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Chester Gap Holiday Rentals

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Holiday Rentals in Chester Gap

Rivah Retreat -River Front- Fishing -Hot tub

Woodstock
10.0 out of 10, Exceptional, (17)
"Fantastic as always, wonderful place and wonderful host!"
United States
Milton W.
The price is AU$360
includes taxes & fees
2 Dec - 3 Dec
Rivah Retreat -River Front- Fishing -Hot tub

Fox Den — Hot Tub, Fire Pit, Steps to River

Luray
10.0 out of 10, Exceptional, (8)
"Great time. Really comfortable place."
United States
Joshua E.
The price is AU$514
includes taxes & fees
2 Dec - 3 Dec
Fox Den — Hot Tub, Fire Pit, Steps to River

The Honeymoon Cabin | Private Retreat w/ hot tub

Front Royal
10.0 out of 10, Exceptional, (2)
"Absolutely perfect spot for a leaf-peeping getaway. Clean, charming, romantic! Close to antiques, vineyards and Shenandoah!"
United States
Paul B.
The price is AU$541
includes taxes & fees
1 Dec - 2 Dec
The Honeymoon Cabin | Private Retreat w/ hot tub

Skyland Hideaway • Relaxing Cabin w/ Hot Tub, Deck, Grill, & Fire table

Linden
10.0 out of 10, Exceptional, (15)
"Quiet with amenities to support R&R, enjoying nature, and togetherness."
United States
Patricia B.
The price is AU$566
includes taxes & fees
11 Dec - 12 Dec
Skyland Hideaway • Relaxing Cabin w/ Hot Tub, Deck, Grill, & Fire table

The Foxwood Cabin: Cozy Retreat w/ Hot Tub, Screened Porch, Firepit & Grill

Front Royal
10.0 out of 10, Exceptional, (5)
"Beautiful, quiet place to stay. Beds are very comfortable. Every room was very clean. "
United States
Alex H.
The price is AU$585
includes taxes & fees
7 Dec - 8 Dec
The Foxwood Cabin: Cozy Retreat w/ Hot Tub, Screened Porch, Firepit & Grill

Shenandoah Twilight | Cozy Cabin w/ hot tub

Front Royal
9.0 out of 10, Wonderful, (2)
"Shenandoah Twilight is a beautiful spot tgats beautifully appointed. I really enjoyed my time there. "
United States
Wilson (Wally) W.
The price is AU$519
includes taxes & fees
1 Dec - 2 Dec
Shenandoah Twilight | Cozy Cabin w/ hot tub

Mountain retreat w/hot tub, sauna, projector, close to river and 25 to NP!

Luray
9.6 out of 10, Exceptional, (12)
"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.
Mountain retreat w/hot tub, sauna, projector, close to river and 25 to NP!

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

Rileyville
10.0 out of 10, Exceptional, (339)
"Excellent experience! The cabin was great, the location was great, the sights and people were great!"
United States
Tom A.
The price is AU$369
includes taxes & fees
1 Dec - 2 Dec
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

The Zen Garden by Zen Living

Page County
9.6 out of 10, Exceptional, (15)
"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$441
includes taxes & fees
30 Nov - 1 Dec
The Zen Garden by Zen Living

The Juniper Cabin • Private Hideaway w/ Hot Tub, Grill & Screened Porch

Linden
10.0 out of 10, Exceptional, (22)
"We had a fantastic time staying at this property for the weekend."
United States
Colin N.
The price is AU$522
includes taxes & fees
9 Dec - 10 Dec
The Juniper Cabin • Private Hideaway w/ Hot Tub, Grill & Screened Porch

Cabin Retreat in Virginia Wine Country • Hot Tub, Theatre & Game Room, & More

Linden
9.8 out of 10, Exceptional, (10)
"The cabin was impressive both inside and out. We loved the location and proximity to skyline drive. We would definitely stay here again as it made our trip so much more enjoyable. "
United States
Bill A.
The price is AU$611
includes taxes & fees
3 Dec - 4 Dec
Cabin Retreat in Virginia Wine Country • Hot Tub, Theatre & Game Room, & More

Cozy 1BR Apt Minutes From Skyline Drive!!

Amissville
9.6 out of 10, Exceptional, (37)
"My wife and I enjoyed our stay at this cute and cozy spot. Very convenient for exploring Northern Virginia, from Shenandoah National Park, to Leesburg, Culpeper, Manassas, and beyond. Check-in was very easy and Jimmie, our host, was very friendly and responsive. "
United States
John P.
The price is AU$362
includes taxes & fees
6 Dec - 7 Dec
Cozy 1BR Apt Minutes From Skyline Drive!!

Charming 1-bedroom house with WiFi, AC in Pleasant Rixeyville, VA on 13 acres!

Rixeyville
9.6 out of 10, Exceptional, (5)
"Great place. Great people!"
United States
Brian
The price is AU$352
includes taxes & fees
2 Dec - 3 Dec
Charming 1-bedroom house with WiFi, AC in Pleasant Rixeyville, VA on 13 acres!

"Prima BnB" a Superb 4-bedroom cottage on the mountain near Front Royal

Front Royal
10.0 out of 10, Exceptional, (2)
"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$645
includes taxes & fees
11 Dec - 12 Dec
"Prima BnB" a Superb 4-bedroom cottage on the mountain near Front Royal

"Sundance" Spectacular Views on 54 Acres along Shenandoah River w/ Hot Tub

Rileyville
10.0 out of 10, Exceptional, (316)
"We absolutely loved Sundance! Perfect property for a couple wanting to reconnect. Great location and amenities were outstanding. I would highly recommend it."
United States
Anthony V.
The price is AU$422
includes taxes & fees
9 Dec - 10 Dec
"Sundance" Spectacular Views on 54 Acres along Shenandoah River w/ Hot Tub

Modern Riverside Cabin w Hot Tub, Fire Pit, Kayaks

Rileyville
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

Escape to Shenandoah River, Hot Tub after a Hike!

Front Royal
10.0 out of 10, Exceptional, (54)
"Very nice updated home in a beautiful peaceful setting. I would highly recomend it!"
United States
Kathy L.
The price is AU$474
includes taxes & fees
1 Dec - 2 Dec
Escape to Shenandoah River, Hot Tub after a Hike!

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

Rileyville
9.8 out of 10, Exceptional, (308)
"We really enjoyed our stay! The Chalet was peaceful, clean, and perfect in every way. We enjoyed the hot tub and the view.Location was perfect, near Luray caverns and Shenandoah Park.Thank you for allowing us to stay there. It was a wonderful getaway."
United States
Amy A.
The price is AU$385
includes taxes & fees
1 Dec - 2 Dec
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

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

Luray
9.6 out of 10, Exceptional, (70)
"Check in was easy and I loved that they used my last four of my phone as the door code- made it easy to remember!"
United States
Kathy M.
The price is AU$488
includes taxes & fees
1 Dec - 2 Dec
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities

The Cozy Bear Cabin | Hot Tub, Fenced Yard, Games

Front Royal
10.0 out of 10, Exceptional, (4)
"We had a wonderful time staying there during our time at upperville. The quiet nights in the hot tub were just what we needed! Matthew was a wonderful host and so helpful ! We hope to come back again "
United States
grace g.
The price is AU$783
includes taxes & fees
16 Dec - 17 Dec
The Cozy Bear Cabin | Hot Tub, Fenced Yard, Games
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$344 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?

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 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.