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Browse Select Winchester Cabin Rentals

Natural Bridge State Resort Park
3.5 star property
8.6 out of 10, Excellent, (1314)
"Very nice place!"
The price is CA $172
CA $189 total
includes taxes & fees
Jun 6 - Jun 7
Natural Bridge State Resort Park
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
9.8 out of 10, Exceptional, (242)
"The cabin was amazing. Nice and peaceful location. The cabin had everything that we needed. The jacuzzi was nice and relaxing, My wife enjoyed it very much! We are planning to get one at home shortly. The location of the property was a little puzzling at first. When we started to venture of and visit locations. The placement of the property made perfect sense! You’re literally right in the middle of everything that you will want to see! Everything interesting is just a few miles away! My wife...
The price is CA $155
CA $304 total
includes taxes & fees
Jun 12 - Jun 13
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
Upscale Shipping Container Cabin in the Woods of Red River Gorge-HOT TUB
10.0 out of 10, Exceptional, (97)
"The cabin was very clean and comfortable with everything you might need. The hot tub and fire pit were great in the evenings. Very spacious and accommodating for the two of us. I also loved that it was secluded and private. We will definitely be staying here again."
The price is CA $176
CA $304 total
includes taxes & fees
Jun 2 - Jun 3
Upscale Shipping Container Cabin in the Woods of Red River Gorge-HOT TUB
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The Original Shipping Container Cabin in Red River Gorge-Hot Tub and a View!
10.0 out of 10, Exceptional, (251)
"The property was lovely and very close to many hiking spots! It was spacious and the accommodations were lovely!"
The price is CA $189
CA $347 total
includes taxes & fees
Jun 2 - Jun 3
The Original Shipping Container Cabin in Red River Gorge-Hot Tub and a View!
Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!
9.6 out of 10, Exceptional, (38)
"After both of us working super hard in 2024 non stop, we needed a quiet little getaway from society. This was perfect! We put our phones away for a few days and just spent quality time together! I highly recommend this cabin for anyone looking to take a break from the real world! Lol"
The price is CA $140
CA $284 total
includes taxes & fees
May 30 - May 31
Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!
Hot Tub, WiFi & Pool Table - Perfect Cabin Retreat - Mountain Rose - Getaway to Red River Gorge, KY!
9.4 out of 10, Exceptional, (33)
"Great location, close to everything and the privacy of being in the forest"
The price is CA $213
CA $398 total
includes taxes & fees
Jun 10 - Jun 11
Hot Tub, WiFi & Pool Table - Perfect Cabin Retreat - Mountain Rose - Getaway to Red River Gorge, KY!
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 CA $177
CA $330 total
includes taxes & fees
Jun 10 - Jun 11
Hot Tub - Tiny A-Frame Cabin - Haven at the Red - Red River Gorge, Kentucky!
The Container Den-Shipping Container Cabin with HotTub-WIFI-Great View! BOOK IT!
10.0 out of 10, Exceptional, (53)
"The stay at the container den is everything you could ask for. Very clean and well kept with an all the necessities for a weekend getaway. It is in a perfect location with an amazing view from the hot tub."
The price is CA $176
CA $304 total
includes taxes & fees
Jun 10 - Jun 11
The Container Den-Shipping Container Cabin with HotTub-WIFI-Great View! BOOK IT!
Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!
9.8 out of 10, Exceptional, (117)
"The cabin was what we were looking for, quite secluded and wooded with a hot tub. It was nice and clean and we enjoyed soaking in the tub to the pouring rain on the tin roof. The cabin cat outside was cute. The drawback is to make sure to check your dates! At booking. It defaulted to different dates than we wanted. Then continued to show other options for other cabins on the dates we wanted. Double check before you pay. The positive was that the staff were great communicators and patient when...
The price is CA $162
CA $326 total
includes taxes & fees
Jun 10 - Jun 11
Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!
Shipping Container Cabin in the Woods of Red River Gorge-HotTub-Secluded-Private
10.0 out of 10, Exceptional, (235)
"Canisters is a really neat ideas"
The price is CA $189
CA $346 total
includes taxes & fees
Jun 10 - Jun 11
Shipping Container Cabin in the Woods of Red River Gorge-HotTub-Secluded-Private
Secluded cabin in Red River Gorge with a Hot Tub and wi-fi
8.8 out of 10, Excellent, (32)
"Could use some updating and tlc. Wasnt a issue but there was only enough seat place for 3 people to watch tv. All in all it was fine and we enjoyed our stay."
Secluded cabin in Red River Gorge with a Hot Tub and wi-fi
NEW CONSTRUCTION 2BR cabin near Red River Gorge, FRENCHBURG, Montgomery County
10.0 out of 10, Exceptional, (12)
"Don’t miss out on this amazing cabin. My best friend and I wanted a weekend getaway to relax and recharge. The location is serene. The cabin is beautiful and immaculate. Our hosts, Darren & Francine, exceeded expectations in communication, and the cabin is chock full of amenities. We lacked for nothing, including strong WiFi. My big dog was also in heaven with the comfy couch, and her first fire pit experience. I cannot recommend the cabin or the hosts enough."
NEW CONSTRUCTION 2BR cabin near Red River Gorge, FRENCHBURG, Montgomery County
Hot Tub & WiFi - Gorgeous View Cabin - Large Family Cabin in Red River Gorge, Kentucky!
9.2 out of 10, Wonderful, (130)
"Fun relaxing cabin in the woods"
The price is CA $186
CA $366 total
includes taxes & fees
May 30 - May 31
Hot Tub & WiFi - Gorgeous View Cabin - Large Family Cabin in Red River Gorge, Kentucky!
Hot Tub & No Pet Fee - Beary Secluded - Small Family Cabin in Red River Gorge, Kentucky!
9.0 out of 10, Wonderful, (73)
"Overall great time. The location was perfect for our purposes. The inside was clean and neat. The furniture was a little worn and broken down. The bedroom lights didn’t have shades, so the bare bulbs were harsh. The finishes in the bathroom were poorly done."
The price is CA $166
CA $325 total
includes taxes & fees
May 30 - May 31
Hot Tub & No Pet Fee - Beary Secluded - Small Family Cabin in Red River Gorge, Kentucky!
Hot Tub, Pet-Friendly, WiFi - ManeStay - Red River Gorge, Kentucky!
9.2 out of 10, Wonderful, (104)
"This was a great weekend getaway."
Hot Tub, Pet-Friendly, WiFi - ManeStay - Red River Gorge, Kentucky!
Moondance Cabin near Red River Gorge - Hot Tub
10.0 out of 10, Exceptional, (41)
"We are two couples that love to hike and enjoy cabin life which we did here for a seven night stay. The cabin is pretty new, with quality construction and furnishings. We found the cabin very clean, with everything we needed and everything works. We cooked two meals a day and ate inside or out on the porch where we could enjoy the view and listen to the birds. The hot tub was very welcome after a day of hiking. We had a great week!"
Moondance Cabin near Red River Gorge - Hot Tub
Wildwood Cabin RRG, Hot tub-private hikes nearby
9.4 out of 10, Exceptional, (3)
"We went to the cabin for the first three days of our honeymoon. We enjoyed the private hikes up and around the rocky bluff. The rocks offered moderate difficulty for beginner rock climbers and a great view from the higher ledges. There is a neighbor cabin in direct eye shot of the cabin, but we had fun there."
Wildwood Cabin RRG, Hot tub-private hikes nearby
Wildcat Cabin | RRG | Hot tub
9.6 out of 10, Exceptional, (8)
"Perfect little cabin close to everything"
Wildcat Cabin | RRG | Hot tub
Nestled in the beautiful mountains of the Red River Gorge Area
8.0 out of 10, Very good, (1)
"The cabin was clean enough except for the linens that smelled of cigarette smoke. We had a problem with check-in due to not receiving an entry code from VRBO. With no cell service, we had to drive to find reception to call the Scenic Cabin rentals for our code. Fortunately, we arrived during daylight hours."
Nestled in the beautiful mountains of the Red River Gorge Area
Hot Tub & WiFi - Romantic Hideaway - Wooded Retreat near Red River Gorge, Kentucky!
9.4 out of 10, Exceptional, (51)
"My boyfriend and I stayed there for three night's and 4 days. The place was perfectly located by both the parks and close to everything we needed. However, getting up to the cabin was an adventure of itself as it's located up pretty high with steep hills and sharp turns, so being a confident/comfortable driver is a must. The cabin was very neat and clean and included everything we needed for our stay, even a coffee and popcorn maker. My only complaint was that the stairs matched the steep hill...
The price is CA $213
CA $367 total
includes taxes & fees
Jun 12 - Jun 13
Hot Tub & WiFi - Romantic Hideaway - Wooded Retreat near Red River Gorge, Kentucky!
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

Natural Bridge State Resort Park
3.5 star property
8.6 out of 10, Excellent, (1314)
"Very nice place!"
The price is CA $172
CA $189 total
includes taxes & fees
Jun 6 - Jun 7
Natural Bridge State Resort Park
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
9.8 out of 10, Exceptional, (242)
"The cabin was amazing. Nice and peaceful location. The cabin had everything that we needed. The jacuzzi was nice and relaxing, My wife enjoyed it very much! We are planning to get one at home shortly. The location of the property was a little puzzling at first. When we started to venture of and visit locations. The placement of the property made perfect sense! You’re literally right in the middle of everything that you will want to see! Everything interesting is just a few miles away! My wife...
The price is CA $155
CA $304 total
includes taxes & fees
Jun 12 - Jun 13
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
Upscale Shipping Container Cabin in the Woods of Red River Gorge-HOT TUB
10.0 out of 10, Exceptional, (97)
"The cabin was very clean and comfortable with everything you might need. The hot tub and fire pit were great in the evenings. Very spacious and accommodating for the two of us. I also loved that it was secluded and private. We will definitely be staying here again."
The price is CA $176
CA $304 total
includes taxes & fees
Jun 2 - Jun 3
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.

Winchester Cabin Rentals information

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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 cozy 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 vacation 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 Cozy. 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 favorite 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 travelers 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 vacation 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.

Recent Reviews in Winchester
Expedia verified reviews