Search the Best Cabins in Winchester

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Winchester cabin rentals

Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1,793 reviews)
"Friendly staff, convenient the have a restaurant and tavern on site. There is great hiking right out the back door. Appreciated a quiet stay."
United States
Kimberly
$86 nightly
The price is $95
Jan 16 - Jan 17
Total with taxes and fees
Natural Bridge State Resort Park

Dappled Grey Cabin with hot tub at Red River Gorge

Dappled Grey Cabin with hot tub at Red River Gorge
2.0 star property
Stanton
10.0 out of 10, Exceptional, (6 reviews)
"Great location, nice amentities (loved the hot tub), loved seeing the chickens and the dog that came to say hi"
United States
Jessica
$166 nightly
The price is $174
Jan 19 - Jan 20
Total with taxes and fees
Dappled Grey Cabin with hot tub at Red River Gorge

Quaint, heavily forested cabin, mountain valley view.

Quaint, heavily forested cabin, mountain valley view.
2.0 star property
Slade
8.2 out of 10, Very Good, (28 reviews)
"Cabin was good but other cabins are close cabin was very comfortable road to cabin is very steep but doable "
United States
Terry
$185 nightly
The price is $204
Jan 19 - Jan 20
Total with taxes and fees
Quaint, heavily forested cabin, mountain valley view.

Hot Tub! Tiny House Retreat in the Woods

Hot Tub! Tiny House Retreat in the Woods
2.0 star property
Stanton
7.2 out of 10, Good, (5 reviews)
"Overall, great stay! The tiny house looked just like the photos and the hot tub was added relaxation. Lots of hiking options in the area that we were able to explore!The only heads up would be that the drive back to the cabin is gravel, bumpy, and mainly uphill…so if you don’t have a vehicle that can handle it, it could be tricky. Our Jeep made it just fine though!"
United States
Jaimie K.
$164 nightly
The price is $181
Jan 19 - Jan 20
Total with taxes and fees
Hot Tub! Tiny House Retreat in the Woods

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

Minutes to Nada Tunnel + Natural Bridge SP / Views - Hot Tub - Firepit
2.0 star property
Stanton
9.8 out of 10, Exceptional, (15 reviews)
"Overall the cabin was very nice. There were some minor maintenance issues, such as the electric fireplace not working and the remotes for the tv needing batteries, but it was a great cabin. We enjoyed our stay. "
United States
Anonymous traveler
$318 nightly
The price is $351
Jan 19 - Jan 20
Total with taxes and fees
Minutes to Nada Tunnel + Natural Bridge SP / Views - Hot Tub - Firepit

Hot Tub! Tiny Cabin Retreat near RRG

Hot Tub! Tiny Cabin Retreat near RRG
2.0 star property
Stanton
7.8 out of 10, Good, (10 reviews)
"Nice calm and nice cabin and was cozy I had fun for my birthday overall great experience "
United States
MainSlime
$161 nightly
The price is $178
Jan 19 - Jan 20
Total with taxes and fees
Hot Tub! Tiny Cabin Retreat near RRG

Tranquil Getaway in the Woods ~ Sunset Ridge

Tranquil Getaway in the Woods ~ Sunset Ridge
Irvine
10.0 out of 10, Exceptional, (86 reviews)
"Beautiful, secluded and spacious "
United States
Shannon H.
$125 nightly
The price is $137
Jan 18 - Jan 19
Total with taxes and fees
Tranquil Getaway in the Woods ~ Sunset Ridge

"Rocky Top" - Cozy RRG Cabin

"Rocky Top" - Cozy RRG Cabin
Stanton
9.2 out of 10, Wonderful, (13 reviews)
"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
Jan 21 - Jan 22
Total with taxes and fees
"Rocky Top" - Cozy RRG Cabin

Pilot Point- Hot Tub, Pet Friendly, Firepit, Covered Deck

Pilot Point- Hot Tub, Pet Friendly, Firepit, Covered Deck
Stanton
9.6 out of 10, Exceptional, (162 reviews)
"Cabin was adorable. It was the perfect getaway for my husband and me. "
United States
Danielle
$230 nightly
The price is $255
Jan 19 - Jan 20
Total with taxes and fees
Pilot Point- Hot Tub, Pet Friendly, Firepit, Covered Deck

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

"Alpine Hills" Cozy Hideaway RRG Cabin w/ Hot Tub
Stanton
9.6 out of 10, Exceptional, (16 reviews)
"Cabin was great, hot tub was wonderful after a full day of jump rock. Already thinking about booking again for next year"
United States
Theo S.
$235 nightly
The price is $260
Jan 19 - Jan 20
Total with taxes and fees
"Alpine Hills" Cozy Hideaway RRG Cabin w/ Hot Tub

Mountain Memories Cabin

Mountain Memories Cabin
Stanton
10.0 out of 10, Exceptional, (61 reviews)
"Great cabin!!"
United States
Amanda S.
$186 nightly
The price is $205
Jan 17 - Jan 18
Total with taxes and fees
Mountain Memories Cabin

New, Cozy, Secluded Cabin

New, Cozy, Secluded Cabin
2.0 star property
Jeffersonville
8.0 out of 10, Very Good, (4 reviews)
"Great host, beautiful property, exactly as listed, steep driveway entrance but awesome overall!"
United States
Edgar O.
$170 nightly
The price is $186
Jan 19 - Jan 20
Total with taxes and fees
New, Cozy, Secluded Cabin

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

Blue Sky Cabin Red River Gorge - Hot Tub Wi-Fi
Frenchburg
9.8 out of 10, Exceptional, (18 reviews)
"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.
$255 nightly
The price is $280
Jan 27 - Jan 28
Total with taxes and fees
Blue Sky Cabin Red River Gorge - Hot Tub Wi-Fi

A Frame of Mind- Firepit, WiFi, Arcade, Pet Friendly

A Frame of Mind- Firepit, WiFi, Arcade, Pet Friendly
Jeffersonville
9.2 out of 10, Wonderful, (69 reviews)
"It was a great place to stay. Close to everything. The house was clean and had everything you need for your stay. Will be back."
United States
Michelle D.
$193 nightly
The price is $213
Jan 18 - Jan 19
Total with taxes and fees
A Frame of Mind- Firepit, WiFi, Arcade, Pet Friendly

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

Ursa Major Cabin - 10 mins from Natural Bridge State Park, Red River Gorge
Stanton
9.4 out of 10, Exceptional, (54 reviews)
"Wonderful cabin! Great communication with the owner. The interior is up to date and well appointed. I would stay there again."
United States
Amanda
$259 nightly
The price is $283
Jan 18 - Jan 19
Total with taxes and fees
Ursa Major Cabin - 10 mins from Natural Bridge State Park, Red River Gorge

Cozy Canopy- Hot Tub, Firepit, Covered Deck, WiFi

Cozy Canopy- Hot Tub, Firepit, Covered Deck, WiFi
Stanton
9.6 out of 10, Exceptional, (311 reviews)
"Location was perfect, quiet-great place to stay."
United States
Marcia B.
$177 nightly
The price is $196
Jan 19 - Jan 20
Total with taxes and fees
Cozy Canopy- Hot Tub, Firepit, Covered Deck, WiFi

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

The DEN Shipping Container Cabin-HotTub!-High Speed WiFi!-Great View & Location!
Stanton
10.0 out of 10, Exceptional, (118 reviews)
" Cozy, private and clean cabin with a lovely view from the hot tub."
United States
kelly l.
$231 nightly
The price is $255
Jan 18 - Jan 19
Total with taxes and fees
The DEN Shipping Container Cabin-HotTub!-High Speed WiFi!-Great View & Location!

Cozy Oak Hideaway | 3BR Cabin Retreat w/Hot Tub Near Red River Gorge

Cozy Oak Hideaway | 3BR Cabin Retreat w/Hot Tub Near Red River Gorge
2.0 star property
Stanton
$216 nightly
The price is $238
Jan 20 - Jan 21
Total with taxes and fees
Cozy Oak Hideaway | 3BR Cabin Retreat w/Hot Tub Near Red River Gorge

Secluded cabin sitting high above the bustling world below......

Secluded cabin sitting high above the bustling world below......
Stanton
9.2 out of 10, Wonderful, (34 reviews)
"Wonderful property, lots of fun. Definitely worth it."
United States
J M.
$218 nightly
The price is $239
Jan 19 - Jan 20
Total with taxes and fees
Secluded cabin sitting high above the bustling world below......

3 Miles Hollerwood/ATV Parking/Mountain Views

3 Miles Hollerwood/ATV Parking/Mountain Views
2.0 star property
Zoe
$213 nightly
The price is $235
Jan 19 - Jan 20
Total with taxes and fees
3 Miles Hollerwood/ATV Parking/Mountain Views
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Winchester Hotel Reviews

Find out more about Winchester

Winchester Cabin Rentals information

Number of reviews
2,783
Accommodation
260 Cabin Rentals
Lowest Price
$95
Highest Price
$351

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 $351 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.

Explore a world of travel with Expedia