Holiday rentals with outdoor seating in Madison County

4.97 out of 5 average rating, 107 reviews

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.

4.96 out of 5 average rating, 119 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".

4.93 out of 5 average rating, 715 reviews

Berea Painter's Cottage

Eclectic, clean, comfortable cottage featuring original artwork, located in walking distance of Berea College Campus, Artisan Village/Old Town area, Art Galleries, Unique Shops, The Lot, Rebel Rebel, Nightjar, Sunhouse Craft, and Native Bagel. A short drive to the Pinnacles and Kayaking at Owsley Fork Lake. The location is great. A cozy patio in front of the home with a swing and a tree canopied deck in back that feels like being in a treehouse. Basic TV channels and high-speed internet.

4.97 out of 5 average rating, 345 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, 201 reviews

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.

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Farm stay in Richmond

4.96 out of 5 average rating, 202 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.

4.99 out of 5 average rating, 107 reviews

Guest suite in Berea

The Artist's Tranquil Nest & Studio

Nestled near Central Kentucky Wildlife Reserve, The Nest offers an entire upper floor for one price with two private rooms: Chickadee’s Nest (queen) & Sparrow's Nest (king and trundle), a Gathering room with a sleeper sofa, Paris Coffee Room, bird bath (bathroom), bird perch (deck), wifi, monitor/cable in each room. Art classes are offered upon request by children's book author/illustrator, Lori McKeel, for an additional fee. Separate entrance and plenty of privacy and parking.

4.91 out of 5 average rating, 233 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

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

4.97 out of 5 average rating, 211 reviews

Flat 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.

4.89 out of 5 average rating, 126 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.