Chester Gap Holiday Rentals

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Check prices for these dates

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for Chester Gap holiday rentals

Property grounds

Cabin in Front Royal

Blue Mountain Cabin, secluded, perfect for couples, near main road
10.0 out of 10, Exceptional, (31 reviews)
"Very cozy cabin for two, great for a secluded getaway within range of great places to visit. Had everything we needed."
United States
Tom C.
The price is HK$1,488
HK$1,848 total
includes taxes & fees
23 Mar - 24 Mar
Blue Mountain Cabin, secluded, perfect for couples, near main road
Property grounds

Cabin in Front Royal

Mountain Cabin • Views • Hot Tub • 5 Beds • Skyline Drive
10.0 out of 10, Exceptional, (5 reviews)
"My family and I had a wonderful stay! The property and surrounding views are beautiful. The house was very clean and the host was very responsive when I had a question or two to ask. I highly recommend staying here!"
United States
Jay L.
The price is HK$1,286
HK$3,362 total
includes taxes & fees
19 Mar - 20 Mar
Mountain Cabin • Views • Hot Tub • 5 Beds • Skyline Drive
Terrace/patio

Holiday Home in Rileyville

Sunset Mountain Cabin
9.8 out of 10, Exceptional, (37 reviews)
"Absolutely enjoyed our time here! So peaceful and beautiful! The host was amazing and very responsive! Loved the hot tub and how very open the space was. Definitely would come back!"
United States
Kim B.
The price is HK$1,507
HK$3,130 total
includes taxes & fees
22 Mar - 23 Mar
Sunset Mountain Cabin
Terrace/patio

Cabin in Luray

River Access Cabin w Hot Tub, Deck, Grill, & Wifi
8.6 out of 10, Excellent, (25 reviews)
"As it is described. Clean and peaceful. "
United States
Anna A.
River Access Cabin w Hot Tub, Deck, Grill, & Wifi
Outdoor spa tub

Cabin in Rileyville

"Sundance" Spectacular Views on 54 Acres along Shenandoah River w/ Hot Tub
10.0 out of 10, Exceptional, (324 reviews)
"Wonderful stay, as always. Cabin is cozy and comfortable. Views are spectacular. The hot tub is in perfect spot and perfect temp. Couldn't ask for anthing more. 1st thing I look for when we get there are the home baked cookies!"
United States
Christal P.
The price is HK$1,254
HK$2,223 total
includes taxes & fees
19 Mar - 20 Mar
"Sundance" Spectacular Views on 54 Acres along Shenandoah River w/ Hot Tub
Outdoor spa tub

Cabin in Rileyville

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
10.0 out of 10, Exceptional, (357 reviews)
"Great place!"
United States
Donald C.
The price is HK$1,160
HK$2,060 total
includes taxes & fees
22 Mar - 23 Mar
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
Property grounds

Holiday Home in Strasburg

Newly renovated Farm cottage with Mountain views
10.0 out of 10, Exceptional, (38 reviews)
"Beautiful place; very friendly hosts. We enjoyed our stay very much! We will visit again! "
United States
Shannon H.
The price is HK$1,253
HK$2,548 total
includes taxes & fees
22 Mar - 23 Mar
Newly renovated Farm cottage with Mountain views
Terrace/patio

Cabin in Stephens City

Luxury tiny home farm stay on historic property with hot tub in Stephens City
10.0 out of 10, Exceptional, (2 reviews)
"Fresh bread, farm eggs, an amazing host! What a perfect place to stay. "
United States
Chris F.
The price is HK$1,022
HK$1,282 total
includes taxes & fees
8 Apr - 9 Apr
Luxury tiny home farm stay on historic property with hot tub in Stephens City
Property grounds

Cabin in Rileyville

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
9.8 out of 10, Exceptional, (317 reviews)
"Cabin had rustic vibes but is very well taken care of and clean."
United States
Heidi
The price is HK$1,231
HK$2,196 total
includes taxes & fees
24 Mar - 25 Mar
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
TV, fireplace, offices

Cabin in Front Royal

The Honeymoon Cabin | Private Couple's Retreat w/ hot tub
9.2 out of 10, Wonderful, (5 reviews)
"Absolutely perfect spot for a leaf-peeping getaway. Clean, charming, romantic! Close to antiques, vineyards and Shenandoah!"
United States
Paul B.
The price is HK$1,547
HK$3,486 total
includes taxes & fees
31 Mar - 1 Apr
The Honeymoon Cabin | Private Couple's Retreat w/ hot tub
Exterior detail

Holiday Home in Rixeyville

Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
9.6 out of 10, Exceptional, (8 reviews)
"Host and everything was very accommodating! Very nice stay"
United States
James G.
The price is HK$698
HK$1,724 total
includes taxes & fees
30 Mar - 31 Mar
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
Interior

Cabin in Linden

Hidden Gem on Hidden Valley Lane
9.6 out of 10, Exceptional, (27 reviews)
"Great place. Very clean, lots of comfortable rooms. Nice outside area for dogs. "
United States
Lisa W.
The price is HK$1,566
HK$3,571 total
includes taxes & fees
29 Mar - 30 Mar
Hidden Gem on Hidden Valley Lane
Outdoor spa tub

Cabin in Page County

The Zen Garden by Zen Living
9.6 out of 10, Exceptional, (15 reviews)
"King size bed, fenced yard for our dog, and good mid-week price are what made us choose this place for a short get away. It really suited our needs and we'll be back! Bed was comfortable. House was clean, nicely decorated, and felt welcoming. Could not get WiFi to work, but our cell phone reception was fine."
United States
Joyce F.
The price is HK$765
HK$2,146 total
includes taxes & fees
22 Mar - 23 Mar
The Zen Garden by Zen Living
Outdoor spa tub

Cabin in Page County

Lookout Cabin in the mountains, Amazing Views!
9.8 out of 10, Exceptional, (37 reviews)
"Very nice cabin in the mountains. Awesome view and hot tub was nice after hiking during the day!"
United States
Daniel P.
The price is HK$1,508
HK$3,133 total
includes taxes & fees
19 Mar - 20 Mar
Lookout Cabin in the mountains, Amazing Views!
Outdoor dining

Cabin in Rileyville

Log cabin w/riverfront & hot tub
9.2 out of 10, Wonderful, (19 reviews)
"Nice small place, hot tub was clean. Easy check in."
United States
Daniel U.
The price is HK$1,575
HK$2,962 total
includes taxes & fees
19 Mar - 20 Mar
Log cabin w/riverfront & hot tub
Interior

Holiday Home in Page County

Bear Ridge Cabin-Views & Hot tub
The price is HK$1,328
HK$2,887 total
includes taxes & fees
19 Mar - 20 Mar
Bear Ridge Cabin-Views & Hot tub
Pool

Cabin in Rileyville

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
10.0 out of 10, Exceptional, (348 reviews)
"Everything was perfect for our stay. "
United States
Debbie O.
The price is HK$1,265
HK$2,226 total
includes taxes & fees
25 Mar - 26 Mar
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
Outdoor dining

Cabin in Page County

Stepping Stone Cabin
9.8 out of 10, Exceptional, (48 reviews)
"awesome stay we will love to go again"
United States
Mark C.
The price is HK$1,514
HK$3,101 total
includes taxes & fees
19 Mar - 20 Mar
Stepping Stone Cabin
Interior

Holiday Home in 2, East Luray

Cozy Farmhouse by Shenandoah with Mountain Views
10.0 out of 10, Exceptional, (14 reviews)
"Thank you so much for a great stay. It is an outstanding house in a great location. Close to all local restaurants and activities."
United States
Scott H.
Cozy Farmhouse by Shenandoah with Mountain Views
Property grounds

Cabin in Bentonville

Private Cabin in the woods w/ firepit right next to Shenandoah River
10.0 out of 10, Exceptional, (34 reviews)
"Loved the house and the property, especially the fire pit. The house was very comfortable. Would definitely stay there again. "
United States
Joyce H.
The price is HK$1,246
HK$2,705 total
includes taxes & fees
19 Mar - 20 Mar
Private Cabin in the woods w/ firepit right next to Shenandoah River
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

Quality Inn Stephens City - Winchester South

Quality Inn Stephens City - Winchester South

8/10 Good
"I needed a quiet stay to do an evening of study for an exam and this was the property i chose. They charged an additional $100 deposit at check in that immediately comes out of your account and takes 5 to 7 days to be returned. The property is pet friendly. They do charge a pet fee. The room was spacious and had a desk and couch that had a laptop table which was nice to relax at. Plenty of hot water and shower pressure. Only real issue was that the door would stick and was hard go open at times from the hallway. Can't speak to the breakfast as i had to check out rather early to head to work. The only deterrent in stay at the property again would be the extra deposit. "
Michael 1-night trip
Posted 13 hours ago
Quality Inn Stephens City - Winchester South

Find out more about Chester Gap

Search for holiday rentals in Chester Gap on Expedia! You can easily find your home rentals, villas, holiday apartments in Chester Gap using one of the methods below:

  • View our selection of featured holiday rentals in Chester Gap
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  • Enter your travel dates to view the best deals on holiday rentals in Chester Gap while they last

Look no further and take a look at our great range of rental properties in Chester Gap!

Frequently asked questions

Are there holiday rentals in Chester Gap?

Yes, there are holiday rentals close to the most popular sights in Chester Gap, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Chester Gap has to offer?

Secluded River Cabin Getaway (Masten Cabin): This holiday home rental outside of Chester Gap is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals will I find in Chester Gap?

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

What can I see and do in Chester Gap?

While exploring the area, visit family-friendly sights like Virginia River Trips, 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 wider area.

What are holiday rentals like in Chester Gap?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chester Gap. Holiday rentals feature extras like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family trip or a small group gathering.