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

Search the Best Cabins in Winchester

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Winchester cabin rentals

A house with a sloped roof, surrounded by a well-maintained lawn and trees.

1. 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.
$357 nightly
The price is $391
Nov 3 - Nov 4
Total with taxes and fees
Chalet w/Hot Tub, Deck, Game Room & EV Charger
A two-story house with a porch and deck, surrounded by a wooded area.

2. The Haven at Turkey Run • Hot Tub, Fire Pit, Games

The Haven at Turkey Run • Hot Tub, Fire Pit, Games
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.
$457 nightly
The price is $504
Nov 2 - Nov 3
Total with taxes and fees
The Haven at Turkey Run • Hot Tub, Fire Pit, Games
A two-story house with a balcony, string lights, and a swing.

3. 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.
$256 nightly
The price is $282
Nov 1 - Nov 2
Total with taxes and fees
Cozy A frame cabin in quaint Front Royal. Dog friendly
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.

4. 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.
$198 nightly
The price is $218
Oct 19 - Oct 20
Total with taxes and fees
Your Peaceful Getaway in the Blue Ridge.
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.
$330 nightly
The price is $364
Nov 9 - Nov 10
Total with taxes and fees
A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub
A cabin with a hot tub, deck, and outdoor seating area surrounded by trees.

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

Secluded Couples Retreat Cabin: Hot Tub, Pets Welcome, Beautiful Valley Views
Strasburg
$312 nightly
The price is $344
Nov 3 - Nov 4
Total with taxes and fees
Secluded Couples Retreat Cabin: Hot Tub, Pets Welcome, Beautiful Valley Views
A wooden staircase leading to a deck with a lattice railing, surrounded by dense foliage.

7. 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.
$237 nightly
The price is $261
Oct 18 - Oct 19
Total with taxes and fees
Blue Mountain Cabin, secluded, perfect for couples, near main road
A wooden cabin with a porch, surrounded by trees and a gravel path.

8. The Grape Escape - A-Frame Cabin

The Grape Escape - A-Frame Cabin
Linden
10.0 out of 10, Exceptional, (26 reviews)
"This property was great for a weekend of relaxation!"
United States
Steven B.
$307 nightly
The price is $339
Oct 25 - Oct 26
Total with taxes and fees
The Grape Escape - A-Frame Cabin
A wooden staircase leading to a building with a green carpet and a red heart decoration on the door.

9. 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.
$352 nightly
The price is $388
Nov 3 - Nov 4
Total with taxes and fees
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.

10. 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.
$378 nightly
The price is $417
Nov 9 - Nov 10
Total with taxes and fees
Shenandoah Twilight | Sunset Views w/ Hot Tub + Fire Table, Near Skyline Drive
A room with a foosball table, a dining table with chairs, and a sofa in the background.

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.
$340 nightly
The price is $375
Oct 22 - Oct 23
Total with taxes and fees
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.
$426 nightly
The price is $470
Nov 4 - Nov 5
Total with taxes and fees
The Foxwood Cabin | Hot Tub, Screened Porch, Grill
A cabin with a deck, a covered outdoor area, and a gravel path leading to the entrance.

13. 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.
$418 nightly
The price is $461
Oct 27 - Oct 28
Total with taxes and fees
Chipmunk Hollow | Hot Tub, Grill & Fire Table | 3BR, Sleeps 6
A single-story house with a front deck and a staircase leading to the entrance.

14. 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
$395 nightly
The price is $436
Oct 20 - Oct 21
Total with taxes and fees
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.

15. 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.
$432 nightly
The price is $477
Nov 3 - Nov 4
Total with taxes and fees
NEW Zen Cabin in the Clouds . Hot Tub, Wineries, Skyline
A two-story house with a deck, large windows, and a covered outdoor area.

16. 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.
$390 nightly
The price is $430
Oct 19 - Oct 20
Total with taxes and fees
Mountain cabin near national park & wineries
A two-story house with a covered porch, a garage, and a driveway.

17. 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.
$535 nightly
The price is $590
Nov 3 - Nov 4
Total with taxes and fees
Mountain Cabin Retreat | Hot Tub & Foosball |
A small cabin with a gravel driveway, surrounded by trees and potted plants.

18. 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.
$368 nightly
The price is $406
Nov 3 - Nov 4
Total with taxes and fees
The Juniper Cabin | Cozy Hideaway w/ Hot Tub, Screened Porch + Fire Pit
A large house with a covered porch, a fenced yard, and a view of a hilly landscape.

19. 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.
$573 nightly
The price is $632
Oct 20 - Oct 21
Total with taxes and fees
Luxury Mountain Retreat w/ Valley Views, Hot Tub
A two-story wooden house with a balcony, large windows, and a visible basketball hoop.

20. Wilderness Ridge | Private Cabin w/ Mountain Views

Wilderness Ridge | Private Cabin w/ Mountain Views
Linden
9.6 out of 10, Exceptional, (11 reviews)
"We had a great time and experience. "
United States
Adriane B.
$518 nightly
The price is $571
Oct 26 - Oct 27
Total with taxes and fees
Wilderness Ridge | Private Cabin w/ Mountain Views
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

Skyland

Skyland

10/10 Excellent
"Location was perfect for Shenandoah hikes we planned. Staff was friendly and made our stay that much more enjoyable!"
Barbara 4-night trip
Posted 16 hours ago
Skyland

Find out more about Winchester

Winchester Cabin Rentals information

Number of reviews
209
Accommodation
652 Cabin Rentals
Lowest Price
$218
Highest Price
$632

Frequently asked questions

What are the best cabins near Winchester?
Ranging from rustic and small to roomy and luxurious, you have 891 cabins on offer in and around Winchester. Top options include A Luxurious Cabin Quietly Tucked Away In The Woods and Cabin - 3 King Master Suites ~ Dog Friendly.
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 $218 to $632 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?
Get set to treat yourself to an escape you'll always remember at one of our Winchester luxury cabins. Romantic Couples Log Cabin #9 Escape Hot Tub Fireplace Mountain Views Luray is one place where you can spend a couple of days or so indulging your passion for the finer things in life. It features a spa tub and a firepit. Alternatively, use Cabin - The White Pine Loft: Perfect For Couples as a base to explore the natural splendors around you. Quality touches here include a deck and a spa tub.
What are the best river cabins near Winchester?
Spend your waking hours enjoying the water and your nights listening to it flowing past at a river cabin near Winchester. Our top pick — Cabin - Stunning, Modern Mountain Getaway An Unbelievable Experience. This riverside retreat offers snowsport activities and winery tours. Or, make yourself at home at Shenandoah Shores Waterfront Log Cabin. Along with its gorgeous location, it features on-site watersports and snowsport activities.
What are the best cabins with pools near Winchester?
Put on your swimsuit and enjoy a few laps whenever the mood strikes when you opt for one of our cabin rentals with a pool. Acorn Lodge, The Perfect Log Cabin Get Away is a hit with travelers. On-site watersports and a swimming pool are some of the other amenities that'll help make your stay comfortable. Or, escape to Custom Family Log Cabin 1 Mi To Massanutten Resort. In addition to a pool, this cabin comes with a swimming pool and a porch.
Can I find beach cabins near Winchester?
Pack your board shorts and enjoy a more relaxed pace of life at Shenandoah Shores Waterfront Log Cabin. This Winchester beach cabin has amenities including on-site watersports and children's activities. Cozy Cabin Hidden Away On A Lake also delivers a sun-drenched stay. Featuring parking facilities and children's activities, it was made for easygoing days by the shore.
What are the best weekend cabin rentals in Winchester?
If you're eager to spend two or so restful days in nature, Spacious Log Villa 6700sf Hot Tub is calling your name. Kick back here for a long weekend and enjoy access to amenities including a patio and a firepit. Another superb choice is Cozy Cabin In The Woods, With A Wood Fireplace. Offering a patio, a firepit and plenty of chill vibes, you'll go home feeling all brand new.
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 $218 a night.
Can I find log cabins in Winchester?
If you crave a quieter pace of life, you'll discover it at one of our log cabins in Winchester. For example, Shenandoah Shores Waterfront Log Cabin. Spend your days here parasailing and quad biking and then return home to enjoy its rustic charms. You can also hit the brakes at Acorn Lodge, The Perfect Log Cabin Get Away. When you're ready to explore beyond your front door, picnicking and fishing 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 travel experience that's big on character, affordability and comfort, a cabin is the best choice. Ditch your city blues for the greenery of nature. From fun-filled days to restful nights cuddled up by the fire, cabins offer the perfect mix of excitement and relaxation. You'll find all the best Winchester options right here on Expedia.
What are the top nature cabins in Winchester?
Settle in at Cabin - Stunning, Modern Mountain Getaway An Unbelievable Experience and let all your troubles float away. Activities such as mountain climbing and nearby water skiing help make this river cabin in Winchester a top choice. Shenandoah Shores Waterfront Log Cabin is another retreat where you can hang out in Mother Nature. If it's adventure you're seeking here, go nearby hiking and biking trails and hiking.
What are some of the best cabins near Shenandoah Valley Discovery Museum in Winchester?
You'll have Mother Nature as a neighbor at a Shenandoah Valley Discovery Museum cabin. Spacious Cabin On Cedar Creek, Shenandoah's Hidden Getaway is a top pick. This retreat also opens the door to big adventure, with nearby hiking and biking trails and nearby motor boating among the things to do in the area. Guests also love Cabin - Peaceful Mountain Retreat Near Appalachian Trail. Get active and then head back to your cabin to appreciate its comforts.

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