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, 214 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
4.88 out of 5 average rating, 124 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
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, 100 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
4.99 out of 5 average rating, 343 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
The cottage exterior features a welcoming front porch with wooden rocking chairs and a swing. Colorful artwork adorns the walls, complemented by a garden of flowers. The door is a vibrant blue, and tall trees provide shade overhead, creating a peaceful entrance.
Home in Berea
4.93 out of 5 average rating, 813 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
4.96 out of 5 average rating, 463 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!

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
4.98 out of 5 average rating, 336 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
Cottage in Orlando
4.97 out of 5 average rating, 118 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 cozy living room is featured with soft gray sofas adorned with decorative pillows. A rustic wooden coffee table occupies the center, displaying a fruit bowl. Two lamps provide gentle lighting, and a decorative wall clock and artwork enhance the inviting ambiance. Natural light enters through the windows.
Home in East Bernstadt
4.98 out of 5 average rating, 105 reviews

The Mountain Laurel Cottage- Near Wildcat ATV Park

This cheerful cottage is located approximately 10 minutes off I75 (Exit 41) in beautiful Southeastern Kentucky! This ideal location offers guests the best of both worlds, providing the peace & quiet of the country with the close convenience of the city of London, KY. Visit Wildcat Adventure Off-Road Park, only 10 minutes away! Enjoy exploring southeast Kentucky’s abundance of gorgeous hiking trails, as well as the stunning beauty of our lakes, caves, rivers & waterfalls!

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, 124 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 cozy living area is highlighted by a dark leather sofa and armchair, arranged around a central coffee table. Warm wood paneling on the ceiling complements the stone-colored flooring. Natural light enters through nearby windows, illuminating the space which also includes a view of the kitchen.
Home in London
4.97 out of 5 average rating, 221 reviews

The Wildrock Cottage at Woodcreek Lake

The Wildrock Cottage is a custom luxury home completed in 2022. Tucked away on 3 acres in the hills surrounding Woodcreek Lake, this Cottage is unlike any other! Located 5 min from i75 and 7 min from city limits, this Cottage was designed with comfort and style in mind. Stay in the professionally decorated home and enjoy the quite and seclusion, watch the resident deer cross pass by, listen to the birds or the wind rattle through the leaves overhead.

Top guest favourite
A spacious entryway features a striking artwork installation on the black wall, complemented by a spiral staircase leading to the upper level. Comfortable seating includes a tufted leather chair and a plush sofa, with a round wooden coffee table at the center on a decorative area rug.
Guest house in Somerset
4.98 out of 5 average rating, 216 reviews

Elegant Modern Rustic Retreat w/ Hot Tub

A steel framed industrial warehouse converted into an upscale two bedroom rustic-chic living space located within 8 miles of beautiful Lake Cumberland and within 5 minutes of Downtown, Somerset. The city is yours to explore from your own private 2 bed, 1 bath modern rustic retreat. Picture comfy beds, full bathroom, a kitchen built for entertaining, all under a metal tin roof for those rainy days when you just want to curl up and relax.

Popular amenities for Orlando holiday rentals

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