Photo by Brian V. Rowe

Holiday Rentals in Chester Gap

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Holiday Rentals in Chester Gap

Charming 1-bedroom house with WiFi, AC in Pleasant Rixeyville, VA on 13 acres!
10.0 out of 10, Exceptional, (4)
"Great place. Great people!"
United States
Brian
The price is €200
includes taxes & fees
27 Oct - 28 Oct
Charming 1-bedroom house with WiFi, AC in Pleasant Rixeyville, VA on 13 acres!
Luxury tiny home farm stay on historic property with hot tub in Stephens City
2.0 star property
The price is €145
includes taxes & fees
4 Nov - 5 Nov
Luxury tiny home farm stay on historic property with hot tub in Stephens City
Fox Den — Hot Tub, Fire Pit, Steps to River
10.0 out of 10, Exceptional, (6)
"We loved the house it was just what we wanted and needed. The place was very clean and spacious we took 2 small dogs with us and it was perfect for them. Very close to what we wanted to do but still peaceful. "
United States
Leslie
The price is €306
includes taxes & fees
27 Oct - 28 Oct
Fox Den — Hot Tub, Fire Pit, Steps to River
Rivah Retreat -River Front- Fishing -Hot tub
10.0 out of 10, Exceptional, (16)
"Fantastic as always, wonderful place and wonderful host!"
United States
Milton W.
The price is €226
includes taxes & fees
27 Oct - 28 Oct
Rivah Retreat -River Front- Fishing -Hot tub
Cute cabin retreat near Shenandoah National Park and pet friendly!
9.4 out of 10, Exceptional, (12)
"Very relaxing end to out Appalachian Trail hike. The hot tub was so relaxing. It was the perfect way to end a strenuous day."
United States
Jean L.
Cute cabin retreat near Shenandoah National Park and pet friendly!
Mountain View Bungalow in Front Royal
10.0 out of 10, Exceptional, (4)
"Property was just what we were looking for "
United States
Tim C.
The price is €195
includes taxes & fees
28 Oct - 29 Oct
Mountain View Bungalow in Front Royal
Private Cabin in the woods w/ firepit right next to Shenandoah River
10.0 out of 10, Exceptional, (29)
"We had a great time. Close to national park and an hour and a half commute to Washington DC.We enjoyed the property and the quietness."
United States
Scott H.
The price is €328
includes taxes & fees
4 Nov - 5 Nov
Private Cabin in the woods w/ firepit right next to Shenandoah River
Charming 3-bedroom cabin with Moutain Views, Hottub, WiFi in Shenandoah.
2.0 star property
10.0 out of 10, Exceptional, (27)
"We loved our stay. The home comfortably accomodated our party of 4 with pups at the last-minute. We really appreciated the kind and well-thought special touches!"
United States
Kara P.
The price is €286
includes taxes & fees
29 Oct - 30 Oct
Charming 3-bedroom cabin with Moutain Views, Hottub, WiFi in Shenandoah.
NEW! Historic Schoolhouse HotTub+FirePit+Wineries
8.0 out of 10, Very good, (1)
"The listing indicated pets were welcome and we were able to bring our 13 year old dog, who loves traveling with my husband and I. There was some initial confusion after we booked the Schoolhouse, saying pets are prohibited. Through contact with the host, it was cleared up pretty quickly. All in all, the place was comfortable and we had what we needed to cook a couple of meals. I loved the area and enjoyed walking our dog on the state-maintained back roads. We would have liked to take advantage...
United States
Kathy S.
The price is €362
includes taxes & fees
24 Nov - 25 Nov
NEW! Historic Schoolhouse HotTub+FirePit+Wineries
Amazing Grace log cabin home with 3 bedrooms, WiFi and AC in breathtaking Luray
2.0 star property
10.0 out of 10, Exceptional, (39)
"Everything was very clean and peaceful. Nice amenities. "
United States
Ashleigh R.
The price is €508
includes taxes & fees
3 Nov - 4 Nov
Amazing Grace log cabin home with 3 bedrooms, WiFi and AC in breathtaking Luray
Cozy 1BR Apt Minutes From Skyline Drive!!
9.6 out of 10, Exceptional, (34)
"Love the quiet and beautiful surroundings. Very comfortable bed and clean property. Host very responsive. "
United States
Theresa S.
The price is €206
includes taxes & fees
27 Oct - 28 Oct
Cozy 1BR Apt Minutes From Skyline Drive!!
Reel It In Cabin
9.6 out of 10, Exceptional, (47)
"This is a beautiful property nearby the Shenandoah River. Quiet, clean, well-furnished, cozy, great hot-tube. Perfect for those who need to rest and spend a relaxing time."
United States
Saulo V.
The price is €278
includes taxes & fees
27 Oct - 28 Oct
Reel It In Cabin
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities
9.6 out of 10, Exceptional, (65)
"We had a great stay! The place was very clean, the back deck was such a great added bonus.. had a good selection of movies and games. 4 wheel drive is advisable. Very comfy!!"
United States
Theresa J.
The price is €279
includes taxes & fees
6 Nov - 7 Nov
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities
The Juniper Cabin • Private Hideaway w/ Hot Tub, Grill & Screened Porch
10.0 out of 10, Exceptional, (21)
"We had a fantastic time staying at this property for the weekend."
United States
Colin N.
The price is €314
includes taxes & fees
3 Nov - 4 Nov
The Juniper Cabin • Private Hideaway w/ Hot Tub, Grill & Screened Porch
Modern Riverside Cabin w Hot Tub, Fire Pit, Kayaks
9.4 out of 10, Exceptional, (3)
"We had an absolute wonderful time! It was so relaxing and the descriptions were spot on. After reading the reviews, we brought our foam mattress cover for the bed and it made a big difference. The public fishing spot near the cabin is also a boat launch spot so we had some traffic while fishing but we still caught some fish! Rivers Edge is also on the corner lot so we felt it was very private and highly recommend! The hot tub was also a perfect touch. 10/10 vacation! Thanks Tony! "
United States
Allison S.
Modern Riverside Cabin w Hot Tub, Fire Pit, Kayaks
Stepping Stone Cabin
9.8 out of 10, Exceptional, (48)
"awesome stay we will love to go again"
United States
Mark C.
The price is €308
includes taxes & fees
4 Nov - 5 Nov
Stepping Stone Cabin
Apple Mountain Retreat
10.0 out of 10, Exceptional, (20)
"Very nice place to stay within convenient distance to Front Royal and Shenandoah Natl Park. "
United States
Anonymous traveller
The price is €205
includes taxes & fees
30 Oct - 31 Oct
Apple Mountain Retreat
🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries
10.0 out of 10, Exceptional, (18)
"View was great, was pretty isolated from other houses in the area, and cute decor. Very comfortable stay. "
United States
Andrew G.
The price is €234
includes taxes & fees
28 Oct - 29 Oct
🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries
River Access Cabin w Hot Tub, Grill, Firepit, WiFi
8.6 out of 10, Excellent, (11)
"We had a great time staying here and using the house as a base for hiking. The kids loved the football table and the hot tub was clean and hot!"
United Kingdom
Rebecca S.
The price is €267
includes taxes & fees
11 Nov - 12 Nov
River Access Cabin w Hot Tub, Grill, Firepit, WiFi
Mountain cabin near national park & wineries
10.0 out of 10, Exceptional, (28)
"You will not be disappointed in this gem. Perfect for day trips to the National Forest or the nation’s capital. Or just enjoy the beautiful scenery. Hosts bend over backwards to accommodate you. "
United States
Gerald G.
The price is €376
includes taxes & fees
27 Oct - 28 Oct
Mountain cabin near national park & wineries
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

Find out more about Chester Gap

Everything you need to know about Chester Gap holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chester Gap holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chester Gap holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chester Gap holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chester Gap. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chester Gap holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chester Gap holiday rentals we have selected for you start as low as €222 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chester Gap rentals

At Expedia, we put the best Chester Gap holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chester Gap rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chester Gap holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chester Gap. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly: This holiday home rental outside of Chester Gap is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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 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 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.