Vacation rentals in Madison County

4.97 out of 5 average rating, 112 reviews

A wooden deck extends from the cabin, surrounded by vibrant green foliage. Outdoor seating includes a round table with black metal chairs, and string lights are elegantly hung overhead, adding a warm touch to the natural setting.

Cabin in McKee

Cozy Cabin in the Woods Near Berea

Relax in this tranquil mountain get away surrounded by nature. It is secluded in the woods yet close to many amenities. It’s 15 mins from the I75 exit in Berea KY and less than an hour south of Lexington KY. Places of interest like the Berea College Campus, Owsley Fork Lake, the Indian Fort “ Pinnacles” Hiking Trails and Anglin Falls are 10 minutes away. It’s a 30 minute drive to Renfro Valley and 75 minutes to the countless trails in Red River Gorge and Cumberland Falls State Resort Park.

A spacious wooden deck is featured, surrounded by natural greenery and trees. Flower pots are displayed along the railing. A metal chair and a small table are positioned nearby, with a view of the lawn and hills in the background.

4.96 out of 5 average rating, 123 reviews

Pinnacle Lodge now w/ Brand New Hot Tub!

Quietly tucked in at the base of the Berea Pinnacles, the lodge offers up a scenic panoramic view of Davis Holler to the west. Looking for PEACE and QUIET? Look no further! Want to GET THE BLOOD PUMPING? 8400 acres of forest behind you, 9 miles of hiking trails, 1.2 miles from the lodge to the new John B. Stephenson, run, walk, bike trail. Additional 2.1 miles will get you into Berea, (Arts & Crafts Capital of Ky.) or 1.1 miles the other way to Indian Fort Mountain. Plenty "to do" or "not".

4.97 out of 5 average rating, 352 reviews

Cabin in McKee

Mountain Dream Cabin -Fish Pond+Fenced Yard+Stalls

Escape to a peaceful cabin with a wraparound porch perfect for soaking in the beauty of nature. This pet-friendly retreat features a fenced yard and space for trailer parking, plus four horse stalls available upon request. Enjoy catch-and-release fishing in the stocked pond, or explore nearby attractions: 25 minutes to Berea’s historic downtown and Pinnacle Trails, and 30 minutes to Flat Lick Falls and Sheltowee Trace. Unwind, explore, and experience the charm of our small-town getaway!

4.92 out of 5 average rating, 204 reviews

A cozy cabin is illuminated by warm light as dusk falls. The porch area features steps leading to the entrance, with a pathway visible in front. Dark clouds hover above, contrasting with the soft glow emanating from the windows.

Cabin in Berea

A Happy Place Cabin with magical views!

A cabin and experience like no other in Berea. Enjoy the smell of cedar, sounds of the country, amazing views of the mountains and magical sunsets! Relax in our cozy all cedar cabin that sits on a 37 acre property. Fish in the large pond, swing on the porch, and cook dinner outside on the Blackstone griddle. Located just 5 miles from town, it is close enough to find great dining options and visit all that Berea has to offer, yet far enough away to provide serene tranquility and peace.

Superhost

Farm stay in Richmond

4.96 out of 5 average rating, 205 reviews

Martin Manor: Authentic, historic log cabin

Surround yourself with beauty, art, and treasures of days-gone-by in this lovingly restored historic log home. Clear ponds, majestic pines, picnic tables and horses on the property. Near by attractions: Historic craft center Berea, Red River Gorge, horse racing at Keenland, and Kentucky Proud dining and activities in Lexington. Hot tub, washer/dryer, 2 fireplaces, 2 TVs, WiFi, porch swings, hammocks, grill, fire pit, paddle boats, dishwasher, filtered water, trash compactor and more.

4.91 out of 5 average rating, 235 reviews

High on Berea

High On Berea is a lovely home that was built in 1938. The home sleeps 4 people. The space includes a kitchen, dining room, bathroom, living room and 2 bedrooms. The master bedroom has a queen bed and the second bedroom has a double bed. Living quarters are on one level with 4 stairs leading into the house and 2 stairs at the curb of house. Parking is available in driveway to the left of the home and in the back yard. City ordnance does not allow parking in front of the house.

4.94 out of 5 average rating, 171 reviews

A covered wooden patio sits above a calm fishing pond, featuring two wooden chairs flanking a square fire pit. Warm sunlight filters through the structure, illuminating the surrounding greenery and offering a serene outdoor space.

Farm stay in Berea

Barn Cottage on Horse Farm. Breakfast included.

What could be better than a cottage suite on a beautiful horse farm?. This country cottage connects to the barn with the animals just steps away. The floral and vintage accents fill the suite with southern charm. The cottage has a queen bed, private bath, full kitchen and living room (pullout couch). Enjoy a private patio and fire pit overlooking the beautiful hills. Minutes from I-75 and downtown Berea. Breakfast and evening bourbon are included. Pet friendly/no fee

A bright living area showcases hardwood floors and tall ceilings, complemented by natural light from multiple windows. Comfortable seating arrangements include a sofa and armchair, while an artistic wall decor piece adds color. A stylish light fixture hangs from the ceiling, enhancing the room's inviting ambiance.

4.95 out of 5 average rating, 619 reviews

Traveler's Cottage

Beautiful Craftsman style Bungalow in the heart of Berea. This two bedroom, two bath cottage has off street parking and is a short walk to Artisan Village/Old Town, galleries, shoppes, and cafes. Step into a beautiful, comfortable, clean environment featuring original art, hardwood floors, tall ceilings, queen sized beds. Basic TV channels, Roku, and High Speed Internet. Walk to Nightjar dinner, Native Bagel for breakfast or an early lunch. Great neighborhood!

4.97 out of 5 average rating, 219 reviews

An outdoor patio area is presented with bright blue flooring, surrounded by lush greenery and potted plants. Several round tables with chairs are positioned under large umbrellas, creating shaded spaces for relaxation and dining.

Apartment in Richmond

Luxury on Main / North

Stately ★ Modern ★ Elegant ★ This listing is one of four in The Tenant House. This completely restored one bedroom, one bathroom unit has a remote control fireplace, Juliet balcony, original hardwood flooring, a beautiful patio, and all the amenities one could ask for. Located across from the Richmond Visitors Center, it is within walking distance of the downtown area, parks, and EKU. The laundry, an outdoor patio, and recreational area are all shared spaces.

The kitchen showcases modern appliances, including a black stove and refrigerator. Light gray cabinets contrast with the granite countertops. A window offers natural light, while a washer and dryer are positioned near the entrance to the home, enhancing convenience.

4.89 out of 5 average rating, 132 reviews

Cheerful 2 bedroom home with parking on premises

Stay in style at this bright and newly renovated home where Old Town is only an 2 minute drive away! You'll have the whole home to yourself! amenities, including a full fenced in backyard and private driveway– all with restaurants and shops within easy driving distance.Perfect for a couple or a small family. If you’re searching for a cozy home in Berea with a great location, then look no further. Save your dates now and enjoy a vacation where the art is.

4.82 out of 5 average rating, 564 reviews

A charming cabin exterior is surrounded by vibrant flowers blooming in a lush garden. Stone steps lead up through greenery to the front door, accentuated by window boxes with colorful plants. The cabin's rustic log section features a contrast with the lighter siding of the main structure.

Cabin in Lexington

Unique Stay - 1907 Log Cabin Near Kentucky River

Kirkland Cabin - Stay in a 1907 Log Cabin Perched on the Palisades of The Kentucky River in Lexington. * 2022 Updated Kitchen * King Bedroom and fun loft offering 2 single beds (ladder access) & 1 full bath. This is a cabin built in 1907 & has the character to prove it. Unplug with games or utilize High-speed WiFi. This cabin is 1 mile from I-75 & 15 minutes to downtown Lexington. Enjoy dinner < 1 mile away at Proud Marys BBQ w/ Live music (seasonal)