Find Cabins in Winchester for Rent from CA $110

  • 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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
Apr 25 - Apr 27
In two weeks
May 2 - May 4
In one month
May 16 - May 18
In two months
Jun 13 - Jun 15

Browse Select Winchester Cabin Rentals

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

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

9.8 out of 10, Exceptional, (17)
"This is an amazing property! Three bedrooms each with their own bath, plus loft space upstairs. Gave everyone plenty of space, and the family room was so comfortable for everyone to gather gather"
Cozy Tennessee Cabin w/ Deck, Grill & Fire Pit!
A very rustic converted pole barn unique cozy cabin
Property grounds

A very rustic converted pole barn unique cozy cabin

10.0 out of 10, Exceptional, (131)
"We loved the rustic cabin! So many of the furnishings and decor were things I haven’t seen in years, it was trip down memory lane exploring each room. It is quiet and the outdoor space is relaxing. Loved our weekend away at this unique property!"
The price is CA $132
CA $222 total
includes taxes & fees
Apr 16 - Apr 17
A very rustic converted pole barn unique cozy cabin
The Honeysuckle House - Tiny House, BIG Living!
Terrace/patio

The Honeysuckle House - Tiny House, BIG Living!

10.0 out of 10, Exceptional, (11)
"I stayed for two nights while attending a concert at the Caverns nearby. It was so clean and comfortable, and I really enjoyed my stay. The area is absolutely beautiful, and I hope to come back with my kids soon!"
The price is CA $208
CA $504 total
includes taxes & fees
Apr 30 - May 1
The Honeysuckle House - Tiny House, BIG Living!
Cast Iron Cabin - Hot Tub & Mountain View - Near Chattanooga
Outdoor spa tub

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

9.6 out of 10, Exceptional, (8)
"This property was just what we were looking for. Very secluded yet not far from town. Great layout and amenities. View from back porch was great!"
Cast Iron Cabin - Hot Tub & Mountain View - Near Chattanooga
Stay Awhile @ Trailhead Cabins
Fridge, microwave, oven, stovetop

Stay Awhile @ Trailhead Cabins

10.0 out of 10, Exceptional, (1)
"Great place. "
The price is CA $110
CA $283 total
includes taxes & fees
Apr 16 - Apr 17
Stay Awhile @ Trailhead Cabins
The Great Escape at The Retreat at Sunset Bluff
Property grounds

The Great Escape at The Retreat at Sunset Bluff

10.0 out of 10, Exceptional, (8)
"Highly recommend this cabin. Have stayed at several cabins in NC and TN, this one was super clean, in a beautiful and safe neighborhood. Would have loved to stay longer. Driveway is a bit steep for regular cars, our Jeep had no problem though. Amazing patio, perfect for grilling or relaxing."
The price is CA $177
CA $544 total
includes taxes & fees
Apr 16 - Apr 17
The Great Escape at The Retreat at Sunset Bluff
Breathtaking Bluff View Cabin. Come here for amazing views and solitude.
Exterior

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
Property grounds

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

10.0 out of 10, Exceptional, (6)
"We enjoyed our stay at the Mini Manor!"
The price is CA $162
CA $421 total
includes taxes & fees
Apr 20 - Apr 21
Mini Manor on the Mountain at The Retreat at Water's Edge
Flat Branch Lodge - Tracy City, TN
Exterior

Flat Branch Lodge - Tracy City, TN

2.0 star property
9.8 out of 10, Exceptional, (6)
"Nice stay, beautiful property "
The price is CA $118
CA $327 total
includes taxes & fees
Apr 20 - Apr 21
Flat Branch Lodge - Tracy City, TN
Cozy, Riverfront ENTIRE Cabin
Property grounds

Cozy, Riverfront ENTIRE Cabin

9.4 out of 10, Exceptional, (23)
"The cabin is spacier than we initially thought! Perfect place to have a small party with friends. The drive to the cabin was gorgeous!!"
The price is CA $229
CA $452 total
includes taxes & fees
Apr 16 - Apr 17
Cozy, Riverfront ENTIRE Cabin
Modern 2-bedroom A-frame with WiFi, AC and hot tub in fabulous Monteagle
Terrace/patio

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 CA $278
CA $530 total
includes taxes & fees
May 4 - May 5
Modern 2-bedroom A-frame with WiFi, AC and hot tub in fabulous Monteagle
"The Hawk Nest" cabin on Tims Ford Lake
Property grounds

"The Hawk Nest" cabin on Tims Ford Lake

9.2 out of 10, Wonderful, (12)
"Private, comfortable, plenty of amenities. Kids are a little older so no problem with the ladder. Will stay again!"
The price is CA $151
CA $426 total
includes taxes & fees
Apr 17 - Apr 18
"The Hawk Nest" cabin on Tims Ford Lake
Eagle's Escape at The Retreat at Sunset Bluff
1 bedroom, WiFi, bed sheets

Eagle's Escape at The Retreat at Sunset Bluff

9.6 out of 10, Exceptional, (9)
"Our place was absolutely fantastic. Gorgeous and cozy!"
The price is CA $133
CA $366 total
includes taxes & fees
Apr 16 - Apr 17
Eagle's Escape at The Retreat at Sunset Bluff
Escape to your cozy 2-bedroom cabin near Greater Falls
Exterior

Escape to your cozy 2-bedroom cabin near Greater Falls

9.8 out of 10, Exceptional, (131)
"This was one of our best stays ever. Perfect little cabin in an ideal setting if you want peace and quiet. Close to hiking. I could have stayed forever. Will definitely go back."
Escape to your cozy 2-bedroom cabin near Greater Falls
Monteagle Cabin, Views! Hot Tub!
Exterior

Monteagle Cabin, Views! Hot Tub!

10.0 out of 10, Exceptional, (33)
"Stayed for a visit to Sewanee. Perfect location tucked away but a quick drive to campus! Spacious yet cozy. The hot tub was sooo nice. Will stay again. "
Monteagle Cabin, Views! Hot Tub!
Secluded Scandinavian Style Cabin/20 private acres/ View/Hot Tub/Game Room
Exterior

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

9.8 out of 10, Exceptional, (42)
"Great place to stay. Very peaceful & rejuvenating environment. Great view & amenities. Thankful to have found a place to return close to home for quick getaways. You won’t be disappointed!"
Secluded Scandinavian Style Cabin/20 private acres/ View/Hot Tub/Game Room
Game room, hot tub, sauna, fire pit, LARGE CABIN!
Property grounds

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!
Terrace/patio

Mossy Falls Cabin | Outdoor Hot Tub & Fire Pit!

10.0 out of 10, Exceptional, (15)
"This cabin was everything we needed for a weekend getaway! close to trails, very clean and well stocked, comfortable beds and common space. can’t recommend enough and will be back!"
Mossy Falls Cabin | Outdoor Hot Tub & Fire Pit!
Jenny's Retreat at The Retreat at Deer Lick Falls
Fridge, microwave, oven, stovetop

Jenny's Retreat at The Retreat at Deer Lick Falls

9.0 out of 10, Wonderful, (10)
"loved the decor !"
The price is CA $118
CA $346 total
includes taxes & fees
Apr 20 - Apr 21
Jenny's Retreat at The Retreat at Deer Lick Falls
Escape to Nature @ Trailhead Cabins
Smart TV, books

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
Sign in
Sign up, it's free

Other property types in Winchester

Sunset Cove- Lake Home, Dock, Fire Pit, Hot Tub, Game Room, Etc
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (15)
"Our family of 5 had a wonderful stay. The house was very clean. The location to the water could not have been any better. The area has so many outdoor activities to offer. We will definitely be back."
Sunset Cove- Lake Home, Dock, Fire Pit, Hot Tub, Game Room, Etc
Barefoot Bliss w/Stunning Waterfront Lot & Pool
Exterior

Barefoot Bliss w/Stunning Waterfront Lot & Pool

Barefoot Bliss w/Stunning Waterfront Lot & Pool
Million Dollar Views: Lakefront, Dock, Kayaks+More
Property grounds

Million Dollar Views: Lakefront, Dock, Kayaks+More

10.0 out of 10, Exceptional, (44)
"We absolutely loved everything about our stay. It was very clean, private, plenty of amenities and the host were amazing. This place had everything you could imagine. Highly recommended. We will definitely be back. Our entire family had a blast. Thanks again "
Million Dollar Views: Lakefront, Dock, Kayaks+More
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.

Frequently asked questions

What are the best cabins near Winchester?
Rediscover the outdoors without having to rough it at one of our 670 cabins in and around Winchester. Whether you have adventure or relaxation on your to-do list, Newly Remodeled Log Cabin Near Desoto State Park And Historic Downtown Mentone has plenty of both. Alternatively, book a stay at Cabin - 3 Miles To Jack Daniels Distillery and make the most of its beautiful surroundings.
Are there cheap cabins in Winchester?
Priced between CA $110 and CA $278 per night, getting away from it all is affordable and easy. Snap up one of our cheap cabins in Winchester and enjoy an adventure-filled vacation without draining your bank account.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 a vacation that’s hard to forget at one of our Winchester luxury cabins. Peggers Cabin | Luxury Rustic Tiny Cabin| Spa is one place where you can spend a few days indulging your love of the finer things in life. It comes with a deck and a spa tub. Or, use Apollonie Cabin | Lookout Mountain | Hot Tub as a base to discover the beautiful natural areas around you. Amenities here include a deck and a spa tub.