MAY 9, 2023 - WINCHESTER, KENTUCKY - aerial view of historic small town of Winchester with Town Clocktower and historic storefronts and buildings

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Winchester cabin rentals

Terrace/patio

Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1,929 reviews)
"Great area Nice place to stay"
United States
Julie
The price is CA $177
CA $196 total
includes taxes & fees
Jul 5 - Jul 6
Natural Bridge State Resort Park
Exterior

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
The price is CA $155
CA $279 total
includes taxes & fees
Jul 1 - Jul 2
Dappled Grey Cabin with hot tub at Red River Gorge
Exterior

Quaint, heavily forested cabin, mountain valley view.

Quaint, heavily forested cabin, mountain valley view.
Slade
8.2 out of 10, Very good, (34 reviews)
"Beautiful little cabin"
United States
Ryan W.
Quaint, heavily forested cabin, mountain valley view.
Exterior

THIS IS THE ONE! SHIPPING CONTAINER CABIN-VIEW-WIFI-NATURAL BRIDGE-NADA TUNNEL

THIS IS THE ONE! SHIPPING CONTAINER CABIN-VIEW-WIFI-NATURAL BRIDGE-NADA TUNNEL
Stanton
10.0 out of 10, Exceptional, (130 reviews)
"Wonderful stay! Everything was clean and view was great. Thanks for a great stay! "
United States
Abby H.
The price is CA $225
CA $396 total
includes taxes & fees
Jun 21 - Jun 22
THIS IS THE ONE! SHIPPING CONTAINER CABIN-VIEW-WIFI-NATURAL BRIDGE-NADA TUNNEL
Exterior

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
8.6 out of 10, Excellent, (61 reviews)
"Very cozy and an amazing stay!"
United States
Sam P.
The price is CA $246
CA $472 total
includes taxes & fees
Jun 18 - Jun 19
Secluded cabin in Red River Gorge with a Hot Tub and wi-fi
Exterior

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, (23 reviews)
"Amazing !!! Pet friendly, family friendly and hands down very comfortable. Has everything you need to cook and feel at home Home was clean - blankets were cozy and warm laundry room and supplies were handy "
United States
PBC C.
The price is CA $221
CA $467 total
includes taxes & fees
Jul 13 - Jul 14
Blue Sky Cabin Red River Gorge - Hot Tub Wi-Fi
Exterior

Hot Tub + Fire Pit: Frenchburg Cabin on 1 Acre

Hot Tub + Fire Pit: Frenchburg Cabin on 1 Acre
Frenchburg
9.6 out of 10, Exceptional, (13 reviews)
"Fun place to stay for 2!"
United States
Bob R.
The price is CA $199
CA $479 total
includes taxes & fees
Jun 17 - Jun 18
Hot Tub + Fire Pit: Frenchburg Cabin on 1 Acre
Exterior

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, (366 reviews)
"Great spot for weekend getaway. "
United States
Liz A.
The price is CA $236
CA $420 total
includes taxes & fees
Jun 21 - Jun 22
YOU WILL LOVE THIS ONE!-SUPER CLEAN-KING BEDS-HOT TUB-VIEW-HI SPEED WIFI-BOOK IT
Exterior

Briar Patch Cabin RRG: Firepit, Sunset, WIFI

Briar Patch Cabin RRG: Firepit, Sunset, WIFI
Stanton
10.0 out of 10, Exceptional, (48 reviews)
"The cabin was beautiful. We had a peaceful stay with everything we needed."
United States
Jennifer B.
The price is CA $238
CA $298 total
includes taxes & fees
Jun 22 - Jun 23
Briar Patch Cabin RRG: Firepit, Sunset, WIFI
Exterior

Mountain Memories Cabin

Mountain Memories Cabin
Stanton
10.0 out of 10, Exceptional, (77 reviews)
"Would stay again. Responsive host, property was very clean and host had left nice touches / decorations for valentines day weekend visit."
United States
Robert C.
The price is CA $189
CA $272 total
includes taxes & fees
Jun 17 - Jun 18
Mountain Memories Cabin
Exterior

Tin Cantina - Cozy Tiny Cabin Near Red River Gorge - Stargazing & Seclusion

Tin Cantina - Cozy Tiny Cabin Near Red River Gorge - Stargazing & Seclusion
Irvine
9.8 out of 10, Exceptional, (17 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.
The price is CA $133
CA $298 total
includes taxes & fees
Jun 28 - Jun 29
Tin Cantina - Cozy Tiny Cabin Near Red River Gorge - Stargazing & Seclusion
Exterior

New, Cozy, Secluded Cabin

New, Cozy, Secluded Cabin
Jeffersonville
8.0 out of 10, Very good, (6 reviews)
"Great host, beautiful property, exactly as listed, steep driveway entrance but awesome overall!"
United States
Edgar O.
The price is CA $147
CA $261 total
includes taxes & fees
Jun 21 - Jun 22
New, Cozy, Secluded Cabin
Exterior

Discover Serenity at Hidden Ridge, Hot Tub, Satellite TV, firepit.

Discover Serenity at Hidden Ridge, Hot Tub, Satellite TV, firepit.
Slade
8.2 out of 10, Very good, (30 reviews)
"The home had a great view and was very close to anything you'd love to do in the area. "
United States
Caleb H.
The price is CA $220
CA $381 total
includes taxes & fees
Jun 17 - Jun 18
Discover Serenity at Hidden Ridge, Hot Tub, Satellite TV, firepit.
Exterior

Tiny Cabin At The Pond

Tiny Cabin At The Pond
Stanton
9.8 out of 10, Exceptional, (21 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.
The price is CA $220
CA $275 total
includes taxes & fees
Jun 17 - Jun 18
Tiny Cabin At The Pond
Interior

Pet friendly, with a new hot tub. Overlooks fork of Red River.

Pet friendly, with a new hot tub. Overlooks fork of Red River.
Slade
7.8 out of 10, Good, (44 reviews)
"This was by far the best cabin I have ever stayed at. The host was absolutely amazing. Thank you so much for a wonderful experience."
United States
Jessica L.
The price is CA $163
CA $290 total
includes taxes & fees
Jun 17 - Jun 18
Pet friendly, with a new hot tub. Overlooks fork of Red River.
Exterior

Cabin close to Natural Bridge State Park with hot tub and internet

Cabin close to Natural Bridge State Park with hot tub and internet
Slade
8.2 out of 10, Very good, (45 reviews)
"The Creekside cabin was perfect in all areas- location, space, and atmosphere. It’s about 20 minutes from Gladie visitor center, 10 from Miguel’s pizza. The restaurants within a minute drive (wish we could walk but no bridge across the creek) were good and our overall experience was perfect. The hot tub was nice after hiking but really hard to remove and put back the cover (very heavy) we did have an issue with insects but that’s to be expected in the woods. We loved it and hope to come back! "
United States
Faith
The price is CA $191
CA $402 total
includes taxes & fees
Jun 18 - Jun 19
Cabin close to Natural Bridge State Park with hot tub and internet
Exterior

"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.
The price is CA $119
CA $305 total
includes taxes & fees
Jun 17 - Jun 18
"Alpine Hills" Cozy Hideaway RRG Cabin w/ Hot Tub
Exterior

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, (27 reviews)
"Love the area and the stay was great! Thanks for the communication we had a great time. "
United States
Holly,
The price is CA $225
CA $396 total
includes taxes & fees
Jun 17 - Jun 18
PRIVATE SHIPPING CONTAINER CABIN IN THE WOODS-RED RIVER GORGE-VERY CLEAN-HOT TUB
Exterior

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, (324 reviews)
"Great stay! Loved the private driveway. "
United States
Emily N.
The price is CA $251
CA $441 total
includes taxes & fees
Jun 30 - Jul 1
BEST CABIN EVER!-IN THE WOODS-SUPER CLEAN-HOT TUB-PAVED ROAD-NATURAL BRIDGE PARK
Exterior

Stargazer Cabin-Look Up. Relax. Repeat.

Stargazer Cabin-Look Up. Relax. Repeat.
Irvine
10.0 out of 10, Exceptional, (23 reviews)
"It was cold outside but the heaters kept us toasty "
United States
Sheila M.
The price is CA $200
CA $470 total
includes taxes & fees
Jun 21 - Jun 22
Stargazer Cabin-Look Up. Relax. Repeat.
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

Elwood Hotel & Suites

Elwood Hotel & Suites

10/10 Excellent
"Staff"
John 2-night trip
Posted 1 hour ago
Elwood Hotel & Suites

Find out more about Winchester

Winchester Cabin Rentals information

Number of reviews
3,053
Accommodation
234 Cabin Rentals
Lowest Price
CA $196
Highest Price
CA $479

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 CA $196 and CA $479 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 Cozy 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.
What are the best river cabins near Winchester?
If you're seeking a comfy hideaway by the water, a Winchester river cabin will be just the thing. Put your feet up at Hot Tub, Wifi, Adventure - New Family Cabin and let any worries on your mind disappear downstream. Handy amenities here include nearby ecotour services and a queen bed. Another top riverside property is Cabin - Pet - Friendly And Great Location. Guests have use of pet-friendly facilities, a deck and more.
What are the best cabins with pools near Winchester?
Slip on your swimsuit and go for a dip whenever you want when you stay at one of our cabin rentals with a pool near Winchester. Cozy East Bernstadt Cabin With Porch + Fishing Lake is a favourite among travellers. A porch and a patio are some other amenities you'll find here. Or you can enjoy a break from the hustle and bustle 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 some time out in nature but aren't into roughing it, a cabin is a perfect solution. Book a few nights or longer at Cabin - Sits On 8 Private Acres, Hiking Trails At This Secluded Chalet Wi. This property comes with an oven, a stovetop and more. You can also experience comfort and outdoor fun rolled into one at Cave Run Red River Gorge Cabin. A firepit and a garden are among its 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. Swap your cramped office for a few days in the great outdoors at Hot Tub, Wifi, Adventure - New Family Cabin. A porch and a patio are some of the amenities it comes with. Alternatively, forget all about work at Secluded Cabin On 70 Acres Private Land. Put your bags down here and enjoy access to 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 CA $196 per night.
Can I find log cabins in Winchester?
For lots of nature lovers, the ideal outdoor vacation isn't complete without bunking down in a cozy log cabin. Get exploring or simply slow down and relax at Big Rock Log Cabin, Beside Natural Bridge. Recreational activities such as picnicking and hiking are within easy reach here. Another attractive log cabin getaway is Hot Tub, Wifi, Adventure - Family Log Cabin. Canoeing and quad biking will keep you active when you're not happily hibernating in your rustic hideaway.
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 cabin travellers. Some amenities here include a patio and a firepit. Cozy Secluded Cabin With Wi - Fi is another fantastic choice. Conveniences such as a porch and a patio will help make your stay happy and comfortable.
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 vacation that's big on charm, value for money and home comforts, a cabin is the best choice. Leave your city blues behind and wander through the greenery of nature. From days spent hiking to peaceful nights cuddled up by the fire, cabins offer both excitement and relaxation. Check out all the great Winchester options right here on Expedia.
What are the top nature cabins in Winchester?
Escape to Hot Tub, Wifi, Adventure - New Family Cabin and let all your worries drift downstream. Activities such as nearby rock climbing and cycling help make this river cabin in Winchester a hit with travellers. Cabin - Pet - Friendly And Great Location is another getaway where you can hang out in nature. If you're in the mood for adventure, try nearby mountain biking and nearby fishing.
What are some of the best cabins near Bluegrass Heritage Museum in Winchester?
Leave the noisy city behind and venture into nature from a Bluegrass Heritage Museum cabin. Get up close to wildlife, take in the fresh air and then settle back at Secluded Getaway In Beautiful New Cabin Near Red River Gorge. Popular activities such as paddle boating and nearby fishing are mere moments away here. Another place where you'll feel right at home is Hot Tub, Wifi, Pet - Friendly - Cozy Tiny Cabin. Nearby fishing and hiking are a few things to keep you busy during your stay.

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