Pine Mountain Vacation Rentals

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Vacation Rentals in Pine Mountain

Direct Access to Waterfall/Creek Trail of Leatherwood Off Road Park

10.0 out of 10, Exceptional, (2)
"Very cute house with everything you need"
Direct Access to Waterfall/Creek Trail of Leatherwood Off Road Park

Posh Mountain Camping w/ 120" Screen Theater ·Hot-Tub · Firepit · Hiking Trails

9.4 out of 10, Exceptional, (23)
"This was the perfect place for a long weekend getaway. The host communicated well and checked in via message to ensure everything was running smoothly. Very cute camper and surprisingly comfy beds - overall a wonderful experience. Thanks!"
The price is CA $214
CA $378 total
includes taxes & fees
Jul 20 - Jul 21
Posh Mountain Camping w/ 120" Screen Theater ·Hot-Tub · Firepit · Hiking Trails

Welcome to The Mayor's Retreat! 4-bedroom house in Evarts KY. Book now

10.0 out of 10, Exceptional, (3)
"Cane up from SC to ride Black mountain atv and had a blast definitely will stay here again BJ and his wife are amazing "
Welcome to The Mayor's Retreat! 4-bedroom house in Evarts KY. Book now

4BR 2 bath house with full kitchen, living room, hot tub and game room.

10.0 out of 10, Exceptional, (2)
"Nice place great for rzr riding "
4BR 2 bath house with full kitchen, living room, hot tub and game room.

Handicapped Friendly House in the peaceful country side

10.0 out of 10, Exceptional, (25)
"If you want peace and quiet, this is the place to vacation to!"
Handicapped Friendly House in the peaceful country side

Ramblin Rose Mountain Camping with Theater, Hot-Tub, Fire-Pit & Hiking Trails

10.0 out of 10, Exceptional, (7)
"Enjoyed the hot tub and outdoor TV. Looking forward to renting again."
The price is CA $204
CA $366 total
includes taxes & fees
Jul 17 - Jul 18
Ramblin Rose Mountain Camping with Theater, Hot-Tub, Fire-Pit & Hiking Trails

Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.

9.8 out of 10, Exceptional, (6)
"Perfect little place to hang with the pups and use as a base camp for lots of great hiking in the area. "
Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.

Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)

8.8 out of 10, Excellent, (3)
"Plenty of space for a family. Adequate furnishings in kitchen to fix meals. I found parking confusing, as the streets are one-way."
Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)

Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)

10.0 out of 10, Exceptional, (1)
"Had a few issues but they were resolved."
Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)

Luxe Mountain Camping with Theater, Hot Tub, Fire Pit & Hiking Trails

10.0 out of 10, Exceptional, (5)
"It is a great place for a little relaxation in the hot-tub and as an amazing romantic getaway! "
The price is CA $186
CA $343 total
includes taxes & fees
Jul 20 - Jul 21
Luxe Mountain Camping with Theater, Hot Tub, Fire Pit & Hiking Trails

Modern Appalachian Vacation Rental w/ River Access

9.8 out of 10, Exceptional, (8)
"We had a very beautiful and restful stay, thank you!"
Modern Appalachian Vacation Rental w/ River Access

Beautiful Loft in the Woods

10.0 out of 10, Exceptional, (3)
"Beautiful setting. Incredible space well laid out. Owner was very engaging. "
The price is CA $136
CA $296 total
includes taxes & fees
Jul 23 - Jul 24
Beautiful Loft in the Woods

4BR 2 Bath w/ hot tub and game room. Within 10 mins of Harlan & Cumberland.

10.0 out of 10, Exceptional, (1)
"Get cabin and custom service. It was perfect for our group and right next to the trails which was very convenient. Will definitely stay again."
4BR 2 Bath w/ hot tub and game room. Within 10 mins of Harlan & Cumberland.

Historic Property in Hyden KY

10.0 out of 10, Exceptional, (1)
"Had the most peaceful relaxing stay in the mountains. If you can, open the windows and listen to the creek and sleep well."
Historic Property in Hyden KY

Secluded Cabin with a mountain view, hot tub, full kitchen, and living room.

10.0 out of 10, Exceptional, (1)
"We can’t wait to return. Everything was great."
Secluded Cabin with a mountain view, hot tub, full kitchen, and living room.

2BR 1 Bath cabin w/ full kitchen, hot tub, and living room.

2BR 1 Bath cabin w/ full kitchen, hot tub, and living room.

1896 Victorian Farmhouse Farm Stay

10.0 out of 10, Exceptional, (9)
"We enjoyed our stay at the farmhouse. Close enough to Pennington Gap for groceries and restaurants. "
1896 Victorian Farmhouse Farm Stay

3BR, 2 Bath Cabin with full kitchen, living room, hot tub and spacious backyard.

3BR, 2 Bath Cabin with full kitchen, living room, hot tub and spacious backyard.

Pappy's Coal Miner's Cabin

10.0 out of 10, Exceptional, (1)
"Only problem I saw was no chlorine tablets in hot tub other than that perfect stay"
Pappy's Coal Miner's Cabin

Judy's Place - 1BR, 1 Bath w/ Q, K, and Twin bed. Full kitchen.

Judy's Place - 1BR, 1 Bath w/ Q, K, and Twin bed. Full kitchen.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Can I find a vacation rental in Pine Mountain?

Yes, we have vacation rentals close to the most popular points of interest in Pine Mountain, or you can choose a secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals that Pine Mountain has to offer?

Direct Access to Waterfall/Creek Trail of Leatherwood Off Road Park: This vacation home rental outside of Pine Mountain is located on a river and has a patio, a garden, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

What’s there to see and do in Pine Mountain?

Explore the area and family-friendly sights such as Rapid River Lodge & Water Park, or get out into nature at a spot like Black Mountain. In the larger area, you’ll find Black Mountain Offroad Adventure Area - Putney Trailhead and Kingdom Come State Park.

What’s a vacation rental in Pine Mountain like?

Vacation rentals are private properties where you can stay for short or long periods in Pine Mountain. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for families.