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

Find Cabins in Winchester for Rent from CA $136

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Winchester cabin rentals

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

"The Hawk Nest" cabin on Tims Ford Lake
Winchester
9.2 out of 10, Wonderful, (24 reviews)
"Great little, hidden get-away!"
United States
Rich F.
The price is CA $382
CA $676 total
includes taxes & fees
Aug 20 - Aug 21
"The Hawk Nest" cabin on Tims Ford Lake

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, (162 reviews)
"Our stay was comfortable and clean."
United States
George A.
The price is CA $139
CA $213 total
includes taxes & fees
Aug 18 - Aug 19
A very rustic converted pole barn unique cozy cabin

3. Deciduous Dreams in Deer Lick Falls

Deciduous Dreams in Deer Lick Falls
Monteagle
9.0 out of 10, Wonderful, (14 reviews)
"Loved our stay here - such a cozy little tiny home community, private but not isolated. We loved the hike to the waterfall on the property grounds, as well as the gorgeous Fiery Gizzard North trailhead with several other waterfalls just a short drive away. "
United States
Claire H.
The price is CA $104
CA $281 total
includes taxes & fees
Aug 16 - Aug 17
Deciduous Dreams in Deer Lick Falls

4. 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
The price is CA $119
CA $136 total
includes taxes & fees
Aug 26 - Aug 27
Sasquatch Farm

5. Tims Ford Lake Escape- Turkey Creek Cabin #1 w/ Boat Access

Tims Ford Lake Escape- Turkey Creek Cabin #1 w/ Boat Access
Tullahoma
9.8 out of 10, Exceptional, (8 reviews)
"Cabin was great and definitely would stay here again. Everything was as described and is a great proximity to the lake. "
United States
Jon G.
The price is CA $223
CA $521 total
includes taxes & fees
Aug 24 - Aug 25
Tims Ford Lake Escape- Turkey Creek Cabin #1 w/ Boat Access

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, (41 reviews)
"The home was cute, clean and quiet. Would be great for a family but I also enjoyed my stay alone. Love the tiny home neighborhood surrounded by nature."
United States
Skip E.
The price is CA $125
CA $430 total
includes taxes & fees
Sep 7 - Sep 8
The Woods at The Retreat at Deer Lick Falls

7. The Cabin in Tracy City

The Cabin in Tracy City
Tracy City
9.6 out of 10, Exceptional, (28 reviews)
"Beautifully decorated, clean cabin. Very comfortable on a beautiful piece of land. Very relaxing and only 15 minute drive to the Caverns!"
United States
Kalindi M.
The price is CA $76
CA $250 total
includes taxes & fees
Aug 16 - Aug 17
The Cabin in Tracy City

8. With Trailhead to One of TN's Tallest Waterfalls

With Trailhead to One of TN's Tallest Waterfalls
Monteagle
9.4 out of 10, Exceptional, (10 reviews)
"Lovely - so enjoyed our stay! So peaceful. "
United States
Elizabeth
The price is CA $108
CA $288 total
includes taxes & fees
Aug 18 - Aug 19
With Trailhead to One of TN's Tallest Waterfalls

9. 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, (8 reviews)
"Perfect little cottage with all the necessities. Backyard firepit was great!"
United States
Scott
The price is CA $111
CA $291 total
includes taxes & fees
Aug 17 - Aug 18
Eagle’s Escape to Sunset Bluff - With OHV Trailer Parking Space

10. 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, (19 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.
The price is CA $125
CA $433 total
includes taxes & fees
Aug 20 - Aug 21
Cozy Cottage at The Retreat at Deer Lick Falls

11. Lydia's Lodge in Pelham

Lydia's Lodge in Pelham
Pelham
9.6 out of 10, Exceptional, (13 reviews)
"It was a great p[lace to stay. Very peaceful"
United States
Levi M.
The price is CA $94
CA $344 total
includes taxes & fees
Aug 18 - Aug 19
Lydia's Lodge in Pelham

12. Tiny Home in Deer Lick Falls Community

Tiny Home in Deer Lick Falls Community
Monteagle
9.8 out of 10, Exceptional, (11 reviews)
The price is CA $99
CA $275 total
includes taxes & fees
Aug 25 - Aug 26
Tiny Home in Deer Lick Falls Community

13. 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.
The price is CA $125
CA $436 total
includes taxes & fees
Aug 30 - Aug 31
On the Edge at The Retreat at Deer Lick Falls

14. Bungalow by the Falls at The Retreat at Deer Lick Falls

Bungalow by the Falls at The Retreat at Deer Lick Falls
Monteagle
9.4 out of 10, Exceptional, (29 reviews)
"Loved staying at the Bungalows by the Falls! Highly recommend!! Loved the private hiking trails and falls!!"
United States
Tonya G.
The price is CA $146
CA $488 total
includes taxes & fees
Sep 10 - Sep 11
Bungalow by the Falls at The Retreat at Deer Lick Falls

15. The Great Escape at The Retreat at Sunset Bluff

The Great Escape at The Retreat at Sunset Bluff
Monteagle
10.0 out of 10, Exceptional, (26 reviews)
"Peaceful and beautiful area. The tiny home was spacious and clean. Clear directions and communication regarding location and check in/check out. Thank you for a wonderful weekend!"
United States
Mae L.
The price is CA $168
CA $555 total
includes taxes & fees
Aug 25 - Aug 26
The Great Escape at The Retreat at Sunset Bluff

16. Nature's Oasis at The Retreat at Deer Lick Falls

Nature's Oasis at The Retreat at Deer Lick Falls
Monteagle
9.8 out of 10, Exceptional, (24 reviews)
"Hot tub, privacy, cozy cabin….perfect stay. "
United States
Jennifer W.
The price is CA $147
CA $491 total
includes taxes & fees
Sep 10 - Sep 11
Nature's Oasis at The Retreat at Deer Lick Falls

17. Sticks N Stones at The Retreat at Water's Edge

Sticks N Stones at The Retreat at Water's Edge
Tracy City
10.0 out of 10, Exceptional, (22 reviews)
"This was a great weekend getaway! "
United States
Jessica P.
The price is CA $131
CA $460 total
includes taxes & fees
Aug 16 - Aug 17
Sticks N Stones at The Retreat at Water's Edge

18. The Getaway at The Retreat at Deer Lick Falls II

The Getaway at The Retreat at Deer Lick Falls II
Monteagle
9.8 out of 10, Exceptional, (22 reviews)
"We enjoyed our stay! The hot tub was amazing! The cabin was as advertised, very clean!"
United States
Carl L.
The price is CA $174
CA $528 total
includes taxes & fees
Aug 21 - Aug 22
The Getaway at The Retreat at Deer Lick Falls II

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.
The price is CA $144
CA $456 total
includes taxes & fees
Aug 26 - Aug 27
Hickory Hideaway at The Retreat at Deer Lick Falls

20. 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, (33 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.
The price is CA $176
CA $530 total
includes taxes & fees
Aug 27 - Aug 28
Summit & Shore House at The Retreat at Deer Lick Falls
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
529
Accommodation
202 Cabin Rentals
Lowest Price
CA $136
Highest Price
CA $676

Frequently asked questions

What are the best cabins near Winchester?
Lock in one of our 717 cabins in Winchester and be rewarded with stunning scenery, outdoor adventure and memories to hold on to. Newly Remodeled Log Cabin Near Desoto State Park And Historic Downtown Mentone promises a slower pace of life. Cabin - 3 Miles To Jack Daniels Distillery is another popular option if you're eager to relax in Mother Nature.
Are there cheap cabins in Winchester?
Priced between CA $136 and CA $676 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?
Our Winchester luxury cabins offer the ultimate comforts while staying in Mother Nature. You'll enjoy the high-end amenities at Peggers Cabin | Luxury Rustic Tiny Cabin| Spa. A deck and a spa tub help make this getaway a top choice. Or, relax and unwind in luxury at Apollonie Cabin | Lookout Mountain | Hot Tub, which features 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 spring to mind. Sweet Springs Lodge - Lake Guntersville is the ideal place to discover your Zen. As well as its beautiful 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 favourite. Cycling and on-site watersports are among the conveniences you'll have at hand here.
What are the best cabins with pools near Winchester?
Staying in a cabin rental with a pool adds a level of fun to your vacation. If you're looking for one near Winchester, Cabin - Bud's Place. Romantic Getaway. Hot Tub has handy amenities like a swimming pool and a patio to make your poolside getaway even more enjoyable. Cozy, Knotted Pine Lodge And Cabin With Fire Pits is another favourite and features a swimming pool and a firepit.
What are some great Winchester cabins?
Nestled in nature but with the comforts of home, nothing tops a cabin if you're eager to really enjoy the great outdoors. Secluded Scandinavian Style Cabin is an ideal place to get away from it all. Its amenities include a firepit and a garden. A Very Rustic Converted Pole Barn Unique Cozy Cabin is another inviting choice. A yard and a firepit will help make your stay nice and comfy.
What are the best weekend cabin rentals in Winchester?
If you're ready to spend a few lazy days in nature, Cabin - Rustic Retreat With Hot Tub - Rest And Relaxation For The Entire Family will tick all your boxes. Head here for a long weekend and make use of conveniences including a patio and a firepit. Another impressive option is Cabin - Family And Pet Friendly Treehouse Glam. Offering a patio, a firepit and a peaceful atmosphere, you'll go home feeling all shiny and new.
What are the best cabin prices in Winchester?
With prices from only CA $136 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?
If you crave a simpler way of life, you'll discover it at one of our log cabins in Winchester. For instance, Cozy 2 - Bedroom Log Cabin Near Chattanooga Attractions. Spend your days here going paragliding and camping and then return home to relax among its many comforts. Time also seems to slow right down at Secluded Log Cabin With Stunning Mountain Views. When you want to explore beyond your cozy hideout, sunbathing and canoeing opportunities are close by.
What are the highest-rated cabins in Winchester?
There are some cabins that tick all the boxes. A Very Rustic Converted Pole Barn Unique Cozy Cabin is one of them. With such an impressive rating, it comes with useful amenities such as a patio, a firepit and loads more. Another popular option is Cabin In The Sky With An Outdoor Kitchen. A swimming pool and a spa tub are a few of the conveniences that await you here.
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?
Affordability, comfort, rustic charm — there's no end of good reasons to book a Winchester cabin. Get far away from the loud and lively city and hear the sounds of birds and nature instead. There's a great deal of adventure on your doorstep too. Whether you're vacationing with family, friends or your special someone, you'll locate the ideal cabin on Expedia.
What are the top nature cabins in Winchester?
Get away to Sweet Springs Lodge - Lake Guntersville and let all your stresses float away. Fun activities like paddle boating and nearby hiking and biking trails help make this river cabin in Winchester a popular option. Family Get Away Tiny House Cabin With Bunk Room+pet Friendly Lake Guntersville is another retreat where you can relax in Mother Nature. If you're in the mood for adventure, try nearby fishing and nearby hiking and biking trails.
What are some of the best cabins near Tims Ford Lake in Winchester?
Cabin - 3 Miles To Jack Daniels Distillery is a popular option in Tims Ford Lake. Home comforts, a picturesque setting and activities such as paddle boating and nearby kayaking help make it a top pick. Relaxing Getaway Cabin In Winchester is another place where nature and adventure go hand in hand. Get comfy here and add nearby water skiing and water tubing to your itinerary.

Explore a world of travel with Expedia