Chester Gap Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Chester Gap holiday rentals

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 AU$337
includes taxes & fees
25 Mar - 26 Mar
Blue Mountain Cabin, secluded, perfect for couples, near main road
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 AU$598
includes taxes & fees
22 Mar - 23 Mar
Mountain Cabin • Views • Hot Tub • 5 Beds • Skyline Drive

Holiday Home in Rileyville

Sunset Mountain Cabin
9.8 out of 10, Exceptional, (37 reviews)
"Absolutely enjoyed our time here! So peaceful and beautiful! The host was amazing and very responsive! Loved the hot tub and how very open the space was. Definitely would come back!"
United States
Kim B.
The price is AU$553
includes taxes & fees
22 Mar - 23 Mar
Sunset Mountain Cabin
8.6 out of 10, Excellent, (25 reviews)
"As it is described. Clean and peaceful. "
United States
Anna A.
The price is AU$421
includes taxes & fees
25 Mar - 26 Mar
River Access Cabin w Hot Tub, Deck, Grill, & Wifi
10.0 out of 10, Exceptional, (324 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 AU$398
includes taxes & fees
25 Mar - 26 Mar
"Sundance" Spectacular Views on 54 Acres along Shenandoah River w/ Hot Tub
10.0 out of 10, Exceptional, (358 reviews)
"Great place!"
United States
Donald C.
The price is AU$376
includes taxes & fees
22 Mar - 23 Mar
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
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 AU$461
includes taxes & fees
23 Mar - 24 Mar
Newly renovated Farm cottage with Mountain views
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 AU$234
includes taxes & fees
23 Mar - 24 Mar
Luxury tiny home farm stay on historic property with hot tub in Stephens City
9.8 out of 10, Exceptional, (317 reviews)
"Cabin had rustic vibes but is very well taken care of and clean."
United States
Heidi
The price is AU$376
includes taxes & fees
22 Mar - 23 Mar
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
9.2 out of 10, Wonderful, (5 reviews)
"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$602
includes taxes & fees
26 Mar - 27 Mar
The Honeymoon Cabin | Private Couple's Retreat w/ hot tub
9.6 out of 10, Exceptional, (8 reviews)
"Host and everything was very accommodating! Very nice stay"
United States
James G.
The price is AU$320
includes taxes & fees
22 Mar - 23 Mar
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
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 AU$631
includes taxes & fees
22 Mar - 23 Mar
Hidden Gem on Hidden Valley Lane

Cabin in Page County

The Zen Garden by Zen Living
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 AU$384
includes taxes & fees
22 Mar - 23 Mar
The Zen Garden by Zen Living
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 AU$553
includes taxes & fees
25 Mar - 26 Mar
Lookout Cabin in the mountains, Amazing Views!
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 AU$593
includes taxes & fees
29 Mar - 30 Mar
Log cabin w/riverfront & hot tub

Holiday Home in Page County

Bear Ridge Cabin-Views & Hot tub
The price is AU$522
includes taxes & fees
22 Mar - 23 Mar
Bear Ridge Cabin-Views & Hot tub
10.0 out of 10, Exceptional, (348 reviews)
"Everything was perfect for our stay. "
United States
Debbie O.
The price is AU$383
includes taxes & fees
25 Mar - 26 Mar
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

Cabin in Page County

Stepping Stone Cabin
9.8 out of 10, Exceptional, (48 reviews)
"awesome stay we will love to go again"
United States
Mark C.
The price is AU$526
includes taxes & fees
22 Mar - 23 Mar
Stepping Stone Cabin
10.0 out of 10, Exceptional, (14 reviews)
"Thank you so much for a great stay. It is an outstanding house in a great location. Close to all local restaurants and activities."
United States
Scott H.
The price is AU$524
includes taxes & fees
22 Mar - 23 Mar
Cozy Farmhouse by Shenandoah with Mountain Views
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 AU$494
includes taxes & fees
22 Mar - 23 Mar
Private Cabin in the woods w/ firepit right next to Shenandoah 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.
Save an average of 15% on thousands of hotels when you're signed in

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$313 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.