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

Search the Best Cabins in Winchester

Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Winchester cabin rentals

Outdoor dining

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)
"Great little, hidden get-away!"
United States
Rich F.
$455 nightly
The price is $520
Sep 18 - Sep 19
Total with taxes and fees
"The Hawk Nest" cabin on Tims Ford Lake
Exterior

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, (166 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
Sep 25 - Sep 26
Total with taxes and fees
A very rustic converted pole barn unique cozy cabin
Exterior detail

3. 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, (41 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.
$279 nightly
The price is $308
Sep 22 - Sep 23
Total with taxes and fees
The Woods at The Retreat at Deer Lick Falls
Exterior

4. Lydia's Lodge in Pelham

Lydia's Lodge in Pelham
Pelham
9.6 out of 10, Exceptional, (14 reviews)
"It was a great p[lace to stay. Very peaceful"
United States
Levi M.
$219 nightly
The price is $246
Sep 20 - Sep 21
Total with taxes and fees
Lydia's Lodge in Pelham
Exterior

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

Eagle’s Escape to Sunset Bluff - With OHV Trailer Parking Space
Monteagle
9.4 out of 10, Exceptional, (9 reviews)
"Perfect little cottage with all the necessities. Backyard firepit was great!"
United States
Scott
$176 nightly
The price is $198
Sep 20 - Sep 21
Total with taxes and fees
Eagle’s Escape to Sunset Bluff - With OHV Trailer Parking Space
Exterior

6. Deciduous Dreams in Deer Lick Falls

Deciduous Dreams in Deer Lick Falls
Monteagle
9.2 out of 10, Wonderful, (18 reviews)
"Very nice"
United States
Joseph
$178 nightly
The price is $200
Sep 20 - Sep 21
Total with taxes and fees
Deciduous Dreams in Deer Lick Falls
Exterior

7. Muse at Monteagle at The Retreat at Deer Lick Falls

Muse at Monteagle at The Retreat at Deer Lick Falls
Monteagle
10.0 out of 10, Exceptional, (61 reviews)
"Exactly what we were looking for… A comfortable and easy place to enjoy the quiet beauty of nature."
United States
Jill
$308 nightly
The price is $340
Sep 20 - Sep 21
Total with taxes and fees
Muse at Monteagle at The Retreat at Deer Lick Falls
Exterior

8. Sasquatch Farm

Sasquatch Farm
3.0 star property
South Pittsburg
9.4 out of 10, Exceptional, (8 reviews)
"Omgoodness this place is absolutely amazing!!! We went for a spiritual journey and it was perfect!! The lake & water fall creek with seats sitting in the water was perfect for my reading and meditating. It is absolutely beautiful!!! They had a concert Saturday night, we didn't go to the actual concert but was right beside it and they were fabulous!! Great place to stay! We will definitely return. Thank you so much for everything!"
United States
Tina
$150 nightly
The price is $172
Sep 20 - Sep 21
Total with taxes and fees
Sasquatch Farm
Exterior

9. The Cabin in Tracy City

The Cabin in Tracy City
Tracy City
9.6 out of 10, Exceptional, (30 reviews)
"Great place, clean and quiet!!"
United States
Jose
$161 nightly
The price is $181
Sep 19 - Sep 20
Total with taxes and fees
The Cabin in Tracy City
Property grounds

10. 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)
"This was my second stay at the Cozy Cottage and it’s just as perfect as I remembered. It’s an easy drive to The Caverns, and the waterfall here is gorgeous. The house is cozy and perfect for a romantic getaway. Will absolutely be back!"
United States
Kate C.
$272 nightly
The price is $301
Sep 20 - Sep 21
Total with taxes and fees
Cozy Cottage at The Retreat at Deer Lick Falls
Exterior

11. Tiny Home in Deer Lick Falls Community

Tiny Home in Deer Lick Falls Community
Monteagle
9.8 out of 10, Exceptional, (14 reviews)
"We absolutely loved our stay!"
United States
Holly D.
$179 nightly
The price is $201
Sep 20 - Sep 21
Total with taxes and fees
Tiny Home in Deer Lick Falls Community
Exterior

12. On the Edge at The Retreat at Deer Lick Falls

On the Edge at The Retreat at Deer Lick Falls
Monteagle
9.8 out of 10, Exceptional, (26 reviews)
"Very peaceful area, cozy environment & cabin!"
United States
Ashley M.
$265 nightly
The price is $294
Sep 21 - Sep 22
Total with taxes and fees
On the Edge at The Retreat at Deer Lick Falls
Terrace/patio

13. 1 Room Camping Cabin - Enjoy a cabin with air conditioning and real beds!

1 Room Camping Cabin - Enjoy a cabin with air conditioning and real beds!
Manchester
10.0 out of 10, Exceptional, (2 reviews)
"The host was very helpful and welcoming with us. I would definitely stay here again"
United States
Donald z.
$76 nightly
The price is $83
Sep 20 - Sep 21
Total with taxes and fees
1 Room Camping Cabin - Enjoy a cabin with air conditioning and real beds!
Exterior

14. Sleepy Hollow at The Retreat at Sunset Bluff

Sleepy Hollow at The Retreat at Sunset Bluff
Monteagle
9.6 out of 10, Exceptional, (18 reviews)
"Had a great time at this beautiful tiny home. Thanks!"
United States
Spencer D.
$345 nightly
The price is $382
Sep 20 - Sep 21
Total with taxes and fees
Sleepy Hollow at The Retreat at Sunset Bluff
Exterior

15. Llama No Drama Lodge at The Retreat at Deer Lick Falls

Llama No Drama Lodge at The Retreat at Deer Lick Falls
Monteagle
9.6 out of 10, Exceptional, (25 reviews)
"The property was charming, extremely clean, and cozy. The house had all the amenities you would want or need during a short or extended stay. The outdoor spaces were serene with a beautiful wooded scenery a quiet screened in porch with comfy seating. I would definitely stay in that sweet house again.!"
United States
CHRISTEL
$363 nightly
The price is $401
Sep 20 - Sep 21
Total with taxes and fees
Llama No Drama Lodge at The Retreat at Deer Lick Falls
Exterior

16. Mountain Mama Bluff View Escape - With OHV Trailer Parking Space

Mountain Mama Bluff View Escape - With OHV Trailer Parking Space
Monteagle
10.0 out of 10, Exceptional, (1 review)
"Nice clean home close enough to campus. Hope to stay here again!"
United States
Jay H.
$289 nightly
The price is $325
Sep 21 - Sep 22
Total with taxes and fees
Mountain Mama Bluff View Escape - With OHV Trailer Parking Space
Exterior

17. 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.
$302 nightly
The price is $304
Sep 20 - Sep 21
Total with taxes and fees
Mama Bear's Woodland Escape
Exterior

18. Summit & Shore House at The Retreat at Deer Lick Falls

Summit & Shore House at The Retreat at Deer Lick Falls
Monteagle
9.6 out of 10, Exceptional, (34 reviews)
"We love all of The Retreat's properties. We were able to snag a last minute reservation here and didn't mind getting rained in. Such a lovely and cozy house, with the rain pattering on the roof."
United States
Matt H.
$331 nightly
The price is $366
Sep 20 - Sep 21
Total with taxes and fees
Summit & Shore House at The Retreat at Deer Lick Falls
Exterior

19. Hickory Hideaway at The Retreat at Deer Lick Falls

Hickory Hideaway at The Retreat at Deer Lick Falls
Monteagle
10.0 out of 10, Exceptional, (1 review)
"The location was fantastic and the waterfall behind the property was amazing"
United States
Tracey B.
$288 nightly
The price is $318
Sep 20 - Sep 21
Total with taxes and fees
Hickory Hideaway at The Retreat at Deer Lick Falls
Exterior

20. The Ascent at The Retreat at Deer Lick Falls II

The Ascent at The Retreat at Deer Lick Falls II
Monteagle
9.8 out of 10, Exceptional, (20 reviews)
"This is a great place to stay plenty of room and quiet"
United States
Angie D.
$321 nightly
The price is $355
Sep 20 - Sep 21
Total with taxes and fees
The Ascent at The Retreat at Deer Lick Falls II
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

The Smokehouse Lodge and Cabins

The Smokehouse Lodge and Cabins

10/10 Excellent
"Great family owned property! It's just a very nice economical country motel! Don't expect the Marriott because this is a country motel with Incredible beautiful views off the back of the property, not to mention the barbecue restaurant next door!"
Jim 1-night trip
Posted 8 hours ago
The Smokehouse Lodge and Cabins

Find out more about Winchester

Winchester Cabin Rentals information

Number of reviews
454
Accommodation
196 Cabin Rentals
Lowest Price
$83
Highest Price
$520

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 $83 and $520 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 $83 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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