Holiday houses in Orlando

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Top-rated holiday rentals in Orlando

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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, 185 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.

Guest favourite
The Colibri Cabin features a charming A-frame design, complemented by stone accents and wooden beams. Lush greenery surrounds the entrance, which is framed by large windows that invite natural light into the space. The inviting exterior offers a welcoming atmosphere for guests.
Cabin in East Bernstadt
4.87 out of 5 average rating, 109 reviews

Colibri Cabin on a peaceful lake with Hot Tub!

Retreat to the Colibri Cabin, nestled in the secluded "Cove" of Woods Creek Lake, perfect for a romantic getaway or a peaceful break for couples. Enjoy fishing, kayaking, and boating, or explore nearby London, KY, with charming Main Street and great local restaurants. Cumberland Falls is a breathtaking 45-minute drive away. Relax in the main cabin, soak in the 2-person hot tub (if available) ,or take a romantic stroll through the wooded trails. Decks, trails, and boathouse access are included.

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, 292 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.

Guest favourite
The exterior of the tiny house is presented, featuring a clean driveway and well-maintained lawn. Four outdoor chairs are arranged in a cozy seating area, surrounded by greenery and shaded by trees. The building displays a modern design with contrasting black and white elements.
Home in Somerset
4.91 out of 5 average rating, 175 reviews

Tandy Tiny House

Welcome to Tandy Tinyhouse! This Adorable 1Br is Brand New and has everything you need! Very Modern Kitchen w/tiled backsplash, Microwave, Keurig, Refrigerator, Range and Granite Counters. LTV Flooring and 10ft Ceilings throughout. En-suite features a Barn door and Tiled Shower. Washer/Dryer Combo just off of the Kitchen Area. Amazing location 3 minutes to Downtown Somerset and 10 minutes to Lees Ford Marina. You will want to stay here again and again! Please leave mini split 68 or above

Top Guest favourite
The front porch features two tall columns framing a blue door, flanked by a swinging chair and decorative potted plants. Bright daisies bloom along the pathway, creating a welcoming entrance. A vibrant green garden with various plants adds a natural touch to the area.
Home in Berea
4.93 out of 5 average rating, 766 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.

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
4.97 out of 5 average rating, 408 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 rustic cabin made of logs is set against a backdrop of rolling hills and dense trees. A vibrant red roof contrasts with the natural surroundings. Morning mist hovers over the landscape, creating a serene atmosphere in the valley.
Cabin in McKee
4.9 out of 5 average rating, 249 reviews

Lakes Creek Log Cabin

The two door "saddlebag" cabin is surrounded by the Daniel Boone National Forest and near McKee, a Kentucky Trailtown. Nestled in a small valley, our quaint cabin is the perfect mountain getaway. Built in 1894, by the Lakes family, it has a romantic, rustic and nostalgic feel. If you are a history buff, interested in Appalachian culture, or just want a charming, outdoorsy and secluded getaway, this cabin is for you. After making your reservation, be sure to check out the "House Manual".

Top 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
4.99 out of 5 average rating, 307 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!

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, 110 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 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, 101 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
A serene pond is nestled within gently sloping green terrain, surrounded by lush trees. Sunlight reflects off the water's surface, creating a peaceful ambiance. The area showcases a blend of natural greenery and wooded surroundings, inviting exploration and relaxation.
Home in Jackson County
4.97 out of 5 average rating, 183 reviews

Cozy Walkers Branch Airbnb

Walkers Branch Airbnb overlooks a beautiful pond on our 17 acres of woodland all surrounded by the Daniel Boone National Forest. There's so much to do in the area from four-wheeling trails, horseback riding trails, or hiking on well established trails in the S-Tree Tower and Horse Lick creek areas. It's a real treat to see all the wildlife in the area, such as deer, and wild turkey roaming around!

Top Guest favourite
The cottage's exterior features a wooden façade with a green metal roof, set amidst lush greenery. A spacious porch offers seating and overlooks the surrounding wooded area, inviting guests to relax in the serene environment.
Farm stay in Irvine
4.96 out of 5 average rating, 215 reviews

Cottage on the Hill at Harmony Hollow

Cottage on the Hill at Harmony Hollow is surrounded by nature and quiet in beautiful Red Lick Valley. Hike 250 acres of deep woods in pure solitude, go rock hunting in the creek or mushroom hunting in the hills, watch horses on the property peacefully grazing, enjoy the view from the fish pond, or just take solace in the peace and quiet of the cottage.

Popular amenities for Orlando holiday rentals

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