Holiday houses in Whitesburg

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Top-rated holiday rentals in Whitesburg

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Home in Hazard

4.97 out of 5 average rating, 131 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.

Guest favourite

Home in Whitesburg

4.92 out of 5 average rating, 106 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.

Guest favourite

Cottage in Whitesburg

4.95 out of 5 average rating, 196 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

Guest favourite

Home in Lynch

4.91 out of 5 average rating, 125 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.

Guest favourite

Cabin in Whitesburg

4.97 out of 5 average rating, 148 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.

Guest favourite

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.

Guest favourite

Guesthouse in Whitesburg

4.98 out of 5 average rating, 149 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!

Guest favourite

Apartment in Whitesburg

5.0 out of 5 average rating, 22 reviews

Dandelion Bungalow

This special place is close to downtown Whitesburg and right across from the entrance of Tanglewood Trail. It is within walking distance of Kentucky Mist, a few local restaurants, a recreational center, the farmer’s market, and Cane Kitchen. We are located at the foot of the scenic Pine Mountain and a short drive to hiking trails, overlooks, and other attractions.

Superhost

Home in Whitesburg

4.89 out of 5 average rating, 9 reviews

Stone Cottage Downtown Whitesburg

A convenient, quiet, comfortable home steps from the courthouse, less than two miles from the hospital. Ideal for traveling workers with desk space and a quiet location. Two bedrooms have a full bed and one has a queen bed. Two bathrooms. Downstairs has central air and upstairs has window AC and wall heaters. Living room has a propane fireplace.

Guest favourite

Apartment in Whitesburg

4.91 out of 5 average rating, 124 reviews

Downtown Stu Stu Studio

Located in historic downtown Whitesburg this modern studio unit is just steps away from restaurants, the courthouse, public library, downtown nightlife spots with live entertainment, Kentucky Mist Moonshine distillery, Recreation Center, and many more places to visit just a short drive away in the heart of the Appalachian Mountains.

Superhost

Apartment in Whitesburg

4.88 out of 5 average rating, 17 reviews

Mountain Therapy 1 BR Apartment

Nicely appointed 1 BR 1 BA apartment located in west Whitesburg near Wendy's, KFC, Taco Bell, MCHC and Food City. You have access to a gym during normal operating hours located in East Kentucky Physical Therapy (located downstairs). Fully equipped kitchen. Cable TV and Streaming Services.