
Cabin vacation rentals in Winchester
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Top-rated cabin rentals in Winchester
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Popular amenities for Winchester cabin rentals
Cabin rentals with a hot tub

Cabin Nestled in the Trees. Firepit and Hot Tub!
We loved staying here for a long weekend to celebrate my brother's birthday. The manager, Christy, was great to work with. We enjoyed the hot tub and grilling steaks at the stone and hiking nearby. Definitely planning to come back to this spot at some point for more!

Water's Edge-Dock/Slip, Hot Tub, Fire Pit, SUPs
We had a great stay at this beautiful home! Host was accommodating and quick to reply.

The Coalmont Cabin - Waterfront Retreat w/ HOT TUB
We were looking for a quiet and peaceful cabin in the woods weekend escape to take with our toddler. Most places are either tailored to couples or are too kid focused with sensory overload. The coalmont was the perfect middle ground. Total peace and serenity but plenty on the property for our baby toddler to do and explore. Definitely hope to come back.

Entire Mtn Cabin: LogsPrchsFiresWoodRftpSpaBathNTh
First of all Shelia was there to let us in and show us around to make sure she answered all of our questions and knew where everything was. Shelia is so kind and her cabin was so beautiful and cozy. The surprise was having coffee in the morning at the end of the little trail in the back. My kids had a blast blazing a trail though the dry creek bed and s'mores by the fire. The cabin has a surprise around every corner. Wonderful place to vacation.

Luxurious Lakefront Cabin w/Hot Tub~ Amazing Grace
Our family of 5 loved staying at Amazing Grace! The location on the water was absolutely perfect and peaceful. My kids, 9, 6, and 4, spent hours skipping rocks as we watched from the deck. The king and queen beds were some of the most comfy we've ever slept in on a trip. The kids loved the loft area. The nearby hikes were gorgeous and we loved coming back to grill out and have some hot tub time! We will be back!

Modern Monteagle A-frame with Hot Tub
Wow!! The perfect honeymoon getaway for my new husband and I. This was my first time booking an Airbnb and it was super easy. Michael’s instructions on how to get in and get settled were so detailed but not too complicated. The cabin was so clean, so private, and not far from good food and activities. The beds were so comfy and the natural sunlight from the giant windows and skylights were so nice to wake up to. My husband and I were so excited when we pulled up to the cabin. Such an incredible stay!

*Hot Tub *Fire Pit *Near The Caverns & Hiking!
Nice place. Not as private as expected. 50 yards off a fairly busy road! Heard more trucks and off road vehicles than I did nature. Has an amazing little hit tub if you don’t mind the neighbors and the owners of the property watching every single move you make. I believe in security but they got a camera on you every way you can think of one even points inside the cabin from the porch. So stay aware you are being watched when all you wanted was a peaceful weekend. Who can relax when you have at least 5 cameras pointed at you at all time

Fire Lake Lodge Volleyball, Hot Tub, Kayaks!
Everything was absolutely stunning, every morning was breathtaking. Learning about his place made me appreciate it more. Everything was so accommodating an so relaxing nice and quiet and very private. I will be returning in June. Thank you Austin. -Amber
Pet-friendly cabin rentals

Fireside Cabin on the Bluff
Very off grid, but that was perfect for what we were looking for. Nick was super friendly and had great recommendations for food and activities around the area. Highly recommend if youre looking to unplug or escape the city!

Tangled Webb Cabin
Beautiful home & farm. Would definitely recommend this for anyone looking for privacy & it’s very peaceful

The Lodge Cabin at Camp Swann
A perfect retreat for my wife, our daughter, and me after the Thanksgiving rush. So homey, peaceful, and quiet, with just the right amount of kitsch. Comfy beds, beautiful setting, cozy furnishings, everything we needed to unwind. This unit is a surprisingly roomy two bedroom (king bed and bunk beds) with a full bath and spacious living room/kitchen combo. We’d love to come back when it’s warm enough to be outside, but the 20 degree temps kept us inside and toasty, watching tv, playing games, reading, etc. We highly recommend!

BRAND NEW! The Luxe Family Retreat
We had an amazing time at Jacob’s Airbnb. We brought along our toddlers and two small dogs- it was the perfect place to relax as a family. The gated and fenced back yard made the stay worry free with pets and children. Views were amazing and the house was very clean. Highly recommend- we will be back!

Log Cabin on 50' Miller's Falls - Eco-Village
Unique property, like your own private forest. With a waterfall! Excellent hosts!

Holliday Hide Away
Very nice and comfortable place!

Moonshine Runners Cabin
Let me start by saying, the cabin was incredible. Felt like stepping back in time. Very well done. Our host even dropped off fresh baked cinnamon rolls and cake for us. Excellent surprise. Now the rest of the story… My wife and I chose this location to escape from the storms in mid TN. Weather reports looked decent. 1:00 in the morning we were woke up to tornado warnings and then it hit. Horrible experience and terrifying to be in a strange place during a tornado but, the cabin survived and kept us safe. Cindy the host was in immediate contact with us making sure we were safe and her husband came in person to check on us. Our terrible experience has nothing to do with the property or the host, both were beyond fantastic and for that alone deserve your business. We will definitely be back hopefully when the weather is better. Thank you Cindy for being a caring and wonderful person. Mostly thankful for the cabin that did its job and kept my wife and I safe.

The Kolts at Camp Chet (930 forested acres!)
My family and I chose to get out and spend some time outside during spring break this year. I couldn’t have asked for a better place! Robert was very easy going and very responsive, even a few times when we lost our way around.. he picked right up and was very helpful! I would recommend this stay to anyone! Great people and great place to spend family time!
Private cabin rentals

Private Cabin Overlooking Savage Gulf State Park
Beautiful view from the cabin deck; located just outside a quaint little town. Very well-stocked property. Perfect for our group of 7 adults and 2 children. Only challenge was keeping the interior warm enough; several nights the temps dipped into the 20s and the fireplace, space heaters, and window units struggled to keep the interior above 50 degrees.

1 Room Camping Cabin
The cabin was just as advertised. The Broken Banjo campground is clean, very walkable, and has showers and restrooms within short distance of the cabins. The bathroom at Cabins 5 and 6 share a bathroom which is nice, because only two cabins share the restroom, though a few RVers wandered in them every once in a while. The park is right off the highway, so not totally serene or peaceful, but the further into the park, the quieter it became. There’s a play area for kids, dogs and adults too! It was nice that there’s a Starbucks down the street and other restaurants and retail shops like Walmart in case you need to pick something up. We arrived very late, around 10pm and our envelope with instructions awaited us. Easy check in process, even though our messages on AirBnB app weren’t answered, it’s all good. We love the decor and overall retro theme, thanks for having us!! Would definitely return!

Cozy Cabin on 5 wooden acres in Cooley's Rift
Such a darling cabin! It was perfect for our stay and 10 min door to door to University of the South. There were so many nice touches @ the cabin - snacks in kitchen, coffee stocked, great bathroom amenities, comfortable bed, etc! We loved it and will be back. Thank you, Amy!

Secluded cabin in the woods by a lake
This cabin was absolutely amazing!! We would stay here again in a heartbeat. The back porch was where we spent the majority of the time. We loved how quiet and secluded we felt. Tim left really great instructions and was very open and honest.

Bluff View Cabin
We had a wonderful anniversary trip at Hudson's. the view is amazing some great restaurants and awesome hiking nearby. the cabin is great and we loved looking at the stars from the hot tub. Can't wait to come back!

Reel Simple Lakefront Cabin
Kimberly‘s place was great. There is a lot of space down by the lake and we were able to let our pets run around and enjoy the beautiful setting. The cabin was clean and had everything you would want to ensure you have a great stay. I look forward to coming back soon!

Cozy Tennessee Cabin w/ Deck, Grill & Fire Pit!
3 Bedrooms plus loft beds and 3 baths made this a great weekend stay for 3 couples and a single. the walk way outside is uneven rock and the stairs inside were larger spaced steps.

Mountain Retreat
This mountain retreat is the perfect place to go with friends or family. You have areas to gather together and spend time by the fire or grilling and have an amazing view of the mountains, while still having your privacy. Each unit has its own bathroom and different sleeping arrangements. It is so magical and serene, the pictures do not do it justice.
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- Tennessee Aquarium
- Cloudland Canyon State Park
- Sweetens Cove Golf Club
- Monte Sano State Park
- The Ledges
- Black Creek Club
- Chattanooga Golf and Country Club
- The Lookout Mountain Club
- Coolidge Park
- Creative Discovery Museum
- Chattanooga Choo Choo
- Kyujo-mae Station
- Old Fort Golf Course
- National Medal of Honor Heritage Center
- Hunter Museum of American Art
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