Photo by Brian V. Rowe

Chester Gap Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Chester Gap holiday rentals

10.0 out of 10, Exceptional, (18 reviews)
"Fantastic as always, wonderful place and wonderful host!"
United States
Milton W.
Rivah Retreat -River Front- Fishing -Hot tub
10.0 out of 10, Exceptional, (1 review)
"Fresh bread, farm eggs, an amazing host! What a perfect place to stay. "
United States
Chris F.
The price is AU$247
includes taxes & fees
19 Jan - 20 Jan
Luxury tiny home farm stay on historic property with hot tub in Stephens City
10.0 out of 10, Exceptional, (4 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 AU$660
includes taxes & fees
27 Jan - 28 Jan
"Prima BnB" a Superb 4-bedroom cottage on the mountain near Front Royal
9.4 out of 10, Exceptional, (13 reviews)
"Fun location near tons of wineries, bowling, trails, and mountain living. Place is really nice with a grill, solo stove, kfantastic kitchen"
United States
Bret L.
The price is AU$514
includes taxes & fees
20 Jan - 21 Jan
A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub
9.4 out of 10, Exceptional, (3 reviews)
"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.
The price is AU$393
includes taxes & fees
21 Jan - 22 Jan
Modern Riverside Cabin w Hot Tub, Fire Pit, Kayaks
10.0 out of 10, Exceptional, (33 reviews)
"Loved this cabin!! We will definitely be back. "
United Kingdom
Sarah W.
The price is AU$562
includes taxes & fees
19 Jan - 20 Jan
Lookout Cabin in the mountains, Amazing Views!
10.0 out of 10, Exceptional, (32 reviews)
"We really enjoyed everything about this property!"
United States
Sharon W.
The price is AU$537
includes taxes & fees
11 Feb - 12 Feb
Private Cabin in the woods w/ firepit right next to Shenandoah River
10.0 out of 10, Exceptional, (27 reviews)
"Great place to relax"
United States
Judy
The price is AU$342
includes taxes & fees
15 Jan - 16 Jan
Blue Mountain Cabin, secluded, perfect for couples, near main road
9.8 out of 10, Exceptional, (31 reviews)
"Nice spot close to Shenandoah! The kids loved all of the toys and the hot tub. The kitchen was well equipped and having coffee and a few snacks upon arrival was awesome. "
United States
Sally M.
The price is AU$533
includes taxes & fees
19 Jan - 20 Jan
Charming 3-bedroom cabin with Moutain Views, Hottub, WiFi in Shenandoah.
9.8 out of 10, Exceptional, (10 reviews)
"Our family had a lovely time at The Vue! It was clean, comfortable, and had everything we needed for a quick getaway. The mountain view was truly incredible and we enjoyed watching the sunrise with our coffee on the back deck. While there's not much of a yard, our pup enjoyed the outdoor space too! Thank for being a part of our family's special memories. We'll be back!"
United States
Alyssa L.
The price is AU$596
includes taxes & fees
21 Jan - 22 Jan
The Vue - Mountain Top hot tub overlooking the Shenandoah River

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 AU$409
includes taxes & fees
19 Jan - 20 Jan
The Zen Garden by Zen Living
2.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"This cozy cabin was nicely remodeled and decorated. Although a little tight with large dogs and little yard space, there are a lot of parks and trails to choose to walk them. The cabin is fully stocked with almost every item you could need and having the outdoor entertainment was a plus as well. Although you can't see the creek that runs right behind the cabin due to overgrowth, the sound of the creek is very relaxing. The owner, Giselle was very easy and pleasant to work with. You can tell...
United States
Tim D.
The price is AU$632
includes taxes & fees
26 Jan - 27 Jan
Creekside Cabin~SNP~Hot Tub
9.8 out of 10, Exceptional, (16 reviews)
"Beautifully situated, peaceful and functional "
United States
Denise P.
The price is AU$371
includes taxes & fees
19 Jan - 20 Jan
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks
8.6 out of 10, Excellent, (24 reviews)
"As it is described. Clean and peaceful. "
United States
Anna A.
The price is AU$445
includes taxes & fees
15 Jan - 16 Jan
River Access Cabin w Hot Tub, Deck, Grill, & Wifi
9.6 out of 10, Exceptional, (12 reviews)
"Great stay, very quiet. Everything was in place to ensure a comfortable stay. Perfect getaway for a couple of days and within 15 minutes to town. "
United States
Derek B.
The price is AU$421
includes taxes & fees
20 Jan - 21 Jan
Mountain retreat w/hot tub, sauna, projector, close to river and 25 to NP!

Holiday Home in Front Royal

Mountain View Bungalow in Front Royal
10.0 out of 10, Exceptional, (12 reviews)
"Property was just what we were looking for "
United States
Tim C.
The price is AU$328
includes taxes & fees
24 Jan - 25 Jan
Mountain View Bungalow in Front Royal
10.0 out of 10, Exceptional, (57 reviews)
"Its a nice property to stay. Will be back soon "
United States
Faizan A.
The price is AU$563
includes taxes & fees
3 Feb - 4 Feb
Escape to Shenandoah River, Hot Tub after a Hike!
10.0 out of 10, Exceptional, (2 reviews)
"Amazing stay! Absolutely loved this BnB. It is a perfect secluded getaway especially for pets. No WiFi, and limited cellular service was a great way to disconnect/unplug for our stay. Plenty of great board games and cute dog treats/snacks. Definitely recommended."
United States
Nathan R.
The price is AU$265
includes taxes & fees
20 Jan - 21 Jan
Secluded stonehouse in Marshall with walking trails and creek. Pet-friendly!
9.6 out of 10, Exceptional, (71 reviews)
"Very relaxing and quiet. Nice getaway."
United States
Anonymous traveller
The price is AU$467
includes taxes & fees
15 Jan - 16 Jan
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities
10.0 out of 10, Exceptional, (342 reviews)
"Everything was perfect for our stay. "
United States
Debbie O.
The price is AU$437
includes taxes & fees
15 Jan - 16 Jan
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
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.
Save an average of 15% on thousands of hotels when you're signed in

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, 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 favourite 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 depend 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 AU$349 per night. Entering your travel dates in the search wizard might find you 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?

Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub: 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. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. 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. Linden Vineyards and Front Royal Entrance Shenandoah National Park 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.