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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Winchester cabin rentals

Exterior detail

1. 1800’s Historical Log Cabin near I-75 Interstate

1800’s Historical Log Cabin near I-75 Interstate
Lexington
9.4 out of 10, Exceptional, (77 reviews)
"The property is so cool! It has so much history within it. We loved just walking around and looking at the small details. It was cozy and comfy. The property was easy to find and we were given clear instructions for check in and such."
United States
Sarah
The price is £187
includes taxes & fees
22 Sept - 23 Sept
1800’s Historical Log Cabin near I-75 Interstate
Exterior

2. Unique Stay in a 1907 Log Cabin on The Kentucky River

Unique Stay in a 1907 Log Cabin on The Kentucky River
Lexington
9.6 out of 10, Exceptional, (112 reviews)
"Cabin was very unique, and charming. Had everything we needed. Steps a little wonky but easy to get through. Would definitely stay again. "
United States
Anonymous traveller
The price is £144
includes taxes & fees
22 Sept - 23 Sept
Unique Stay in a 1907 Log Cabin on The Kentucky River
Exterior

3. 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, (127 reviews)
"The cabin was clean and just what we needed for our weekend trip."
United States
Emmalynn P.
The price is £157
includes taxes & fees
20 Oct - 21 Oct
Sunset Ridge Cabin – Hilltop Sunset Views Near Red River Gorge
Exterior

4. Larkspur Cabin with Hot Tub near Red River Gorge

Larkspur Cabin with Hot Tub near Red River Gorge
Stanton
9.8 out of 10, Exceptional, (11 reviews)
"My wife and I had a very relaxing get away. Lovely place for a couple."
United States
Anonymous traveller
The price is £103
includes taxes & fees
23 Sept - 24 Sept
Larkspur Cabin with Hot Tub near Red River Gorge
Terrace/patio

5. Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (2,061 reviews)
"Great place to stay."
United States
Monty
The price is £82
includes taxes & fees
30 Sept - 1 Oct
Natural Bridge State Resort Park
Exterior

6. Cabin in Kentucky Horse Country

Cabin in Kentucky Horse Country
Bourbon County
10.0 out of 10, Exceptional, (81 reviews)
"Beautiful cabin with wonderful views in a peaceful setting"
United Kingdom
Siobann S.
The price is £370
includes taxes & fees
22 Sept - 23 Sept
Cabin in Kentucky Horse Country
Exterior

7. New, Cozy, Secluded Cabin

New, Cozy, Secluded Cabin
Jeffersonville
8.0 out of 10, Very good, (8 reviews)
"Great host, beautiful property, exactly as listed, steep driveway entrance but awesome overall!"
United States
Edgar O.
The price is £148
includes taxes & fees
19 Oct - 20 Oct
New, Cozy, Secluded Cabin
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8. Spacious Secluded Cabin on 100 Acres Near Red River Gorge

Spacious Secluded Cabin on 100 Acres Near Red River Gorge
Irvine
9.8 out of 10, Exceptional, (95 reviews)
"The property was very clean and nice for our stay. The only complaint was that the main cabin was pretty hot and the wall unit was not able to cool the living room/main living space down. It doesn’t help that it has been 90 degrees though, so I’m sure this place is 5 stars during the fall!"
United States
Kamryn
The price is £199
includes taxes & fees
22 Sept - 23 Sept
Spacious Secluded Cabin on 100 Acres Near Red River Gorge
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9. Mountain Memories Cabin

Mountain Memories Cabin
Stanton
10.0 out of 10, Exceptional, (91 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.
The price is £136
includes taxes & fees
23 Sept - 24 Sept
Mountain Memories Cabin
Exterior

10. "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, (23 reviews)
"Cabin was beautiful no complaints "
United States
Dana S.
The price is £166
includes taxes & fees
22 Sept - 23 Sept
"Alpine Hills" Cozy Hideaway RRG Cabin w/ Hot Tub
Terrace/patio

11. NEW, Promo Pricing - Luxury Woodland Loft Retreat @ Red River Gorge

NEW, Promo Pricing - Luxury Woodland Loft Retreat @ Red River Gorge
Stanton
9.4 out of 10, Exceptional, (6 reviews)
"Excellent location and cool place to relax. "
United States
Arthur G.
The price is £199
includes taxes & fees
22 Sept - 23 Sept
NEW, Promo Pricing - Luxury Woodland Loft Retreat @ Red River Gorge
Exterior

12. Briar Patch Cabin RRG: Firepit, Sunset, WIFI

Briar Patch Cabin RRG: Firepit, Sunset, WIFI
Stanton
10.0 out of 10, Exceptional, (60 reviews)
"This was one of the best places I have stayed using VRBO. Everything was 5/5 stars. Host was great at communication and the cabin was extremely clean with all you need for a cabin getaway."
United States
Nicholas W.
The price is £159
includes taxes & fees
22 Sept - 23 Sept
Briar Patch Cabin RRG: Firepit, Sunset, WIFI
Exterior

13. The Lakeview Cabin and Highland Retreat

The Lakeview Cabin and Highland Retreat
Clay City
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful! Clean! Smells and sounds were amazing for us country folk. Much love!"
United States
Nathaniel
The price is £211
includes taxes & fees
22 Sept - 23 Sept
The Lakeview Cabin and Highland Retreat
Exterior

14. Hot Tub Dome with Epic Ridge Views - Cardinal Crest

Hot Tub Dome with Epic Ridge Views - Cardinal Crest
Stanton
10.0 out of 10, Exceptional, (6 reviews)
"This place was perfect for what I needed, a little space from the world and back to nature. Will be back. "
United States
Danny P.
The price is £252
includes taxes & fees
24 Sept - 25 Sept
Hot Tub Dome with Epic Ridge Views - Cardinal Crest
Exterior

15. Hot Tub Dome with Epic Ridge Views: Cloud Chaser

Hot Tub Dome with Epic Ridge Views: Cloud Chaser
Stanton
10.0 out of 10, Exceptional, (7 reviews)
"Amazing place to stay"
United States
Isaiah F.
The price is £215
includes taxes & fees
22 Sept - 23 Sept
Hot Tub Dome with Epic Ridge Views: Cloud Chaser
Exterior

16. Cozy RRG Cabin • King Beds • Hot Tub • Views

Cozy RRG Cabin • King Beds • Hot Tub • Views
Stanton
10.0 out of 10, Exceptional, (382 reviews)
"This was a great spot to stay on our visit to RRG area it’s conveniently located and lots of space for our family of three would recommend to anyone"
United States
Al M.
The price is £212
includes taxes & fees
22 Sept - 23 Sept
Cozy RRG Cabin • King Beds • Hot Tub • Views
Exterior

17. 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, (24 reviews)
"Our only complaint was that the hot tub was not hot and would not heat up. We were really looking forward to enjoying it. But other than that the cabin was great, clean beds were very comfortable compared to other places we’ve stayed. If they can get the hot tub running better this would be a 10/10 stay "
United States
Nina T.
The price is £252
includes taxes & fees
23 Sept - 24 Sept
This cabin is a 4 bedroom(s), 2 bathrooms, located in Stanton, KY.
Exterior

18. Quaint, heavily forested cabin, mountain valley view.

Quaint, heavily forested cabin, mountain valley view.
Slade
8.4 out of 10, Very good, (41 reviews)
"Beautiful little cabin"
United States
Ryan W.
The price is £157
includes taxes & fees
22 Sept - 23 Sept
Quaint, heavily forested cabin, mountain valley view.
Exterior

19. 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, (20 reviews)
"Loved this cabin was in such a beautiful location will definitely stay there again…."
United States
Shari L.
The price is £163
includes taxes & fees
22 Sept - 23 Sept
Tin Cantina - Cozy Tiny Cabin Near Red River Gorge - Stargazing & Seclusion
Exterior

20. Romantic RRG Cabin • Private Hot Tub • Amazing Views • Near Natural Bridge

Romantic RRG Cabin • Private Hot Tub • Amazing Views • Near Natural Bridge
Stanton
10.0 out of 10, Exceptional, (136 reviews)
"Great location, and super unique!"
United States
JR C.
The price is £188
includes taxes & fees
23 Sept - 24 Sept
Romantic RRG Cabin • Private Hot Tub • Amazing Views • Near Natural Bridge
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

Hyatt Regency Lexington

Hyatt Regency Lexington

10/10 Excellent
"Enjoyed our get away and the hotel is in an excellent location to access downtown"
DWAYNE 1-night trip
Posted 4 hours ago
Hyatt Regency Lexington

Find out more about Winchester

Winchester Cabin Rentals information

Number of reviews
3,370
Accommodation
246 Cabin Rentals
Lowest Price
£82
Highest Price
£370

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 £82 and £370 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.
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. Cosy 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 £82 per night.
Can I find log cabins in Winchester?
For lots of nature lovers, the ideal outdoor holiday isn't complete without bunking down in a cosy 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. Cosy 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 further 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 holiday 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 - Cosy Tiny Cabin. Nearby fishing and hiking are a few things to keep you busy during your stay.

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