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Check prices for these dates

Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul
In one month
25 Jul - 27 Jul
In two months
22 Aug - 24 Aug

Featured Cabin Rentals in Winchester and around

Backcountry Shelter | 0 Bed, 0.5 Bath
Exterior

Backcountry Shelter | 0 Bed, 0.5 Bath

8.8 out of 10, Excellent, (6)
"We loved our stay! The hike up to Gray’s Arch with the fall foliage was spectacular. Thanks for sharing this spot with us!"
Backcountry Shelter | 0 Bed, 0.5 Bath
White Pines ~ Enjoy your own private Pond & Hot Tub!
Property grounds

White Pines ~ Enjoy your own private Pond & Hot Tub!

9.8 out of 10, Exceptional, (9)
"We had an amazing time at white pines, the kids didn't want to leave and neither did i. Quiet and peaceful, great location and amenities, we're already planning our next trip!"
White Pines ~ Enjoy your own private Pond & Hot Tub!
Tall Timbers Rustic Log Cabin: Full Size Cabin w/ Washer & Dryer
Property grounds

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

10.0 out of 10, Exceptional, (14)
"Property was a good location for stops between trail hikes. The stream added the perfect ambience to porch dining."
Tall Timbers Rustic Log Cabin: Full Size Cabin w/ Washer & Dryer
Wildflower Rustic Log Cabin: Compact Cabin with the Essentials for your Vacation
Outdoor dining

Wildflower Rustic Log Cabin: Compact Cabin with the Essentials for your Vacation

9.2 out of 10, Wonderful, (14)
"Perfect cabin for a weekend getaway with my kids! The creek behind the cabin was great for my kids to play and explore in. It is well maintained and the owner was quick to reapond with any of my questions. Will definitely be going back again!"
Wildflower Rustic Log Cabin: Compact Cabin with the Essentials for your Vacation
Bring a Pet: Peaceful Frenchburg Cabin on 1 Acre
Fridge, microwave, stovetop, dishwasher

Bring a Pet: Peaceful Frenchburg Cabin on 1 Acre

10.0 out of 10, Exceptional, (2)
"This was the perfect little cabin for our anniversary getaway. Had everything we needed for cooking at the cabin on the days we didn't want to venture out to eat. Houae was super clean and exactly like the listing! Would definitely stay again if we revisit the area."
The price is €227
includes taxes & fees
29 Jun - 30 Jun
Bring a Pet: Peaceful Frenchburg Cabin on 1 Acre
Split Rock ~ Our newest off-grid cabin w/ stained glass art!
2 bedrooms, bed sheets

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

Split Rock ~ Our newest off-grid cabin w/ stained glass art!
Glaucomy`s Suite | 1 Bed, 1 Bath
Interior

Glaucomy`s Suite | 1 Bed, 1 Bath

Glaucomy`s Suite | 1 Bed, 1 Bath
Mountain Light: Warm, New, Family Friendly, Cabin Sure to Please
Exterior

Mountain Light: Warm, New, Family Friendly, Cabin Sure to Please

10.0 out of 10, Exceptional, (1)
"It was a beautiful cabin and great location! Would definitely stay again! "
Mountain Light: Warm, New, Family Friendly, Cabin Sure to Please
Blue Sky Cabin Red River Gorge - Hot Tub Wi-Fi
Fridge, microwave, oven, stovetop

Blue Sky Cabin Red River Gorge - Hot Tub Wi-Fi

9.8 out of 10, Exceptional, (11)
"Place is absolutely beautiful! We absolutely loved it!would absolutely stay again"
Blue Sky Cabin Red River Gorge - Hot Tub Wi-Fi
Natural Bridge State Resort Park
View from room

Natural Bridge State Resort Park

3.5 star property
8.6 out of 10, Excellent, (1604)
"The people, scenery and the entire experience was beautifully awesome!"
Natural Bridge State Resort Park
Secluded cabin in Red River Gorge with a Hot Tub and wi-fi
Interior

Secluded cabin in Red River Gorge with a Hot Tub and wi-fi

8.6 out of 10, Excellent, (49)
"Very nice stay. We loved the covered porch with the swing and hot tub. All we could see around us was trees. Very Peaceful."
The price is €287
includes taxes & fees
29 Jun - 30 Jun
Secluded cabin in Red River Gorge with a Hot Tub and wi-fi
Cabin for two with an awesome view
TV

Cabin for two with an awesome view

9.4 out of 10, Exceptional, (20)
"Great place and great location."
Cabin for two with an awesome view
Immerse yourself into nature's beauty while enjoying the comforts of this charming cabin
Smart TV

Immerse yourself into nature's beauty while enjoying the comforts of this charming cabin

2.0 star property
7.0 out of 10, Good, (8)
"Close to Natural Bridge but still quiet and in a great location!"
The price is €354
includes taxes & fees
8 Jul - 9 Jul
Immerse yourself into nature's beauty while enjoying the comforts of this charming cabin
Hot Tub, WiFi & Pool Table - Perfect Cabin Retreat - Mountain Rose - Getaway to Red River Gorge, KY!
Interior

Hot Tub, WiFi & Pool Table - Perfect Cabin Retreat - Mountain Rose - Getaway to Red River Gorge, KY!

9.2 out of 10, Wonderful, (58)
"This is a perfect place for a short little weekend getaway. "
The price is €249
includes taxes & fees
1 Jul - 2 Jul
Hot Tub, WiFi & Pool Table - Perfect Cabin Retreat - Mountain Rose - Getaway to Red River Gorge, KY!
New Hot Tub & Trailer Parking @ Cliff Eagle
Private kitchen

New Hot Tub & Trailer Parking @ Cliff Eagle

9.0 out of 10, Wonderful, (9)
"Wonderful little cabin. Very clean, well maintained, has everything you need for a comfortable getaway. "
New Hot Tub & Trailer Parking @ Cliff Eagle
Mountain View Cabin in the heart of Red River Gorge
Interior

Mountain View Cabin in the heart of Red River Gorge

8.6 out of 10, Excellent, (9)
"Definitely a rustic cabin. Hillside for fire pit is a bit rough. Good location for hikers wanting a place to stay close to restaurants."
The price is €293
includes taxes & fees
29 Jun - 30 Jun
Mountain View Cabin in the heart of Red River Gorge
Chalet style cabin with loft bedroom, hot tub and internet
Exterior

Chalet style cabin with loft bedroom, hot tub and internet

9.2 out of 10, Wonderful, (38)
"Great place for a memorable trip."
The price is €338
includes taxes & fees
26 Jul - 27 Jul
Chalet style cabin with loft bedroom, hot tub and internet
"Rocky Top" - Cozy RRG Cabin
Terrace/patio

"Rocky Top" - Cozy RRG Cabin

9.0 out of 10, Wonderful, (12)
"Great place to stay! Super close to RRG and the DBBB. Also just a few minutes for Miguel’s for the BEST pizza!"
"Rocky Top" - Cozy RRG Cabin
Hot Tub & WiFi - Romantic Hideaway - Wooded Retreat near Red River Gorge, Kentucky!
1 bedroom, WiFi, bed sheets

Hot Tub & WiFi - Romantic Hideaway - Wooded Retreat near Red River Gorge, Kentucky!

9.2 out of 10, Wonderful, (80)
"Well managed clean perfect location for child out. "
The price is €243
includes taxes & fees
7 Jul - 8 Jul
Hot Tub & WiFi - Romantic Hideaway - Wooded Retreat near Red River Gorge, Kentucky!
Blackbird: a modern woodland escape
Terrace/patio

Blackbird: a modern woodland escape

10.0 out of 10, Exceptional, (6)
"This property was beautiful and tucked away I like the privacy it offered"
Blackbird: a modern 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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Frequently asked questions

What are the best cabins near Winchester?
Enjoy the great outdoors without surrendering home comforts at one of our 604 cabins in and around Winchester. Whether you have relaxation or fun on your itinerary, Secluded Red River Gorge Pet - Friendly Cabin On 3 Acres - Serenity Falls has plenty of both. Alternatively, stay at Cabin - Secluded With Best Views In E. Ky. Can See 3 States. You Won't Be Disappointed and appreciate its picturesque surroundings.
Are there cheap cabins in Winchester?
Priced between €227 and €354 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?
Our Winchester luxury cabins keep you in serious comfort while staying in nature. You'll enjoy the high-end amenities at Cabin - Hot Tub, Wifi, No Pet Fee - Beary Cosy. A deck and a spa tub help make this retreat a traveller favourite. Or, unwind in luxury at 2 Bed Cabin Hot Tub - Fire Pit, which features a deck and a spa tub.