Holiday rentals in Orlando

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Top-rated holiday rentals in Orlando

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A serene landscape captures a grassy field under a sky filled with scattered clouds. Rolling hills are visible in the background, framed by tree lines. The expansive view reflects a peaceful rural setting, evoking a sense of open space and natural beauty.
Place to stay in McKee
4.98 out of 5 average rating, 225 reviews

Slipper Rock Cabin

Called “Slipper Rock” in memory of Bessie Lakes, an elderly lady that lived on farm many years ago. She could be heard laughing while playing in the stream that runs by the cabin. She called the stream “Slipper Rock”. The newly built cabin sits on 15 acres. Numerous hiking trails & horseback riding trails. Some trails in Daniel Boone National Forest. Bring your own horses. Relax sitting on porch, by fire pit or on rocks by stream. Nothing prettier than the night sky. Hope to see you all soon.

Top guest favourite
The exterior of Kromer Cottage features a welcoming porch with two rocking chairs and potted plants. A well-maintained garden with colorful flowers and lush greenery surrounds the home, complemented by a gravel walkway that leads to the entrance.
Home in Mount Vernon
4.96 out of 5 average rating, 112 reviews

Kromer Cottage

Kromer Cottage a cozy home built in 1937 and nestled in the countryside yet only 6 min. from Berea College, Historic Boone Tavern, and 15 minutes to Renfro Valley Entertainment Center. Hiking enthusiasts will find The Pinnacles of Berea nearby as well as Boone Trail Trace, and Flat Lick Falls Trail to name just a few. Delicious meals and shopping can be conveniently found in Berea. Everything at your fingertips and a cozy place to lay your head at the end of the day! Welcome to Kromer Cottage!

Top guest favourite
A newly built cabin is nestled in a secluded forest setting, with a small creek flowing beside it. The cabin features a blue metal roof and a front porch. Sunlight casts shadows of trees on the grassy area, enhancing the tranquil scenery.
Cabin in McKee
4.98 out of 5 average rating, 361 reviews

The Cabin on Panther Branch

Drive down Kentucky scenic highway 89 South just 9 miles south of McKee. The cabin is newly built and set back in a secluded area with a small creek running right beside the cabin and a larger creek just across the road. The Cabin on Panther Branch is a perfect place to come fish and kayak on the creek. Bring your ATV’s, side by side or dirt bikes and enjoy miles and miles of riding in S-Tree Tower in the Daniel Boone National Forest. We don’t think you will be disappointed with your stay.

Top guest favourite
A cozy living area features a stone fireplace and large windows, allowing natural light to fill the space. A comfortable sofa is complemented by a wooden coffee table. A yellow chair and a lamp add a touch of warmth to the rustic wooden interior.
Cabin in McKee
4.97 out of 5 average rating, 138 reviews

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.

Top guest favourite
A single-story brick home is shown, featuring a sloped roof and several double-hung windows. The well-maintained front yard includes neatly trimmed hedges and a few plants. A paved driveway leads up to the entrance of the house.
Home in Berea
4.99 out of 5 average rating, 109 reviews

Blessed Blossom by Boone Tavern

Unwind in the heart of Kentucky’s crafts capital. This charming, fully updated 2-bedroom, 1-bath duplex offers the perfect blend of peaceful country living and urban convenience. Located minutes from historic downtown Berea, Berea College, and scenic hiking trails, our property is an ideal home base for weekend adventurers, visiting families, or traveling professionals. Inside, you will find a bright, open living area thoughtfully stocked to make you feel right at home the moment you arrive.

Guest favourite
A rustic cabin is nestled among vibrant autumn trees, positioned above a serene pond. A small dock with two chairs is visible near the water's edge, inviting relaxation. The surrounding landscape features lush greenery and colorful foliage, enhancing the cabin's secluded feel.
Cabin in McKee
4.96 out of 5 average rating, 482 reviews

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!

Guest favourite
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
4.91 out of 5 average rating, 249 reviews

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.

Guest favourite
The historic log home showcases a warm wood exterior, surrounded by lush green grass and colorful flower beds. Tall pine trees provide a serene backdrop, and a wide driveway leads to the entrance, highlighting the inviting and rustic charm of the property.
Farm stay in Richmond
4.95 out of 5 average rating, 237 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.

Top guest favourite
The exterior of the Johnetta Schoolhouse is captured, showcasing its red wooden façade and a metal roof. A small porch with steps leads to the entrance, surrounded by a gravel pathway and green trees in the background.
Cottage in Orlando
4.97 out of 5 average rating, 124 reviews

Johnetta Schoolhouse Inn

We welcome you to the Johnetta Schoolhouse Inn in beautiful Climax Ky. Our schoolhouse was built and 1928 and is a historical landmark. It has been renovated into a two bedroom dwelling with a full kitchen, bathroom and laundry room with all necessary supplies. The Inn is nothing fancy, but is clean and quant. I am committed to following Airbnb’s five-step enhanced cleaning process so that all my guests enjoy a clean sanitized environment and feel safe during their stay.

Top guest favourite
A spacious living area features a brown sectional sofa, accented by a patterned area rug. Large windows provide ample natural light. A coffee table is centrally located, with a lamp and an armchair nearby. A vibrant piece of art hangs above the fireplace, enhancing the inviting space.
Home in Berea
4.95 out of 5 average rating, 719 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, and queen-sized beds. Basic TV channels, Roku, and high-speed internet. Walk to Nightjar for dinner, Native Bagel for breakfast or an early lunch. Great neighborhood!

Guest favourite
A bright living room showcases a green sofa flanked by two decorative pillows, with a round coffee table at its center. A ceiling fan hangs above, while curtains frame the windows, allowing natural light to illuminate the space. A television is mounted on the opposite wall.
Home in Berea
4.9 out of 5 average rating, 198 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.

Top guest favourite
Home in Irvine
4.98 out of 5 average rating, 133 reviews

Premium A-Frame • Hot Tub • Sauna • Pond & Animals

Private 58-acre A-Frame retreat in the Kentucky Appalachians with mountain views, a stocked fishing pond, hot tub, infrared sauna, fire pit, games, and rare farm animals. Meet Suffolk Punch draft horses, a Highland cow and calf, and Thoroughbreds by request. No TV by design, just nature, stillness, connection, and a true farm-stay experience. Sleeps 7. Designed for families, couples and friends seeking nature, privacy and unforgettable memories.

Popular amenities for Orlando holiday rentals