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Chester Gap Holiday Rentals

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Holiday Rentals in Chester Gap

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
10.0 out of 10, Exceptional, (341)
"We had a great time and can't wait to return"
The price is AU$492
includes taxes & fees
5 Nov - 6 Nov
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
10.0 out of 10, Exceptional, (332)
"Place was beautiful and lived up to the name Solitude. Spent our honeymoon in perfect bliss. Great location to get away. "
The price is AU$443
includes taxes & fees
29 Oct - 30 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, (332)
"We had a wonderful time! The property has a great view and the host was very friendly and accommodating. "
Star view cabin-Riverfront
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks
10.0 out of 10, Exceptional, (13)
"It was an amazing place, will recommend to friends and hopefully will be back."
The price is AU$424
includes taxes & fees
11 Nov - 12 Nov
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks
Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly
9.6 out of 10, Exceptional, (200)
"Amazing as always. Love this area. "
Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly
Spectacular Views, Swimming Pool, Hot Tub, Real Log Fires, Mountain Getaway
9.4 out of 10, Exceptional, (146)
"We had a wonderful and relaxing time at Mountain Moonshine Retreat. The house was clean, the view was spectacular, and the pool was a bonus. We hope to stay there again in the future."
Spectacular Views, Swimming Pool, Hot Tub, Real Log Fires, Mountain Getaway
Riverfront🏕A-Frame/HOT TUB/Fire Pit! FAST Wifi
9.8 out of 10, Exceptional, (66)
"Loved this rental property! Fully stocked, cozy feel, lots of activities to do! "
Riverfront🏕A-Frame/HOT TUB/Fire Pit! FAST Wifi
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities
9.6 out of 10, Exceptional, (63)
"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 AU$490
includes taxes & fees
15 Oct - 16 Oct
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities
On the river ~ hot tub ~ serene river views ~ fire pit
10.0 out of 10, Exceptional, (23)
"We enjoyed our stay!"
On the river ~ hot tub ~ serene river views ~ fire pit
Falling Leaf Cabin - Rustic Charm With Modern Decor!
9.8 out of 10, Exceptional, (300)
"Cute cozy cabin in a great location. Was perfect for stopping in Luray, taking hiking trips to Shenandoah National Park, or just staying in. Had a wonderful time! Would definitely recommend to anyone looking for a cabin in the area."
Falling Leaf Cabin - Rustic Charm With Modern Decor!
Bear Valley- Riverfront with hot tub - Starlink Satellite Wi-Fi
9.4 out of 10, Exceptional, (128)
"We enjoyed our quick little getaway."
Bear Valley- Riverfront with hot tub - Starlink Satellite Wi-Fi
River Access Cabin w Hot Tub, Deck, Grill, & Wifi
9.0 out of 10, Wonderful, (21)
"A cozy, comfortable cabin! I appreciated the games provided as well. It was super clean and the host was very communicative. We thoroughly enjoyed our stay, and the hot tub is a lovely touch. Would stay there again. "
The price is AU$450
includes taxes & fees
4 Nov - 5 Nov
River Access Cabin w Hot Tub, Deck, Grill, & Wifi
Fox Den Cabin--Secluded Mountain Getaway Near Shenandoah National Park
9.6 out of 10, Exceptional, (160)
"We ran the Shenandoah Half marathon and this was the perfect location, very restful and relaxing!"
Fox Den Cabin--Secluded Mountain Getaway Near Shenandoah National Park
Cabin near River, Firepit, Family-friendly, WiFi, Great Location, Veteran owned!
9.8 out of 10, Exceptional, (40)
"Very nice location, would stay here again. Had everything we needed."
Cabin near River, Firepit, Family-friendly, WiFi, Great Location, Veteran owned!
Bear Timbers log cabin on the Shenandoah River
9.8 out of 10, Exceptional, (67)
"We had a fantastic time! All messages were promptly answered and the property was clean and as advertised!"
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, (47)
"Beautiful area"
Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)<br>
Remote Riverfront Cabin: Hot Tub * Fast Wi-Fi * Disc Golf * Pool Table * Games!
10.0 out of 10, Exceptional, (14)
"The place was awesome"
The price is AU$680
includes taxes & fees
15 Oct - 16 Oct
Remote Riverfront Cabin: Hot Tub * Fast Wi-Fi * Disc Golf * Pool Table * Games!
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
9.6 out of 10, Exceptional, (327)
"We loved the cabin and the view of the river! Looking forward to staying there again."
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
Adorable river front cabin ,with hot tub on the River
9.0 out of 10, Wonderful, (9)
"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
Heaven’s Oasis- Riverfront cabin with hot tub!
9.8 out of 10, Exceptional, (27)
"Enjoyable trip "
Heaven’s Oasis- Riverfront cabin with hot tub!
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, 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$424 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. 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.