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Browse Select Winchester Cabin Rentals

our very rusticbarn converted-unique cozy cabin
9.8 out of 10, Exceptional, (107)
"My wife and I really loved this spacious rustic cabin. Filled with lots of toys and appliances from bygone eras. You could stay there for days and still not see all of the unique little pieces that they’ve decorated with. Nearby market provides most of the necessities that you may need or you can travel to nearby Lynchburg, Tullahoma, or Winchester for restaurants. We found a beautiful, hiking trail just 30 minutes away with a waterfall we were able to walk and splash in To the Jack Daniels...
The price is £128
per night
5 Jun - 6 Jun
our very rusticbarn converted-unique cozy cabin
Rustic Cabin, Dock, Hot Tub, Firepit, Kayaks
10.0 out of 10, Exceptional, (11)
"We had a great time at this house. Loved the log cabin feel, it was very cozy and with great amenities. Great communication from the owner. Visited 3 local distilleries, what a fun trip! Would absolutely come back."
The price is £370
per night
6 Jun - 7 Jun
Rustic Cabin, Dock, Hot Tub, Firepit, Kayaks
3 miles to Jack Daniels Distillery, 5 miles to Lost Creek Boat ramp
10.0 out of 10, Exceptional, (223)
"This is a great house in a peaceful location near Lynchburg. This is the second time I’ve stayed here. So many nice touches to make the stay memorable."
The price is £176
per night
9 Jun - 10 Jun
3 miles to Jack Daniels Distillery, 5 miles to Lost Creek Boat ramp
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Escape to Nature @Trailhead Cabins Monteagle.
10.0 out of 10, Exceptional, (8)
"We arrived and there was an outdated code to get in, but Janet was very responsive and fixed the issue right away. The place was clean and had everything we needed for our trip plus more. We would stay here again!"
The price is £179
per night
23 Jun - 24 Jun
Escape to Nature @Trailhead Cabins Monteagle.
Treehouse Getaway w/ Hot Tub & Views!
9.4 out of 10, Exceptional, (3)
"The property and views were amazing! Super quiet, as long as your neighbors are quiet. The new Treehouses are cute, but SMALL. Nice bathroom, but sink is ridiculously small. Overall - the new Treehouses are great for two! "
The price is £236
per night
17 Jun - 18 Jun
Treehouse Getaway w/ Hot Tub & Views!
Calming Cabin: Chilaxing | Peaceful | Close to Area Activities
10.0 out of 10, Exceptional, (48)
"Very good communication and very clean and peaceful. Had to adjust my schedule and they were very cooperative and communication was outstanding with changes. Went to a concert at caverns and very conveniently located. Definitely recommend and if in area again i definitely will stay again"
The price is £176
per night
10 Jun - 11 Jun
Calming Cabin: Chilaxing | Peaceful | Close to Area Activities
Cheerful Riverfront Retreat
9.8 out of 10, Exceptional, (15)
"It was exactly what I was looking for, for my birthday and we took our german shepherd and he loved it. The river is right there and I went in November and the weather was perfect for fall."
The price is £179
per night
5 Jun - 6 Jun
Cheerful Riverfront Retreat
Cozy Tennessee Cabin w/ Deck, Grill & Fire Pit!
10.0 out of 10, Exceptional, (3)
"We had a great stay! Clean, cute, and a great area. Would definitely come stay again!"
Cozy Tennessee Cabin w/ Deck, Grill & Fire Pit!
Banjo Bungalow Lakefront cabin
9.8 out of 10, Exceptional, (122)
"Banjo bungalow was a wonderful little slice of heaven on earth. The home had many new renovations including paint and landscaping that we were not expecting. You can definitely tell that care is put into this home to assure visitors having a great space. We knew we wanted a weekend to get aways from the busy hustle and bustle of life while still having lots to do. Banjo offered that perfectly with fishing, volleyball, fire pit, grilling, and more all while feeling like you were on your own...
Banjo Bungalow Lakefront cabin
Cast Iron Cabin - Hot Tub & Mountain View - Near Chattanooga
9.0 out of 10, Wonderful, (2)
"We stayed a couple of nights. The view was fabulous. The cabin was very clean and the beds extremely comfortable. I only gave 4 stars because the cabin manager didn’t return my messages (they we not urgent). However the property is awesome."
Cast Iron Cabin - Hot Tub & Mountain View - Near Chattanooga
Fully remodeled cabin minutes from Walls of Jericho, Circle E, The Glass House
9.8 out of 10, Exceptional, (12)
"This was a cute little cabin to have a weekend getaway!"
Fully remodeled cabin minutes from Walls of Jericho, Circle E, The Glass House
Cozy Tiny House Cabin @ Trailhead Cabins. South Cumberland Plateau
9.8 out of 10, Exceptional, (17)
"The cabin was very affordable and convenient for going to the Caverns for a concert. It was also convenient to the park and several hiking trails."
The price is £148
per night
17 Jun - 18 Jun
Cozy Tiny House Cabin @ Trailhead Cabins. South Cumberland Plateau
Relaxing Getaway Cabin in Winchester, TN
9.6 out of 10, Exceptional, (4)
"Adorable cabin. Was perfect for myself and my family. Loved the decor !"
Relaxing Getaway Cabin in Winchester, TN
Home away a starting point for your adventures or just to relax.
10.0 out of 10, Exceptional, (3)
"The cabin was clean and modern enough. The host gave great directions to the cabin and was very welcoming. I would definitely stay here again if the opportunity presents itself."
The price is £142
per night
5 Jun - 6 Jun
Home away a starting point for your adventures or just to relax.
"The Hawk Nest" cabin on Tims Ford Lake
10.0 out of 10, Exceptional, (4)
"It was beautiful and my 2 grandchildren loved the swing set. It was clean and quaint and a beautiful view."
The price is £420
per night
22 Jun - 23 Jun
"The Hawk Nest" cabin on Tims Ford Lake
Sunset Hillside Cabin *staycation* on Horse Farm
9.4 out of 10, Exceptional, (20)
"Laurie and her property were fantastic! Loved being greeted by the goats! Highly recommend to anyone wanting a relaxing animal getaway."
Sunset Hillside Cabin *staycation* on Horse Farm
BEAUTIFUL Jasper Highlands Cabin - AZALEA
10.0 out of 10, Exceptional, (2)
"One of the first rentals I’ve had were everything was spotless! Lots of amenities and things like a pack n play and high chair are available. The washer and dryer help keep everything clean and are very quiet. Good internet and pool and playground are close for the kids or yourself. The hosts are available and easy to communicate with."
BEAUTIFUL Jasper Highlands Cabin - AZALEA
Private Multi Family Retreat on 5 Acres!
10.0 out of 10, Exceptional, (3)
"I wasn’t sure exactly what to expect. The online description is accurate but it does not describe how staying there makes you feel. Yes it is spacious, has a well equipped kitchen, a sauna, hot tub, plunge pool and is clean; but the thoughtful details given to create each space impart multiple surprise moments of joy and comfort. I will never forget the awe of waking up in the mornings, surrounded by lush green trees. A luxurious treehouse!"
The price is £754
per night
25 Jun - 26 Jun
Private Multi Family Retreat on 5 Acres!
Elk Riverside Escape
10.0 out of 10, Exceptional, (13)
"Cabin was beautiful, very quiet. "
The price is £148
per night
5 Jun - 6 Jun
Elk Riverside Escape
Dove Treehouse Getaway w/ Hot Tub & Firepit!
9.8 out of 10, Exceptional, (270)
"Great"
The price is £238
per night
18 Jun - 19 Jun
Dove Treehouse Getaway w/ Hot Tub & Firepit!
Don't see what you're looking for?
See all available properties in Winchester
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.

Other property types in Winchester

Family friendly lake front home with private dock in a cove
9.8 out of 10, Exceptional, (17)
"We had a short family vacation before my husband started chemo treatments. We had the best time! My brother in law brought his pontoon boat and having the dock at the house made it so convenient. We had plenty of room and enjoyed grilling and eating on the deck! The owner was great to respond to any needs that we had!"
Family friendly lake front home with private dock in a cove
Luxurious Waterfront Oasis on Tims Ford Lake!
10.0 out of 10, Exceptional, (39)
"The house was beautifully decorated, extremely clean and very comfortable. Linda, our host, was amazing! She was quick to respond the two times I had questions and added special touches to our stay. Sitting outside in the evening, right next to the lake was so peaceful and relaxing. Downtown Winchester is just up the street. I highly recommend this property and hope to go back."
Luxurious Waterfront Oasis on Tims Ford Lake!
Lakefront-Lakeview-Steps to the Water-Tim's Ford Lake LUXURY Home & DOCK
10.0 out of 10, Exceptional, (16)
"We stayed here for a staff retreat and comfortably had 10 people stay. It's spacious, beautiful, and clean, and the layout is awesome. There's a grocery store nearby for quick runs and close to pickleball courts and hiking. It's right on the lake with an awesome back yard and deck to make mornings and evenings extra great."
Lakefront-Lakeview-Steps to the Water-Tim's Ford Lake LUXURY Home & DOCK
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.

Winchester Cabin Rentals information

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Frequently asked questions

What are the best cabins near Winchester?
Ranging from small and quaint to expansive and luxurious, you have 408 cabins on offer in and around Winchester. A few of the most popular options are Newly Remodeled Log Cabin Near Desoto State Park And Historic Downtown Mentone and Cabin - Quails Nest With Hot Tub - Another Day In Paradise.
Are there cheap cabins in Winchester?
For an unforgettable escape in the great outdoors, you can’t beat our cheap cabins in Winchester. Wake up to the sounds of birds and wildlife from one of our cosy retreats priced from to per night.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?
Splash out and book an escape to remember at one of our Winchester luxury cabins. Tenn River Cabin With Hot Tub - 10 Mi To Chattanooga is one place where you can spend your break indulging your fondness for the finer things in life. It comes with a deck and a king bed. Alternatively, use Cosy Cabin On Tenn River - 10 Mi To Chattanooga as a base to explore the area’s natural splendours. Amenities here include a deck and a king bed.
What are the best river cabins near Winchester?
Spend your days around the water and your nights listening to it trickling past at a river cabin near Winchester. A popular option is Cabin - Natures Tiny Riverside Hideaway. This riverside escape comes with on-site watersports and outdoor furniture. Or, make a booking at Cabin - Elk Riverside Escape. In addition to its gorgeous location, amenities here include on-site watersports and outdoor furniture.
What are the best cabins with pools near Winchester?
Staying in a cabin rental with a pool adds a whole new layer of fun to your holiday. If you’re looking for one near Winchester, Cabin - Get Intents · Get Intentsindoor Poolhot Tub Chatt Tn 21 Miles has handy amenities like a swimming pool and a barbecue grill to make your poolside escape even better. Cabin In The Sky · Poolhot Tub Rock Climb Slide Chatt Tn 21 Miles is another favourite with travellers and features a swimming pool and a barbecue grill.
What are some great Winchester cabins?
When you want to spend your holiday in nature but don’t feel like wrestling with tent poles, a cabin is an excellent choice. Lock in a few nights at Cabin - Great For Family Holidays, Weddings. This favourite comes with a fireplace, a swimming pool and more. You can also experience comfort and outdoor fun rolled into one at Cabin - Chattanooga Outdoor Dining Fireplace Hot. A barbecue grill and a garden are among its amenities.
What are the best weekend cabin rentals in Winchester?
Whether you’re organising a quick break with that special someone or the whole crew, we’ll help you locate the perfect weekend cabin getaway. One top example? Cabin - Great For Family Holidays, Weddings. Featuring a fireplace and a swimming pool, you’ll adore waking up in nature here. Cabin - Chattanooga Outdoor Dining Fireplace Hot is another terrific place where you can hit pause on life. Enjoy a few days or so at this retreat which offers windsurfing and a patio.
What are the best cabin prices in Winchester?
Whether you’re travelling on a tiny budget or want to splurge on your next getaway, you’ll find what you’re after on Expedia. At the moment, you can score a Winchester cabin from just per night.This price was 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.
Can I find log cabins in Winchester?
Begin your day with a hot cup of coffee in your log cabin and then try some cycling and wildlife watching. Sound like your perfect holiday? Then head for Secluded Log Cabin With Mountain Views. Hot Tub And seasonal Heated Pool. Another wooden retreat that delivers plenty of comforts and charm is Authentic Log Cabin Mins From Chatts Best Sites. Close-by activities like mountain biking and camping will add to your experience here.
What are the highest-rated cabins in Winchester?
There are some cabins that tick all the boxes. Cabin - Great For Family Holidays, Weddings is a great example. With such an impressive rating, it comes with useful amenities like a fireplace, a swimming pool and much more. Another fantastic option is Cabin - Chattanooga Outdoor Dining Fireplace Hot. Windsurfing and a patio are a couple of the conveniences you’ll appreciate here.
What are the top things to see and do in Winchester?
Any memorable cabin break just has to involve some sightseeing. For instance, Hammers. It’s one of the leading attractions around Winchester. If you’d like to venture beyond the immediate area, grab a rental car and make your way to Tims Ford Marina.
Why should I book a cabin in Winchester?
For a holiday in nature that won’t cost a fortune, nothing tops a cabin. Picture yourself waking up to the sounds of wildlife and drinking coffee on a private deck surrounded by idyllic views. Rent a cabin in Winchester and say goodbye to the hectic routine of modern life. Whether they’re in the mountains, by the beach or someplace else, cabins offer a rustic and relaxing experience for those who need a break.

Winchester Hotel Reviews
Expedia verified reviews