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Featured Cabin Rentals in Winchester and around

Natural Bridge State Resort Park

3.5 star property
8.6 out of 10, Excellent, (1493)
"Friendly people, beautiful scenery and peaceful."
The price is €90
includes taxes & fees
18 Feb - 19 Feb
Natural Bridge State Resort Park

Luxurious Cabin Across From The Red River Gorge, In The Natural Bridge Area

9.8 out of 10, Exceptional, (181)
"Perfect for our group! It was great to all be together in one house, but we all also could have our own space! We loved the property and hope to visit again one day!"
Luxurious Cabin Across From The Red River Gorge, In The Natural Bridge Area

Upscale Shipping Container Cabin in the Woods of Red River Gorge-HOT TUB

10.0 out of 10, Exceptional, (127)
"Clean and quaint. Good communication with the renter. "
Upscale Shipping Container Cabin in the Woods of Red River Gorge-HOT TUB

Secluded & Tranquil Cabin ~ Near Red River Gorge

10.0 out of 10, Exceptional, (26)
"My brothers and I decided to get away for a weekend and relax. This place was perfect for us. We loved the fire pit and the constant sound of the little creek behind the cabin. It was exactly what we were looking for. Lots of little details and decorations in the cabin that made it feel really special."
The price is €265
includes taxes & fees
18 Feb - 19 Feb
Secluded & Tranquil Cabin ~ Near Red River Gorge

Tanzanite-- The "GEM" with a Hot Tub & WiFi!!

10.0 out of 10, Exceptional, (26)
"Perfect for a couples getaway weekend. "
Tanzanite-- The "GEM" with a Hot Tub & WiFi!!

High Rock Cabin | RRG | Hot Tub!

9.8 out of 10, Exceptional, (20)
"Absolutely beautiful location and cabin. Hot tub was awesome and we enjoyed getting to use the fire pit nightly. Perfect little getaway "
High Rock Cabin | RRG | Hot Tub!

Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!

9.8 out of 10, Exceptional, (278)
"Loved the location but 4 wheel drive is highly recommend. Very steep driveway."
The price is €194
includes taxes & fees
24 Feb - 25 Feb
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!

Hot Tub - Tiny A-Frame Cabin - Haven at the Red - Red River Gorge, Kentucky!

8.4 out of 10, Very good, (109)
"Very cute and cozy! Lots of space and quiet. Loved the views!!"
The price is €206
includes taxes & fees
20 Feb - 21 Feb
Hot Tub - Tiny A-Frame Cabin - Haven at the Red - Red River Gorge, Kentucky!

Woodland Escape | Hot Tub | RRG | Brand New

10.0 out of 10, Exceptional, (1)
"Beautiful cabin, well stocked and close to trails. "
Woodland Escape | Hot Tub | RRG | Brand New

Immerse Yourself into the Wilderness of Kentucky!

10.0 out of 10, Exceptional, (1)
The price is €262
includes taxes & fees
19 Feb - 20 Feb
Immerse Yourself into the Wilderness of Kentucky!

Cabin for two with an awesome view

9.2 out of 10, Wonderful, (14)
"perfect spot for a couple getaway. absolutely adorable, and the owners have thought of everything. the loft ladder is a little scary, but we managed."
The price is €233
includes taxes & fees
20 Feb - 21 Feb
Cabin for two with an awesome view

Hiker's Retreat | RRG Cabin

9.4 out of 10, Exceptional, (26)
"Dear Management,My dad and I are staying at Hiker's Retreat. Breathtaking Experience, Very fair price for the accommodations. And thank you for squeezing us in a day early."
Hiker's Retreat | RRG Cabin

Unique Stay in a 1907 Log Cabin on The Kentucky River

9.6 out of 10, Exceptional, (101)
"Cute little cabin. It was exactly what I expected from the description. The price was reasonable, and we enjoyed our stay."
The price is €165
includes taxes & fees
18 Feb - 19 Feb
Unique Stay in a 1907 Log Cabin on The Kentucky River

Eagle View RRG -Hot Tub- Newly updated

8.6 out of 10, Excellent, (15)
"It was nice, remote, quiet "
Eagle View RRG -Hot Tub- Newly updated

The Original Shipping Container Cabin in Red River Gorge-Hot Tub and a View!

10.0 out of 10, Exceptional, (298)
"Beautiful cabin!! We loved our stay and even got to see it snow!"
The price is €273
includes taxes & fees
18 Feb - 19 Feb
The Original Shipping Container Cabin in Red River Gorge-Hot Tub and a View!

Wildcat Cabin | RRG | Hot tub

9.0 out of 10, Wonderful, (17)
"The property was great. Liked the seclusion and the cabin layout was nice."
Wildcat Cabin | RRG | Hot tub

Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!

9.4 out of 10, Exceptional, (62)
"We needed a short convenient layover in the middle of a trip and this worked perfectly. "
The price is €208
includes taxes & fees
18 Feb - 19 Feb
Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!

Wildwood Cabin RRG, Hot tub-private hikes nearby

9.8 out of 10, Exceptional, (7)
"It was a great place overall. Tiny and quaint little cabin. Lots of tress down in the area because of the recent hurricaine so trails were not the best - even away from the cabin. Definitely need 4WD or AWD to get to the cabin. Very clean. All appliances worked well needs a new grill but was a nice little place to be."
Wildwood Cabin RRG, Hot tub-private hikes nearby

Tranquil Getaway in the Woods ~ Sunset Ridge

9.8 out of 10, Exceptional, (45)
"Perfect little getaway! "
The price is €146
includes taxes & fees
23 Feb - 24 Feb
Tranquil Getaway in the Woods ~ Sunset Ridge

Hot Tub & WiFi - Gorgeous View Cabin - Large Family Cabin in Red River Gorge, Kentucky!

9.0 out of 10, Wonderful, (147)
"We enjoyed our stay at this cabin. It was mostly private (a few other cabins within eyesight). The cabin was clean and well kept when we arrived. The kitchen had most of the utensils that we needed to make our meals and had some available spices. The hot-tub was clean and fairly private. I would recommend to bring an extra role of toilet paper as there are only two smaller roles provided. The downstairs shower was a little tricky to figure out but for future renters, the temperatures are...
The price is €247
includes taxes & fees
18 Feb - 19 Feb
Hot Tub & WiFi - Gorgeous View Cabin - Large Family Cabin in Red River Gorge, Kentucky!
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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Other property types in Winchester

Natural Bridge State Resort Park

3.5 star property
8.6 out of 10, Excellent, (1493)
"Friendly people, beautiful scenery and peaceful."
The price is €90
includes taxes & fees
18 Feb - 19 Feb
Natural Bridge State Resort Park

Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!

9.8 out of 10, Exceptional, (278)
"Loved the location but 4 wheel drive is highly recommend. Very steep driveway."
The price is €194
includes taxes & fees
24 Feb - 25 Feb
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!

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

9.4 out of 10, Exceptional, (73)
"It was a great time in the mountains with my wife. Very clean and relaxing."
The price is €233
includes taxes & fees
24 Feb - 25 Feb
Hot Tub & WiFi - Romantic Hideaway - Wooded Retreat near Red River Gorge, Kentucky!
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?
Lock in one of our 571 cabins in Winchester and be rewarded with magnificent scenery, outdoor adventure and unforgettable memories. Secluded Red River Gorge Pet - Friendly Cabin On 3 Acres - Serenity Falls is the place to go for an unplugged getaway. Secluded with best views in E. KY. Can see 3 states.You won’t be disappointed!!! is another good choice if you’d love to spend time in nature.
Are there cheap cabins in Winchester?
Priced between €90 and €273 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?
After spending your day out and about in Mother Nature, head back home to the high-end comfort and style of a Winchester luxury cabin. Hot Tub, WiFi, No Pet Fee - Beary Cosy - Romantic Cabin in Red River Gorge, Kentucky! is a perfect option if you’d love to enjoy the finer things. You’ll enjoy the first-rate amenities here, such as a deck and a spa tub. 2 Bed Cabin Hot tub - Fire Pit - WiFi Red River Gorge KY Lake is another inviting stay. Take advantage of a deck, a spa tub and much more.
What are the best river cabins near Winchester?
When you think of the word relaxing, a river cabin near Winchester should be the first thing that springs to mind. Hot Tub, WiFi, Adventure - New Family Cabin - Angel’s View - Red River Gorge, Kentucky! is the perfect place to find some R&R. On top of its picture-perfect surroundings, it offers amenities such as nearby wildlife walks and nearby birdwatching activities. Pet-Friendly & Great Location - Tiny Cabin - Pine Point - Red River Gorge, Kentucky! is another favourite. Nearby wildlife walks and nearby birdwatching activities are some of the conveniences you’ll have at your disposal here.
What are the best cabins with pools near Winchester?
If you like the thought of every day being a pool day, escape to Cosy East Bernstadt Cabin With Porch + Fishing Lake. It’s one of our top cabin rentals with a pool and comes with amenities like a porch and a patio. Cabin with a pool, hot tub and wi-fi located close to Natural Bridge State Park is another superb place to spend your days splashing around. A swimming pool, a patio and fun times are up for grabs here.
What are some great Winchester cabins?
When you want to spend your holiday in nature but aren’t fond of roughing it, a cabin is a perfect solution. Stay a few nights at Sits on 8 private Acres, hiking trails at this secluded chalet! Wi-Fi, Hot Tub. This guest favourite comes with an oven, a stovetop and more. You can also experience outdoor adventure and comfort 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?
If you can’t wait to spend a couple of glorious days immersed in nature, Cabin - Private, Gated, Wall Of Windows is just the place. Throw your bags down here for a weekend and enjoy access to amenities including on-site watersports and a firepit. Another fantastic property is Red River Gorge• Pet Friendly• Hi Speed Internet. Offering a patio, a firepit and plenty of chill vibes, you’ll go home feeling brand spanking new.
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 €90 per night.
Can I find log cabins in Winchester?
It’s tough to picture a more peaceful retreat than Big Rock Log Cabin, Beside Natural Bridge. Featuring a porch, a patio and more, this log cabin in Winchester is where you can slow things right down. Another standout is Hot Tub, Wifi, Adventure - Family Log Cabin. An impressive location, a porch, a patio … They’re just the beginning of things you’ll find here.
What are the highest-rated cabins in Winchester?
Expedia adventurers keep coming back to Cave Run Red River Gorge Cabin. This excellent option comes with lots of handy amenities including a patio and a firepit. It won’t take you much time to see why Cosy Secluded Cabin with wi-fi is also a hit with travellers. Conveniences like a porch and a patio will help make your stay even more memorable.
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 nature-filled escape that won’t cost a fortune, you can’t beat a cabin. Visualize yourself waking up to the sounds of wildlife and sipping coffee on a private deck surrounded by stunning vistas. Stay in a cabin in Winchester to get away from the fast pace of modern life. Whether they’re beachside, lakeside or up a mountain, cabins offer a uniquely relaxing experience for anyone needing a break.