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
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

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, (15 reviews)
"This tiny house was an absolute dream to stay at! Jen is very attentive to detail- everything from the decor to the thoughtful welcome basket and supplying a feed bucket for the farm animals was perfection. My kids requested our next vacation just be there instead! "
United States
Laura H.
The price is CA $203
CA $244 total
includes taxes & fees
Nov 19 - Nov 20
Luxury tiny home farm stay on historic property with hot tub in Stephens City
A modern, dark-colored triangular building with a balcony and outdoor seating 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)
"A wonderful place to relax and enjoy being with family or friends, with lots of room for the dogs to run and play!"
United States
Laura V.
The price is CA $268
CA $535 total
includes taxes & fees
Nov 30 - Dec 1
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, (19 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 price is CA $301
CA $679 total
includes taxes & fees
Nov 9 - Nov 10
The Haven at Turkey Run | Hot Tub, Creek + Disc Golf on 13 Acres | 3BR, Sleeps 6
A wooden staircase leading to a building with a green carpet and a red heart decoration on the door.

4. 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 CA $196
CA $520 total
includes taxes & fees
Nov 16 - Nov 17
The Honeymoon Cabin | Private Couple's Retreat w/ hot tub
A two-story house with a balcony, surrounded by trees and snow.

5. 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, (11 reviews)
"Had a good time during my stay and loved seeing Shenandoah"
United States
Kye Y.
The price is CA $203
CA $360 total
includes taxes & fees
Nov 11 - Nov 12
Cozy A frame cabin in quaint Front Royal. Dog friendly
A hot tub with a view of a forest and a sunset.

6. 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 CA $179
CA $466 total
includes taxes & fees
Nov 17 - Nov 18
A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub
A wooden cabin with large windows, a deck, and a staircase leading to the entrance.

7. 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 CA $252
CA $628 total
includes taxes & fees
Nov 16 - Nov 17
The Foxwood Cabin | Hot Tub, Screened Porch, Grill
A cabin with a deck, hot tub, and outdoor seating area surrounded by trees.

8. 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 CA $200
CA $462 total
includes taxes & fees
Nov 30 - Dec 1
Secluded Couples Retreat Cabin: Hot Tub, Pets Welcome, Beautiful Valley Views
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 CA $242
CA $532 total
includes taxes & fees
Nov 9 - Nov 10
Shenandoah Twilight | Sunset Views w/ Hot Tub + Fire Table, Near Skyline Drive
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.

10. Your Peaceful Getaway in the Blue Ridge.

Your Peaceful Getaway in the Blue Ridge.
Bluemont
8.0 out of 10, Very good, (9 reviews)
"Great experience booking and staying. Would absolutely book again!"
United States
Blake S.
The price is CA $221
CA $306 total
includes taxes & fees
Nov 30 - Dec 1
Your Peaceful Getaway in the Blue Ridge.
A cozy cabin interior with a wooden interior, a kitchen with a refrigerator, a dining area with a sofa, and a flat-screen TV mounted on the wall.

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, (2 reviews)
"What a find!! Was looking for a place to relax and enjoy my wife’s birthday after taking in a local winery. Foxhole was a great cabin, convenient to home, very modern, w/lots of amenities. We’ll be back."
United States
Steven D.
The price is CA $257
CA $518 total
includes taxes & fees
Nov 10 - Nov 11
Custom Log Cabin•Hot Tub• Friendly•Close to River,Wineries,Breweries
A modern wooden house with a deck, string lights, and a wooden staircase.

12. 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 CA $258
CA $545 total
includes taxes & fees
Nov 18 - Nov 19
NEW Zen Cabin in the Clouds . Hot Tub, Wineries, Skyline
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, (47 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 CA $294
CA $352 total
includes taxes & fees
Nov 5 - Nov 6
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, (3 reviews)
"Really wonderful cabin. Everything was very clean and the house was super cute. Amenities were great. Would stay here again!!"
United States
Andrew G.
The price is CA $235
CA $617 total
includes taxes & fees
Nov 5 - Nov 6
Chipmunk Hollow | Hot Tub, Grill & Fire Table | 3BR, Sleeps 6
A cabin surrounded by dense forest, with a deck and outdoor seating area.

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
9.8 out of 10, Exceptional, (25 reviews)
"We had a fantastic time staying at this property for the weekend."
United States
Colin N.
The price is CA $257
CA $518 total
includes taxes & fees
Nov 15 - Nov 16
The Juniper Cabin | Cozy Hideaway w/ Hot Tub, Screened Porch + Fire Pit
A two-story house with a covered porch, a garage, and a driveway.

16. 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 CA $272
CA $656 total
includes taxes & fees
Dec 1 - Dec 2
Mountain Cabin Retreat | Hot Tub & Foosball |
A traditional wooden building with a welcoming sign, surrounded by a garden with rocks and plants.

17. Skyland Hideaway | Mountain Cabin w/ Hot Tub + Fire Table | 3BR, Sleeps 6

Skyland Hideaway | Mountain Cabin w/ Hot Tub + Fire Table | 3BR, Sleeps 6
Linden
9.6 out of 10, Exceptional, (24 reviews)
"We had a wonderful stay! The house was lovely and accommodating. We will definitely be back!"
United States
Amanda B.
The price is CA $238
CA $586 total
includes taxes & fees
Nov 5 - Nov 6
Skyland Hideaway | Mountain Cabin w/ Hot Tub + Fire Table | 3BR, Sleeps 6
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 CA $276
CA $582 total
includes taxes & fees
Nov 5 - Nov 6
Mountain cabin near national park & wineries
A two-story house with a balcony, a hot tub, and a stone pathway leading to the entrance.

19. 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, (21 reviews)
"We loved this house and will definitely use it again. That said, the bathroom "
United States
Margaret S.
The price is CA $264
CA $635 total
includes taxes & fees
Nov 17 - Nov 18
Far View Shenandoah | Hot Tub, Movie & Game Room, Valley Views | 3BR & Sleeps 6
A single-story house with a front deck and a staircase leading to the entrance.

20. 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 CA $378
CA $586 total
includes taxes & fees
Nov 20 - Nov 21
3 bedroom cabin with an exclusive view of the Shenandoah Mountains and 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.
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Top Winchester Hotel Reviews

Spark by Hilton Winchester

Spark by Hilton Winchester

8/10 Good
"Motel propre et confortable. Par contre, déjeuner excessivement décevant et très limité. Pour le déjeuner, quote de 1 étoile sur 5"
Jacques 1-night trip
Posted 8 hours ago
Spark by Hilton Winchester

Find out more about Winchester

Winchester Cabin Rentals information

Number of reviews
242
Accommodation
647 Cabin Rentals
Lowest Price
CA $244
Highest Price
CA $679

Frequently asked questions

What are the best cabins near Winchester?
Get cozy 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 cozy retreats priced from CA $244 to CA $679 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 Cozy 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 CA $244 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.

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