Holiday rentals with a fireplace in Madison County

Hills O'Sharon Cabin in the Woods

Our 2-story log cabin (approx. 1,700 sq. ft.) provides plenty of outdoor refreshment with a spacious front porch and back deck with a dual gas/charcoal grill, balcony, wooden swing, and a firepit with plenty of cut firewood. It sits within a private holler on 105 acres along the edge of the Daniel Boone National Forest. The rustic-chic decor inside combines antique furnishings, repurposed barn wood paneling, unique lighting, electric fireplace, and a claw-footed tub amidst modern conveniences.

Near to EKU; discounts to 10%

Located 5 minutes from I-75. Newly renovated basement apartment perfect for solo travelers, friends or couples and is pet friendly. Take it easy at this country setting and enjoy the pool. Convenient to EKU, stay after a day at Keeneland, exploring the Bourbon Trial, concerts or just a peaceful and relaxing getaway. Available small hot tub on request. Guest space has own entrance and is separate and independent from host’s space. 5-10 minutes restaurants, groceries, gas, drug stores and banks.

Walnut Creek Retreat - King Suit - Waterfall

Charming, fully renovated 1866 farmhouse retreat with peaceful country side views, a wide creek and waterfall. King suit with lavish master bath (rain shower, soaking tub, and heated floors) Cozy Scandinavian farmhouse vibe complete with fireplace, fire-pit, and thoughtful amenities throughout. Large, fully equipped kitchen and dining space. Close driving distance to outdoor activities, charming towns, EKU, and attractions. Great for families, small groups, couples, or a solo retreat.

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.

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.

Luxury on Main / South

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, 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.

Barn Cottage on Horse Farm. Breakfast included.

Stay on a working horse farm in Berea, KY! This vintage-inspired cottage features a queen bedroom, full kitchen, living room with pullout sofa, and private patio with fire pit. Located just minutes from I-75 and downtown Berea. Meet horses, goats, and chickens. Breakfast and evening bourbon included. Pet friendly (no fee). Enjoy farm amenities like a theater, sauna, and more!

Charming Private Cabin on Red Haven Farm

Escape to a cozy cabin tucked away in a quiet holler on our 540-acre Red Haven Farm. Surrounded by forest, creeks, and wide-open sky, this peaceful retreat is the perfect spot to unplug, recharge, and reconnect with nature—while still enjoying the comfort of WiFi when you need it. If you need more space, we also have two other rentals on the property and camping options.