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Search Cabins in Winchester

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Browse Select Winchester Cabin Rentals

Outdoor pool
Natural Bridge State Resort Park
3.5 star property
8.6 out of 10, Excellent, (1305)
"Dining was not the best"
The price is £102
includes taxes & fees
19 May - 20 May
Natural Bridge State Resort Park
Fridge, microwave, oven, stovetop
The Original Shipping Container Cabin in Red River Gorge-Hot Tub and a View!
10.0 out of 10, Exceptional, (248)
"The property were beautiful to be a containers cabin. Nicely decorated inside and out. Everything were provided, we only needed to buy food. Bed were comfortable. Distance to and from all the activities we book online was a short drive to them. Will recommend this cabin and stay again. Thanks 😊"
The price is £197
includes taxes & fees
22 May - 23 May
The Original Shipping Container Cabin in Red River Gorge-Hot Tub and a View!
Fridge, oven, stovetop, coffee/tea maker
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
9.8 out of 10, Exceptional, (240)
"Great little cabin in the woods. Pretty much as advertised. The beds were not good. Very mushy and soft. My chiropractor will have fun with me at our next appointment."
The price is £199
includes taxes & fees
11 Jun - 12 Jun
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
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Pool
Upscale Shipping Container Cabin in the Woods of Red River Gorge-HOT TUB
10.0 out of 10, Exceptional, (96)
"We loved how secluded it was, but close to the park and restaurants. The hot tub and fire pit were a nice addition. It was well decorated and felt upscale. I liked that it had k-cups. Love the travel pics on the wall. We had a great time and enjoyed the accommodations. Overall a wonderful get away. We will definitely be back!"
The price is £170
includes taxes & fees
15 May - 16 May
Upscale Shipping Container Cabin in the Woods of Red River Gorge-HOT TUB
Exterior
Shipping Container Cabin in the Woods of Red River Gorge-HotTub-Secluded-Private
10.0 out of 10, Exceptional, (232)
"It’s it’s was a beautiful and unique cabin. Very clean, easy check in, and loved the area. 10/ 10 would recommend for couples or just a home base for the red river gorge."
The price is £185
includes taxes & fees
20 May - 21 May
Shipping Container Cabin in the Woods of Red River Gorge-HotTub-Secluded-Private
Exterior
Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!
9.6 out of 10, Exceptional, (37)
"The ants were bad, but we bought oranges and used the peels. Also, the stove only worked with the skillets. We improvised and it was a really nice getaway"
The price is £168
includes taxes & fees
16 May - 17 May
Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!
Outdoor spa tub
Shipping Container Den-Hot Tub!-View! FREE FIREWOOD for May and June weeknights!
10.0 out of 10, Exceptional, (50)
"We had a blast at this property. It’s perfect for a two person stay."
The price is £192
includes taxes & fees
15 May - 16 May
Shipping Container Den-Hot Tub!-View! FREE FIREWOOD for May and June weeknights!
Property grounds
Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!
9.8 out of 10, Exceptional, (116)
"Nice property"
The price is £191
includes taxes & fees
29 May - 30 May
Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!
Interior
Hot Tub, WiFi & Pool Table - Perfect Cabin Retreat - Mountain Rose - Getaway to Red River Gorge, KY!
9.4 out of 10, Exceptional, (32)
"We had an absolute amazing time. A beautiful cabin with a beautiful view. Management was amazing and got right back to me when we needed something. We will be staying again."
The price is £219
includes taxes & fees
28 May - 29 May
Hot Tub, WiFi & Pool Table - Perfect Cabin Retreat - Mountain Rose - Getaway to Red River Gorge, KY!
Interior
NEW CONSTRUCTION 2BR cabin near Red River Gorge, FRENCHBURG, Montgomery County
10.0 out of 10, Exceptional, (9)
"We had a wonderful time staying here for a romantic weekend getaway. The cabin is very cute, cozy and clean. It is in a quiet and peaceful setting with an amazing view. We loved sitting out on the deck in the morning drinking our coffee while enjoying the view and the sounds of nature. I would highly recommend staying here."
NEW CONSTRUCTION 2BR cabin near Red River Gorge, FRENCHBURG, Montgomery County
Interior
Hot Tub - Tiny A-Frame Cabin - Haven at the Red - Red River Gorge, Kentucky!
8.2 out of 10, Very good, (90)
"Loved the secluded area and the cabin was lovely"
The price is £170
includes taxes & fees
19 May - 20 May
Hot Tub - Tiny A-Frame Cabin - Haven at the Red - Red River Gorge, Kentucky!
TV, fireplace
Hot Tub, WiFi, No Pet Fee - Beary Cozy - Romantic Cabin in Red River Gorge, Kentucky!
8.8 out of 10, Excellent, (72)
"Great location, close to restaurants and state park."
The price is £224
includes taxes & fees
15 May - 16 May
Hot Tub, WiFi, No Pet Fee - Beary Cozy - Romantic Cabin in Red River Gorge, Kentucky!
Interior
Secluded cabin in Red River Gorge with a Hot Tub and wi-fi
8.8 out of 10, Excellent, (31)
"The property was as listed. Hot tub was really nice. We has an amazing time. The road up to the property was a bit scary but besides that it was all amazing. Would stay again."
Secluded cabin in Red River Gorge with a Hot Tub and wi-fi
Exterior
Amazing Views! Hot Tub!! Minutes from the Gorge!!!
10.0 out of 10, Exceptional, (11)
"Nice place to relax! The view is awesome and just minutes away from the Red Rver Gorge. Definitely would recommend!"
Amazing Views! Hot Tub!! Minutes from the Gorge!!!
1 bedroom, WiFi, bed sheets
Mountain Memories | RRG |
9.4 out of 10, Exceptional, (11)
"We had a great time and stay at the cabin. Was located 15 mins away from attractions and restaurants. Only thing was the gravel road to the cabin was something we werent expected. Needs a ceiling fan in order to circulate the air around from the upstairs. Great outdoor view on the balcony to have breakfast and dinner. Miguels pizza was great pizza spot. Had fun hiking to the natiral bridge."
Mountain Memories | RRG |
Property grounds
Hot Tub & WiFi - Gorgeous View Cabin - Large Family Cabin in Red River Gorge, Kentucky!
9.2 out of 10, Wonderful, (129)
"Fun relaxing cabin in the woods"
The price is £192
includes taxes & fees
20 May - 21 May
Hot Tub & WiFi - Gorgeous View Cabin - Large Family Cabin in Red River Gorge, Kentucky!
Exterior
Tiny Cabin - A Frame of Mind - near Red River Gorge Kentucky!
9.2 out of 10, Wonderful, (46)
"Nice, clean place. Comfortable and private. It was a little out of the way from Red River Gorge - about 25 minute drive. It was great for the three of us, not sure I’d want to try and add a 4th. The kids loved the pac man game!!"
The price is £144
includes taxes & fees
29 May - 30 May
Tiny Cabin - A Frame of Mind - near Red River Gorge Kentucky!
Property grounds
Secluded getaway in beautiful new cabin near Red River Gorge.
10.0 out of 10, Exceptional, (50)
"The cabin and location are amazing! Definitely plan to come back!"
The price is £204
includes taxes & fees
15 May - 16 May
Secluded getaway in beautiful new cabin near Red River Gorge.
Exterior
Sunset Ridge ~ Rustic & Tranquil 100-Acre Getaway!
10.0 out of 10, Exceptional, (14)
"Very peaceful and quite. We enjoyed sitting outside on the porch! A nice place to stay."
The price is £145
includes taxes & fees
20 May - 21 May
Sunset Ridge ~ Rustic & Tranquil 100-Acre Getaway!
TV
Cabin for two with an awesome view
8.4 out of 10, Very good, (6)
"We loved the seclusion of the cabin and we loved that it was new! Very adorable. Fantastic views! Such a great week in Kentucky!"
Cabin for two with an awesome view
Don't see what you're looking for?
See all available properties in Winchester
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.

Other property types in Winchester

Outdoor pool
Natural Bridge State Resort Park
3.5 star property
8.6 out of 10, Excellent, (1305)
"Dining was not the best"
The price is £102
includes taxes & fees
19 May - 20 May
Natural Bridge State Resort Park
Fridge, oven, stovetop, coffee/tea maker
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
9.8 out of 10, Exceptional, (240)
"Great little cabin in the woods. Pretty much as advertised. The beds were not good. Very mushy and soft. My chiropractor will have fun with me at our next appointment."
The price is £199
includes taxes & fees
11 Jun - 12 Jun
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
Pool
Upscale Shipping Container Cabin in the Woods of Red River Gorge-HOT TUB
10.0 out of 10, Exceptional, (96)
"We loved how secluded it was, but close to the park and restaurants. The hot tub and fire pit were a nice addition. It was well decorated and felt upscale. I liked that it had k-cups. Love the travel pics on the wall. We had a great time and enjoyed the accommodations. Overall a wonderful get away. We will definitely be back!"
The price is £170
includes taxes & fees
15 May - 16 May
Upscale Shipping Container Cabin in the Woods of Red River Gorge-HOT TUB
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.

Frequently asked questions

What are the best cabins near Winchester?
Ranging from small and quaint to those full of luxury and style, there are 293 cabins available in and around Winchester. Some of our most popular options include Secluded Red River Gorge Pet - Friendly Cabin On 3 Acres - Serenity Falls and Maco’s Mountain Resort - Hemlock Cabin.
Are there cheap cabins in Winchester?
For a budget-friendly escape in the great outdoors, take a look at our cheap cabins in Winchester. Wake in the mornings to the sound of birds singing from one of our cosy stays priced from to a night.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?
Splash out and book a holiday you’ll never forget at one of our Winchester luxury cabins. Hot Tub, Wifi - Woodsman - Rugged Rustic Cabin is one option where you can spend a couple of days or so appreciating the finer things. It features a spa tub and a firepit. Or, use Hot Tub, Wifi - Family Cabin - Wine Cellar as a base to explore the beautiful natural areas around you. Nice touches here include a deck and a king bed.
What are the best river cabins near Winchester?
If you’re looking for a comfortable retreat overlooking the water, a Winchester river cabin is hard to go past. Settle in at Newly - Built See Rocks Vista Cabin and let all your stresses disappear downstream. Amenities here include nearby wildlife walks and nearby birdwatching activities. Another quality riverside option is Cabin - Hot Tub, Wifi, Pet - Friendly - Beary Cosy. You’ll have use of nearby wildlife walks, nearby birdwatching activities and more.
What are the best cabins with pools near Winchester?
Put on your swimsuit and enjoy a refreshing dip whenever the mood strikes when you reserve one of our cabin rentals with a pool near Winchester. Cabin - Serene, Beautiful Views With Hot Tub is a top choice. A swimming pool and a patio are some other amenities that await you here. Or, spend your getaway at Hot Tub, Wifi - Family Cabin - Wine Cellar. As well as a pool, this cabin comes with a porch and a spa tub.
What are some great Winchester cabins?
When you want to spend time with Mother Nature but don’t feel like wrestling with tarpaulins and tent poles, a cabin is an excellent choice. Book a few nights or more at Cabin - Bourbon Trail, Ark Encounter, Family Gatherings. This visitor favourite comes with a nearby waterfront, a firepit and more. Alternatively, experience outdoor fun and comfort combined at Luxurious Cabin Across From The Red River Gorge. A fireplace and a firepit are among the amenities here.
What are the best weekend cabin rentals in Winchester?
If you’d love to spend a few glorious days surrounded by nature, Cabin - Bourbon Trail, Ark Encounter, Family Gatherings is just the place. Get comfy here for a weekend and make use of conveniences including windsurfing and a spa tub. Another superb retreat is Luxurious Cabin Across From The Red River Gorge. Offering windsurfing, a fireplace and plenty of chill vibes, you’ll go home feeling refreshed and renewed.
What are the best cabin prices in Winchester?
With prices starting from as little as a night for a cabin rental in Winchester, there’s no reason to rough it in a tent.This price was 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.
Can I find log cabins in Winchester?
If you’re looking for a more laid-back pace, you’ll find it at one of our log cabins in Winchester. For example, Well Decorated Log Cabin, Themed In Red And Black rooster Furnishings. Spend your days here caving and shore fishing and then return home to relax among its many comforts. Time also seems to go slower at Secluded Log Cabin In A Heavily Forested Area. When you want to venture beyond your front door, hiking and fishing opportunities are close by.
What are the highest-rated cabins in Winchester?
Expedia travellers keep going back to Cabin - Bourbon Trail, Ark Encounter, Family Gatherings. This hot spot comes with a host of amenities including windsurfing and a spa tub. It’s not difficult to understand why Luxurious Cabin Across From The Red River Gorge is also popular with visitors. Conveniences like windsurfing and a fireplace will help make your stay nice and comfortable.
What are the top things to see and do in Winchester?
Any fabulous cabin stay should involve checking out some sights. For example, Bluegrass Heritage Museum. It’s one of the leading attractions in Winchester. If you’d like to explore a little farther out, rent a car and head to Cassell Creek Golf Course.
Why should I book a cabin in Winchester?
For a nature-filled holiday that won’t blow your budget, you can’t beat a cabin. Imagine rising to the sounds of the wilderness and drinking coffee on a private deck surrounded by dreamy views. Lock in a cabin in Winchester and say goodbye to the hectic routine of modern life. Whether they’re in the mountains, by the beach or someplace else, cabins offer an affordable and relaxing experience for those who need a break.