Chester Gap Holiday Rentals

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Our top choices for Chester Gap holiday rentals

Luray 'black Walnut Cabin' on 2 Acres w/ Fire Pit!

Luray 'black Walnut Cabin' on 2 Acres w/ Fire Pit!
3.0 star property
Luray
The price is NZ$586
includes taxes & fees
30 Mar - 31 Mar
Luray 'black Walnut Cabin' on 2 Acres w/ Fire Pit!

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 NZ$408
includes taxes & fees
30 Mar - 31 Mar
Blue Mountain Cabin, secluded, perfect for couples, near main road

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)
"Loved the house and the property, especially the fire pit. The house was very comfortable. Would definitely stay there again. "
United States
Joyce H.
The price is NZ$599
includes taxes & fees
14 Apr - 15 Apr
Private Cabin in the woods w/ firepit right next to Shenandoah River

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)
"Host and everything was very accommodating! Very nice stay"
United States
James G.
The price is NZ$389
includes taxes & fees
1 Apr - 2 Apr
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper

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 NZ$688
includes taxes & fees
1 Apr - 2 Apr
Lookout Cabin in the mountains, Amazing Views!

Stargaze from Hot Tub Pet-Friendly Mtn Cabin

Stargaze from Hot Tub Pet-Friendly Mtn Cabin
Page County
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 NZ$541
includes taxes & fees
1 Apr - 2 Apr
Stargaze from Hot Tub Pet-Friendly Mtn Cabin

MountainWaters - Mtn, River, Relax! - Hottub, Private Riverfront, Firepit.

MountainWaters - Mtn, River, Relax! - Hottub, Private Riverfront, Firepit.
Maurertown
10.0 out of 10, Exceptional, (7 reviews)
"Wonderful, relaxing get away."
United States
Sandy S.
MountainWaters - Mtn, River, Relax! - Hottub, Private Riverfront, Firepit.

Mountain View Bungalow in Front Royal

Mountain View Bungalow in Front Royal
Front Royal
10.0 out of 10, Exceptional, (17 reviews)
"We enjoyed our stayed so much! This location is perfect. This property is so clean. "
United States
Nicole Z.
The price is NZ$377
includes taxes & fees
5 Apr - 6 Apr
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 NZ$633
includes taxes & fees
20 Apr - 21 Apr
A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub

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 NZ$544
includes taxes & fees
14 Apr - 15 Apr
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities

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 NZ$776
includes taxes & fees
31 Mar - 1 Apr
Hidden Gem on Hidden Valley Lane

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 price is NZ$668
includes taxes & fees
19 Apr - 20 Apr
The Juniper Cabin • Cozy Hideaway w/ Hot Tub

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 NZ$284
includes taxes & fees
8 Apr - 9 Apr
Luxury tiny home farm stay on historic property with hot tub in Stephens City

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 NZ$561
includes taxes & fees
12 Apr - 13 Apr
Newly renovated Farm cottage with Mountain views

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 NZ$730
includes taxes & fees
9 Apr - 10 Apr
Mountain Cabin • Views • Hot Tub • 5 Beds • Skyline Drive

Mountain cabin near national park & wineries

Mountain cabin near national park & wineries
Linden
10.0 out of 10, Exceptional, (29 reviews)
"The house and location were perfect for a little getaway with friends. It was very clean, and the location was great! We were very pleased with the entire experience."
United States
Jennifer d.
The price is NZ$726
includes taxes & fees
29 Mar - 30 Mar
Mountain cabin near national park & wineries

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 NZ$687
includes taxes & fees
30 Mar - 31 Mar
Log cabin w/riverfront & hot tub

Skyland Hideaway | Mountain Cabin w/ Hot Tub

Skyland Hideaway | Mountain Cabin w/ Hot Tub
Linden
10.0 out of 10, Exceptional, (15 reviews)
"Quiet with amenities to support R&R, enjoying nature, and togetherness."
United States
Patricia B.
The price is NZ$852
includes taxes & fees
11 Apr - 12 Apr
Skyland Hideaway | Mountain Cabin w/ Hot Tub

The Pond Cabin: Hot Tub & Stocked Pond

The Pond Cabin: Hot Tub & Stocked Pond
Linden
10.0 out of 10, Exceptional, (34 reviews)
"It was the perfect home away from home in a place that allowed our little family to take a breath of nature and just be. Close enough to many fun adventures. The amenities provided on the property also kept us very busy!"
United States
Brena H.
The price is NZ$894
includes taxes & fees
14 Apr - 15 Apr
The Pond Cabin: Hot Tub & Stocked Pond

Shenandoah mountain cottage w/hot tub & fire pit

Shenandoah mountain cottage w/hot tub & fire pit
Front Royal
9.0 out of 10, Wonderful, (31 reviews)
"The house itself was clean, the beds are comfortable, and it is in a nice, quiet, and private location. The property manager was very pleasant and responsed to any questions or concerns quickly. "
United States
Elissa S.
The price is NZ$543
includes taxes & fees
30 Mar - 31 Mar
Shenandoah mountain cottage w/hot tub & fire pit
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 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$377 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 Secret Passage Ranch, 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.