8 acres with HOT TUB!
Cookware/dishes/utensils

The Pond Cabin: Hot Tub & Stocked Pond

The Pond Cabin: Hot Tub & Stocked Pond
Linden
10.0 out of 10, Exceptional, (35 reviews)
"We always love staying here. We have stayed at The Pond Cabin multiple times and will continue doing so as long as it is available!"
United States
Mary S.
The price is AED 878
AED 1,916 total
includes taxes & fees
24 Aug - 25 Aug
The Pond Cabin: Hot Tub & Stocked Pond
Coffee/tea maker, fridge, microwave, oven

Greek Spa • Private Acreage • Stonefire pizza oven

Greek Spa • Private Acreage • Stonefire pizza oven
Front Royal
6.0 out of 10, (2 reviews)
"Wonderful!"
United States
jmichaelcopas
The price is AED 437
AED 1,236 total
includes taxes & fees
25 Aug - 26 Aug
Greek Spa • Private Acreage • Stonefire pizza oven
Property grounds

Newly renovated Farm cottage with Mountain views

Newly renovated Farm cottage with Mountain views
Strasburg
10.0 out of 10, Exceptional, (48 reviews)
"What an absolutely lovely and peaceful place to stay! We had a wonderful visit. "
United States
Stephanie T.
The price is AED 529
AED 1,114 total
includes taxes & fees
30 Jul - 31 Jul
Newly renovated Farm cottage with Mountain views
Outdoor spa tub

Riverfront! Shenandoah River! Sleeps 4! New Hot Tub

Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Front Royal
9.8 out of 10, Exceptional, (15 reviews)
"Unique and adorable little place on the river. Perfectly clean and comfortable. We would definitely book again!"
United States
Hailey
The price is AED 1,074
AED 1,601 total
includes taxes & fees
30 Jul - 31 Jul
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Property grounds

Private Cabin in the woods w/ firepit right next to Shenandoah River

Private Cabin in the woods w/ firepit right next to Shenandoah River
Bentonville
10.0 out of 10, Exceptional, (37 reviews)
"Awesome spot…clean, cozy, private. Hosts were very responsive- can’t ask for anything more "
United States
Asim K.
The price is AED 547
AED 1,232 total
includes taxes & fees
2 Aug - 3 Aug
Private Cabin in the woods w/ firepit right next to Shenandoah River
TV, offices

Mountain home w/ hot tub & sunroom

Mountain home w/ hot tub & sunroom
Front Royal
9.0 out of 10, Wonderful, (31 reviews)
"The house itself was clean, the beds are comfortable, and it is in a nice, quiet, and private location. The property manager was very pleasant and responsed to any questions or concerns quickly. "
United States
Elissa S.
The price is AED 605
AED 1,128 total
includes taxes & fees
30 Jul - 31 Jul
Mountain home w/ hot tub & sunroom
Dining

Completely private suite with tub,kitchen, living room, & private entrance

Completely private suite with tub,kitchen, living room, & private entrance
Washington
10.0 out of 10, Exceptional, (20 reviews)
"Perfect location in town"
United States
Mona T.
The price is AED 477
AED 831 total
includes taxes & fees
24 Aug - 25 Aug
Completely private suite with tub,kitchen, living room, & private entrance
Property grounds

Wilderness Ridge | Private Cabin w/ Mountain Views

Wilderness Ridge | Private Cabin w/ Mountain Views
Linden
9.4 out of 10, Exceptional, (8 reviews)
"We had a great time and experience. "
United States
Adriane B.
Wilderness Ridge | Private Cabin w/ Mountain Views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chester Gap Hotel Reviews

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

10/10 Excellent
"Welcoming staff , pleasant and relaxing facility"
Jane 1-night trip
Posted 7 hours ago
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Frequently asked questions

Are there vacation rentals in Chester Gap?

Yes, we offer vacation rentals close to popular points of interest in Chester Gap, or you can select a secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Chester Gap?

Mountain View Bungalow in Front Royal: This vacation home rental near Chester Gap offers a garden, a selection of games, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals will I find in Chester Gap?

Choose from 3 Expedia vacation rentals in Chester Gap for a memorable vacation.

What can I see and do in Chester Gap?

While exploring the area, visit family-friendly sights like Dinosaur Land, or get outside and enjoy nature at Shenandoah National Park. Dickey Ridge Visitor Center and Linden Vineyards are a couple of places you'll find in the larger area.

What are vacation rentals like in Chester Gap?

Vacation rentals are privately owned accommodations you can book for several days or more in Chester Gap. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for family gatherings.