Holiday Rentals in Chester Gap

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Our top choices for Chester Gap holiday rentals

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

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
Rileyville
9.8 out of 10, Exceptional, (316 reviews)
"Cabin had rustic vibes but is very well taken care of and clean."
United States
Heidi
The price is €233
includes taxes & fees
15 Mar - 16 Mar
"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

Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities
Luray
9.6 out of 10, Exceptional, (73 reviews)
"Very nice place and very well set up and welcoming."
United States
Adam Y.
The price is €274
includes taxes & fees
14 Apr - 15 Apr
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities

Blue Mountain Cabin, secluded, perfect for couples, near main road

Blue Mountain Cabin, secluded, perfect for couples, near main road
Front Royal
10.0 out of 10, Exceptional, (31 reviews)
"Very cozy cabin for two, great for a secluded getaway within range of great places to visit. Had everything we needed."
United States
Tom C.
The price is €209
includes taxes & fees
15 Mar - 16 Mar
Blue Mountain Cabin, secluded, perfect for couples, near main road

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

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
Rileyville
10.0 out of 10, Exceptional, (347 reviews)
"Everything was perfect for our stay. "
United States
Debbie O.
The price is €233
includes taxes & fees
15 Mar - 16 Mar
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

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

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
Rileyville
10.0 out of 10, Exceptional, (357 reviews)
"Great place!"
United States
Donald C.
The price is €233
includes taxes & fees
15 Mar - 16 Mar
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

Private Cabin in the woods w/ firepit right next to Shenandoah River

Private Cabin in the woods w/ firepit right next to Shenandoah River
Bentonville
10.0 out of 10, Exceptional, (34 reviews)
"We had such a wonderful experience at this booking. Our hosts were thoughtful in their hospitality, providing everything guests would need for a few nights accommodations. Unexpected but delightful perks- tons of different coffee maker options, plush throws and blankets everywhere, modern but still rustic decor. It was truly spectacular and we absolutely recommend that you choose this cabin "
United States
Deborah L.
The price is €301
includes taxes & fees
15 Mar - 16 Mar
Private Cabin in the woods w/ firepit right next to Shenandoah River

Mountain Cabin • Views • Hot Tub • 5 Beds • Skyline Drive

Mountain Cabin • Views • Hot Tub • 5 Beds • Skyline Drive
Front Royal
10.0 out of 10, Exceptional, (5 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 €373
includes taxes & fees
15 Mar - 16 Mar
Mountain Cabin • Views • Hot Tub • 5 Beds • Skyline Drive

The Juniper Cabin • Cozy Hideaway w/ Hot Tub

The Juniper Cabin • Cozy Hideaway w/ Hot Tub
Linden
10.0 out of 10, Exceptional, (22 reviews)
"We had a fantastic time staying at this property for the weekend."
United States
Colin N.
The Juniper Cabin • Cozy Hideaway w/ Hot Tub

Lookout Cabin in the mountains, Amazing Views!

Lookout Cabin in the mountains, Amazing Views!
Page County
9.8 out of 10, Exceptional, (37 reviews)
"Very nice cabin in the mountains. Awesome view and hot tub was nice after hiking during the day!"
United States
Daniel P.
The price is €345
includes taxes & fees
15 Mar - 16 Mar
Lookout Cabin in the mountains, Amazing Views!

Mountain View Bungalow in Front Royal

Mountain View Bungalow in Front Royal
Front Royal
10.0 out of 10, Exceptional, (16 reviews)
"Super cute, super clean and super comfortable!! Close and convenient to Shenandoah NP. Would definitely stay again!"
United States
Brian B.
The price is €194
includes taxes & fees
22 Mar - 23 Mar
Mountain View Bungalow in Front Royal

A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub

A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub
Linden
9.4 out of 10, Exceptional, (13 reviews)
"Great place to stay to catch the northern entrance to Shenandoah. Comfortable beds, great furniture, and easy drive to Front Royal for dining. "
United States
Scott M.
The price is €302
includes taxes & fees
25 Mar - 26 Mar
A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub

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

"Sundance" Spectacular Views on 54 Acres along Shenandoah River w/ Hot Tub
Rileyville
10.0 out of 10, Exceptional, (323 reviews)
"Wonderful stay, as always. Cabin is cozy and comfortable. Views are spectacular. The hot tub is in perfect spot and perfect temp. Couldn't ask for anthing more. 1st thing I look for when we get there are the home baked cookies!"
United States
Christal P.
The price is €244
includes taxes & fees
17 Mar - 18 Mar
"Sundance" Spectacular Views on 54 Acres along Shenandoah River w/ Hot Tub

Remote Riverfront Cabin: Hot Tub * Fast Wi-Fi * Disc Golf * Pool Table * Games!

Remote Riverfront Cabin: Hot Tub * Fast Wi-Fi * Disc Golf * Pool Table * Games!
Luray
9.8 out of 10, Exceptional, (21 reviews)
"Great location. Amenities were great and place was nice."
United States
YOUNESS B.
Remote Riverfront Cabin: Hot Tub * Fast Wi-Fi * Disc Golf * Pool Table * Games!

Charming 3-bedroom cabin with Moutain Views, Hottub, Barrel Sauna in Shenandoah.

Charming 3-bedroom cabin with Moutain Views, Hottub, Barrel Sauna in Shenandoah.
Rileyville
9.8 out of 10, Exceptional, (35 reviews)
"Had a great time."
United States
Reus Jr S.
The price is €302
includes taxes & fees
15 Mar - 16 Mar
Charming 3-bedroom cabin with Moutain Views, Hottub, Barrel Sauna in Shenandoah.

Luxury tiny home farm stay on historic property with hot tub in Stephens City

Luxury tiny home farm stay on historic property with hot tub in Stephens City
Stephens City
10.0 out of 10, Exceptional, (2 reviews)
"Fresh bread, farm eggs, an amazing host! What a perfect place to stay. "
United States
Chris F.
The price is €146
includes taxes & fees
24 Mar - 25 Mar
Luxury tiny home farm stay on historic property with hot tub in Stephens City

Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper

Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
Rixeyville
9.6 out of 10, Exceptional, (8 reviews)
"Great little place. Perfect for one or two travelers.Super nice hosts. Would highly recommend."
United States
Terri G.
The price is €200
includes taxes & fees
15 Mar - 16 Mar
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper

Hidden Gem on Hidden Valley Lane

Hidden Gem on Hidden Valley Lane
Linden
9.6 out of 10, Exceptional, (27 reviews)
"Great place. Very clean, lots of comfortable rooms. Nice outside area for dogs. "
United States
Lisa W.
The price is €392
includes taxes & fees
15 Mar - 16 Mar
Hidden Gem on Hidden Valley Lane

Newly renovated Farm cottage with Mountain views

Newly renovated Farm cottage with Mountain views
Strasburg
10.0 out of 10, Exceptional, (38 reviews)
"Beautiful place; very friendly hosts. We enjoyed our stay very much! We will visit again! "
United States
Shannon H.
The price is €278
includes taxes & fees
14 Apr - 15 Apr
Newly renovated Farm cottage with Mountain views

Log cabin w/riverfront & hot tub

Log cabin w/riverfront & hot tub
Rileyville
9.2 out of 10, Wonderful, (19 reviews)
"Nice small place, hot tub was clean. Easy check in."
United States
Daniel U.
The price is €341
includes taxes & fees
15 Mar - 16 Mar
Log cabin w/riverfront & hot tub

Stepping Stone Cabin

Stepping Stone Cabin
Page County
9.8 out of 10, Exceptional, (48 reviews)
"awesome stay we will love to go again"
United States
Mark C.
The price is €345
includes taxes & fees
15 Mar - 16 Mar
Stepping Stone Cabin
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 €194 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?

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 Virginia River Trips, 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.