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Cabin Rentals in Winchester

Hot Tub Escape | Sleep 3 | Fire Pit | Modern Cabin

Stanton
$232 nightly
The price is $247
Dec 1 - Dec 2
Total with taxes and fees
Hot Tub Escape | Sleep 3 | Fire Pit | Modern Cabin

Natural Bridge State Resort Park

3.5 star property
Slade
8.6 out of 10, Excellent, (1772)
"Beautiful autumn stay."
United States
Cheryl
$86 nightly
The price is $95
Dec 6 - Dec 7
Total with taxes and fees
Natural Bridge State Resort Park

Quaint, heavily forested cabin, mountain valley view.

2.0 star property
Slade
8.0 out of 10, Very Good, (24)
"The location was good and parking/driving was easy. But the cabin floors were very dirty and they didn't provide many cleaning supplies. But I'd stay here again for the amount of space and location."
United States
Molly H.
$189 nightly
The price is $208
Nov 18 - Nov 19
Total with taxes and fees
Quaint, heavily forested cabin, mountain valley view.

"Valley View Lodge" - Modern Spacious Stay RRG - Slade

Stanton
9.8 out of 10, Exceptional, (28)
"Nice clean place to stay"
United States
Logan R.
$211 nightly
The price is $233
Nov 18 - Nov 19
Total with taxes and fees
"Valley View Lodge" - Modern Spacious Stay RRG - Slade

"Black Hawk" - Overlook Cabin in RRG

Stanton
10.0 out of 10, Exceptional, (2)
"It was a beautiful, well kept little two-story cabin with two big wrap around porches. There were two nice fire pit outdoor areas. The accommodations were very clean and the bed was comfortable."
United States
Mark S.
$211 nightly
The price is $232
Nov 18 - Nov 19
Total with taxes and fees
"Black Hawk" - Overlook Cabin in RRG

Minutes to Nada Tunnel + Natural Bridge SP / Views - Hot Tub - Firepit

2.0 star property
Stanton
9.8 out of 10, Exceptional, (14)
"Easy access into the house. All information was provided by our host. Home has everything you need, it was clean and beds are comfortable. Restaurants close by and enjoyed our stay. We will definitely do this again "
United States
Leanne
$324 nightly
The price is $357
Nov 18 - Nov 19
Total with taxes and fees
Minutes to Nada Tunnel + Natural Bridge SP / Views - Hot Tub - Firepit

"Cardinal Crest" - Overlook Dome 002 in RRG

Stanton
10.0 out of 10, Exceptional, (4)
"Very quiet, cozy and a nice place to come back to after a long day of physical activity! "
United States
Gregory L.
$195 nightly
The price is $215
Nov 18 - Nov 19
Total with taxes and fees
"Cardinal Crest" - Overlook Dome 002 in RRG

Sheltowee Traveler: Our Hike-In-Only Forested Treasure

Stanton
9.6 out of 10, Exceptional, (4)
"Wonderful place"
United States
Preston C.
$190 nightly
The price is $202
Nov 18 - Nov 19
Total with taxes and fees
Sheltowee Traveler: Our Hike-In-Only Forested Treasure

Dappled Grey Cabin with hot tub at Red River Gorge

2.0 star property
Stanton
10.0 out of 10, Exceptional, (5)
"Great location, nice amentities (loved the hot tub), loved seeing the chickens and the dog that came to say hi"
United States
Jessica
$203 nightly
The price is $214
Dec 2 - Dec 3
Total with taxes and fees
Dappled Grey Cabin with hot tub at Red River Gorge

"Rocky Top" - Cozy RRG Cabin

Stanton
9.0 out of 10, Wonderful, (12)
"Great place to stay! Super close to RRG and the DBBB. Also just a few minutes for Miguel’s for the BEST pizza!"
United States
Mallory H.
$188 nightly
The price is $207
Nov 18 - Nov 19
Total with taxes and fees
"Rocky Top" - Cozy RRG Cabin

Blue Sky Cabin Red River Gorge - Hot Tub Wi-Fi

Frenchburg
9.8 out of 10, Exceptional, (15)
"This cabin was beautiful! It had everything we needed! Comfortable stay, family friendly! Wish we would have had more time to stay and can’t wait to come back!"
United States
Kristen W.
$247 nightly
The price is $271
Nov 18 - Nov 19
Total with taxes and fees
Blue Sky Cabin Red River Gorge - Hot Tub Wi-Fi

240 Sq Ft Tiny Home w/ WIFI in Irvine

Irvine
10.0 out of 10, Exceptional, (10)
"We love our vacations simple and this place made just that happen! Close enough to get to places to see yet far enough away for perfect privacy! We really enjoyed our stay! "
United States
Samantha M.
$190 nightly
The price is $209
Nov 18 - Nov 19
Total with taxes and fees
240 Sq Ft Tiny Home w/ WIFI in Irvine

Secluded & Tranquil Cabin ~ Near Red River Gorge

Irvine
10.0 out of 10, Exceptional, (52)
"Loved every bit of this precious space, very close to lots of different activities and tons of stuff to do inside the cabin as well for lazy days "
United States
Ryan S.
$245 nightly
The price is $270
Nov 18 - Nov 19
Total with taxes and fees
Secluded & Tranquil Cabin ~ Near Red River Gorge

Mountain Memories Cabin

Stanton
10.0 out of 10, Exceptional, (58)
"We had a wonderful stay! Clean, safe and excellent hospitality! "
United States
Matthew K.
$178 nightly
The price is $196
Nov 18 - Nov 19
Total with taxes and fees
Mountain Memories Cabin

Moonshadow: A New Modern Getaway to Rest, Relax and Enjoy The Forest

Stanton
10.0 out of 10, Exceptional, (1)
"This cabin is so charming! We loved our time spent here for a quick weekend stay. The cabin was well stocked with the necessities. The campfire area was very cute, and a perfect way to relax after a busy day. Location was great, close to attractions, yet nestled in the woods, yet out enough to feel like you were away from everything."
United States
Brian/ Jen B.
$240 nightly
The price is $254
Nov 18 - Nov 19
Total with taxes and fees
Moonshadow: A New Modern Getaway to Rest, Relax and Enjoy The Forest

Tall Timbers Rustic Log Cabin: Full Size Cabin w/ Washer & Dryer

Stanton
9.6 out of 10, Exceptional, (16)
"Property was a good location for stops between trail hikes. The stream added the perfect ambience to porch dining."
United States
Rupinder
$249 nightly
The price is $264
Nov 18 - Nov 19
Total with taxes and fees
Tall Timbers Rustic Log Cabin: Full Size Cabin w/ Washer & Dryer

Backcountry Shelter | 0 Bed, 0.5 Bath

Stanton
8.8 out of 10, Excellent, (6)
"The little cabin was almost exactly as described. It's in a beautiful area and has a trail out back that goes through some great scenery. The only things that were different from the listing were 1) no sheets or adequate blanket on the second bed, just a thin blanket covering the mattress and 2) no running water when we went in mid November. I think they shut off the water earlier in the year. They did provide two large jugs of water in those large blue containers, so we were able to drink from...
United States
Sarah M.
$244 nightly
The price is $260
Nov 18 - Nov 19
Total with taxes and fees
Backcountry Shelter | 0 Bed, 0.5 Bath

The DEN Shipping Container Cabin-HotTub!-High Speed WiFi!-Great View & Location!

Stanton
10.0 out of 10, Exceptional, (114)
"Amazing place, super clean. Would highly recommend "
United States
Jason S.
$221 nightly
The price is $244
Nov 18 - Nov 19
Total with taxes and fees
The DEN Shipping Container Cabin-HotTub!-High Speed WiFi!-Great View & Location!

NEW, Promo Pricing - Karmic Loft Woodland Escape

Stanton
9.4 out of 10, Exceptional, (3)
"Excellent location and cool place to relax. "
United States
Arthur G.
$202 nightly
The price is $223
Nov 18 - Nov 19
Total with taxes and fees
NEW, Promo Pricing - Karmic Loft Woodland Escape

Turkey Cove: Newly Renovated, Pet-Friendly 3BR Home with Hot Tub and Fireplace

Stanton
9.2 out of 10, Wonderful, (41)
"Cozy cabin with updated amenities and a great hot tub!"
United States
Nicole S.
$244 nightly
The price is $267
Nov 19 - Nov 20
Total with taxes and fees
Turkey Cove: Newly Renovated, Pet-Friendly 3BR Home with Hot Tub and Fireplace
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

Find out more about Winchester

Winchester Cabin Rentals information

Number of reviews
2,158
Accommodation
237 Cabin Rentals
Lowest Price
$95
Highest Price
$357

Frequently asked questions

What are the best cabins near Winchester?
Ranging from small and basic to those that are all about luxury, there are 602 cabins available in and around Winchester. A few of the most popular options are Secluded Red River Gorge Pet - Friendly Cabin On 3 Acres - Serenity Falls and Cabin - Secluded With Best Views In E. Ky. Can See 3 States. You Won't Be Disappointed.
Are there cheap cabins in Winchester?
Priced between $95 and $357 per night, escaping the everyday has never been so affordable. Snap up one of our cheap cabins in Winchester and experience the great outdoors without emptying 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?
After spending your day having fun in Mother Nature, head home to the impeccable style and comfort of a Winchester luxury cabin. Cabin - Hot Tub, Wifi, No Pet Fee - Beary Cozy is a perfect option if you'd love to treat yourself. You'll appreciate the deluxe amenities here, such as a deck and a spa tub. 2 Bed Cabin Hot Tub - Fire Pit is another sought-after stay. Make use of a deck, a spa tub and a good deal more.
What are the best river cabins near Winchester?
Spend your days relaxing near the water and your nights listening to it surging past at a river cabin near Winchester. Our top recommendation — Hot Tub, Wifi, Adventure - New Family Cabin. This riverside getaway offers nearby ecotour services and a queen bed. Or, spend your break at Cabin - Pet - Friendly And Great Location. On top of its gorgeous location, amenities here include pet-friendly facilities and a deck.
What are the best cabins with pools near Winchester?
Slip on your swimsuit and go for a dip at your leisure when you book one of our cabin rentals with a pool. Cozy East Bernstadt Cabin With Porch + Fishing Lake is a winning option. A porch and a patio are among the other amenities that'll help make your stay comfortable. Or, enjoy some time out at Cabin With A Pool, Hot Tub And Wi. As well as a pool, this cabin comes with a swimming pool and a patio.
What are some great Winchester cabins?
When you want to spend your vacation in nature but don't feel like wrestling with tarpaulins and tent poles, a cabin is the way to go. Book a few nights or longer at Cabin - Sits On 8 Private Acres, Hiking Trails At This Secluded Chalet Wi. This favorite comes with an oven, a stovetop and more. You can also experience comfort and outdoor fun in the perfect package at Cave Run Red River Gorge Cabin. A firepit and a garden are among this retreat's amenities.
What are the best weekend cabin rentals in Winchester?
It doesn't get much better than a weekend cabin getaway after a long week at work. Ditch the office cubicle for a few days in the great outdoors at Cabin - Private, Gated, Wall Of Windows. On-site watersports and a firepit are some amenities it comes with. Otherwise, forget all about work at Whispering Pine Cabin Unit 2 In The Rrg. Kick back here and take advantage of a patio and a firepit.
What are the best cabin prices in Winchester?
Whether you're on a budget or want to splash out on your next trip, you'll find what you're looking for on Expedia. At the moment, you can get a Winchester cabin from only $95 per night.
Can I find log cabins in Winchester?
Kick off your day with a hot coffee in your log cabin and then spend the rest of your time fishing and picnicking. Sound like your dream vacation? Then head for Big Rock Log Cabin, Beside Natural Bridge. Another wooden retreat that comes with ample charm and warmth is Hot Tub, Wifi, Adventure - Family Log Cabin. Activities like fishing and hiking will add to your memories here.
What are the highest-rated cabins in Winchester?
With an impressive rating, it's easy to see why Cave Run Red River Gorge Cabin is a huge hit with Expedia travelers. It offers amenities like a patio and a firepit. Cozy Secluded Cabin With Wi - Fi is another fabulous option. Quality conveniences such as a porch and a patio will help make your stay a comfortable one.
What are the top things to see and do in Winchester?
If you'd like to do some sightseeing around Winchester, don't miss Community Park. In the mood for a road trip? Rent a car and head to attractions a little farther afield, including Cassell Creek Golf Course. There's a great big world to experience outside your comfy cabin!
Why should I book a cabin in Winchester?
For a nature-filled escape that won't cost a fortune, you can't beat a cabin. Visualize yourself waking up to the sounds of wildlife and sipping coffee on a private deck surrounded by stunning vistas. Stay in a cabin in Winchester to get away from the fast pace of modern life. Whether they're beachside, lakeside or up a mountain, cabins offer a uniquely relaxing experience for anyone needing a break.
What are the top nature cabins in Winchester?
Make a booking at Hot Tub, Wifi, Adventure - New Family Cabin and let all your troubles float downstream. Fun activities like nearby golfing and nearby fishing help make this river cabin in Winchester a top option. Cabin - Pet - Friendly And Great Location is another property where you can relax in nature. If you're in the mood for adventure, go nearby horse riding and hiking.
What are some of the best cabins near Bluegrass Heritage Museum in Winchester?
Secluded Getaway In Beautiful New Cabin Near Red River Gorge is popular cabin in Bluegrass Heritage Museum. Home comforts, a picture-perfect backdrop and access to activities such as nearby hiking and biking trails and nearby rock climbing help make it the ideal escape. Hot Tub, Wifi, Pet - Friendly - Cozy Tiny Cabin also combines nature and adventure. Spend your stay here and add nearby fishing and nearby kayaking to your to-do list.

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