Holiday rentals with outdoor seating in Madison County

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".

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!

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.

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.

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

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 Stepping Stone Ranch

Cozy little mobile home located on a very beautiful horse farm (we welcome you to book a trail ride while you stay, just write in advance so we can get it booked as we do sometimes fill up)! Terrific location, only 15 minutes from Lexington, with many other outdoor activities in the area as well (ziplining, kayaking, Fort Booneborough). Also very close to multiple awesome restaurants with fun atmospheres (Proud Mary, Boonedogs, Halls on the River, etc.)

The River House Floor 2 Getaway, w/a river view.

Enjoy the spectacular views of the Kentucky River from this second floor studio. Located within an easy walk of hiking trails. After your hike (or whenever, you are on vacation), visit the Waterfront Grill or Hall’s on the River. They offer dining, bar, and seasonal outdoor seating. They are about a half mile down the road from the cottage. A tasting at the winery just a few minutes away will sweeten your stay. For more play, kayak rental is nearby.

Berea Bungalow

Indulge in a remarkable stay at our quaint bungalow in Berea, KY! We are conveniently located off I75, and only a stone's throw away from Berea College & Old Town. Treat yourself to some authentic local cuisine, discover the city's thriving artisan culture, or embark on an exhilarating hike in the nearby breathtaking "Pinnacles". Boasting 4 plush beds and 2 baths, this home can comfortably accommodate up to 6 guests.