An aerial view of a historic town with a prominent clock tower, narrow streets lined with historic buildings, and a mix of commercial and residential areas.

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Our top choices for Winchester cabin rentals

Ultra Lux Cabin w/ Salt Wall, Sauna & Hot Tub

Ultra Lux Cabin w/ Salt Wall, Sauna & Hot Tub
Stanton
$298 nightly
The price is $328
Jul 15 - Jul 16
Total with taxes and fees
Ultra Lux Cabin w/ Salt Wall, Sauna & Hot Tub

Ridgefolk Retreats! Set of 2 Cabins in Frenchburg

Ridgefolk Retreats! Set of 2 Cabins in Frenchburg
Frenchburg
$560 nightly
The price is $617
Jul 15 - Jul 16
Total with taxes and fees
Ridgefolk Retreats! Set of 2 Cabins in Frenchburg

Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1,954 reviews)
"Great area Nice place to stay"
United States
Julie
$116 nightly
The price is $128
Aug 11 - Aug 12
Total with taxes and fees
Natural Bridge State Resort Park

Trailer Parking/Hot Tub/King Size Beds/Mt Views

Trailer Parking/Hot Tub/King Size Beds/Mt Views
Stanton
10.0 out of 10, Exceptional, (1 review)
"Here’s a polished version of your review:We had a wonderful stay at this cabin with another couple. The accommodations were excellent — comfortable, clean, and very well stocked with everything we needed. It truly felt like a hidden gem, especially with the ample parking space for our trailers, which can be hard to find. We loved relaxing around the fire pit in the evenings after a long day. We thoroughly enjoyed our stay and will definitely be coming back soon!"
United States
Sarah G.
$253 nightly
The price is $279
Jul 28 - Jul 29
Total with taxes and fees
Trailer Parking/Hot Tub/King Size Beds/Mt Views

Love Shack

Love Shack
Stanton
10.0 out of 10, Exceptional, (2 reviews)
$188 nightly
The price is $208
Jul 15 - Jul 16
Total with taxes and fees
Love Shack

Mountaintop Cabin - Hot Tub - Natural Bridge 3mile

Mountaintop Cabin - Hot Tub - Natural Bridge 3mile
Stanton
9.6 out of 10, Exceptional, (4 reviews)
"We planned a quick weekend to RRG and this cabin was perfect! It was close to everything we wanted to explore and all the recommended restaurants were just a few miles away. Beds were comfy and the hot tub is always a plus. Thank you!"
United States
Jessica M.
$223 nightly
The price is $246
Jul 15 - Jul 16
Total with taxes and fees
Mountaintop Cabin - Hot Tub - Natural Bridge 3mile

Secluded cabin in Red River Gorge with a Hot Tub and wi-fi

Secluded cabin in Red River Gorge with a Hot Tub and wi-fi
Stanton
8.8 out of 10, Excellent, (62 reviews)
"Very cozy and an amazing stay!"
United States
Sam P.
$296 nightly
The price is $310
Jul 16 - Jul 17
Total with taxes and fees
Secluded cabin in Red River Gorge with a Hot Tub and wi-fi

Dappled Grey Cabin with hot tub at Red River Gorge

Dappled Grey Cabin with hot tub at Red River Gorge
Stanton
10.0 out of 10, Exceptional, (7 reviews)
"Great location, nice amentities (loved the hot tub), loved seeing the chickens and the dog that came to say hi"
United States
Jessica
$175 nightly
The price is $180
Jul 15 - Jul 16
Total with taxes and fees
Dappled Grey Cabin with hot tub at Red River Gorge

PRIVATE SHIPPING CONTAINER CABIN IN THE WOODS-RED RIVER GORGE-VERY CLEAN-HOT TUB

PRIVATE SHIPPING CONTAINER CABIN IN THE WOODS-RED RIVER GORGE-VERY CLEAN-HOT TUB
Stanton
10.0 out of 10, Exceptional, (30 reviews)
"Love the area and the stay was great! Thanks for the communication we had a great time. "
United States
Holly,
$259 nightly
The price is $285
Jul 15 - Jul 16
Total with taxes and fees
PRIVATE SHIPPING CONTAINER CABIN IN THE WOODS-RED RIVER GORGE-VERY CLEAN-HOT TUB

Sunset Ridge Cabin – Hilltop Sunset Views Near Red River Gorge

Sunset Ridge Cabin – Hilltop Sunset Views Near Red River Gorge
Irvine
10.0 out of 10, Exceptional, (116 reviews)
"great place!"
United States
Ava G.
$174 nightly
The price is $192
Jul 16 - Jul 17
Total with taxes and fees
Sunset Ridge Cabin – Hilltop Sunset Views Near Red River Gorge

YOU WILL LOVE THIS ONE!-SUPER CLEAN-KING BEDS-HOT TUB-VIEW-HI SPEED WIFI-BOOK IT

YOU WILL LOVE THIS ONE!-SUPER CLEAN-KING BEDS-HOT TUB-VIEW-HI SPEED WIFI-BOOK IT
Stanton
10.0 out of 10, Exceptional, (370 reviews)
"Great spot for weekend getaway. "
United States
Liz A.
$286 nightly
The price is $315
Jul 15 - Jul 16
Total with taxes and fees
YOU WILL LOVE THIS ONE!-SUPER CLEAN-KING BEDS-HOT TUB-VIEW-HI SPEED WIFI-BOOK IT

Mountain Memories Cabin

Mountain Memories Cabin
Stanton
10.0 out of 10, Exceptional, (81 reviews)
"Our second visit here. Host very responsive, location great and very clean. Would recommend to anyone looking to visit the area."
United States
Robert C.
$176 nightly
The price is $194
Jul 21 - Jul 22
Total with taxes and fees
Mountain Memories Cabin

Briar Patch Cabin RRG: Firepit, Sunset, WIFI

Briar Patch Cabin RRG: Firepit, Sunset, WIFI
Stanton
10.0 out of 10, Exceptional, (49 reviews)
"The cabin was beautiful. We had a peaceful stay with everything we needed."
United States
Jennifer B.
$194 nightly
The price is $214
Jul 20 - Jul 21
Total with taxes and fees
Briar Patch Cabin RRG: Firepit, Sunset, WIFI

The Dragonfly - Tiny Mountaintop Cabin w/ Hot tub

The Dragonfly - Tiny Mountaintop Cabin w/ Hot tub
Stanton
10.0 out of 10, Exceptional, (2 reviews)
$274 nightly
The price is $302
Jul 15 - Jul 16
Total with taxes and fees
The Dragonfly - Tiny Mountaintop Cabin w/ Hot tub

"Cardinal Crest" - Overlook Dome 002 in RRG

"Cardinal Crest" - Overlook Dome 002 in RRG
Stanton
10.0 out of 10, Exceptional, (6 reviews)
"Very quiet, cozy and a nice place to come back to after a long day of physical activity! "
United States
Gregory L.
$230 nightly
The price is $254
Jul 16 - Jul 17
Total with taxes and fees
"Cardinal Crest" - Overlook Dome 002 in RRG

Luxury Creekside Cabin Hot Tub | Red River Gorge

Luxury Creekside Cabin Hot Tub | Red River Gorge
Stanton
10.0 out of 10, Exceptional, (1 review)
"Very modern and clean and everything we needed. Thanks for a great stay!"
United States
William K.
$244 nightly
The price is $267
Jul 16 - Jul 17
Total with taxes and fees
Luxury Creekside Cabin Hot Tub | Red River Gorge

Sage & Cedar | Private Forest A-Frame + Hot Tub

Sage & Cedar | Private Forest A-Frame + Hot Tub
Stanton
$325 nightly
The price is $357
Jul 20 - Jul 21
Total with taxes and fees
Sage & Cedar | Private Forest A-Frame + Hot Tub

"Alpine Hills" Cozy Hideaway RRG Cabin w/ Hot Tub

"Alpine Hills" Cozy Hideaway RRG Cabin w/ Hot Tub
Stanton
9.0 out of 10, Wonderful, (19 reviews)
"Cabin was beautiful no complaints "
United States
Dana S.
$225 nightly
The price is $248
Jul 23 - Jul 24
Total with taxes and fees
"Alpine Hills" Cozy Hideaway RRG Cabin w/ 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

Find out more about Winchester

Winchester Cabin Rentals information

Number of reviews
1,954
Accommodation
232 Cabin Rentals
Lowest Price
$128
Highest Price
$128

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 $128 and $128 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 $128 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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