Search the Best Cabins in Winchester

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Winchester cabin rentals

"The Hawk Nest" cabin on Tims Ford Lake

"The Hawk Nest" cabin on Tims Ford Lake
Winchester
9.4 out of 10, Exceptional, (20 reviews)
"Very cozy and great lake location. We definitely plan to go back."
United States
Jason G.
$269 nightly
The price is $308
Mar 30 - Mar 31
Total with taxes and fees
"The Hawk Nest" cabin on Tims Ford Lake

Flat Branch Lodge - Tracy City, TN

Flat Branch Lodge - Tracy City, TN
Tracy City
9.8 out of 10, Exceptional, (16 reviews)
"Just a lovely stay enjoyed every moment "
United States
Justin D.
$204 nightly
The price is $204
Apr 26 - Apr 27
Total with taxes and fees
Flat Branch Lodge - Tracy City, TN

Sasquatch Farm

Sasquatch Farm
3.0 star property
South Pittsburg
8.0 out of 10, Very Good, (2 reviews)
"loved the place and area, only issue was it did seem like it wasn’t properly cleaned before we arrived and found someone’s socks under the pull out couch. But overall everything else was great! "
United States
Mayumi
$95 nightly
The price is $109
Mar 30 - Mar 31
Total with taxes and fees
Sasquatch Farm

Luxe 2BR Cabin C by MHM Luxury Properties

Luxe 2BR Cabin C by MHM Luxury Properties
Jasper
9.4 out of 10, Exceptional, (8 reviews)
"Our stay was wonderful. The only improvement we could suggest would be the living room sofa was very uncomfortable for both my husband and I. "
United States
Angela G.
$288 nightly
The price is $299
Mar 30 - Mar 31
Total with taxes and fees
Luxe 2BR Cabin C by MHM Luxury Properties

Private Off-Grid Cabin on a Bluff

Private Off-Grid Cabin on a Bluff
Sequatchie
10.0 out of 10, Exceptional, (1 review)
"The location of the cabin is absolutely amazing! Literally in the middle of the woods with nothing else in sight. The view from the cliff is breathtaking, especially at sunset. We enjoyed cooking on the camp stove and eating by a fire in the evenings. If you want to get away and truly be “away” from it all, this is the place. Will definitely be back again! "
United States
Sarah P.
$144 nightly
The price is $162
Mar 30 - Mar 31
Total with taxes and fees
Private Off-Grid Cabin on a Bluff

Tiny House @ Trailhead Cabins

Tiny House @ Trailhead Cabins
Monteagle
9.4 out of 10, Exceptional, (10 reviews)
"Second time we stayed there as very convenient to Sewanee "
United States
Steve S.
$192 nightly
The price is $225
Mar 30 - Mar 31
Total with taxes and fees
Tiny House @ Trailhead Cabins

The Private Reserve Cabin, Hot Tub, Pet Friendly, Secluded

The Private Reserve Cabin, Hot Tub, Pet Friendly, Secluded
Tracy City
9.4 out of 10, Exceptional, (11 reviews)
"Enjoyed being able to relax in a beautiful location!"
United States
Ann L.
$201 nightly
The price is $227
Mar 31 - Apr 1
Total with taxes and fees
The Private Reserve Cabin, Hot Tub, Pet Friendly, Secluded

With Trailhead to One of TN's Tallest Waterfalls

With Trailhead to One of TN's Tallest Waterfalls
Monteagle
8.8 out of 10, Excellent, (3 reviews)
"Nice place to stay that feels like home. If we are back in this area again, we will definitely stay here again. "
United States
Susan C.
$184 nightly
The price is $184
Mar 30 - Mar 31
Total with taxes and fees
With Trailhead to One of TN's Tallest Waterfalls

Mama Bear's Woodland Escape

Mama Bear's Woodland Escape
Monteagle
9.4 out of 10, Exceptional, (3 reviews)
"The property was very nice. We were there for a show at the Caverns and the location was perfect. We also enjoyed exploring the area! "
United States
Maureen B.
$262 nightly
The price is $264
Mar 30 - Mar 31
Total with taxes and fees
Mama Bear's Woodland Escape

Deciduous Dreams in Deer Lick Falls

Deciduous Dreams in Deer Lick Falls
Monteagle
9.0 out of 10, Wonderful, (8 reviews)
"This property was everything and more. Our fur baby loved this trip, there is information about what to do around the area and on the property in a binder inside. This came in handy to locate the trails and amazing waterfall on the grounds. There is a super cute pavilion with outdoor fireplace and fire pit, along with rocking chairs for when the nights start to warm up. Definitely plan on returning. "
United States
Pamela
$178 nightly
The price is $178
Apr 1 - Apr 2
Total with taxes and fees
Deciduous Dreams in Deer Lick Falls

The Woods at The Retreat at Deer Lick Falls

The Woods at The Retreat at Deer Lick Falls
Monteagle
9.8 out of 10, Exceptional, (39 reviews)
"Loved the little village and house! "
United States
Stephanie S.
$292 nightly
The price is $328
Apr 3 - Apr 4
Total with taxes and fees
The Woods at The Retreat at Deer Lick Falls

Leprechaun Lodge at The Retreat at Deer Lick Falls

Leprechaun Lodge at The Retreat at Deer Lick Falls
Monteagle
10.0 out of 10, Exceptional, (29 reviews)
"We were only there for 12 hours but it was a very cute place! I want to go back when we can spend more time. We went to a concert at The Caverns and it was approximately 15 min drive. "
United States
Michelle S.
$278 nightly
The price is $312
Mar 30 - Mar 31
Total with taxes and fees
Leprechaun Lodge at The Retreat at Deer Lick Falls

Petite Retreat at The Retreat at Water's Edge

Petite Retreat at The Retreat at Water's Edge
Tracy City
9.6 out of 10, Exceptional, (24 reviews)
"Very nice and clean. Really cozy and relaxing. Host very nice and accommodating!"
United States
Bryan H.
$297 nightly
The price is $348
Mar 30 - Mar 31
Total with taxes and fees
Petite Retreat at The Retreat at Water's Edge

The Cabin in Tracy City

The Cabin in Tracy City
Tracy City
9.6 out of 10, Exceptional, (19 reviews)
"Well made cabin, very cute and cozy! Would definitely stay again"
United States
Laura
$161 nightly
The price is $161
Mar 30 - Mar 31
Total with taxes and fees
The Cabin in Tracy City

The Mountaineer at The Retreat at Deer Lick Falls II

The Mountaineer at The Retreat at Deer Lick Falls II
Monteagle
10.0 out of 10, Exceptional, (10 reviews)
"This was an awesome property! Super cute, comfy, hot tub, fire pit and good location. Really enjoyed our stay here!"
United States
Steve and Shannon B.
$320 nightly
The price is $360
Mar 31 - Apr 1
Total with taxes and fees
The Mountaineer at The Retreat at Deer Lick Falls II

Cozy Cottage at The Retreat at Deer Lick Falls

Cozy Cottage at The Retreat at Deer Lick Falls
Monteagle
10.0 out of 10, Exceptional, (17 reviews)
"The property was well maintained. We had a very relaxing and peaceful stay. Will make plans to stay here again."
United States
Danny D.
$291 nightly
The price is $327
Mar 30 - Mar 31
Total with taxes and fees
Cozy Cottage at The Retreat at Deer Lick Falls

Adventurer at The Retreat at Water's Edge

Adventurer at The Retreat at Water's Edge
Tracy City
9.6 out of 10, Exceptional, (7 reviews)
"The place was very nice. Couldn't ask for a better place. Just wish you had piles of firewood to us at the fire pits"
United States
Amanda L.
$289 nightly
The price is $338
Mar 31 - Apr 1
Total with taxes and fees
Adventurer at The Retreat at Water's Edge

The Dolly House at The Retreat at Water's Edge

The Dolly House at The Retreat at Water's Edge
Tracy City
10.0 out of 10, Exceptional, (7 reviews)
"The Dolly House was AMAZING! Great location on the water with fabulous views! Highly recommend!"
United States
Carla H.
$325 nightly
The price is $381
Apr 8 - Apr 9
Total with taxes and fees
The Dolly House at The Retreat at Water's Edge

Cozy Oaks at The Retreat at Deer Lick Falls II

Cozy Oaks at The Retreat at Deer Lick Falls II
Monteagle
9.8 out of 10, Exceptional, (14 reviews)
"We really enjoyed it. Clean, had everything we needed, comfortable. Loved the hot tub. "
United States
Ashley E.
$347 nightly
The price is $391
Mar 30 - Mar 31
Total with taxes and fees
Cozy Oaks at The Retreat at Deer Lick Falls II

Piney House at The Retreat at Sunset Bluff

Piney House at The Retreat at Sunset Bluff
Monteagle
9.8 out of 10, Exceptional, (8 reviews)
"We had a great stay..it was so relaxing!"
United States
Charles R.
$345 nightly
The price is $388
Mar 30 - Mar 31
Total with taxes and fees
Piney House at The Retreat at Sunset Bluff
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Winchester Hotel Reviews

Find out more about Winchester

Winchester Cabin Rentals information

Number of reviews
239
Accommodation
158 Cabin Rentals
Lowest Price
$109
Highest Price
$391

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 $109 and $391 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.
What are the best river cabins near Winchester?
When you think of the word peaceful, a river cabin near Winchester should be the first thing that enters your head. Sweet Springs Lodge - Lake Guntersville is the ideal place to discover your Zen. In addition to its picturesque surroundings, it features amenities such as outdoor furniture and nearby ecotour services. Family Get Away Tiny House Cabin With Bunk Room+pet Friendly Lake Guntersville is another popular option. Cycling and on-site watersports are among the conveniences you'll have at your disposal here.
What are the best cabins with pools near Winchester?
Staying in a cabin rental with a pool adds a level of excitement to your vacation. If you're searching for one near Winchester, Cabin - Bud's Place. Romantic Getaway. Hot Tub comes with useful amenities like a swimming pool and a patio to make your poolside escape even better. Cozy, Knotted Pine Lodge And Cabin With Fire Pits is another top choice and features a swimming pool and a firepit.
What are some great Winchester cabins?
In the heart of nature but still offering the comforts you need, nothing beats a cabin if you'd love to truly experience the great outdoors. Secluded Scandinavian Style Cabin is a wonderful spot to escape from it all. Its amenities include a firepit and a garden. A Very Rustic Converted Pole Barn Unique Cozy Cabin is another top-rated property. A yard and a firepit will help make your stay even more comfortable.
What are the best weekend cabin rentals in Winchester?
Whether you're organizing a short break with your significant other or the entire family, we'll help you find the perfect weekend cabin getaway. One great example? Cabin - Rustic Retreat With Hot Tub - Rest And Relaxation For The Entire Family. Featuring a patio and a firepit, you'll love the natural beauty here. Cabin - Family And Pet Friendly Treehouse Glam is another good place where you can slow down for a while. Book a few nights at this escape which offers a patio and a firepit.
What are the best cabin prices in Winchester?
With prices from only $109 a night for a cabin rental in Winchester, there's no need to bother with that impossible-to-pitch tent.
Can I find log cabins in Winchester?
Start your day with a cup of joe in your log cabin and then go rafting and mountain biking. Sound perfect to you? Head for Cozy 2 - Bedroom Log Cabin Near Chattanooga Attractions. Another relaxing getaway with lots of character and comfort is Secluded Log Cabin With Stunning Mountain Views. Close-by activities like shore fishing and cycling will add to your experience here.
What are the highest-rated cabins in Winchester?
Expedia adventurers keep coming back to A Very Rustic Converted Pole Barn Unique Cozy Cabin. This outstanding option features plenty of amenities including a patio and a firepit. It won't take you too long to see why Cabin In The Sky With An Outdoor Kitchen is also a hit with visitors. Conveniences such as a swimming pool and a spa tub will help make your stay even more memorable.
What are the top things to see and do in Winchester?
Any great cabin getaway just has to include visiting the local sights. For example, Hammers. It's one of the most popular things to see and do in Winchester. If you'd like to explore beyond the immediate area, rent some wheels and make your way to Tims Ford Marina.
Why should I book a cabin in Winchester?
For a travel experience that's big on charm, comfort and affordability, it's hard to top a cabin. Lose your city blues in the greenery of the wilderness. From action-packed days to restful nights cuddled up with your sweetheart, cabins promise both excitement and relaxation. You'll find all the best Winchester options on Expedia.
What are the top nature cabins in Winchester?
With ample home comforts and charm, Sweet Springs Lodge - Lake Guntersville is one of our best nature cabins in Winchester. But with countless things to do and see close by, don't spend all your time chilling indoors. Activities including nearby mountain biking and nearby sailing are waiting. Family Get Away Tiny House Cabin With Bunk Room+pet Friendly Lake Guntersville is another place where you can hang out in nature. Paddle boating and golf are a couple of enjoyable ways to do it.
What are some of the best cabins near Tims Ford Lake in Winchester?
Cabin - 3 Miles To Jack Daniels Distillery is a popular choice in Tims Ford Lake. Well-thought-out amenities, a picture-perfect backdrop and access to activities such as nearby water skiing and nearby fishing make it a top pick. Relaxing Getaway Cabin In Winchester also combines adventure and nature. Get comfy here and add nearby horse riding and nearby kayaking to your to-do list.

Explore a world of travel with Expedia