Holiday rentals in Pineville

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Top-rated holiday rentals in Pineville

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Top guest favourite
A cozy tiny house retreat features wooden siding with vibrant blue accents. Two large windows on either side of the entrance invite natural light. A set of five wooden steps leads to a welcoming front porch, which includes two wooden chairs, surrounded by lush greenery.
Tiny home in Pineville
4.98 out of 5 average rating, 332 reviews

Nature's Zen

Nestled in a simple back to nature setting in one of Kentucky's oldest settlements (Pineville, KY) is the Nature's Zen, a tiny house retreat. If you are looking to disconnect from the hustle and bustle of life's craziness, Nature's Zen is calling your name. A quaint, restorative retreat where you can pause, take a deep breath and find refreshment for your soul and balance your life. Nature's Zen is for anyone looking for the quiet and solitude outside city limits. On FB @ Nature’s Zen Retreat

Top guest favourite
An inviting wooden porch is featured, adorned with potted plants and hanging ferns. Two chairs are positioned comfortably, offering a serene setting surrounded by greenery. Sunlight casts soft shadows on the porch floor, enhancing the tranquil ambiance of the space.
Cabin in Pineville
4.97 out of 5 average rating, 151 reviews

Outdoor Lover's Creekside Cabin (dog friendly)

Enjoy all the scenery of Bell county in this creekside cabin. Whether you prefer to hike, fish, ride sxs, or just enjoy scenery, we have it all. 3 min from Pine Mtn State Park and Wasioto Winds Golf Course, 7 min to downtown Pineville, 20 min to Cumberland Gap National Park. Kingdom Come State Park and Cumberland Falls are an hour drive. Load up your sxs or atv and ride one of the many trails right from the driveway! Black Mountain Off Road Park and Tackett Creek are also about an hour away.

Top guest favourite
The kitchen features modern gray cabinets and a wooden table set for two. A coffee maker and kettle are visible next to a window, while a white stove and clock adorn the wall. Soft lighting creates a welcoming space in the log cabin's rustic setting.
Guest house in Pioneer
4.96 out of 5 average rating, 210 reviews

Appalachian Mountain Log Cabin (Private Retreat)

The Cabin at GoodSoil Farm is the perfect solo get-a-way from it all! This cozy hand built log cabin is just right for reading, reflecting, retreating, or just resting. The Cabin sits as the centerpiece of our working mini-farm and comes replete with rocking chairs on the porch, a gurgling creek nearby, a stunning mountain view, and room to explore. Read a book, strum your guitar, prop up your feet, put on some coffee & leave your cares behind for a few days at The Cabin on GoodSoil Farm.

Top guest favourite
A tiny home features a bright orange facade with a welcoming porch. A white door is flanked by a window, and steps lead up to the entrance. Surrounding grassy spaces are dotted with trees, and a fire pit is visible nearby.
Tiny home in Gray
4.96 out of 5 average rating, 270 reviews

Sleeping Turtle Tiny Home

We provide an escape that is situated near a spring lake with beautiful mountain views. It is located just over 11 miles off of the I75 exit. During the day you can find yourself searching out some local activities such as Cumberland Falls, Colonel Sanders Museum... When you're ready to relax; just sit back, make a campfire to roast marshmallows or fire up the barbecue grill! This is a former paylake and no longer used for fishing except when private events have booked the entire property.

Top guest favourite
A cozy sitting area is featured with two swivel rockers positioned near a wooden shelf and kitchenette. Natural light enters through large windows, and soft lighting is provided by string lights overhead. A decorative rug lies beneath the chairs, enhancing the inviting space.
Cottage in Pioneer
4.99 out of 5 average rating, 276 reviews

The Ambleside Cottage

The Ambleside Cottage offers full privacy for a single or a couple looking for a serene getaway surrounded by the beauty of the Appalachian mountains. This magical cabin is conveniently located for travelers, yet Ambleside feel like a remote retreat nestled in the woods above Elk Fork Creek. The Cottage is an adorable tiny house, offering 500 square feet of living space with a kitchenette, a sitting area, and a bathroom with a shower. The queen-size bed is upstairs in the sleeping loft.

Top guest favourite
A tranquil pond reflects the blue sky and scattered clouds. Lush green fields surround the water, with trees framing the edges. The serenity of the landscape invites relaxation and exploration.
Cabin in Jacksboro
4.98 out of 5 average rating, 177 reviews

Bolton Farm Jackie’s Jewel 2 bd/1 bath

Farm experience/relax and enjoy our 15 acre little piece of heaven.Sit on the deck overlook the fish pond,watch the mini animals play in the field. View goats, mini ponies/donkeys. free gated secure parking for your atv/boat trailer. Full stocked kitchen,tile walk in shower, washer/dryer, Qn bed, queen sleeper sofa, 65” tv and gas grill on deck. 5 acre field is open to explore around pond. We love hosting please inquire about discounts on extended stays for travel nurses or remote workers

Top guest favourite
Guest suite in Williamsburg
4.96 out of 5 average rating, 230 reviews

Creekside Adventures

Make some memories at this unique and family-friendly place. Our guest suite is very spacious and open. Many of our guest have let us know how inviting and relaxing it is to stay in. We also have a creek where our children use to play when they were little. Kids can easily play in it when the weather is nice but please be careful on the walls and stones. We also have a pool area that is available for swimming during late May through early September. We do not allow pets. No Parties

Top guest favourite
The living area includes a black couch and two patterned chairs facing a sleek coffee table. Light-colored walls are complemented by lamps beside the seating. An abstract painting with vibrant colors adds a decorative touch, and wooden accents enhance the design.
Home in London
4.98 out of 5 average rating, 301 reviews

(64) 3Bedroom Comfy Beds and MountainView home

Reunion or family event? FOUR homes side by side! Make memories in this charming home! The moment you walk through the front door, you'll fall in love with the rich beautiful Mountain View! Sit back and relax on the front porch and enjoy the evening sunset after a full day of exploring the outdoors. ✅My DIGITAL guidebook is an amazing resource ✅Spectrum Wifi ✅Smart TV ✅Coffee Bar ☕️ ✅Pack n play and high chair ✅Board games 🎲 ✅Discount for long term rentals

Top guest favourite
The exterior of Elk Creek Cottage is showcased, featuring a wooden facade surrounded by trees in autumn hues. A gravel driveway leads to the steps, and a spacious porch is visible with seating areas under an overhang, inviting guests to enjoy the natural surroundings.
Cottage in Bell County
4.99 out of 5 average rating, 344 reviews

Scenic 1 BR Cabin w/ Hiking to Hensley Settlement

“Elk Creek Cottage” borders Cumberland Gap National Historical Park property--the pathway to the west, trailblazed by Daniel Boone himself! Stay and hike to Hensley Settlement or Shillalah Creek Falls, or relax with a cup of coffee on the porch surrounded by nature. Only a scenic twenty-minute drive to Middlesboro or Pineville, KY separates you from the "city." Come enjoy the peace and quiet that Elk Creek Cottage has to offer.

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, 100 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.

Guest favourite
Guest house in Middlesboro
4.96 out of 5 average rating, 108 reviews

Pumpkin Patch

The Pumpkin Patch is a warm and cozy 2 bedroom, 1 bath bungalow with an open concept. Situated in Middlesboro, KY the only city in the USA built inside a crater. This newly renovated home is located in a quiet neighborhood at the edge of town. You'll enjoy exploring Cumberland Gap National Park, LMU, Abraham Lincoln Museum and Library and the Old Town Ghost Tours. Small pets are allowed so bring your fur baby!

Guest favourite
A grassy field stretches into the distance, bordered by trees on either side. A metal farm gate stands open, inviting exploration. Mist gently rises from the ground, enhancing the peacefulness of the natural scene under a clear blue sky.
Flat in Lily
4.89 out of 5 average rating, 103 reviews

Woodland charm Corbin/London-12 min. I75-18 min.

Take a break and unwind at this peaceful retreat. This efficiency studio apartment has everything you need. Furnished with a full sized bed and a futon and equipped with all the basics: mini fridge, conventional oven and coffee maker. Owners on property. Large driveway with ample parking space for trailers, boats, campers, etc. *MESSAGE US FOR SAME DAY AVAILABILITY.***ASK ABOUT FLEXIBLE CHECK-IN.***

Popular amenities for Pineville holiday rentals

  1. Airbnb
  2. United States
  3. Kentucky
  4. Bell County
  5. Pineville