A white neoclassical building with columns and a clock tower, surrounded by brick buildings and a clear blue sky.

Search Winchester Cabins

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Winchester cabin rentals

Exterior

1. 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, (11 reviews)
"The house was wonderfully situated and stocked for our needs. It is very well kept and decorated. We enjoyed our stay very much!"
United States
Shawn P.
The price is NZ$312
includes taxes & fees
18 Aug - 19 Aug
Luxury tiny home farm stay on historic property with hot tub in Stephens City
Exterior

2. Peaceful mountain cabin in charming Berryville VA - next to river and brewery

Peaceful mountain cabin in charming Berryville VA - next to river and brewery
Berryville
10.0 out of 10, Exceptional, (1 review)
"Loved the place, the log cabin has the old world charm and beautiful settings. "
United States
Anonymous traveller
The price is NZ$410
includes taxes & fees
16 Aug - 17 Aug
Peaceful mountain cabin in charming Berryville VA - next to river and brewery
Exterior

3. Chipmunk Hollow | Hot Tub, Grill & Fire Table | 3BR, Sleeps 6

Chipmunk Hollow | Hot Tub, Grill & Fire Table | 3BR, Sleeps 6
Linden
The price is NZ$730
includes taxes & fees
11 Aug - 12 Aug
Chipmunk Hollow | Hot Tub, Grill & Fire Table | 3BR, Sleeps 6
Exterior

4. 3 bedroom cabin with an exclusive view of the Shenandoah Mountains and RIver

3 bedroom cabin with an exclusive view of the Shenandoah Mountains and RIver
Front Royal
The price is NZ$760
includes taxes & fees
30 Aug - 31 Aug
3 bedroom cabin with an exclusive view of the Shenandoah Mountains and RIver
Property grounds

5. 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, (40 reviews)
"Beautiful, relaxing and quiet cabin, exceeded expectations."
United States
Johnathan B.
The price is NZ$404
includes taxes & fees
16 Aug - 17 Aug
Blue Mountain Cabin, secluded, perfect for couples, near main road
Exterior

6. The Juniper Cabin • Cozy Hideaway w/ Hot Tub

The Juniper Cabin • Cozy Hideaway w/ Hot Tub
Linden
10.0 out of 10, Exceptional, (23 reviews)
"We had a fantastic time staying at this property for the weekend."
United States
Colin N.
The price is NZ$651
includes taxes & fees
11 Aug - 12 Aug
The Juniper Cabin • Cozy Hideaway w/ Hot Tub
Exterior

7. Cozy A frame cabin in quaint Front Royal. Dog friendly

Cozy A frame cabin in quaint Front Royal. Dog friendly
Front Royal
10.0 out of 10, Exceptional, (7 reviews)
"Had a good time during my stay and loved seeing Shenandoah"
United States
Kye Y.
The price is NZ$444
includes taxes & fees
9 Sept - 10 Sept
Cozy A frame cabin in quaint Front Royal. Dog friendly
Exterior

8. Chalet w/Hot Tub, Deck, Game Room & EV Charger

Chalet w/Hot Tub, Deck, Game Room & EV Charger
Stephens City
10.0 out of 10, Exceptional, (6 reviews)
The price is NZ$670
includes taxes & fees
31 Aug - 1 Sept
Chalet w/Hot Tub, Deck, Game Room & EV Charger
Exterior

9. Shenandoah Twilight | Hot Tub & Golden Hour Mountain Views

Shenandoah Twilight | Hot Tub & Golden Hour Mountain Views
Front Royal
9.0 out of 10, Wonderful, (2 reviews)
"Shenandoah Twilight is a beautiful spot tgats beautifully appointed. I really enjoyed my time there. "
United States
Wilson (Wally) W.
The price is NZ$635
includes taxes & fees
24 Aug - 25 Aug
Shenandoah Twilight | Hot Tub & Golden Hour Mountain Views
Exterior

10. Custom Log Cabin•Hot Tub• Friendly•Close to River,Wineries,Breweries

Custom Log Cabin•Hot Tub• Friendly•Close to River,Wineries,Breweries
Front Royal
The price is NZ$670
includes taxes & fees
9 Sept - 10 Sept
Custom Log Cabin•Hot Tub• Friendly•Close to River,Wineries,Breweries
Exterior

11. The Foxwood Cabin | Hot Tub, Screened Porch, Grill

The Foxwood Cabin | Hot Tub, Screened Porch, Grill
Front Royal
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful, quiet place to stay. Beds are very comfortable. Every room was very clean. "
United States
Alex H.
The price is NZ$797
includes taxes & fees
25 Aug - 26 Aug
The Foxwood Cabin | Hot Tub, Screened Porch, Grill
Exterior

12. Far View Shenandoah | Hot Tub, Movie & Game Room, Valley Views | 3BR & Sleeps 6

Far View Shenandoah | Hot Tub, Movie & Game Room, Valley Views | 3BR & Sleeps 6
Front Royal
10.0 out of 10, Exceptional, (17 reviews)
"We loved this house and will definitely use it again. That said, the bathroom "
United States
Margaret S.
The price is NZ$743
includes taxes & fees
31 Aug - 1 Sept
Far View Shenandoah | Hot Tub, Movie & Game Room, Valley Views | 3BR & Sleeps 6
Exterior

13. Delicious Cabin • Wine Country Retreat w/ Hot Tub

Delicious Cabin • Wine Country Retreat w/ Hot Tub
Linden
10.0 out of 10, Exceptional, (17 reviews)
"Property and cabin was very clean and well stocked. Location was great to get to wineries. We saw deer and fox in the back yard, very peaceful."
United States
Edward
The price is NZ$717
includes taxes & fees
26 Aug - 27 Aug
Delicious Cabin • Wine Country Retreat w/ Hot Tub
Exterior

14. Prima Mountain Cabin | Hot Tub | Game Room

Prima Mountain Cabin | Hot Tub | Game Room
Front Royal
9.0 out of 10, Wonderful, (9 reviews)
"Great property. Location is perfect with amazing view. Great house and amenities. "
United States
Michael M.
The price is NZ$883
includes taxes & fees
30 Aug - 31 Aug
Prima Mountain Cabin | Hot Tub | Game Room
Exterior

15. The Honeymoon Cabin | Private Couple's Retreat w/ hot tub

The Honeymoon Cabin | Private Couple's Retreat w/ hot tub
Front Royal
9.6 out of 10, Exceptional, (8 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 NZ$779
includes taxes & fees
11 Aug - 12 Aug
The Honeymoon Cabin | Private Couple's Retreat w/ hot tub
Exterior

16. Skycrest Cabin | Mountain View | Hot Tub & Sauna

Skycrest Cabin | Mountain View | Hot Tub & Sauna
Front Royal
9.4 out of 10, Exceptional, (3 reviews)
"Gorgeous views!!"
United States
Charlie R.
The price is NZ$919
includes taxes & fees
24 Aug - 25 Aug
Skycrest Cabin | Mountain View | Hot Tub & Sauna
Exterior

17. Hidden Gem on Hidden Valley Lane

Hidden Gem on Hidden Valley Lane
Linden
9.6 out of 10, Exceptional, (32 reviews)
"Great location and communication from the host. All the comforts of home and more! Thanks for a great stay!"
United States
Jen T.
The price is NZ$927
includes taxes & fees
11 Aug - 12 Aug
Hidden Gem on Hidden Valley Lane
Exterior

18. Skyland Hideaway | Mountain Cabin w/ Hot Tub

Skyland Hideaway | Mountain Cabin w/ Hot Tub
Linden
9.6 out of 10, Exceptional, (19 reviews)
"Quiet with amenities to support R&R, enjoying nature, and togetherness."
United States
Patricia B.
The price is NZ$752
includes taxes & fees
20 Aug - 21 Aug
Skyland Hideaway | Mountain Cabin w/ Hot Tub
Cabin, Private Bathroom (The Pond Cabin) | Exterior

19. The Pond Cabin

The Pond Cabin
2.0 star property
Linden
The price is NZ$775
includes taxes & fees
11 Aug - 12 Aug
The Pond Cabin
Exterior

20. The Pond Cabin: Hot Tub & Stocked Pond

The Pond Cabin: Hot Tub & Stocked Pond
Linden
10.0 out of 10, Exceptional, (35 reviews)
"We always love staying here. We have stayed at The Pond Cabin multiple times and will continue doing so as long as it is available!"
United States
Mary S.
The price is NZ$876
includes taxes & fees
11 Aug - 12 Aug
The Pond Cabin: Hot Tub & Stocked Pond
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchester Hotel Reviews

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

10/10 Excellent
"Great place to stay"
Roy 1-night trip
Posted less than an hour ago
SpringHill Suites by Marriott Winchester

Find out more about Winchester

Winchester Cabin Rentals information

Number of reviews
237
Accommodation
570 Cabin Rentals
Lowest Price
NZ$312
Highest Price
NZ$927

Frequently asked questions

What are the best cabins near Winchester?
Get cosy at one of our 892 cabins in Winchester and you'll be rewarded with beautiful scenery, outdoor adventure and long-lasting memories. A Luxurious Cabin Quietly Tucked Away In The Woods is the place to put your bags down and your feet up. Cabin - 3 King Master Suites ~ Dog Friendly is another popular option if you need time out in nature.
Are there cheap cabins in Winchester?
For a nicely priced escape in the great outdoors, check out our cheap cabins in Winchester. Wake up to the sound of birds singing from one of our cosy retreats priced from NZ$312 to NZ$927 per night.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best luxury cabins near Winchester?
After spending your day having adventures in nature, come home to the high-end comfort and style of a Winchester luxury cabin. Romantic Couples Log Cabin #9 Escape Hot Tub Fireplace Mountain Views Luray is an excellent option if you're in the mood to spoil yourself. You'll appreciate the top touches here, such as a spa tub and a firepit. Cabin - The White Pine Loft: Perfect For Couples is another enticing stay. Make use of a deck, a spa tub and a good deal more.
What are the best river cabins near Winchester?
When you think of the word relaxing, a river cabin near Winchester should jump to mind. Cabin - Stunning, Modern Mountain Getaway An Unbelievable Experience is the ideal place to enjoy some calm. In addition to its pretty surroundings, it offers amenities such as snowsport activities and winery tours. Shenandoah Shores Waterfront Log Cabin is another top choice. On-site watersports and snowsport activities are just some of the conveniences you'll have at hand here.
What are the best cabins with pools near Winchester?
If you love the thought of every day being a pool day, make a break for Acorn Lodge, The Perfect Log Cabin Get Away. It's one of our most popular cabin rentals with a pool near Winchester and offers amenities like on-site watersports and a swimming pool. Custom Family Log Cabin 1 Mi To Massanutten Resort is another popular place to spend relaxing days poolside. A swimming pool, a porch and good times are up for grabs here.
Can I find beach cabins near Winchester?
Enjoy a dose of sunshine and salty air at Shenandoah Shores Waterfront Log Cabin. One of our most impressive Winchester beach cabins, it offers on-site watersports and children's activities. You can also spend worry-free days by the shore at Cosy Cabin Hidden Away On A Lake. Parking facilities and children's activities will help make your visit nice and comfy.
What are the best weekend cabin rentals in Winchester?
Whether you're planning a quick escape with your darling or your close friends, we'll help you find the best weekend cabin getaway. One awesome example? Cabin - Stunning, Modern Mountain Getaway An Unbelievable Experience. Featuring a firepit and massage services, you'll love the natural surroundings here. Shenandoah Shores Waterfront Log Cabin is another fantastic place where you can slow down for a while. Enjoy a few nights at this retreat which offers on-site watersports and a patio.
What are the best cabin prices in Winchester?
Whether you're counting your pennies or want to splash out on your next trip away, you'll find what you're looking for on Expedia. At the moment, you can get a Winchester cabin from only NZ$312 a night.
Can I find log cabins in Winchester?
If you find yourself craving a slower pace of life, you'll find it at one of our log cabins in Winchester. For example, Shenandoah Shores Waterfront Log Cabin. Spend your days here shore fishing and swimming and then come home to kick back among its comforts. Time also seems to go slower at Acorn Lodge, The Perfect Log Cabin Get Away. When you're in the mood to venture beyond your front door, quad biking and horse riding opportunities are nearby.
What are the top things to see and do in Winchester?
Laze about in your charming cabin one day and then explore the next. Shenandoah University and Museum of the Shenandoah Valley are some of the best attractions around Winchester. Other crowd-pleasers to tick off your itinerary include The Kernstown Battlefield and Rocking S Ranch. Find yourself a set of wheels with Expedia and visit them whenever you want.
Why should I book a cabin in Winchester?
For a getaway in nature that won't cost the earth, nothing beats a cabin. Imagine waking to the sounds of chirping birds and having breakfast on your deck surrounded by stunning views. Rent a cabin in Winchester to escape the busyness of the city. Whether they're by a lake, river, beach or mountain, cabins offer a relaxing, rustic experience that makes them the perfect choice.
What are the top nature cabins in Winchester?
Offering plenty of charm and creature comforts, Cabin - Stunning, Modern Mountain Getaway An Unbelievable Experience is among our most popular nature cabins in Winchester. But with a big range of things to do and see nearby, you won't want to spend all your time kicking back indoors. Activities including water tubing and nearby windsurfing are on the to-do list here. Shenandoah Shores Waterfront Log Cabin is another getaway where you can get back to nature. Nearby water skiing and nearby mountain biking are a couple of fun ways to do it.
What are some of the best cabins near Museum of the Shenandoah Valley in Winchester?
Escape the city and spend time in nature at a Museum of the Shenandoah Valley cabin. Get up close to wildlife, get some fresh air and then settle in at Spacious Cabin On Cedar Creek, Shenandoah's Hidden Getaway. Activities like nearby motor boating and nearby fishing are waiting for you here. Another place where you'll be nice and comfortable is Cabin - Peaceful Mountain Retreat Near Appalachian Trail. Nearby hiking and biking trails and water tubing are a couple of things to keep you busy during your break.

Explore a world of travel with Expedia