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

Heaven’s View Lodge, Pool, Pet Friendly
Heaven’s View Lodge is a beautiful cabin. The views are absolutely stunning. The cabin is well stocked, clean, modern and beautiful. The pool and hot tub were a wonderful addition, as was the fire pit. Nicely accommodates multi families traveling together. It was conveniently close to town but felt remote and private which was great. The hosts were wonderful. Definitely would recommend a stay at Heaven’s View!

Spectacular Mountain Top Cabin Getaway
What an absolutely INCREDIBLE spot! We had such a wonderful time at Brad’s cabin. The views were breathtaking, and there were so many cozy places to unwind. Our dog, June, had the time of her life—especially meeting sweet Dudley! We enjoyed exploring the nearby trails and watching the storms roll in over the mountains from the deck—truly a spectacular sight. Evenings were spent relaxing in the hot tub and cooking in the beautiful, well-equipped kitchen. This place truly exceeded all our expectations. It was the perfect getaway to relax and recharge. Brad was incredibly responsive and a fantastic host!

The Kinky Cabin - Unique Adult BDSM Themed A-Frame
I booked this as a suprise birthday trip for my husband and it SURELY didn't disappoint! Such a perfect little place! Angel was such a good host that we never even needed to message her! There were snacks on the counter when we got there. All the info I needed was messaged to me before checkin. Alexa commands on the TV. House rules and multiple things you can buy via QR code. The power went out due to a storm on our second day there, but it just added to the fun of the stay! A power outage wasn't a problem because there were candles, lighters, and multiple games to play. It was back on within a few hours. The lights and every other little detail really made this place perfect. Can't recommend enough!

Pop & Granny's cabin with a fire pit, hot tub, & i
This was exactly what we were looking for-a clean, comfortable place with a beautiful view and mountain feel on our way to Savannah to visit family. The weather was perfect for one of the days, and the other day it was rainy and foggy, but we spent that day going to Ruby Falls. It cleared up in the afternoon. We spent evenings around the fire pit in which wood was provided and we brought our own outdoor chairs that were more comfortable than the benches provided. We also grilled out using the grill on the property, and there were plenty of silverware, dishes, glasses, pots and pans etc. Everything was just as pictured. All in all, a wonderful getaway. We would definitely stay here again. Thank you to Fred, our host.

Modern Monteagle A-frame with Hot Tub
Loved this place I definitely recommend! It was private but also had other homes nearby so you weren’t completely alone in the woods haha. They recommended amazing hiking spots that my husband and I went to see and it was so fun. We’re from Illinois so it’s mostly corn fields so hiking through mountains and seeing the waterfalls was just an amazing experience. Overall this home was lovely and our hosts were friendly/great people. Must see.

Treetop Retreat - Amazing Views, Hot Tub, Secluded
We loved our stay here! Walked in to a clean and comfortable environment with an amazing view. Conveniently located to Cloudland Canyon and Lula Lake Land Trust. Plenty of space for my dog as well. Really enjoyed having a cup of coffee on the deck watching the fog. Would stay here again in a heartbeat!

Fire Lake Lodge Volleyball, Hot Tub, Kayaks!
This is our second visit to Austin home once again a great place to stay lots of things to do at this home, from the golf cart to the kayaks ping pong pool table and volleyball if you’re bored your not doing it right! With a great way to relax in the hot tub!

Hillside Haven | Luxe Hot Tub | Cornhole | Jenga
Derek's home was just what we were looking for. From the time we pulled up to the cabin and saw a deer in the yard we felt so peaceful. The kitchen was stocked with an amazing spice collection and he had even left ice cream in the freezer for us. The bed was very comfortable and the reclining sofa was great for watching a movie. We had coffee on the porch each morning while watching birds and enjoyed the hot tub each evening as the sun went down. We messaged him about a need for more wine glasses and he had some delivered within an hour! Very responsive host and would great stay for a couple or family. If you are looking for a quite peaceful retreat I highly recommend.
Pet-friendly cabin rentals

The Swan Lake Cabin at Camp Swann
What a magical space Courtney and Adam have created! We absolutely loved our stay and cannot wait to return to check out some of the other cabins. 10/10!

Fireside Cabin on the Bluff
Fiancé an I wanted a private get away, had eveything we needed, amazing view, nice to wake up to the birds chirping.
Lookout Mountain Valentine Drive Cabin #3
the cabin was beautiful and clean. Quiet neighborhood. Really enjoyed it.

The Overlook Cabin: Breath-taking Views & King Bed
My husband and I stayed here for our honeymoon and it was perfect! The views were incredible, so peaceful and serene. The sunsets were breathtaking! My mom grew up on a farm so we loved the goats, chickens and roosters next door, reminded me of my grandparents place! We had some questions early on and Travis got right back to us immediately when I messaged him! We went to Rock City Gardens, Foster Falls, Fiery Gizzard trail, Fall Creek Falls and Greeter Falls. Such a blessed time!

Log Cabin with whirlpool tub (#2)
This was a great experience for me, my wife and my children. The views are amazing. I wish I could give more than a five star review. Everything was listed as on Airbnb. Our host was very nice and responsive. We enjoyed the porch cooking out and laying in the whirlpool bathtub …We definitely would love to come back. Thank you so much for hosting us. We had a great time.

Proctor's Haven - Private Pond & Bluff View
A trip I’ll remember forever! We went to Sewanee for my brothers graduation from the University of the South. The house was beautiful. Wood interior, lush woods surrounding the property. We fished on the pond and there is even a kayak and a Targer grill where we cooked most dinners! The kitchen is STOCKED - better than any other rental I’ve used. The owners also paid attention to details and have body wash, shampoo, conditioner, make up removing washcloths, toothbrush, laundry detergent, and more! The property owners are incredibly responsive and as sweet as can be! I have ZERO negative things to say. The price was a bit steep in my experience with AirBnB but we were so happy with the trip anyways! The University was an easy drive and we weren’t ready to come home!

Tadpole Cabin at Creek Road Farm
We had a fantastic time at the Tadpole. The property is absolutely gorgeous and the cabin very cozy. Patrick was an excellent host. We would definitely go back!

Secluded Country Cabin between city and country
The place was captivating and fascinating, I will definitely stay there again !
Private cabin rentals

Larger Home in Tiny Home Lake Community
We had a wonderful stay! The house was perfectly kept - very clean, not cluttered, and quite spacious! Everything was labelled so well, we didn't have to waste any time figuring things out. The screened in porch was lovely on the nice crisp morning we were there. The beds were comfortable. Very close to Fiery Gizzard trail! I definitely recommend this.

Bluegrass Highway ~8 Miles to Downtown Chattanooga
This place was absolutely beautiful. Susanna was extremely responsive and friendly, and the space was exactly as described. It was secluded enough to feel like I was away from it all while still being close to essentials. Lots of great hiking spots around the area and I enjoyed my stay. Definitely will be back or will try to stay at one of the other cabins on the property in the future! 😁

Kingfisher Cabin-a PMI Scenic City rental
The cabin was located on a beautiful area of the Tenn river. Everything inside was very clean and so comfortable. We loved the kitchen which provided everything we needed. We really enjoyed the covered patio with the comfortable chairs and large table for morning coffee overlooking the river. It really is a beautiful site to be outside in the morning . We loved our trip.

Cozy Mountain Cabin w/ Creek, near Dining & Hiking
We had a wonderful stay with our young kids at the White Deer Lodge. The cabin is so comfortable and well equipped with everything we needed to feel at home. The cabin is well situated to hiking trails and swimming holes too. Plenty of restaurant options close by - love the Mountain Goat Market right down the road. We thoroughly enjoyed our time.

Luxurious Lakefront Cabin w/Hot Tub~ Amazing Grace
The home was beautifully decorated and comfortable. The small details made the difference compared to other properties. For example, the towels were thick and soft. The kitchen had measuring cups. The re were small battery powered lanterns that were great at night. The path to the fire pit was lined with solar powered lights. All the small details matched the description of luxurious. We loved watching the wind on the water, turtles sunning themselves, jumping fish, frog songs and blue heron tiptoeing through the water.

Family Friendly Lake Escape Indoor Outdoor Comfort
The house is beautiful and very clean. The living room is a bit small, but there is a screened in wraparound porch that extends the hang out space. And a fire pit in the backyard- we were too busy to use it- but it would be an awesome hang out.

NEW Crossbow Cabin | Mtn Cabin w/Views | Sleeps 10
The Cabin was absolutely stunning. The sunset view was incredible every night and the hot tub location was perfect to enjoy it. The rooms were comfortable and the kitchen was well supplied. The open spaces made it feel homie. It was definitely one of our top vacation spots. Thank you for hosting us!

Mossy Falls Cabin | Outdoor Hot Tub & Fire Pit!
We loved our stay here! The house is remote, but the views and amenities were well worth it. Be sure to pack in your groceries as there isn’t anything close. If you are looking for a relaxing and peaceful place to spend with family and friends, this is it! We had our two kids with us and hiked waterfall trails in the area during the day, then came back and cooked dinner and relaxed in the hot tub in the evening. Definitely a wonderful place to relax and unplug.
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- Tennessee Aquarium
- Cloudland Canyon State Park
- Monte Sano State Park
- Sweetens Cove Golf Club
- Black Creek Club
- Chattanooga Golf and Country Club
- Chattanooga Choo Choo
- The Ledges
- Coolidge Park
- Creative Discovery Museum
- The Lookout Mountain Club
- Old Fort Golf Course
- Kyujo-mae Station
- Hunter Museum of American Art
- National Medal of Honor Heritage Center