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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Cabin Rentals in Winchester and around

Natural Bridge State Resort Park
View from room

Natural Bridge State Resort Park

3.5 star property
8.6 out of 10, Excellent, (1653)
"Very convenient and beautiful views! "
Natural Bridge State Resort Park
Hot Tub & WiFi - Gorgeous View Cabin - Large Family Cabin in Red River Gorge, Kentucky!
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Hot Tub & WiFi - Gorgeous View Cabin - Large Family Cabin in Red River Gorge, Kentucky!

9.0 out of 10, Wonderful, (158)
"We stayed over night on a short trip to the gorge. Cabin was very clean and looked just like the pictures. We also enjoyed the hot tub!"
Hot Tub & WiFi - Gorgeous View Cabin - Large Family Cabin in Red River Gorge, Kentucky!
Upscale Shipping Container in the Woods of Red River Gorge | Hot Tub | Private
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Upscale Shipping Container in the Woods of Red River Gorge | Hot Tub | Private

10.0 out of 10, Exceptional, (132)
"This was the perfect spot for our weekend getaway. We had the feeling of being remote, but within driving range of Natural Bridge and our multiple visits to Miguel’s Pizza! Unit was very cozy and host was very welcoming! Would definitely stay again!"
Upscale Shipping Container in the Woods of Red River Gorge | Hot Tub | Private
Hot Tub, WiFi, No Pet Fee - Beary Cozy - Romantic Cabin in Red River Gorge, Kentucky!
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Hot Tub, WiFi, No Pet Fee - Beary Cozy - Romantic Cabin in Red River Gorge, Kentucky!

8.8 out of 10, Excellent, (104)
"Great stay"
The price is €251
includes taxes & fees
11 Aug - 12 Aug
Hot Tub, WiFi, No Pet Fee - Beary Cozy - Romantic Cabin in Red River Gorge, Kentucky!
Tranquil Getaway in the Woods ~ Sunset Ridge
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Tranquil Getaway in the Woods ~ Sunset Ridge

9.8 out of 10, Exceptional, (63)
"Nice little place tucked into the woods. Good proximity to interesting areas."
The price is €130
includes taxes & fees
18 Aug - 19 Aug
Tranquil Getaway in the Woods ~ Sunset Ridge
"ENDLESS VIEW" Red River Gorge/Natural Bridge- New Construction!! Dog Friendly!!
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"ENDLESS VIEW" Red River Gorge/Natural Bridge- New Construction!! Dog Friendly!!

10.0 out of 10, Exceptional, (59)
"Francine was super helpful — we had a very comfortable stay and the cabin was very thoughtfully put together with everything we needed for a long weekend at the Gorge "
"ENDLESS VIEW" Red River Gorge/Natural Bridge- New Construction!! Dog Friendly!!
Hot Tub - Tiny A-Frame Cabin - Haven at the Red - Red River Gorge, Kentucky!
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Hot Tub - Tiny A-Frame Cabin - Haven at the Red - Red River Gorge, Kentucky!

8.2 out of 10, Very good, (122)
"This cabin is great! The wrap around deck is awesome for hanging out in the evenings, and the loft bedroom was super cool."
The price is €187
includes taxes & fees
17 Aug - 18 Aug
Hot Tub - Tiny A-Frame Cabin - Haven at the Red - Red River Gorge, Kentucky!
The Original Shipping Container Cabin in Red River Gorge - Hot Tub and a View!
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The Original Shipping Container Cabin in Red River Gorge - Hot Tub and a View!

10.0 out of 10, Exceptional, (305)
"Perfect location. Very comfortable. "
The Original Shipping Container Cabin in Red River Gorge - Hot Tub and a View!
Briar Patch Cabin RRG: Firepit, Sunset, WIFI
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Briar Patch Cabin RRG: Firepit, Sunset, WIFI

10.0 out of 10, Exceptional, (21)
"Loved our stay!"
The price is €186
includes taxes & fees
10 Aug - 11 Aug
Briar Patch Cabin RRG: Firepit, Sunset, WIFI
Tanzanite-- The "GEM" with a Hot Tub & WiFi!!
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Tanzanite-- The "GEM" with a Hot Tub & WiFi!!

9.6 out of 10, Exceptional, (41)
"Cozy, attractive cottage near to all the natural attractions and hiking. "
Tanzanite-- The "GEM" with a Hot Tub & WiFi!!
Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!
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Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!

9.2 out of 10, Wonderful, (76)
"My family had a pleasant time at Throw'n Shade. It was a quick trip to get outdoors at the Gorge, grab some pizza, then a evening at the cabin. The location is beautiful, nice view of a valley in the spring with no close neighbors. Just enough for what we were looking for."
The price is €192
includes taxes & fees
17 Aug - 18 Aug
Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!
Mountain Memories Cabin
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Mountain Memories Cabin

10.0 out of 10, Exceptional, (43)
"The layout was perfect for two families. "
The price is €197
includes taxes & fees
11 Aug - 12 Aug
Mountain Memories Cabin
Quaint, heavily forested cabin, mountain valley view.
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Quaint, heavily forested cabin, mountain valley view.

2.0 star property
7.6 out of 10, Good, (18)
"The stay was good overall, clean place, good location. Our first night there was a fox barking right outside the bedroom window that woke me up, but everyone else slept through it. "
Quaint, heavily forested cabin, mountain valley view.
Sandstone Cabin-RRG! Hot tub- Relaxing
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Sandstone Cabin-RRG! Hot tub- Relaxing

9.0 out of 10, Wonderful, (10)
"Property was nice "
Sandstone Cabin-RRG! Hot tub- Relaxing
Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!
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Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!

9.6 out of 10, Exceptional, (150)
"Was an amazing stay"
The price is €208
includes taxes & fees
28 Aug - 29 Aug
Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!
Tiny cabin within 10 minutes of the Red River Gorge
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Tiny cabin within 10 minutes of the Red River Gorge

10.0 out of 10, Exceptional, (6)
"The cabin was cute and clean. We enjoyed our short stay and appreciated the attention to detail with all of the snacks and informational packets. You do hear noises from the highway nearby but there were fans provided that blocked most of the sound out. "
The price is €148
includes taxes & fees
11 Aug - 12 Aug
Tiny cabin within 10 minutes of the Red River Gorge
Pet friendly, with a new hot tub. Overlooks fork of Red River.
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Pet friendly, with a new hot tub. Overlooks fork of Red River.

8.0 out of 10, Very good, (31)
"We really enjoyed our stay! everything is like a 2-5 minute drive. Don't pass this one up!"
Pet friendly, with a new hot tub. Overlooks fork of Red River.
Amazing Views! Hot Tub!! Minutes from the Gorge!!!
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Amazing Views! Hot Tub!! Minutes from the Gorge!!!

9.8 out of 10, Exceptional, (52)
"We stayed in the gorge for a bachelorette party and had so much fun! This location was ideal for everything we wanted to do. The hot tub was a nice touch after long days of hiking, too. Definitely recommend."
Amazing Views! Hot Tub!! Minutes from the Gorge!!!
Mammoth Arch Cabin, Hot Tub | RRG
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Mammoth Arch Cabin, Hot Tub | RRG

8.8 out of 10, Excellent, (27)
"We had a wonderful stay. Enjoyed exploring Red River Gorge & Clift Wilderness. The cabin location was perfect. And the setting was beautiful. "
Mammoth Arch Cabin, Hot Tub | RRG
Moondance Cabin at Red River Gorge - Hot Tub
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Moondance Cabin at Red River Gorge - Hot Tub

10.0 out of 10, Exceptional, (75)
"Beautiful cabin. So easy to communicate with Brad. Loved the view"
Moondance Cabin at Red River Gorge - Hot Tub
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

DoubleTree Suites by Hilton Hotel Lexington

DoubleTree Suites by Hilton Hotel Lexington

10/10 Excellent
"Loved this place, inside view is beautiful! Location is convenient being around restaurants and gas stations. Upon check "
Marti 1-night trip
Posted 1 day ago
DoubleTree Suites by Hilton Hotel Lexington

Frequently asked questions

What are the best cabins near Winchester?
Ranging from rustic and small to large and luxurious, you have 607 cabins on offer in and around Winchester. Some popular options include 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 €130 and €251 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?
Get set to treat yourself to a stay to remember at one of our Winchester luxury cabins. Cabin - Hot Tub, Wifi, No Pet Fee - Beary Cosy is one place where you can spend a few days or more living the high life. It features a deck and a spa tub. Or, use 2 Bed Cabin Hot Tub - Fire Pit as a base to explore the impressive natural areas around you. Quality touches here include a deck and a spa tub.