Holiday houses in Orlando

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Top-rated holiday rentals in Orlando

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Top Guest favourite
Two goats are visible inside their stall, with one wearing a pink collar. The wooden walls of the stall are complemented by a soft light from a lantern overhead. Straw covers the floor, creating a cozy environment for the animals.
Farm stay in Berea
4.96 out of 5 average rating, 243 reviews

Stable Suite on Farm, with view of Goats’ Stall.

Are you dreaming of the perfect farm stay? Nicura Ranch is a private farm located only 1.5 miles from I75. This stable suite, featured in the hit series 50 States in 50 Days, is 1 of 5 suites attached to our barn, and very unique. A bedroom window looks directly into our goat’s stall! The private barn suite features a bedroom, full kitchen and bathroom. There is a private entry and free parking. The suite comfortable sleeps 2 adults. Breakfast and a glass of Bourbon included. Pet friendly/no fee

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
4.99 out of 5 average rating, 327 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, 129 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 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, 455 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
The exterior of the cabin is framed by lush greenery and trees, showcasing a rustic log design with a sloped roof. A gravel pathway leads to the entrance, while ducks can be seen resting on the ground nearby.
Cabin in McKee
4.98 out of 5 average rating, 327 reviews

Peaceful getaway for couples - Hemlock Haven LLC

*Please read entire listing and rules* Step away from fast paced life to experience true relaxation at our tiny cabin, situated in the one stop light town with some of the country's best internet! Located in the heart of the Daniel Boone National Forest, Hemlock Haven LLC has been customized to be a nature lovers paradise. Our cabin is in a fairly remote area, but we do have a few local convenience stores and restaurants where you'll find plenty of hospitality and country cooking!

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, 115 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, 693 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!

Top Guest favourite
A charming two-story brick home is surrounded by a spacious lawn and trees. The covered porch offers a welcoming entrance. The exterior showcases a classic roofline and large windows, with the landscape providing a serene backdrop in a natural setting.
Home in McKee
4.98 out of 5 average rating, 104 reviews

The Home Place Near Flat Lick Falls

Leave your worries behind and slip away to the beautiful Appalachian region. Our home is located in the heart of Jackson County, home to the Daniel Boone National Forest. Located just 5 minutes from Flat Lick Falls, one of Kentucky's greatest treasures, you are sure to enjoy the scenic beauty of the area. This home includes amenities to make you feel right at home such as hi-speed wifi, cable, a covered back porch overlooking a spacious backyard, and much more.

Top Guest favourite
Home in Irvine
4.98 out of 5 average rating, 102 reviews

Luxury A-Frame Retreat | Hot Tub, Sauna & Fishing

Escape to Station Camp Getaway, a luxury A-Frame home in Irvine, Kentucky, where peaceful valley views, privacy, and comfort create a memorable stay. Soak in the hot tub, unwind in the infrared sauna, enjoy the gym, gather around the fire pit, play pool or ping pong, and spend time by the private stocked fishing pond with pedal boat. Perfect for couples, families, and small groups, this is a place to reconnect, recharge, and enjoy a peaceful countryside escape.

Top Guest favourite
A wooden cabin features a welcoming porch with two white Adirondack chairs, inviting relaxation. The home is accented by large windows, and surrounded by lush greenery from mature trees that provide shade and a sense of tranquility.
Cabin in Annville
4.98 out of 5 average rating, 114 reviews

Creekside Getaway

The peaceful cabin overlooks 20 acres of land, along with the creek that runs behind it, you never know what wild life you might see while sitting on the porch! It’s perfect for a couple or family of 4 who just needs to getaway from the hustle and bustle of life! If you enjoy off road ATV and UTV riding, we are located about 20 minutes from Wildcat Off Road Park. If hiking is your hobby, we are about a 1 hour drive to Red River Gorge and Natural Bridge.

Top Guest favourite
The exterior of the cottage features a welcoming yellow front door and a spacious porch adorned with hanging plants. Comfortable seating is arranged on the wooden deck, surrounded by vibrant greenery and flower pots, inviting relaxation in a serene natural setting.
Home in London
4.99 out of 5 average rating, 119 reviews

The Greenhouse Cottage

The Greenhouse Cottage is a cozy little spot nestled beside two greenhouses. It’s located off a main road in a rural setting making it easily accessible. The home sits directly between London and Corbin with just a 10 minute drive to either city. The cottage is also close to three different boat ramps on Laurel River Lake and is just a skip and a hop to the Daniel Boone National Forest filled with everything outdoors.

Top Guest favourite
A modern chalet exterior features a striking combination of wood and metal, showcasing large windows that invite natural light. A small deck extends from the upper level, set against a backdrop of lush greenery. The entrance is marked by a concrete pathway leading to the main door.
Home in Somerset
4.9 out of 5 average rating, 157 reviews

Coffee with the Squirrels

New chalet only 5 minutes to city of Somerset and 5 minutes to Lake Cumberland! Cozy 1 king size bedroom with custom features throughout. Walk out on your master suite deck and have coffee with nature! Full size bathroom w custom tile. Back deck that overlooks woods and wildlife. Sometimes there is a neighbor who has a dog that barks a couple housss down, I’m sorry if it does, doesn’t happen often

Popular amenities for Orlando holiday rentals

  1. Airbnb
  2. United States
  3. Kentucky
  4. Rockcastle County
  5. Orlando