A calm lake with autumn foliage, a dock, and houses along the shore.

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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 log cabin with a porch, outdoor seating, and a welcome sign.

1. "The Hawk Nest" cabin on Tims Ford Lake

"The Hawk Nest" cabin on Tims Ford Lake
Winchester
9.4 out of 10, Exceptional, (26 reviews)
"Super nice, peaceful get-away. Love the private dock and all the sitting areas outside. Feels secluded and I like it. Very easy access as well."
United States
Andrew N.
$369 nightly
The price is $422
Oct 17 - Oct 18
Total with taxes and fees
"The Hawk Nest" cabin on Tims Ford Lake
A red building with a green roof, a covered porch, and a gravel driveway.

2. A very rustic converted pole barn unique cozy cabin

A very rustic converted pole barn unique cozy cabin
Estill Springs
9.8 out of 10, Exceptional, (167 reviews)
"This was a perfect stay for us while we were visiting family! We look forward to staying again when we’re in the area."
United States
Jacquelyne S.
$145 nightly
The price is $165
Oct 20 - Oct 21
Total with taxes and fees
A very rustic converted pole barn unique cozy cabin
A treehouse with a deck and stairs, surrounded by a forest.

3. Private Multi Family Retreat on 5 Acres!

Private Multi Family Retreat on 5 Acres!
Sewanee
10.0 out of 10, Exceptional, (15 reviews)
"Very unique property, awesome set up and great spot if you have 3 (or even 4) families."
United States
Richard J.
$1,108 nightly
The price is $1,193
Oct 18 - Oct 19
Total with taxes and fees
Private Multi Family Retreat on 5 Acres!
A cabin with a wooden exterior, a staircase leading to a deck, and a gravel driveway surrounded by trees.

4. Sasquatch Farm

Sasquatch Farm
3.0 star property
South Pittsburg
9.0 out of 10, Wonderful, (9 reviews)
"This place is amazing! Thank you to the owners and the staff! Also a huge thanks for an amazing fireworks show and the live music was outstanding!"
United States
Kimberly
$150 nightly
The price is $172
Oct 18 - Oct 19
Total with taxes and fees
Sasquatch Farm
A two-story wooden house with a front porch, a chimney, and a small front yard.

5. Lydia's Lodge in Pelham

Lydia's Lodge in Pelham
Pelham
9.6 out of 10, Exceptional, (15 reviews)
"It was a great p[lace to stay. Very peaceful"
United States
Levi M.
$216 nightly
The price is $243
Oct 18 - Oct 19
Total with taxes and fees
Lydia's Lodge in Pelham
A building with a sign reading 'THE LEMON FAIR' and a yellow door.

6. 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, (42 reviews)
"Fit the needs for a golf trip away from home. Very charming community in the woods. Place was clean with no issues. Nice loft if you have kids. Would recommend!"
United States
John S.
$278 nightly
The price is $307
Oct 21 - Oct 22
Total with taxes and fees
The Woods at The Retreat at Deer Lick Falls
A cabin with a porch, wooden steps, and a stone foundation.

7. Eagle’s Escape to Sunset Bluff - With OHV Trailer Parking Space

Eagle’s Escape to Sunset Bluff - With OHV Trailer Parking Space
Monteagle
9.6 out of 10, Exceptional, (11 reviews)
"Perfect little cottage with all the necessities. Backyard firepit was great!"
United States
Scott
$187 nightly
The price is $211
Oct 19 - Oct 20
Total with taxes and fees
Eagle’s Escape to Sunset Bluff - With OHV Trailer Parking Space
A modern house with a glass enclosure, a stone foundation, and a wooden deck.

8. Cozy Cabin Retreat with Loft Hideaway, Fire Pit & Nature Trails in Monteagle, Tennessee

Cozy Cabin Retreat with Loft Hideaway, Fire Pit & Nature Trails in Monteagle, Tennessee
Clifftops
$318 nightly
The price is $370
Oct 18 - Oct 19
Total with taxes and fees
Cozy Cabin Retreat with Loft Hideaway, Fire Pit & Nature Trails in Monteagle, Tennessee
A wooden cabin with a porch, steps, and string lights.

9. Quiet Cabin on .5 Acres - Kids Welcome!

Quiet Cabin on .5 Acres - Kids Welcome!
Monteagle
10.0 out of 10, Exceptional, (8 reviews)
"Great place to stay!!"
United States
Laura M.
$679 nightly
The price is $765
Oct 18 - Oct 19
Total with taxes and fees
Quiet Cabin on .5 Acres - Kids Welcome!
A stone building with a traditional architectural style, featuring a central entrance and multiple windows.

10. The Cabin in Tracy City

The Cabin in Tracy City
Tracy City
9.8 out of 10, Exceptional, (32 reviews)
"Great place, clean and quiet!!"
United States
Jose
$160 nightly
The price is $180
Oct 19 - Oct 20
Total with taxes and fees
The Cabin in Tracy City
A rustic cabin with a green metal roof, wooden porch, and a small garden with pink flowers.

11. The Calming Cabin — Relaxing Getaway, Park-Like Setting, and Area Waterfalls

The Calming Cabin — Relaxing Getaway, Park-Like Setting, and Area Waterfalls
Tracy City
10.0 out of 10, Exceptional, (67 reviews)
"We loved our stay!"
United States
Marc N.
$172 nightly
The price is $196
Oct 18 - Oct 19
Total with taxes and fees
The Calming Cabin — Relaxing Getaway, Park-Like Setting, and Area Waterfalls
A cabin with a large window and a covered porch, surrounded by dense forest.

12. Deciduous Dreams in Deer Lick Falls

Deciduous Dreams in Deer Lick Falls
Monteagle
9.2 out of 10, Wonderful, (20 reviews)
"Very nice"
United States
Joseph
$181 nightly
The price is $204
Oct 20 - Oct 21
Total with taxes and fees
Deciduous Dreams in Deer Lick Falls
A wooden cabin with a covered porch, a staircase, and a gravel pathway.

13. Mountain Thyme | Paddle Boat & Fish on the Pond!

Mountain Thyme | Paddle Boat & Fish on the Pond!
Monteagle
$396 nightly
The price is $447
Oct 18 - Oct 19
Total with taxes and fees
Mountain Thyme | Paddle Boat & Fish on the Pond!
A cabin with a deck, surrounded by trees, and a gravel path leading to the entrance.

14. Tennessee Treasure at The Retreat at Sunset Bluff

Tennessee Treasure at The Retreat at Sunset Bluff
Monteagle
10.0 out of 10, Exceptional, (6 reviews)
"We enjoyed the beautiful views and the cozy outdoor spaces. It was super clean and comfortable for our 4-night stay Highly recommend."
United States
Courtney S.
$462 nightly
The price is $511
Oct 18 - Oct 19
Total with taxes and fees
Tennessee Treasure at The Retreat at Sunset Bluff
A large, two-story building with a metal roof, surrounded by lush greenery.

15. Cabin with Fishing Pond and Gorgeous Bluff Views!

Cabin with Fishing Pond and Gorgeous Bluff Views!
Sewanee
9.8 out of 10, Exceptional, (16 reviews)
"We had a wonderful stay and would definitely come back. The cabin was beautiful, clean, and the perfect secluded getaway. Everything was easy from start to finish. We highly recommend this property!"
United States
Dan M.
$417 nightly
The price is $471
Oct 18 - Oct 19
Total with taxes and fees
Cabin with Fishing Pond and Gorgeous Bluff Views!
A rustic log cabin with a wooden deck and a covered porch.

16. Martin Springs Cabin.

Martin Springs Cabin.
South Pittsburg
10.0 out of 10, Exceptional, (3 reviews)
"Great place to stay will definitely stay here again !!!!! "
United States
Alan D.
$231 nightly
The price is $261
Oct 19 - Oct 20
Total with taxes and fees
Martin Springs Cabin.
A two-story cabin with a covered deck and a small porch.

17. Fully Stocked Cabin Nestled Among the Trees in Tennessee

Fully Stocked Cabin Nestled Among the Trees in Tennessee
Monteagle
$354 nightly
The price is $414
Oct 22 - Oct 23
Total with taxes and fees
Fully Stocked Cabin Nestled Among the Trees in Tennessee
A log cabin with a porch, a small front door, and a window.

18. 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.
$299 nightly
The price is $301
Oct 26 - Oct 27
Total with taxes and fees
Mama Bear's Woodland Escape
A cabin with a deck, surrounded by a forest.

19. Cozy Cottage at The Retreat at Deer Lick Falls

Cozy Cottage at The Retreat at Deer Lick Falls
Monteagle
9.8 out of 10, Exceptional, (20 reviews)
"It was the perfect, peaceful getaway that my husband and I needed!"
United States
Teri F.
$263 nightly
The price is $292
Oct 18 - Oct 19
Total with taxes and fees
Cozy Cottage at The Retreat at Deer Lick Falls
A modern cabin with a deck, surrounded by a forest.

20. Hillside Haven at The Retreat at Water's Edge

Hillside Haven at The Retreat at Water's Edge
Tracy City
10.0 out of 10, Exceptional, (40 reviews)
"Great place! Hope to try out some of the other properties as well."
United States
Matt S.
$357 nightly
The price is $410
Nov 1 - Nov 2
Total with taxes and fees
Hillside Haven at The Retreat at Water's Edge
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

Lakehouse 4BR4BA FreeKayaks 2Kitchen DoubleDeck SwimPool BoatRamp FamilyVacation

Lakehouse 4BR4BA FreeKayaks 2Kitchen DoubleDeck SwimPool BoatRamp FamilyVacation

10/10 Excellent
"This is was an amazing stay."
Alicia W. 3-night trip
Posted 16 hours ago
Lakehouse 4BR4BA FreeKayaks 2Kitchen DoubleDeck SwimPool BoatRamp FamilyVacation

Find out more about Winchester

Winchester Cabin Rentals information

Number of reviews
392
Accommodation
180 Cabin Rentals
Lowest Price
$165
Highest Price
$1,193

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 $165 and $1,193 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 $165 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.

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