Search Winchester Cabins

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for Winchester cabin rentals

Outdoor dining
"The Hawk Nest" cabin on Tims Ford Lake

Cabin in Winchester

"The Hawk Nest" cabin on Tims Ford Lake
9.6 out of 10, Exceptional, (18)
"Very cozy and great lake location. We definitely plan to go back."
United States
Jason G.
The price is NZ$529
includes taxes & fees
24 Dec - 25 Dec
"The Hawk Nest" cabin on Tims Ford Lake
Exterior
The Cabin in Tracy City

Cabin in Tracy City

The Cabin in Tracy City
9.6 out of 10, Exceptional, (15)
"Well made cabin, very cute and cozy! Would definitely stay again"
United States
Laura
The price is NZ$305
includes taxes & fees
5 Jan - 6 Jan 2026
The Cabin in Tracy City
Outdoor dining
Private Off-Grid Cabin on a Bluff

Cabin in Sequatchie

Private Off-Grid Cabin on a Bluff
10.0 out of 10, Exceptional, (1)
"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.
The price is NZ$280
includes taxes & fees
28 Dec - 29 Dec
Private Off-Grid Cabin on a Bluff
Exterior
Flat Branch Lodge - Tracy City, TN

Cabin in Tracy City

Flat Branch Lodge - Tracy City, TN
2.0 star property
9.8 out of 10, Exceptional, (16)
"Great cabin and location for those interested in hiking and resting in a quiet, peaceful location!"
United States
Elizabeth T.
The price is NZ$355
includes taxes & fees
4 Jan - 5 Jan 2026
Flat Branch Lodge - Tracy City, TN
Exterior
Scandinavian Treetop Bliss @ Terralodge

Cabin in Monteagle

Scandinavian Treetop Bliss @ Terralodge
9.8 out of 10, Exceptional, (14)
"We really enjoyed our stay! Just a couple notes to help the next guests—bring your own firewood, small kindle if you want to use the wood burning stove. And download the guidebook on a computer (links do not work on a mobile device). Hot tub was lovely! "
United States
Jamie
The price is NZ$366
includes taxes & fees
14 Jan - 15 Jan 2026
Scandinavian Treetop Bliss @ Terralodge
Exterior
Tiny Home in Deer Lick Falls Community

Cabin in Monteagle

Tiny Home in Deer Lick Falls Community
10.0 out of 10, Exceptional, (2)
"Great Tiny home. We enjoyed the hike to Seer Lick Falls and the home was perfect. Thanks so much "
United States
Kristy C.
The price is NZ$295
includes taxes & fees
5 Jan - 6 Jan 2026
Tiny Home in Deer Lick Falls Community
Property grounds
Petite Retreat at The Retreat at Water's Edge

Cabin in Tracy City

Petite Retreat at The Retreat at Water's Edge
9.6 out of 10, Exceptional, (23)
"Such a cute place, just what I needed. Place was clean and fully stocked. Would definitely stay again."
United States
NICOLE C.
The price is NZ$495
includes taxes & fees
9 Jan - 10 Jan 2026
Petite Retreat at The Retreat at Water's Edge
Property grounds
Cozy Cottage at The Retreat at Deer Lick Falls

Cabin in Monteagle

Cozy Cottage at The Retreat at Deer Lick Falls
10.0 out of 10, Exceptional, (17)
"Had an awesome time staying at this location. Perfect for a concert at the Caverns and hiking the the South Cumberland. "
United States
Jason Q.
The price is NZ$463
includes taxes & fees
11 Jan - 12 Jan 2026
Cozy Cottage at The Retreat at Deer Lick Falls
Property grounds
The Little Village at The Retreat at Water's Edge

Cabin in Tracy City

The Little Village at The Retreat at Water's Edge
9.6 out of 10, Exceptional, (8)
"Very nice spot. We would definitely stay again.Our Host was great!"
United States
Kim C.
The price is NZ$464
includes taxes & fees
22 Jan - 23 Jan 2026
The Little Village at The Retreat at Water's Edge
Exterior
Sasquatch Farm

Cabin in South Pittsburg

Sasquatch Farm
3.0 star property
8.0 out of 10, Very good, (2)
"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
The price is NZ$346
includes taxes & fees
20 Jan - 21 Jan 2026
Sasquatch Farm
Property grounds
Shore Beats Work at The Retreat at Water's Edge

Cabin in Tracy City

Shore Beats Work at The Retreat at Water's Edge
9.8 out of 10, Exceptional, (8)
"The house was very nice! I love the comfy back patio. Very peaceful neighborhood."
United States
Patti L.
The price is NZ$496
includes taxes & fees
6 Jan - 7 Jan 2026
Shore Beats Work at The Retreat at Water's Edge
Exterior
The Goat House at The Retreat at Deer Lick Falls

Cabin in Monteagle

The Goat House at The Retreat at Deer Lick Falls
9.8 out of 10, Exceptional, (29)
"The Goat House was exactly as described. We loved our stay there. It was clean, comfortable, & had everything we needed. When in the area, we will definitely stay here again. Thank you!!"
United States
Kathi S.
The price is NZ$456
includes taxes & fees
18 Jan - 19 Jan 2026
The Goat House at The Retreat at Deer Lick Falls
Exterior
The Woods at The Retreat at Deer Lick Falls

Cabin in Monteagle

The Woods at The Retreat at Deer Lick Falls
9.8 out of 10, Exceptional, (38)
"Loved the little village and house! "
United States
Stephanie S.
The price is NZ$460
includes taxes & fees
6 Jan - 7 Jan 2026
The Woods at The Retreat at Deer Lick Falls
Fridge, microwave, oven, stovetop
With Trailhead to One of TN's Tallest Waterfalls

Cabin in Monteagle

With Trailhead to One of TN's Tallest Waterfalls
8.8 out of 10, Excellent, (3)
"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.
The price is NZ$323
includes taxes & fees
5 Jan - 6 Jan 2026
With Trailhead to One of TN's Tallest Waterfalls
Exterior
Lydia's Lodge in Pelham

Cabin in Pelham

Lydia's Lodge in Pelham
9.8 out of 10, Exceptional, (6)
"A gem hidden in the mountains! This home is pure mountain bliss! Nostalgic, bringing back childhood memories of trips to the mountains with grandparents. The night sky was celestial! The sounds of nature sang to us in the night and awoke us in the morning. The cabin was VERY clean and peaceful. The beds provided a comfortable and refreshing sleep. We had a chance to greet Lydia as she was taking her morning walk, she is very pleasant and joyful! "
United States
Anonymous traveller
The price is NZ$405
includes taxes & fees
5 Jan - 6 Jan 2026
Lydia's Lodge in Pelham
Exterior
Stay Awhile @ Trailhead Cabins

Cabin in Monteagle

Stay Awhile @ Trailhead Cabins
9.8 out of 10, Exceptional, (20)
"Beautiful place "
United States
Lori C.
The price is NZ$448
includes taxes & fees
5 Jan - 6 Jan 2026
Stay Awhile @ Trailhead Cabins
Exterior
Mama Bear's Woodland Escape

Cabin in Monteagle

Mama Bear's Woodland Escape
9.4 out of 10, Exceptional, (3)
"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.
The price is NZ$458
includes taxes & fees
5 Jan - 6 Jan 2026
Mama Bear's Woodland Escape
Exterior
BEAUTIFUL Jasper Highlands Cabin - AZALEA

Cabin in Jasper

BEAUTIFUL Jasper Highlands Cabin - AZALEA
9.8 out of 10, Exceptional, (6)
"AZALEA was a GREAT place to stay for us. Plenty to do with the pools, hiking trails, fitness center, etc. But if you also wanted to just relax inside and watch movies, it was great for that too. Jordan and Abby were AMAZING with communication and instructions which make the stay even better. Top of the Rock restaurant was literally a 1 min walk and the food was fantastic. All in all it was a great vacation for us. We will definitely be returning…"
United States
Matt M.
The price is NZ$588
includes taxes & fees
6 Jan - 7 Jan 2026
BEAUTIFUL Jasper Highlands Cabin - AZALEA
Exterior
Luxurious Cabin in Jasper Highlands - Blackberry

Cabin in Jasper

Luxurious Cabin in Jasper Highlands - Blackberry
10.0 out of 10, Exceptional, (4)
"Such a great little spot and only a walk away from one of the best restaurants with the best views in the city"
United States
Mike S.
The price is NZ$588
includes taxes & fees
6 Jan - 7 Jan 2026
Luxurious Cabin in Jasper Highlands - Blackberry
Exterior
Battle Cry Cabin – A Civil War Retreat

Cabin in Tracy City

Battle Cry Cabin – A Civil War Retreat
2.0 star property
10.0 out of 10, Exceptional, (2)
"The house was very clean and welcoming. Perfect for a last minute trip. Even our fur baby loves the place and the large back yard. It had everything we needed close to coalmont off road park. "
United States
Jennifer D.
The price is NZ$326
includes taxes & fees
4 Jan - 5 Jan 2026
Battle Cry Cabin – A Civil War Retreat
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchester Hotel Reviews

Motel 6 Manchester, TN

Motel 6 Manchester, TN

10/10 Excellent
"Clean room. Comfortable bed. Good overnight stay for our trip. "
Laura 1-night trip
Posted 4 days ago
Motel 6 Manchester, TN

Find out more about Winchester

Winchester Cabin Rentals information

Number of reviews
197
Accommodation
158 Cabin Rentals
Lowest Price
NZ$280
Highest Price
NZ$588

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 NZ$280 and NZ$588 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 holiday 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 holiday. 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. Cosy, 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 Cosy 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 NZ$280 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, Cosy 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 cosy 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 Cosy 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 holidaying 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