Book a Cabin in Winchester, KY

Escape the hustle and bustle and appreciate the lovely natural surroundings at one of our cabins near Winchester, priced from $150 to $378 a night. Prices reflect current offers and availability is subject to change. Additional terms may apply.

Find a cabin in or near Winchester that matches your style from just $150 a night. This was the lowest rate available in the last seven days. Prices reflect current offers and availability is subject to change. Additional terms may apply.

With 595 options to reserve in and around Winchester, Travelocity makes it a breeze to put together your next great adventure. More than your stock-standard hotel experience, places like 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 offer a relaxing stay with plenty of charm.

Spend your days in pursuit of adventure when you reserve one of our Winchester cabins. Combining the appeal of camping with all the modern comforts, cheap cabin rentals are the ideal base for your next family getaway.

• First stop? Red River Gorge. Around 45 mi to the east of Winchester, this family-friendly sight has to be on your agenda.
• You’ll want to have lots of space on your camera roll to take some fun family photos at Red River Gorge Geological Area. This spot is about 55 mi to the southeast of Winchester.
• If you’re looking for something that’ll excite your traveling tribe, Fat Man’s Misery will tick your boxes. This renowned family-friendly attraction is about 50 mi to the southeast of Winchester.

Whether you’d like somewhere luxurious for a particular event or you just want to indulge, we’ve got Winchester luxury cabins to suit. Spend your getaway enjoying the finer things at one of these high-end escapes:

• When it comes to luxury cabins, Cabin - Hot Tub, Wifi, No Pet Fee - Beary Cozy sets the bar high. A deck and a spa tub are just some of the amenities to take advantage of.
• Another luxury option is 2 Bed Cabin Hot Tub - Fire Pit. A deck and a spa tub are just two of the amenities here.

Spend your days fishing or on the hiking trails and your nights drifting off to the tranquil sounds of the river. Whether you’re organizing a much-needed escape with friends and family or on your own, we’ve got lots of Winchester cabins by the river you’ll love:

• Hot Tub, Wifi, Adventure - New Family Cabin — Swap the bustling city life for a couple of nights in the great outdoors at this sought-after riverside escape. Top amenities include nearby ecotour services and a queen bed.
• Cabin - Pet - Friendly And Great Location — Kick back, relax and make use of everything that’s offered here, including pet-friendly facilities and a deck.

There’s nothing better after a big day of exploring in nature than taking a dip in a pool. Dig out your one-piece, pack your inflatable ring and make a splash at one of these Winchester cabins with a pool:

• Book a stay at Cozy East Bernstadt Cabin With Porch + Fishing Lake. There are plenty of amenities here including a porch and a patio.
• The pool at Cabin With A Pool, Hot Tub And Wi will add a whole other level of fun to your time away. This home away from home also offers a swimming pool and a patio.

When you’re eager to venture into Mother Nature, stay at one of our Winchester cabins. Whether you’re seeking a romantic getaway cabin for two or a retreat that’s family-friendly, Travelocity has options to suit all needs and budgets.

• Book a private escape at Cabin - Sits On 8 Private Acres, Hiking Trails At This Secluded Chalet Wi and enjoy the wilderness without having to rough it. Amenities here include an oven and a stovetop.
• You’ll love returning to Cave Run Red River Gorge Cabin after a big day of outdoor adventures. Kick back and make use of its creature comforts like a firepit and a garden.

For cheap cabin rentals or Winchester family cabins, enter your dates and destination, then use our convenient filter tool to narrow your search by price, guest rating, location and more. If your plans are likely to change, select properties offering free cancellation for extra peace of mind. Also, Travelocity’s Price Guarantee means if you happen to come across the same stay for a cheaper price elsewhere within 24 hours of booking, we’ll refund the difference. Get the ball rolling on your vacation book in your Winchester cabin today!