Vacation rentals in Pine Top

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Top-rated vacation rentals in Pine Top

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Guest favorite

Home in Hazard

4.97 out of 5 average rating, 129 reviews

Small Town Charmer

This lovely cottage style home is located in a well established neighborhood in downtown Hazard. It is perfect for guests coming into town for work, family gatherings or a weekend away. The home will comfortably sleep up to 7 guests & pets are welcome too! This location is 10 minutes to ARH, 5 minutes to HCTC, & surrounded by areas for hunting, fishing & trail riding. The home is also located within an hours drive to the Red River Gorge, several lakes, ATV parks, mountain bike & hiking trails.

Nov 3 – 10

G$32,704 GYD per night

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

Sep 22 – 29

G$15,530 GYD per night

Guest favorite

Cabin in Pine Ridge

4.98 out of 5 average rating, 124 reviews

Cliffside Romantic Retreat LOVE

Fall in love at the unique and tranquil getaway of the "Tis So Sweet Cliffside Cabin". The space is designed for a lovers retreat with luxuries of a spa bathroom, massage chair, fire table, recliner seat hot tub, and much more! This newly built cabin is peacefully secluded, yet still only a few miles away from the Natural Bridge State Park, Red River Gorge, Daniel Boone National Forest, underground kayaking, zip lines, rock climbing, swimming, delicious food and many other local attractions.

Jan 29 – Feb 5

G$53,529 GYD per night

Superhost

Home in Elkhorn City

4.84 out of 5 average rating, 195 reviews

The Alma Potter House

Family friendly, small fenced in area. Two bedrooms/bath upstairs, 2 bedrooms/bath downstairs. large living/dining room. Rural, white water rafting, near Breaks Interstate Park, Pine Mountain Trail, Hillbilly Days, Hatfields & McCoys. Be in Norton/Wise, Grundy, VA, Pikeville, KY or Williamson WV in minutes. FB pages: Breaks Interstate Park, City of Elkhorn City Events, Southern Gap Adventure Trails, Arts Collaborative Theatre Inc., Kentucky Whitewater Rafting. Pike Co Tourism webpage.

Nov 4 – 11

G$15,384 GYD per night

Guest favorite

Home in Whitesburg

4.92 out of 5 average rating, 102 reviews

The Home-place on Dayton!

If you are looking for a cozy home away from home, look no further because this is it! Not only do we provide everything you will need while you are here but the location is amazing. This home is within walking distance to a grocery store, several restaurants, the pharmacy an only minutes to local hospital. The farmers porch, complete with rockers will welcome you at the end of a long lovely day. The house sleeps 6 in three bedrooms and has plenty of space for gathering inside and out.

Oct 5 – 12

G$33,320 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 3 – 10

G$16,087 GYD per night

Guest favorite

Home in Lynch

4.91 out of 5 average rating, 124 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.

Feb 21 – 28

G$25,304 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 15 – 22

G$38,762 GYD per night

Guest favorite

Home in Whitesburg

4.98 out of 5 average rating, 449 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.

Nov 6 – 13

G$18,207 GYD per night

Guest favorite

Guesthouse in Whitesburg

4.98 out of 5 average rating, 144 reviews

The Potting Shed

This unique space is so charming you may never want to leave! Newly renovated with all the conveniences of home! A comfortable living space, fully stocked kitchen, free Wi-Fi and cable TV, beautiful outdoor patio space, outdoor grill and several items available for you to borrow for the perfect hike or picnic! It's the perfect spot for exploring Whitesburg and Letcher County. We know you will absolutely love your home away from home!

Nov 13 – 20

G$29,022 GYD per night

Guest favorite

Cottage in Bell County

4.99 out of 5 average rating, 278 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.

Oct 24 – 31

G$21,588 GYD per night

Guest favorite

Cabin in Leburn

4.97 out of 5 average rating, 70 reviews

Deer Run Cabin (1) near Mine Made Adventure Park

A cabin located on private property next to ATV Training Center at the Mine Made Adventure park in Knott Co, Ky. This is the perfect weekend getaway with access to over a 1,000 miles of ATV and UTV trails. You will be able to experience all the beauty located in the mountains of Eastern Kentucky.

Nov 6 – 13

G$17,211 GYD per night