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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Cabin Rentals in Winchester and around

Natural Bridge State Resort Park
Situated in a wooded area, this cabin offers views of the surrounding nature through its large windows.

Natural Bridge State Resort Park

3.5 star property
8.6 out of 10, Excellent, (1644)
"Plenty to do and peaceful"
Natural Bridge State Resort Park
Hot Tub - Tiny A-Frame Cabin - Haven at the Red - Red River Gorge, Kentucky!
Situated in a forested area, this cabin offers a natural and secluded environment with a balcony and two windows.

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 €189
includes taxes & fees
17 Aug - 18 Aug
Hot Tub - Tiny A-Frame Cabin - Haven at the Red - Red River Gorge, Kentucky!
The Great Heron | A-Frame | Hot Tub | New!
Surrounded by lush greenery, this cabin features a gabled roof and a spacious balcony with wooden railings.

The Great Heron | A-Frame | Hot Tub | New!

9.2 out of 10, Wonderful, (11)
"Perfect little getaway for us. We have 2 teenagers that enjoyed the loft area. The place was clean, beds were comfortable, and everything was in working order. It was right down the road from all the restaurants and hikes we wanted to do for our weekend trip. Would recommend! "
The Great Heron | A-Frame | Hot Tub | New!
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
Situated in a forested area, this cabin features a front porch and a log construction with stairs leading up to the entrance.

Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!

9.6 out of 10, Exceptional, (294)
"The cabin is lovely! Everything was clean and all the extras provided made this a comfortable stay. "
The price is €180
includes taxes & fees
12 Aug - 13 Aug
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!
Enjoy the surrounding natural beauty from the sheltered deck area.

Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!

9.6 out of 10, Exceptional, (149)
"Was an amazing stay"
Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!
Tranquil Getaway in the Woods ~ Sunset Ridge
Situated in a forested area, this cabin offers a serene escape with a deck overlooking the surrounding landscape.

Tranquil Getaway in the Woods ~ Sunset Ridge

9.8 out of 10, Exceptional, (62)
"Nice little place tucked into the woods. Good proximity to interesting areas."
The price is €144
includes taxes & fees
18 Aug - 19 Aug
Tranquil Getaway in the Woods ~ Sunset Ridge
High Rock Cabin | RRG | Hot Tub!
Escape to a secluded cabin surrounded by a forest, with a balcony offering a view of the trees.

High Rock Cabin | RRG | Hot Tub!

9.4 out of 10, Exceptional, (30)
"It was a pleasant stay for a long weekend getaway and standard cabin experience. Location wasn’t more than 10-15 minutes for other attractions surrounding the area. "
High Rock Cabin | RRG | Hot Tub!
Luxurious Cabin Across From The Red River Gorge, In The Natural Bridge Area
Escape to a serene forest retreat with a cozy cabin featuring a spacious porch and staircase leading to the main entrance.

Luxurious Cabin Across From The Red River Gorge, In The Natural Bridge Area

9.6 out of 10, Exceptional, (189)
"Convenient location and great stay!"
Luxurious Cabin Across From The Red River Gorge, In The Natural Bridge Area
The Original Shipping Container Cabin in Red River Gorge - Hot Tub and a View!
Guests can relax on the porch with outdoor seating, surrounded by a beautifully landscaped garden.

The Original Shipping Container Cabin in Red River Gorge - Hot Tub and a View!

10.0 out of 10, Exceptional, (304)
"Perfect location. Very comfortable. "
The price is €246
includes taxes & fees
6 Aug - 7 Aug
The Original Shipping Container Cabin in Red River Gorge - Hot Tub and a View!
Mountain Memories Cabin
Escape to Mountain Memories Cabin, where a cozy porch beckons with a bench and a charming front door.

Mountain Memories Cabin

10.0 out of 10, Exceptional, (42)
"The layout was perfect for two families. "
The price is €184
includes taxes & fees
7 Aug - 8 Aug
Mountain Memories Cabin
The Hummingbird | Hot Tub | Pet Friendly
Situated in a natural forest, this cabin offers a balcony and easy access to the surrounding woods.

The Hummingbird | Hot Tub | Pet Friendly

9.6 out of 10, Exceptional, (7)
"Amazing property. My family really enjoyed our time. We will definitely be booking again. "
The Hummingbird | Hot Tub | Pet Friendly
Upscale Shipping Container in the Woods of Red River Gorge | Hot Tub | Private
Cozy cabin with an atmosphere, featuring a rustic exterior and natural light.

Upscale Shipping Container in the Woods of Red River Gorge | Hot Tub | Private

10.0 out of 10, Exceptional, (129)
"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!"
The price is €198
includes taxes & fees
3 Aug - 4 Aug
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!
Situated in a wooded area, this cabin features a front porch and a small deck.

Hot Tub, WiFi, No Pet Fee - Beary Cozy - Romantic Cabin in Red River Gorge, Kentucky!

8.8 out of 10, Excellent, (104)
"Great stay"
Hot Tub, WiFi, No Pet Fee - Beary Cozy - Romantic Cabin in Red River Gorge, Kentucky!
Hot Tub, WiFi & Pool Table - Perfect Cabin Retreat - Mountain Rose - Getaway to Red River Gorge, KY!
Escape to a serene forest retreat with a balcony overlooking the treetops and a hot tub for relaxation.

Hot Tub, WiFi & Pool Table - Perfect Cabin Retreat - Mountain Rose - Getaway to Red River Gorge, KY!

9.2 out of 10, Wonderful, (59)
"The cabin is absolutely gorgeous! It’s away from other houses so very private and surrounded by nature. The beautifully decorated, very well maintained, and the hot tub is the icing on the cake. We loved everything about it! "
The price is €254
includes taxes & fees
13 Aug - 14 Aug
Hot Tub, WiFi & Pool Table - Perfect Cabin Retreat - Mountain Rose - Getaway to Red River Gorge, KY!
Wildwood Cabin RRG, Hot tub-private hikes nearby
Perched among the trees, this cabin offers a multi-level deck with railings.

Wildwood Cabin RRG, Hot tub-private hikes nearby

9.2 out of 10, Wonderful, (15)
"Wife and I stayed a couple of days as a getaway. We had a great time. Owner was easy to communicate with. Recommend the cabin."
Wildwood Cabin RRG, Hot tub-private hikes nearby
Hot Tub, WiFi, Pet-Friendly - Cozy Tiny Cabin - The Ridge at Red River Gorge, Kentucky!
Situated in a lush forest, this cabin features a symmetrical design with a central chimney and two windows.

Hot Tub, WiFi, Pet-Friendly - Cozy Tiny Cabin - The Ridge at Red River Gorge, Kentucky!

9.6 out of 10, Exceptional, (66)
"Enjoyed our stay! Visited Red River Gorge and took in all the scenery the area had to offer. "
The price is €191
includes taxes & fees
4 Aug - 5 Aug
Hot Tub, WiFi, Pet-Friendly - Cozy Tiny Cabin - The Ridge at Red River Gorge, Kentucky!
Hot Tub & WiFi - Family Cabin - Birdsong - Red River Gorge, Kentucky!
Escape to a secluded cabin surrounded by a lush forest, featuring a central entrance, windows, and a spacious deck with a railing.

Hot Tub & WiFi - Family Cabin - Birdsong - Red River Gorge, Kentucky!

9.0 out of 10, Wonderful, (31)
"property was wonderful, location perfect for our needs.had a bit of trouble getting hot tub fixed, which was a main reason for our choice of this property. finally fixed and they gave us a later checkout so we could enjoy it at the end of our stay."
Hot Tub & WiFi - Family Cabin - Birdsong - Red River Gorge, Kentucky!
Hot Tub & WiFi - Gorgeous View Cabin - Large Family Cabin in Red River Gorge, Kentucky!
Escape to a secluded cabin nestled in a forest, offering a tranquil retreat with a central chimney and balcony.

Hot Tub & WiFi - Gorgeous View Cabin - Large Family Cabin in Red River Gorge, Kentucky!

9.0 out of 10, Wonderful, (158)
"Beautiful cabin in a terrific location. We enjoyed all the amenities!! Thanks for a lovely stay."
The price is €229
includes taxes & fees
5 Aug - 6 Aug
Hot Tub & WiFi - Gorgeous View Cabin - Large Family Cabin in Red River Gorge, Kentucky!
Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!
Surrounded by a forest, this cabin-style building features a covered porch and a staircase leading to an upper deck.

Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!

9.2 out of 10, Wonderful, (75)
"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 €197
includes taxes & fees
6 Aug - 7 Aug
Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!
Ursa Major Cabin - 10 mins from Natural Bridge State Park, Red River Gorge
Situated in a lush landscape, this cabin offers a serene escape with a garden and lawn.

Ursa Major Cabin - 10 mins from Natural Bridge State Park, Red River Gorge

9.4 out of 10, Exceptional, (50)
"Wonderful cabin! Great communication with the owner. The interior is up to date and well appointed. I would stay there again."
Ursa Major Cabin - 10 mins from Natural Bridge State Park, Red River Gorge
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

GLō Best Western Lexington

GLō Best Western Lexington

10/10 Excellent
"Great hotel!"
Markeiffe 3-night trip
Posted 14 hours ago
GLō Best Western 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 €144 and €254 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.