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
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Winchester cabin rentals

Outdoor dining

"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.
$443 nightly
The price is $508
Jul 25 - Jul 26
Total with taxes and fees
"The Hawk Nest" cabin on Tims Ford Lake
Exterior

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, (161 reviews)
"Great little hidden gem! Will definitely be back. "
United States
Amanda B.
$145 nightly
The price is $165
Jul 26 - Jul 27
Total with taxes and fees
A very rustic converted pole barn unique cozy cabin
Exterior

The Cabin in Tracy City

The Cabin in Tracy City
Tracy City
9.8 out of 10, Exceptional, (26 reviews)
"We stayed in three different vrbos during our mini road trip and this was by far the best! It was so beautifully decorated, very clean, and the property was so peaceful and relaxing! The beds were also extremely comfortable! It was super close to some nice hiking trails and The Caverns concert venue. I would definitely stay here again! "
United States
Amber C.
$160 nightly
The price is $180
Jul 26 - Jul 27
Total with taxes and fees
The Cabin in Tracy City
Exterior

Deciduous Dreams in Deer Lick Falls

Deciduous Dreams in Deer Lick Falls
Monteagle
9.2 out of 10, Wonderful, (13 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.
$181 nightly
The price is $204
Jul 26 - Jul 27
Total with taxes and fees
Deciduous Dreams in Deer Lick Falls
Exterior

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.
$288 nightly
The price is $318
Jul 26 - Jul 27
Total with taxes and fees
The Woods at The Retreat at Deer Lick Falls
Exterior

Sasquatch Farm

Sasquatch Farm
3.0 star property
South Pittsburg
9.2 out of 10, Wonderful, (7 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
$95 nightly
The price is $109
Aug 2 - Aug 3
Total with taxes and fees
Sasquatch Farm
Coffee/tea maker, fridge, microwave, oven

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, (9 reviews)
"What a beautiful house in forest. very clean very cute very beautiful."
United States
Yilin
$184 nightly
The price is $207
Jul 26 - Jul 27
Total with taxes and fees
With Trailhead to One of TN's Tallest Waterfalls
Exterior

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

Eagle’s Escape to Sunset Bluff - With OHV Trailer Parking Space
Monteagle
9.0 out of 10, Wonderful, (6 reviews)
"Perfect little cottage with all the necessities. Backyard firepit was great!"
United States
Scott
$186 nightly
The price is $210
Jul 26 - Jul 27
Total with taxes and fees
Eagle’s Escape to Sunset Bluff - With OHV Trailer Parking Space
Property grounds

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.
$292 nightly
The price is $322
Jul 27 - Jul 28
Total with taxes and fees
Cozy Cottage at The Retreat at Deer Lick Falls
Exterior

Lydia's Lodge in Pelham

Lydia's Lodge in Pelham
Pelham
9.6 out of 10, Exceptional, (12 reviews)
"Great location and very clean. "
United States
Lori B.
$219 nightly
The price is $247
Jul 26 - Jul 27
Total with taxes and fees
Lydia's Lodge in Pelham
Exterior

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)
"Super clean and a great place to stay. Loved the outdoor area, just wish we could have stayed longer to enjoy! Will visit again!"
United States
Rebecca R.
$281 nightly
The price is $311
Jul 25 - Jul 26
Total with taxes and fees
On the Edge at The Retreat at Deer Lick Falls
Exterior

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.
$321 nightly
The price is $355
Jul 28 - Jul 29
Total with taxes and fees
Bungalow by the Falls at The Retreat at Deer Lick Falls
Exterior

Edgewater at The Retreat at Water's Edge

Edgewater at The Retreat at Water's Edge
Tracy City
9.8 out of 10, Exceptional, (21 reviews)
"We truly enjoyed our stay. It is right next to the playground, corn hole boards and community pier which made it even more enjoyable with our 10 year old. We could watch her play from the fire pit or windows from our tiny home. We will be back for another stay."
United States
Carolyn I.
$310 nightly
The price is $357
Jul 26 - Jul 27
Total with taxes and fees
Edgewater at The Retreat at Water's Edge
Exterior

Magnolia Veil With view of the Lake

Magnolia Veil With view of the Lake
Tracy City
9.6 out of 10, Exceptional, (24 reviews)
$184 nightly
The price is $215
Jul 26 - Jul 27
Total with taxes and fees
Magnolia Veil With view of the Lake
Exterior

Bluebonnet at The Retreat at Water's Edge

Bluebonnet at The Retreat at Water's Edge
Tracy City
10.0 out of 10, Exceptional, (4 reviews)
"Great amenities and setup. Would return for another long weekend if the opportunity arises. Fireplace a big perk. Would love a hot tub!"
United States
Brent P.
$344 nightly
The price is $395
Aug 2 - Aug 3
Total with taxes and fees
Bluebonnet at The Retreat at Water's Edge
2 bedrooms, desk, WiFi, bed sheets

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, (25 reviews)
"We really enjoyed our stay at The Great Escape! The house was very functional, very clean, and very pet friendly. The houses in the Retreat are spread out enough to allow plenty of privacy. It also felt very secure, as it is in a gated community. I would highly recommend staying at The Great Escape! It is definitely a 5 Star rental!! Thank you for providing us such a great place to get away to for the weekend. We will be back!"
United States
Ben B.
$365 nightly
The price is $403
Jul 27 - Jul 28
Total with taxes and fees
The Great Escape at The Retreat at Sunset Bluff
Property grounds

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)
"It was a great place. It had everything you needed. The kitchen was well stocked. The beds were comfortable. The community had hiking trails, and lake views. The restaurants close by were great too!"
United States
Dawn K.
$294 nightly
The price is $339
Jul 26 - Jul 27
Total with taxes and fees
Petite Retreat at The Retreat at Water's Edge
Exterior

Tiny Home in Deer Lick Falls Community

Tiny Home in Deer Lick Falls Community
Monteagle
9.8 out of 10, Exceptional, (11 reviews)
"Loved this cabin and the outdoor amenities!"
United States
melissa
$176 nightly
The price is $198
Aug 11 - Aug 12
Total with taxes and fees
Tiny Home in Deer Lick Falls Community
Exterior

Adventurer at The Retreat at Water's Edge

Adventurer at The Retreat at Water's Edge
Tracy City
9.6 out of 10, Exceptional, (8 reviews)
"Great location!"
United States
Lisa C.
$288 nightly
The price is $331
Jul 26 - Jul 27
Total with taxes and fees
Adventurer at The Retreat at Water's Edge
Exterior

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.
$348 nightly
The price is $385
Jul 27 - Jul 28
Total with taxes and fees
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.
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Top Winchester Hotel Reviews

Lakefront w/Private Dock and Walk to Historic Downtown Winchester!

Lakefront w/Private Dock and Walk to Historic Downtown Winchester!

10/10 Excellent
"Little hiccup with check in, but that was partly my fault…but we loved the place! Spacious and just as pictured."
Heather B. 2-night trip
Posted 22 hours ago
Lakefront w/Private Dock and Walk to Historic Downtown Winchester!

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 and 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 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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