Search the Best Cabins in Winchester

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Compare 435 Cabin Rentals in Winchester with updated reviews, rates, and availability.

Other property types in Winchester

Private getaway w/ hot tub, wifi. Secluded amongst trees & near Sleepy Creek.
Exterior
Private getaway w/ hot tub, wifi. Secluded amongst trees & near Sleepy Creek.
9.8 out of 10, Exceptional, 244 reviews
"We really enjoyed the property. It was clean. Internet worked well. Washer and dryer was nice. Too cold to enjoy the hot tub for me. My suggestions are a new shower head, thank goodness I didn’t have to wash my hair. The flow is too spread out and not enough to efficiently rinse as you shower. Second is a cheaper Kcup machine would be nice. Traveling with ground coffee is not really ideal for a quick trip away. Third thing I suggest is two beach towels (minimum) for the use of the hot tub. We...
The price is $100
$313 total
includes taxes & fees
Jun 11 - Jun 12
Private getaway w/ hot tub, wifi. Secluded amongst trees & near Sleepy Creek.
Dreamtime - Modern A-frame Cabin w/ Hot tub
Property grounds
Dreamtime - Modern A-frame Cabin w/ Hot tub
10.0 out of 10, Exceptional, 26 reviews
"Cabin was amazing. Definitely would go back!"
The price is $375
$471 total
includes taxes & fees
Jul 6 - Jul 7
Dreamtime - Modern A-frame Cabin w/ Hot tub
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Property grounds
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
9.8 out of 10, Exceptional, 189 reviews
"My family and I stayed with our dog at this beautiful cabin. It was spacious and decorated so nicely. Very cozy and relaxing atmosphere! We will definitely be back."
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
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.

Winchester Cabin Rentals information

Number of reviews
1,887
Accommodation
435 Cabin Rentals
Lowest Price
$100
Highest Price
$250

Frequently asked questions

What are the best cabins near Winchester?
Lock in one of our 698 cabins in Winchester and be rewarded with picture-perfect scenery, outdoor fun and long-lasting memories. A Luxurious Cabin Quietly Tucked Away In The Woods offers a more laid-back pace of life. Cabin - Discover The Extraordinary Your Fall is another popular option if you could do with some time out in Mother 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 $100 to $250 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?
Splurge a little and enjoy an escape you’re unlikely to forget at one of our Winchester luxury cabins. Front Royal Hilltop Cabin With Panoramic Views is one place where you can spend a couple of days or so indulging your passion for the finer things in life. It comes with a king bed and a firepit. Alternatively, use Cabin - Secluded Leesburg Retreat With Private Hot Tub as a base to explore the beautiful natural areas around you. Amenities here include a deck and a firepit.
What are the best river cabins near Winchester?
If you’re in search of a cozy getaway by the water, a Winchester river cabin is calling your name. Settle in at Spacious Cabin On Cedar Creek, Shenandoahs Hidden Getaway and let all your problems slip away downstream. Useful amenities here include on-site watersports and nearby wildlife walks. Another top riverside retreat is The Overlook Cottage - Spectacular River And Mountain Views. Guests have use of on-site watersports, nearby ecotour services and more.
What are the best cabins with pools near Winchester?
Staying in a cabin rental with a pool adds another level of excitement to your vacation. If you’re seeking one near Winchester, Red Rooster Rustic Cabin Heated Pool And Hot Tub has amenities like a spa tub and a fireplace to make your poolside getaway even more perfect. Cabin - Ashleyrose On The River is another great pick and features a porch and a barbecue grill.
What are some great Winchester cabins?
Nestled in nature but still with the comforts you need, you can’t beat a cabin if you’re looking to really experience the great outdoors. Spacious 6000sf Amazing Log Home 18acres is a great spot to get away from the daily grind. Its amenities include a water view and a king bed. Mountain Cozy Log Cabin, Fireplace is another sought-after retreat. Nearby museums and a firepit will help make your stay nice and comfy.
What are the best weekend cabin rentals in Winchester?
Whether you’re organizing a quick break with your beloved or the entire crew, we’ll help you find the best weekend cabin getaway. One of our favorites? Spacious 6000sf Amazing Log Home 18acres. Featuring a spa tub and a firepit, you’ll appreciate the natural surroundings here. Mountain Cozy Log Cabin, Fireplace is another terrific place where you can slow down for a while. Enjoy a few days or so at this retreat which offers a porch 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 $100 a night.
Can I find log cabins in Winchester?
If you’re pining for a simpler way of life, you’ll find it at one of our log cabins in Winchester. For example, Mountain Cozy Log Cabin, Fireplace. Spend your days here going caving and picnicking and then return home to enjoy its many comforts. Time also seems to slow down at Acorn Lodge, The Perfect Log Cabin Get Away. When you’re ready to venture beyond your backyard, swimming and quad biking opportunities are nearby.
What are the highest-rated cabins in Winchester?
With an impressive rating, it’s no wonder why Spacious 6000sf Amazing Log Home 18acres is a popular pick with Expedia travelers. It offers useful amenities like a spa tub and a barbecue grill. Mountain Cozy Log Cabin, Fireplace is another excellent choice. Quality conveniences such as a porch and a patio will help make your stay happy and comfortable.
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.

Recent reviews of Winchester hotels
Expedia verified reviews

TRU By Hilton Winchester

TRU By Hilton Winchester

5/5 Excellent
"Our first stay at a Tru by Hilton. Very impressed with convenience. Beds were incredible and rooms were comfortable. Manufactured flooring we assume is frequently washed as opposed to carpeting. Close to a Cracker Barrel after a long drive it was a perfect close to our day! "
A verified traveler stayed at TRU By Hilton Winchester
Posted 1 day ago
TRU By Hilton Winchester