Vacation rentals in Pikeville

Home in Prestonsburg

The Shotgun House

Enjoy your stay at the Shotgun house located in the heart of Prestonsburg within walking distance to a popular restaurant and downtown shopping. This cozy house offers a 58" TV and playstation in the living and also a 50" TV in the bedroom. Relax outside on a covered porch and enjoy the occasional local live music. Located close to the Prestonsburg Passage Trail, Mountain Arts Center, Middle Creek National Battlefield, Pikeville Exp Center and a short drive to the Red River Gorge.

Jan 26 – Feb 2

Cottage in Whitesburg

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

Sep 30 – Oct 7

Home in Pikeville

Mountain view country home

This stylish place to stay is perfect for group trips. This cozy country home is nestled on a hill, just walking distance from downtown Pikeville and the hospital. Lots of privacy with beautiful mountain views from a big front porch and a soothing waterfall can be seen after a nice rain from the upstairs screened in porch. Great for large groups or families. Walking distance to Appalachian wireless arena, UPIKE,Med ,Optometry, Nursing Schools, and Pikeville Medical Center.

Jul 30 – Aug 6

Guest suite in Elkhorn City

Driftwood Studio Cottage on the Russell Fork River

Welcome to our cozy studio, located on our multi-family property. With views of Pine Mountain to the front and the backyard overlooks the Russell Fork River. Located in downtown Elkhorn City, just 10 minutes from The Breaks Interstate Park, you'll have endless opportunities for outdoor adventures. Additionally, the convenience of a short walk to town ensures easy access to local shops and restaurants. Relax and explore the surrounding natural wonders. NO PETS - NO EXCEPTIONS

Jun 25 – Jul 2

Home in Whitesburg

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 22 – 29

Home in Raccoon

Canary Cottage, Cheerful 3-Bedroom Home

10 miles from downtown Pikeville and access to Pikeville Medical Center, U Pike and local shopping. Relax with the whole family at this peaceful place to stay. Covered front porch ready for you to spend some time outdoors. Longer stays are welcomed or your alternative to a hotel; a place to stay when you are visiting the area or travelling through. Hatfield McCoy historical sites close by. Welcome to the Canary Cottage!

May 22 – 29

Vacation home in Prestonsburg

The Burg

Enjoy local venues, The MAC, Planetarium, Jenny Wiley Lake, 1620 Distilling Company, hiking, biking, wildlife, local artisans and crafts. Home to Loretta Lynn's, Butcher Holler. Civil War History. Close to downtown shopping, walking distance to dining, coffee shops, and bakery. There are 2 rather short flights of stairs to access this unit.

Oct 19 – 26

Apartment in Pikeville

Convenient & Cozy | Free Laundry, Wi-Fi, & Parking

Welcome to your home away from home - the perfect blend of comfort, convenience, and style for the traveling professional or those seeking a long-term stay. Our newly furnished one-bedroom apartment offers a tranquil retreat with all the modern amenities you need to live, work, and relax.

Apartment in Pikeville

The Nook

Enjoy a stylish experience at this centrally-located place. Cozy one bedroom/one bath studio apartment with private parking. Centrally located in downtown Pikeville, KY. This unit is located on the second floor and is only accessible by stairs.

Jun 28 – Jul 5