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Check prices for these dates

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21 Nov - 23 Nov
In two weeks
28 Nov - 30 Nov
In one month
12 Dec - 14 Dec
In two months
9 Jan - 11 Jan

Featured Cabin Rentals in Winchester

Property grounds
Eco-Chic Retreat in Kentucky, Perfect for Glamping in Style near Red River Gorge

Eco-Chic Retreat in Kentucky, Perfect for Glamping in Style near Red River Gorge

Stanton
The price is NZ$234
includes taxes & fees
26 Nov - 27 Nov
Eco-Chic Retreat in Kentucky, Perfect for Glamping in Style near Red River Gorge
Exterior
Ultimate Glamping Getaway near Red River Gorge, Kentucky, Perfect for Romantic Getaways

Ultimate Glamping Getaway near Red River Gorge, Kentucky, Perfect for Romantic Getaways

Stanton
The price is NZ$234
includes taxes & fees
26 Nov - 27 Nov
Ultimate Glamping Getaway near Red River Gorge, Kentucky, Perfect for Romantic Getaways
Property grounds
Secluded A-Frame Cabin in Stanton, Kentucky - Perfect Glamping Spot near Red River Gorge

Secluded A-Frame Cabin in Stanton, Kentucky - Perfect Glamping Spot near Red River Gorge

Stanton
The price is NZ$234
includes taxes & fees
26 Nov - 27 Nov
Secluded A-Frame Cabin in Stanton, Kentucky - Perfect Glamping Spot near Red River Gorge
Exterior detail
Glamping Retreat for the Modern Explorer in this Lovely A-Frame Rental in Kentucky

Glamping Retreat for the Modern Explorer in this Lovely A-Frame Rental in Kentucky

Stanton
The price is NZ$234
includes taxes & fees
26 Nov - 27 Nov
Glamping Retreat for the Modern Explorer in this Lovely A-Frame Rental in Kentucky
View from room
Natural Bridge State Resort Park

Natural Bridge State Resort Park

3.5 star property
Slade
8.6 out of 10, Excellent, (1769)
"Beautiful autumn stay."
United States
Cheryl
Natural Bridge State Resort Park
Exterior
Quaint, heavily forested cabin, mountain valley view.

Quaint, heavily forested cabin, mountain valley view.

2.0 star property
Slade
8.0 out of 10, Very good, (23)
"The location was good and parking/driving was easy. But the cabin floors were very dirty and they didn't provide many cleaning supplies. But I'd stay here again for the amount of space and location."
United States
Molly H.
The price is NZ$363
includes taxes & fees
13 Nov - 14 Nov
Quaint, heavily forested cabin, mountain valley view.
Exterior
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, (4)
"The property was in good condition. Everything was clean. The area was quiet. The driveway could use some smoothing out but we had a nice stay."
United States
Monica
The price is NZ$376
includes taxes & fees
10 Dec - 11 Dec
Dappled Grey Cabin with hot tub at Red River Gorge
Exterior
New, Cozy, Secluded Cabin

New, Cozy, Secluded Cabin

2.0 star property
Jeffersonville
10.0 out of 10, Exceptional, (2)
"Great host, beautiful property, exactly as listed, steep driveway entrance but awesome overall!"
United States
Edgar O.
The price is NZ$332
includes taxes & fees
13 Nov - 14 Nov
New, Cozy, Secluded Cabin
Exterior
"Black Hawk" - Overlook Cabin in RRG

"Black Hawk" - Overlook Cabin in RRG

Stanton
10.0 out of 10, Exceptional, (2)
"It was a beautiful, well kept little two-story cabin with two big wrap around porches. There were two nice fire pit outdoor areas. The accommodations were very clean and the bed was comfortable."
United States
Mark S.
The price is NZ$463
includes taxes & fees
18 Nov - 19 Nov
"Black Hawk" - Overlook Cabin in RRG
Exterior
Sheltowee Traveler: Our Hike-In-Only Forested Treasure

Sheltowee Traveler: Our Hike-In-Only Forested Treasure

Stanton
9.6 out of 10, Exceptional, (4)
"Wonderful place"
United States
Preston C.
The price is NZ$354
includes taxes & fees
13 Nov - 14 Nov
Sheltowee Traveler: Our Hike-In-Only Forested Treasure
Exterior
"Valley View Lodge" - Modern Spacious Stay RRG - Slade

"Valley View Lodge" - Modern Spacious Stay RRG - Slade

Stanton
9.8 out of 10, Exceptional, (28)
"Nice clean place to stay"
United States
Logan R.
The price is NZ$430
includes taxes & fees
13 Nov - 14 Nov
"Valley View Lodge" - Modern Spacious Stay RRG - Slade
Exterior
Sycamore Rustic Log Cabin: Compact Cabin w/ the Essentials For Your Vacation

Sycamore Rustic Log Cabin: Compact Cabin w/ the Essentials For Your Vacation

Stanton
10.0 out of 10, Exceptional, (12)
"Everything you need after a long day of hiking. Second time we have stayed here and hopefully will be back"
United States
Megan H.
The price is NZ$390
includes taxes & fees
13 Nov - 14 Nov
Sycamore Rustic Log Cabin: Compact Cabin w/ the Essentials For Your Vacation
Exterior
Tall Timbers Rustic Log Cabin: Full Size Cabin w/ Washer & Dryer

Tall Timbers Rustic Log Cabin: Full Size Cabin w/ Washer & Dryer

Stanton
9.6 out of 10, Exceptional, (16)
"Property was a good location for stops between trail hikes. The stream added the perfect ambience to porch dining."
United States
Rupinder
Tall Timbers Rustic Log Cabin: Full Size Cabin w/ Washer & Dryer
Exterior
Mountain Memories Cabin

Mountain Memories Cabin

Stanton
10.0 out of 10, Exceptional, (58)
"We had a wonderful stay! Clean, safe and excellent hospitality! "
United States
Matthew K.
The price is NZ$341
includes taxes & fees
13 Nov - 14 Nov
Mountain Memories Cabin
Exterior
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, (14)
"Easy access into the house. All information was provided by our host. Home has everything you need, it was clean and beds are comfortable. Restaurants close by and enjoyed our stay. We will definitely do this again "
United States
Leanne
The price is NZ$600
includes taxes & fees
19 Nov - 20 Nov
Minutes to Nada Tunnel + Natural Bridge SP / Views - Hot Tub - Firepit
Exterior
Backcountry Shelter | 0 Bed, 0.5 Bath

Backcountry Shelter | 0 Bed, 0.5 Bath

Stanton
8.8 out of 10, Excellent, (6)
"The little cabin was almost exactly as described. It's in a beautiful area and has a trail out back that goes through some great scenery. The only things that were different from the listing were 1) no sheets or adequate blanket on the second bed, just a thin blanket covering the mattress and 2) no running water when we went in mid November. I think they shut off the water earlier in the year. They did provide two large jugs of water in those large blue containers, so we were able to drink from...
United States
Sarah M.
Backcountry Shelter | 0 Bed, 0.5 Bath
Exterior
Split Rock ~ Our newest off-grid cabin w/ stained glass art!

Split Rock ~ Our newest off-grid cabin w/ stained glass art!

Stanton
10.0 out of 10, Exceptional, (1)
"Truly off grid but very cozy and clean. Host was very responsive and helpful. Check in and out was simple. "
United States
Mario C.
The price is NZ$455
includes taxes & fees
13 Nov - 14 Nov
Split Rock ~ Our newest off-grid cabin w/ stained glass art!
Exterior
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, (114)
"Amazing place, super clean. Would highly recommend "
United States
Jason S.
The price is NZ$453
includes taxes & fees
23 Nov - 24 Nov
The DEN Shipping Container Cabin-HotTub!-High Speed WiFi!-Great View & Location!
Exterior
Tranquil Getaway in the Woods ~ Sunset Ridge

Tranquil Getaway in the Woods ~ Sunset Ridge

Irvine
10.0 out of 10, Exceptional, (79)
"The stay was awesome! My husband asked if we could stay another night. It is so quiet and peaceful here. Awesome experience!"
United States
Marsha
The price is NZ$260
includes taxes & fees
16 Nov - 17 Nov
Tranquil Getaway in the Woods ~ Sunset Ridge
Microwave, oven, stovetop
NEW, Promo Pricing - Karmic Loft Woodland Escape

NEW, Promo Pricing - Karmic Loft Woodland Escape

Stanton
9.4 out of 10, Exceptional, (3)
"We wanted to try out a tiny house. This met the mark, it was small but accommodating. I wish we had a head up that the toilet was a composting toilet not plumbed. If you are looking for a complete shut down weekend, this is the place no cell signal or Wi-Fi. We enjoyed the peacefulness. "
United States
Breeze B.
The price is NZ$397
includes taxes & fees
24 Nov - 25 Nov
NEW, Promo Pricing - Karmic Loft Woodland Escape
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

Red Roof Inn Lexington South

Red Roof Inn Lexington South

10/10 Excellent
"Clean and safe. Affordable."
JoDean 3-night trip
Posted 13 hours ago
Red Roof Inn Lexington South

Find out more about Winchester

Winchester Cabin Rentals information

Number of reviews
2,120
Accommodation
237 Cabin Rentals
Lowest Price
NZ$260
Highest Price
NZ$600

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 NZ$260 and NZ$600 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 NZ$260 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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