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Chester Gap Holiday Rentals

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Holiday Rentals in Chester Gap

Our top choices for Chester Gap holiday rentals

Falling Leaf Cabin - Rustic Charm With Modern Decor!

9.8 out of 10, Exceptional, (297)
"Well kept cabin in a secluded part of Shenandoah. Would book again!"
Falling Leaf Cabin - Rustic Charm With Modern Decor!

Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub

10.0 out of 10, Exceptional, (98)
"Clean and nice place to stay to visit Shenandoah "
The price is NZ$716
includes taxes & fees
22 Sept - 23 Sept
Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

10.0 out of 10, Exceptional, (336)
"we were looking for a quiet get away, loved having our 16YO boy more interested in fishing and hiking then sitting on his Xbox! We all really loved how quiet and calm it was, definitely plan on going back"
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities

9.6 out of 10, Exceptional, (61)
"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!!"
The price is NZ$561
includes taxes & fees
1 Oct - 2 Oct
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

10.0 out of 10, Exceptional, (93)
"Very nice relaxing getaway, quite how do you spell quiet and serene location. "
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly

9.6 out of 10, Exceptional, (196)
"We loved everything about our stay. The views were spectacular and the setting was so tranquil. "
Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

10.0 out of 10, Exceptional, (327)
"Place was beautiful and lived up to the name Solitude. Spent our honeymoon in perfect bliss. Great location to get away. "
The price is NZ$456
includes taxes & fees
30 Sept - 1 Oct
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

Star view cabin-Riverfront

9.8 out of 10, Exceptional, (330)
"Great location, great views, "
Star view cabin-Riverfront

Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks

10.0 out of 10, Exceptional, (11)
"It was an amazing place, will recommend to friends and hopefully will be back."
The price is NZ$426
includes taxes & fees
30 Sept - 1 Oct
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks

Modern Glass Retreat in Fort Valley with WiFi, AC, EV charger

10.0 out of 10, Exceptional, (6)
"This was a perfect weekend get away! Super clean. The host provided all the necessities that you might need like shampoo, soap, tissues, etc. The host was very prompt with responding to questions. Would definitely recommend! "
The price is NZ$763
includes taxes & fees
22 Sept - 23 Sept
Modern Glass Retreat in Fort Valley with WiFi, AC, EV charger

Mountain Views, River Frontage & HotTub + Country!

9.8 out of 10, Exceptional, (31)
"Great location and beautiful property. "
Mountain Views, River Frontage & HotTub + Country!

Spectacular Views, Swimming Pool, Hot Tub, Real Log Fires, Mountain Getaway

9.4 out of 10, Exceptional, (144)
"Enjoyable. 4wd required"
Spectacular Views, Swimming Pool, Hot Tub, Real Log Fires, Mountain Getaway

Beautiful Private Cabin, adjacent to the National Forest

9.8 out of 10, Exceptional, (132)
"What a fantastic stay. The place is beautiful and extremely clean. It has that fantastic wood smell, is comfortable, has WiFi, a great TV, and is 20mins from anything you could need. We will be back for sure. "
Beautiful Private Cabin, adjacent to the National Forest

Bear Timbers log cabin on the Shenandoah River

9.8 out of 10, Exceptional, (64)
"The property was clean and so well stocked - the kitchen has spices and was even stocked with a hand mixer. The owners live nearby and we're available as a resource for ideas. They were also super responsive to any questions we had.It's a must stay!The road in was a little dusty, and the river had quite a bit of gnats. Bring big spray and a good hat!Otherwise, gorgeous property!"
Bear Timbers log cabin on the Shenandoah River

Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)<br>

10.0 out of 10, Exceptional, (46)
"Beautiful area"
Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)<br>

Lookout Cabin in the mountains, Amazing Views!

10.0 out of 10, Exceptional, (22)
"Great spot - beautiful and laid back. Brian was very flexible which is greatly appreciated. "
The price is NZ$601
includes taxes & fees
24 Sept - 25 Sept
Lookout Cabin in the mountains, Amazing Views!

Apple Mountain Retreat

10.0 out of 10, Exceptional, (16)
"Very nice place to stay within convenient distance to Front Royal and Shenandoah Natl Park. "
The price is NZ$399
includes taxes & fees
22 Sept - 23 Sept
Apple Mountain Retreat

Endless Skies & Spectacular Views!!!

10.0 out of 10, Exceptional, (76)
"Gorgeous property, very peaceful, highly recommended!"
Endless Skies & Spectacular Views!!!

Lake-view! Hot Tub! Fire Pit. Grill. Game Room. King bed.

10.0 out of 10, Exceptional, (26)
"This is a clean and well-appointed property in a beautiful, quiet location conveniently located near many local attractions. The game room was great, and the hot tub was wonderful. We will be back!"
Lake-view! Hot Tub! Fire Pit. Grill. Game Room. King bed.

Adorable river front cabin ,with hot tub on the River

8.6 out of 10, Excellent, (7)
"Nice, clean little cabins with lots of amenities. Just a heads up, there's no cell service, so make sure you write down the code for the lockbox before you arrive. "
Adorable river front cabin ,with hot tub on the 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

Find out more about Chester Gap

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 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 NZ$399 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?

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. 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.