Vacation rentals in Pine Mountain

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Top-rated vacation rentals in Pine Mountain

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Guest favorite

Tiny home in Pineville

4.99 out of 5 average rating, 204 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

Oct 1 – 8

G$15,524 GYD per night

Guest favorite

Cabin in McKee

4.99 out of 5 average rating, 134 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.

Dec 24 – 31

G$23,316 GYD per night

Guest favorite

Tiny home in Corbin

4.98 out of 5 average rating, 239 reviews

Pet Friendly True Tiny Home

This is a great stay for outdoor enthusiasts, pet lovers, or those travelling and want a homey and private place to stay for the night. The house is located in the country, but approximately 5 minutes from 1-75, 5 from Laurel Lake, 15 from Corbin, and 30 from London. Huge outdoor space which includes 1 acre private lot, large screened in porch with dinning area, a fire pit with chairs and picnic table, and fenced in back yard. Sleeps 3: upstairs loft bed is a full, downstairs is a twin.

Aug 30 – Sep 6

G$18,955 GYD per night

Guest favorite

Guest suite in Pioneer

4.96 out of 5 average rating, 138 reviews

Kogo’s Cabin at GoodSoil Farm

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.

May 29 – Jun 5

G$12,322 GYD per night

Guest favorite

Cottage in Pioneer

4.99 out of 5 average rating, 199 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.

Dec 16 – 23

G$14,975 GYD per night

Guest favorite

Home in London

4.96 out of 5 average rating, 181 reviews

3 bedroom home (52) with mountain view.

Make lasting 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 ✅Bose Bluetooth speaker 🎼 ✅Board games 🎲 ✅Discount for long term rentals Book now and enjoy this BRAND NEW HOME.

Apr 10 – 17

G$19,034 GYD per night

Guest favorite

Cabin in McKee

4.99 out of 5 average rating, 217 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!

Sep 2 – 9

G$32,899 GYD per night

Guest favorite

Cottage in Whitesburg

4.96 out of 5 average rating, 192 reviews

The Stone Studio

A historic two-room studio cottage built from Kentucky River rock. Entire cottage rented for your privacy. Recently renovated with the modern conveniences of a kitchenette, outdoor smoking area, Wi-Fi, DirectTV, and blackout curtains. High ceilings create a bright and spacious feel. Conveniently located close to downtown. Off street parking by your front door. Walk to Main Street, Appalshop, and Kentucky Mist Distillery as well as many other small businesses and restaurants

Aug 10 – 17

G$16,081 GYD per night

Guest favorite

Home in Lynch

4.91 out of 5 average rating, 123 reviews

Tranquility in the Mountains - House

Peaceful getaway offers relaxation & adventure in the KY mountains. Short drive to VA & TN. Large home has 4 bedrooms - 2 w/ private bath & 2 that share a double-vanity bath. Open living/dining area and kitchen. Nearby is a 7-hole golf course and swimming pool, hiking, and tourist attractions such as Portal 31 and the KY Coalmine Museum, as well as Kingdom Come State Park. Your stay includes a full, home-cooked breakfast. Plenty of parking; can accommodate trailers & RVs.

Mar 19 – 26

G$25,296 GYD per night

Guest favorite

Cabin in Whitesburg

4.99 out of 5 average rating, 146 reviews

BROWN’S ELK CABIN

Brown’s elk cabin is an Authentic, rustic, log cabin. Located in the heart of the beautiful Appalachian mountains, overlooking the KY river, Only a short drive to Pine Mtn hiking trails, Bad Branch Falls, Little Shepherd Trail, Kingdom Come State Park, Raven Rock golf course, and only twenty minutes from the Va. state line. Perfect getaway for relaxing with family and friends, sitting by the fire pit, or exploring the areas natural beauty. Located 3 miles from Whitesburg.

Jan 12 – 19

G$38,749 GYD per night

Guest favorite

Home in Whitesburg

4.98 out of 5 average rating, 448 reviews

Cowan Creek Cottage

Cowan Creek Cottage is close to the Cowan Community Center and only 5½ miles outside the city limits of Whitesburg. The cottage is located at the foothills of Pine Mountain. You’ll love the cottage and enjoy the feel of having your own little home in the mountains. Enjoy a clean and comfortable home away from home while visiting friends and family and enjoying our community. Cowan Creek Cottage is good for couples, solo adventurers, business travelers, and families.

Feb 15 – 22

G$18,201 GYD per night

Guest favorite

Cottage in Bell County

4.99 out of 5 average rating, 277 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.

Apr 13 – 20

G$21,581 GYD per night