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, (1,853 reviews)
"What a great staff Very clean, friendly hotel Def will stay again"
United States
Loreli
$116 nightly
The price is $128
May 3 - May 4
Total with taxes and fees
Natural Bridge State Resort Park

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, (356 reviews)
"Great place and location, would stay again!"
United States
Larry D.
$285 nightly
The price is $314
Apr 26 - Apr 27
Total with taxes and fees
YOU WILL LOVE THIS ONE!-SUPER CLEAN-KING BEDS-HOT TUB-VIEW-HI SPEED WIFI-BOOK IT

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, (22 reviews)
"Communication was great. Sweet little secluded place with awesome land for exploring. We hiked back to a beautiful waterfall."
United States
Kaela N.
$258 nightly
The price is $283
Apr 21 - Apr 22
Total with taxes and fees
Blue Sky Cabin Red River Gorge - Hot Tub Wi-Fi

THIS IS THE ONE!-COUPLE’S CABIN-HOT TUB-MOBILE BOOKING DISCOUNT-CLEAN-GREAT VIEW

THIS IS THE ONE!-COUPLE’S CABIN-HOT TUB-MOBILE BOOKING DISCOUNT-CLEAN-GREAT VIEW
Stanton
10.0 out of 10, Exceptional, (124 reviews)
"Wonderful stay! Everything was clean and view was great. Thanks for a great stay! "
United States
Abby H.
$257 nightly
The price is $283
Apr 21 - Apr 22
Total with taxes and fees
THIS IS THE ONE!-COUPLE’S CABIN-HOT TUB-MOBILE BOOKING DISCOUNT-CLEAN-GREAT VIEW

Mountain Memories Cabin

Mountain Memories Cabin
Stanton
10.0 out of 10, Exceptional, (71 reviews)
"We loved our stay. If you want a quiet out of the way get-a-way, this it it! The cabin was very clean and had what we needed. We had the pleasure of meeting the host in person when he brought us fire wood and he was very nice. We enjoyed feeding the donkeys and meeting the neighboring dogs who were super friendly. We would definitely stay here again."
United States
Lisa
$178 nightly
The price is $196
Apr 21 - Apr 22
Total with taxes and fees
Mountain Memories Cabin

"Rocky Top" - Cozy RRG Cabin

"Rocky Top" - Cozy RRG Cabin
Stanton
9.2 out of 10, Wonderful, (14 reviews)
"Great location "
United States
Zach M.
$184 nightly
The price is $202
Apr 21 - Apr 22
Total with taxes and fees
"Rocky Top" - Cozy RRG Cabin

Briar Patch Cabin RRG: Firepit, Sunset, WIFI

Briar Patch Cabin RRG: Firepit, Sunset, WIFI
Stanton
10.0 out of 10, Exceptional, (44 reviews)
"The cabin was very clean and absolutely beautiful! Check in was a breeze and host was very kind."
United States
Stacy B.
$190 nightly
The price is $210
Apr 21 - Apr 22
Total with taxes and fees
Briar Patch Cabin RRG: Firepit, Sunset, WIFI

BEST CABIN EVER!-IN THE WOODS-SUPER CLEAN-HOT TUB-PAVED ROAD-NATURAL BRIDGE PARK

BEST CABIN EVER!-IN THE WOODS-SUPER CLEAN-HOT TUB-PAVED ROAD-NATURAL BRIDGE PARK
Stanton
10.0 out of 10, Exceptional, (319 reviews)
"Great place will be returning "
United States
mel k.
$263 nightly
The price is $289
Apr 21 - Apr 22
Total with taxes and fees
BEST CABIN EVER!-IN THE WOODS-SUPER CLEAN-HOT TUB-PAVED ROAD-NATURAL BRIDGE PARK

Just 1 mile from Natural Bridge State Park!

Just 1 mile from Natural Bridge State Park!
Slade
8.8 out of 10, Excellent, (29 reviews)
"The house was very welcoming and the cabin was beautiful"
United States
Sherry Z.
$219 nightly
The price is $241
Apr 21 - Apr 22
Total with taxes and fees
Just 1 mile from Natural Bridge State Park!

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, (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
$241 nightly
The price is $248
Apr 21 - Apr 22
Total with taxes and fees
Dappled Grey Cabin with hot tub at Red River Gorge

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

"Alpine Hills" Cozy Hideaway RRG Cabin w/ Hot Tub
Stanton
9.4 out of 10, Exceptional, (18 reviews)
"Greet stay, loved the hot tub next to the creek. Quiet and felt secluded / peaceful "
United States
Dan B.
$187 nightly
The price is $206
Apr 21 - Apr 22
Total with taxes and fees
"Alpine Hills" Cozy Hideaway RRG Cabin w/ Hot Tub

240 Sq Ft Tiny Home w/ WIFI in Irvine

240 Sq Ft Tiny Home w/ WIFI in Irvine
Irvine
10.0 out of 10, Exceptional, (12 reviews)
"Perfect little get away for our anniversary! We had a great time exploring Red River Gorge and it was nice having a place like this to come back to. We cooked breakfast every morning on the griddle and the tutorial video for the pellet stove was much appreciated!"
United States
Jacob S.
$190 nightly
The price is $209
Apr 21 - Apr 22
Total with taxes and fees
240 Sq Ft Tiny Home w/ WIFI in Irvine

Luxury Hilltop Couples Cabin with Hot Tub & Red River Gorge Views

Luxury Hilltop Couples Cabin with Hot Tub & Red River Gorge Views
Stanton
9.6 out of 10, Exceptional, (19 reviews)
"Seemed welcoming and was able to book on short notice which was greatly appreciated "
United States
Travis A.
$327 nightly
The price is $358
May 17 - May 18
Total with taxes and fees
Luxury Hilltop Couples Cabin with Hot Tub & Red River Gorge Views

Tiny Cabin At The Pond

Tiny Cabin At The Pond
Stanton
9.8 out of 10, Exceptional, (19 reviews)
"Stayed one night and enjoyed the peaceful area. The placed had everything we needed. We enjoyed the fire pit and pond. "
United States
Marvin D.
$156 nightly
The price is $171
Apr 21 - Apr 22
Total with taxes and fees
Tiny Cabin At The Pond

Hot Tub! Tiny House Retreat in the Woods

Hot Tub! Tiny House Retreat in the Woods
Stanton
7.8 out of 10, Good, (9 reviews)
"Amazing little place in the heart of RRG"
United States
Madelyn B.
$164 nightly
The price is $181
Apr 21 - Apr 22
Total with taxes and fees
Hot Tub! Tiny House Retreat in the Woods

This cabin is a 4 bedroom(s), 2 bathrooms, located in Stanton, KY.

This cabin is a 4 bedroom(s), 2 bathrooms, located in Stanton, KY.
Stanton
8.4 out of 10, Very Good, (19 reviews)
"Very relaxing stay! Responsive staff! "
United States
Karen F.
$352 nightly
The price is $357
Apr 22 - Apr 23
Total with taxes and fees
This cabin is a 4 bedroom(s), 2 bathrooms, located in Stanton, KY.

New, Cozy, Secluded Cabin

New, Cozy, Secluded Cabin
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.
$171 nightly
The price is $188
Apr 21 - Apr 22
Total with taxes and fees
New, Cozy, Secluded Cabin

"Cardinal Crest" - Overlook Dome 002 in RRG

"Cardinal Crest" - Overlook Dome 002 in RRG
Stanton
10.0 out of 10, Exceptional, (4 reviews)
"Very quiet, cozy and a nice place to come back to after a long day of physical activity! "
United States
Gregory L.
$228 nightly
The price is $251
Apr 22 - Apr 23
Total with taxes and fees
"Cardinal Crest" - Overlook Dome 002 in RRG

Creekside Oasis! A 3-bedroom cabin with a fantastic view in Birch Hollow.

Creekside Oasis! A 3-bedroom cabin with a fantastic view in Birch Hollow.
Stanton
10.0 out of 10, Exceptional, (8 reviews)
"They stay was very relaxing and catered to all my family needs. "
United States
nicole m.
$351 nightly
The price is $386
Apr 21 - Apr 22
Total with taxes and fees
Creekside Oasis! A 3-bedroom cabin with a fantastic view in Birch Hollow.

"Cloud Chaser" - Overlook Dome 005 in RRG

"Cloud Chaser" - Overlook Dome 005 in RRG
Stanton
10.0 out of 10, Exceptional, (3 reviews)
"Amazing place to stay"
United States
Isaiah F.
$227 nightly
The price is $250
Apr 21 - Apr 22
Total with taxes and fees
"Cloud Chaser" - Overlook Dome 005 in RRG
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
2,577
Accommodation
231 Cabin Rentals
Lowest Price
$128
Highest Price
$386

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 $386 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.

Explore a world of travel with Expedia