Search Cabin Rentals in Winchester

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 96 Cabin Rentals in Winchester with updated reviews, rates, and availability.

Cozy Tennessee Cabin w/ Deck, Grill & Fire Pit!

9.8 out of 10, Exceptional, (17)
"Really enjoyed our stay in this property!"
Cozy Tennessee Cabin w/ Deck, Grill & Fire Pit!

A very rustic converted pole barn unique cozy cabin

10.0 out of 10, Exceptional, (131)
"Very charming place. "
The price is AED 349
AED 586 total
includes taxes & fees
4 May - 5 May
A very rustic converted pole barn unique cozy cabin

The Honeysuckle House - Tiny House, BIG Living!

10.0 out of 10, Exceptional, (14)
"The house was wonderful and had everything we needed! Will be recommending to friends and family."
The price is AED 551
AED 1,315 total
includes taxes & fees
2 May - 3 May
The Honeysuckle House - Tiny House, BIG Living!

Cast Iron Cabin - Hot Tub & Mountain View - Near Chattanooga

9.6 out of 10, Exceptional, (8)
"Location was perfect. Easy check in and communication. So quiet and very relaxing. It was very comfortable and met my expectations. Would stay here again. "
Cast Iron Cabin - Hot Tub & Mountain View - Near Chattanooga

Stay Awhile @ Trailhead Cabins

10.0 out of 10, Exceptional, (1)
"Great place. "
The price is AED 290
AED 748 total
includes taxes & fees
5 May - 6 May
Stay Awhile @ Trailhead Cabins

The Great Escape at The Retreat at Sunset Bluff

10.0 out of 10, Exceptional, (9)
"Great outdoor deck and fire pit area."
The price is AED 491
AED 1,471 total
includes taxes & fees
28 May - 29 May
The Great Escape at The Retreat at Sunset Bluff

Breathtaking Bluff View Cabin. Come here for amazing views and solitude.

10.0 out of 10, Exceptional, (1)
"The location was wonderful, beautiful senery and the cabin was perfect. Hot tub so nice on a cold night. "
Breathtaking Bluff View Cabin. Come here for amazing views and solitude.

Mini Manor on the Mountain at The Retreat at Water's Edge

10.0 out of 10, Exceptional, (7)
"We enjoyed our stay! It felt like a home away from home 😉. We will be back!"
The price is AED 428
AED 1,108 total
includes taxes & fees
5 May - 6 May
Mini Manor on the Mountain at The Retreat at Water's Edge

Flat Branch Lodge - Tracy City, TN

2.0 star property
9.8 out of 10, Exceptional, (6)
"Place was great just like the picture great place to get away from people"
The price is AED 312
AED 850 total
includes taxes & fees
2 May - 3 May
Flat Branch Lodge - Tracy City, TN

Cozy, Riverfront ENTIRE Cabin

9.4 out of 10, Exceptional, (23)
"Enjoyed the home a property very much. Thank you and would rent again."
The price is AED 606
AED 1,175 total
includes taxes & fees
2 May - 3 May
Cozy, Riverfront ENTIRE Cabin

Modern 2-bedroom A-frame with WiFi, AC and hot tub in fabulous Monteagle

2.0 star property
7.4 out of 10, Good, (3)
"We had the best time at this a frame cabin! The inside was immaculate and we enjoyed the hot tub and fire pit! Super clean and had everything we needed. Would highly recommend!"
The price is AED 735
AED 1,402 total
includes taxes & fees
4 May - 5 May
Modern 2-bedroom A-frame with WiFi, AC and hot tub in fabulous Monteagle

"The Hawk Nest" cabin on Tims Ford Lake

9.2 out of 10, Wonderful, (12)
"We love being out in the trees and spending time with nature. This is the perfect spot to just sit back and relax surrounded by trees. "
The price is AED 1,010
AED 1,923 total
includes taxes & fees
4 May - 5 May
"The Hawk Nest" cabin on Tims Ford Lake

Eagle's Escape at The Retreat at Sunset Bluff

9.6 out of 10, Exceptional, (10)
"Cozy and charming! Great location for all the local attractions!"
The price is AED 350
AED 976 total
includes taxes & fees
6 May - 7 May
Eagle's Escape at The Retreat at Sunset Bluff

Escape to your cozy 2-bedroom cabin near Greater Falls

9.8 out of 10, Exceptional, (132)
"Private and scenic area "
Escape to your cozy 2-bedroom cabin near Greater Falls

Monteagle Cabin, Views! Hot Tub!

10.0 out of 10, Exceptional, (34)
"We loved the cabin. So close to Sewanee and restaurants in Monteagle, but the views make it seem completely secluded. Would love to come back. "
Monteagle Cabin, Views! Hot Tub!

Secluded Scandinavian Style Cabin/20 private acres/ View/Hot Tub/Game Room

9.8 out of 10, Exceptional, (42)
"Very nice place and close to the Caverns!"
Secluded Scandinavian Style Cabin/20 private acres/ View/Hot Tub/Game Room

Game room, hot tub, sauna, fire pit, LARGE CABIN!

Game room, hot tub, sauna, fire pit, LARGE CABIN!

Mossy Falls Cabin | Outdoor Hot Tub & Fire Pit!

10.0 out of 10, Exceptional, (15)
"Everything was just wonderful and we thoroughly enjoyed spending our time at the cabin. We can't say enough positive things!! Will definitely come again!"
Mossy Falls Cabin | Outdoor Hot Tub & Fire Pit!

Jenny's Retreat at The Retreat at Deer Lick Falls

9.0 out of 10, Wonderful, (10)
"loved the decor !"
The price is AED 311
AED 903 total
includes taxes & fees
7 May - 8 May
Jenny's Retreat at The Retreat at Deer Lick Falls

Escape to Nature @ Trailhead Cabins

Escape to Nature @ Trailhead Cabins
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.
Don't see what you're looking for?
See all available properties in Winchester
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Winchester

Million Dollar Views: Lakefront, Dock, Kayaks+More

10.0 out of 10, Exceptional, (44)
"The house is clean, updated and the views are amazing! We were there in January, so we didn't use the dock, but the house was perfect. The living space and kitchen is large and open, the bedrooms are spacious, and the movie screen set up downstairs was perfect to watch a game and a movie. Will be back!"
Million Dollar Views: Lakefront, Dock, Kayaks+More

Sunset Cove- Lake Home, Dock, Fire Pit, Hot Tub, Game Room, Etc

9.8 out of 10, Exceptional, (18)
"Great location. Very clean, well equipped, good communication with managers."
Sunset Cove- Lake Home, Dock, Fire Pit, Hot Tub, Game Room, Etc

Dock, Water Views, Kayaks, Fire Pit, Game Room

10.0 out of 10, Exceptional, (15)
"Beautiful home with everything we needed for our stay! The kids loved the game/bunk room and golf cart rides to the awesome dock. We enjoyed it so much and felt right at home!"
Dock, Water Views, Kayaks, Fire Pit, Game Room
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.