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

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Winchester cabin rentals

A stone house with a metal roof, a front porch, and a well-maintained lawn.

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, (14 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 €168
includes taxes & fees
16 Nov - 17 Nov
Luxury tiny home farm stay on historic property with hot tub in Stephens City
A modern house with a sloped metal roof, large windows, and a deck area.

2. 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, (11 reviews)
"Loved the house and privacy it provided. Relaxing getaway and it was furnished nicely. Slippers and robes added an extra touch. Communication was stellar."
United States
Rebekah G.
The price is €354
includes taxes & fees
27 Oct - 28 Oct
Chalet w/Hot Tub, Deck, Game Room & EV Charger
A two-story house with a porch and deck, surrounded by a wooded area.

3. The Haven at Turkey Run | Hot Tub, Creek + Disc Golf on 13 Acres | 3BR, Sleeps 6

The Haven at Turkey Run | Hot Tub, Creek + Disc Golf on 13 Acres | 3BR, Sleeps 6
Strasburg
10.0 out of 10, Exceptional, (18 reviews)
"This was the ideal isolated cabin for our trip to Northern Virginia. It was clean, well laid out, and very well stocked with everything you need. I highly recommend staying here if you are in the area!"
United States
Paul S.
The Haven at Turkey Run | Hot Tub, Creek + Disc Golf on 13 Acres | 3BR, Sleeps 6
A two-story house with a balcony, string lights, and a swing.

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

Cozy A frame cabin in quaint Front Royal. Dog friendly
Front Royal
9.4 out of 10, Exceptional, (9 reviews)
"Had a good time during my stay and loved seeing Shenandoah"
United States
Kye Y.
The price is €257
includes taxes & fees
1 Nov - 2 Nov
Cozy A frame cabin in quaint Front Royal. Dog friendly
A hot tub with a view of a forest and a sunset.

5. 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
9.6 out of 10, Exceptional, (14 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 €322
includes taxes & fees
17 Nov - 18 Nov
A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub
A small, single-story house with a gray exterior and a dark roof. It features a front porch with a white railing and a small deck area.

6. Your Peaceful Getaway in the Blue Ridge.

Your Peaceful Getaway in the Blue Ridge.
Bluemont
8.0 out of 10, Very good, (5 reviews)
"Great experience booking and staying. Would absolutely book again!"
United States
Blake S.
The price is €211
includes taxes & fees
21 Oct - 22 Oct
Your Peaceful Getaway in the Blue Ridge.
A cabin with a hot tub, deck, and outdoor seating area surrounded by trees.

7. Secluded Couples Retreat Cabin: Hot Tub, Pets Welcome, Beautiful Valley Views

Secluded Couples Retreat Cabin: Hot Tub, Pets Welcome, Beautiful Valley Views
Strasburg
The price is €316
includes taxes & fees
3 Nov - 4 Nov
Secluded Couples Retreat Cabin: Hot Tub, Pets Welcome, Beautiful Valley Views
A wooden staircase leading to a building with a green carpet and a red heart decoration on the door.

8. 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)
"Great little hideout! We loved this little place, accurately described and the communication was superb!"
United States
P H.
The price is €338
includes taxes & fees
3 Nov - 4 Nov
The Honeymoon Cabin | Private Couple's Retreat w/ hot tub
A cabin with a hot tub, wooden deck, and a staircase leading to the entrance.

9. Shenandoah Twilight | Sunset Views w/ Hot Tub + Fire Table, Near Skyline Drive

Shenandoah Twilight | Sunset Views w/ Hot Tub + Fire Table, Near Skyline Drive
Front Royal
9.4 out of 10, Exceptional, (3 reviews)
"All around great experience and beautiful spot!"
United States
casey p.
The price is €363
includes taxes & fees
9 Nov - 10 Nov
Shenandoah Twilight | Sunset Views w/ Hot Tub + Fire Table, Near Skyline Drive
A wooden cabin with a porch, surrounded by trees and a gravel path.

10. The Grape Escape - A-Frame Cabin

The Grape Escape - A-Frame Cabin
Linden
10.0 out of 10, Exceptional, (28 reviews)
"This property was great for a weekend of relaxation!"
United States
Steven B.
The price is €340
includes taxes & fees
25 Oct - 26 Oct
The Grape Escape - A-Frame Cabin
A modern living room with a flat-screen TV, a sofa, a glass coffee table, and a wooden entertainment unit.

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

Custom Log Cabin•Hot Tub• Friendly•Close to River,Wineries,Breweries
Front Royal
10.0 out of 10, Exceptional, (1 review)
"This beautifully new cabin in the mountains was the perfect getaway location! So serene and beautiful! The front porch and back deck areas were the perfect setting to catch up with family! We will definitely be booking again. Rex and Meredith communicated with us perfectly before and during our stay. The indoors were just as beautiful as the outside with gorgeous bathrooms and unbelievably comfortable beds! Even our pooch loved the getaway!"
United States
Laura B.
Custom Log Cabin•Hot Tub• Friendly•Close to River,Wineries,Breweries
A wooden cabin with large windows, a deck, and a staircase leading to the entrance.

12. 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)
"Excellent stay. Very quiet and private. The property was very clean, had all of the amenities needed. Very comfortable and homey. The only thing you need to be aware of is that the USPS does not deliver to the address, Amazon will have the post office hold it in Front Royal."
United States
Roland C.
The price is €408
includes taxes & fees
4 Nov - 5 Nov
The Foxwood Cabin | Hot Tub, Screened Porch, Grill
A wooden staircase leading to a deck with a lattice railing, surrounded by dense foliage.

13. 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, (45 reviews)
"Nice cabin for couples. The bed was comfy and had all basic necessities for making meals. We will definitely stay again."
United States
Carla M.
The price is €239
includes taxes & fees
29 Oct - 30 Oct
Blue Mountain Cabin, secluded, perfect for couples, near main road
A cabin with a deck, a covered outdoor area, and a gravel path leading to the entrance.

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

Chipmunk Hollow | Hot Tub, Grill & Fire Table | 3BR, Sleeps 6
Linden
10.0 out of 10, Exceptional, (1 review)
"Great location. Great quiet atmosphere. Just one little thing - the steps are steep; so just something to be aware of."
United States
David S.
The price is €417
includes taxes & fees
27 Oct - 28 Oct
Chipmunk Hollow | Hot Tub, Grill & Fire Table | 3BR, Sleeps 6
A small cabin with a gravel driveway, surrounded by trees and potted plants.

15. The Juniper Cabin | Cozy Hideaway w/ Hot Tub, Screened Porch + Fire Pit

The Juniper Cabin | Cozy Hideaway w/ Hot Tub, Screened Porch + Fire Pit
Linden
10.0 out of 10, Exceptional, (24 reviews)
"We had a fantastic time staying at this property for the weekend."
United States
Colin N.
The price is €353
includes taxes & fees
28 Oct - 29 Oct
The Juniper Cabin | Cozy Hideaway w/ Hot Tub, Screened Porch + Fire Pit
A single-story house with a front deck and a staircase leading to the entrance.

16. 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 €396
includes taxes & fees
28 Oct - 29 Oct
3 bedroom cabin with an exclusive view of the Shenandoah Mountains and RIver
A modern wooden house with a deck, string lights, and a wooden staircase.

17. NEW Zen Cabin in the Clouds . Hot Tub, Wineries, Skyline

NEW Zen Cabin in the Clouds . Hot Tub, Wineries, Skyline
Front Royal
10.0 out of 10, Exceptional, (1 review)
"We stayed at this lovely cabin for a few days over the Thanksgiving holiday, and it was perfect. It was cozy, comfortable, and spotless…just the right size to feel at home. Natasha, the host, was wonderful. Even while traveling abroad, she communicated quickly and clearly, and we never had any issues reaching her.The kitchen was fully equipped for preparing meals, and every other room had everything we could possibly need. Thank you, Natasha - we’ll definitely be back!"
United States
Indira A.
The price is €402
includes taxes & fees
16 Nov - 17 Nov
NEW Zen Cabin in the Clouds . Hot Tub, Wineries, Skyline
A two-story house with a deck, large windows, and a covered outdoor area.

18. Mountain cabin near national park & wineries

Mountain cabin near national park & wineries
Linden
9.8 out of 10, Exceptional, (36 reviews)
"It was a great place to stay and very clean."
United States
Chynna V.
The price is €383
includes taxes & fees
21 Oct - 22 Oct
Mountain cabin near national park & wineries
A two-story house with a covered porch, a garage, and a driveway.

19. Mountain Cabin Retreat | Hot Tub & Foosball |

Mountain Cabin Retreat | Hot Tub & Foosball |
Front Royal
8.8 out of 10, Excellent, (11 reviews)
"Amazing house in an amazing place. The deck, view and sunsets are great stress reducers. Hope to visit again!"
United States
Christine T.
The price is €520
includes taxes & fees
3 Nov - 4 Nov
Mountain Cabin Retreat | Hot Tub & Foosball |
A large house with a covered porch, a fenced yard, and a view of a hilly landscape.

20. Luxury Mountain Retreat w/ Valley Views, Hot Tub

Luxury Mountain Retreat w/ Valley Views, Hot Tub
Front Royal
9.4 out of 10, Exceptional, (3 reviews)
"Gorgeous views!!"
United States
Charlie R.
The price is €562
includes taxes & fees
27 Oct - 28 Oct
Luxury Mountain Retreat w/ Valley Views, Hot Tub
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 Winchester Hotel Reviews

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

8/10 Good
"The room was adequate and clean. It was nothing extraordinary but comfortable and pleasant. The shower head needs to be replaced as it is very old. The heating situation was confusing. Staff was friendly except the breakfast attendant with long grey hair who was rude to me and my husband."
Elizabeth 1-night trip
Posted less than an hour ago
Holiday Inn Winchester Se-Historic Gateway by IHG

Find out more about Winchester

Winchester Cabin Rentals information

Number of reviews
214
Accommodation
563 Cabin Rentals
Lowest Price
€168
Highest Price
€562

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 €168 to €562 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 €168 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.