Holiday rentals 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
The exterior of a cottage-style home features a light blue facade with large windows adorned with white shutters. A symmetrical layout is complemented by a neatly manicured lawn and a central porch entrance. Lush greenery frames the house, enhancing its charming character.
Home in Hazard
4.96 out of 5 average rating, 170 reviews

Small Town Charmer - Hazards Best Airbnb!

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.

Top guest favourite
A welcoming entrance to the Mountain Escape Cottage is depicted, featuring a wooden sign displaying the name prominently. Colorful flower pots filled with vibrant blooms frame the entrance, while the cottage stands amidst a backdrop of trees under a clear blue sky.
Cottage in Lynch
4.98 out of 5 average rating, 205 reviews

Cozy 3-BR 2-bath cottage near highest point in KY

Nestled in the heart of Lynch, KY, surrounded by comforting mountains, sets the Mountain Escape Cottage. Less than 1 mile from Portal 31, you can dive deep into the rich history of this tiny coal town. Within minutes you can drive to ATV parks, the highest point in KY, and many other mountainous adventures. Grab some coffee at the old cafe turned coffee shop, and visit the KY Coal Museum just 5 minutes away in Benham, KY. You and your family will leave here with beautiful mountain memories!

Guest favourite
Home in Lynch
4.92 out of 5 average rating, 171 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 (available Memorial Day - Labor Day), hiking, and tourist attractions such as Portal 31 and the KY Coalmine Museum, as well as Kingdom Come State Park. Plenty of parking; can accommodate trailers & RVs. RV park is a 45-minute drive.

Guest favourite
The exterior of a quaint country cottage is shown, featuring a red metal roof and multiple large windows. A wooden fence lines the front, complementing the surrounding greenery and neatly maintained garden beds. The entrance is framed by a simple gate, creating a welcoming appearance.
Cottage in Wise
4.74 out of 5 average rating, 149 reviews

Verna’s Place Country Cottage Peaceful Retreat

Unwind at Verna’s Place, a quaint country cottage nestled in the mountains of Southwest Virginia. This home, located in Wise, Virginia is a little over 4 miles from the campus of UVA-Wise and less than 2 miles from the local winery. Enjoy the serene mountain setting by relaxing on the patio or enjoy all the dining, shopping and outdoor activity options located just minutes away. Bigger is not always better and this unique country cottage is a perfect getaway for travelers of all types.

Guest favourite
The exterior of the cottage features a facade of Kentucky River rock complemented by red brick accents. A gray metal roof extends over a small porch area with two wooden benches. Flower pots with white blooms sit on either side of the entrance.
Cottage in Whitesburg
4.95 out of 5 average rating, 237 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, RokuTV, 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
Cabin in Whitesburg
4.98 out of 5 average rating, 204 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

Top guest favourite
Home in Whitesburg
4.97 out of 5 average rating, 621 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.

Top guest favourite
Barn in Eolia
4.93 out of 5 average rating, 136 reviews

Rustic backyard barn

If you want to get away from it all and enjoy country living at it’s finest this is the place for you. This rustic barn has lots of charm with views of scenic Pine Mountain. There is a huge upstairs with a full sized bed and a sitting area. Downstairs is open concept with everything you need in one space including a queen sized bed. Outside is a charcoal grill as well as a fire pit.

Top guest favourite
The living area is furnished with a comfortable couch and a sleek coffee table resting on a textured area rug. A contemporary chair is positioned nearby, while the kitchen is visible in the background, featuring a full-size refrigerator and dining area with a small table and chairs.
Flat in Wise
4.89 out of 5 average rating, 101 reviews

Wise Town-view Apartment

Enjoy this 1 BR, 1 Bath small, but spacious apartment right in the middle of the Town of Wise. Take a brisk 1/2 mile walk and you'll be right on the UVA-Wise campus. Or take a 1/4 mile walk and you're right on Main Street in Wise. 20min from MECC 20 min from Guest River Gorge 1hr 6min from Breaks Interstate Park 1hr 15min from TRI Airport 1hr 20min from Bristol Motor Speedway

Top guest favourite
A wooden staircase leads to a door framed by greenery. The steps, crafted from natural wood, provide access to a green and blue exterior. A small seating area with two chairs is visible to the side, inviting relaxation outdoors.
Flat in Whitesburg
4.99 out of 5 average rating, 101 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.

Top guest favourite
The exterior of a historic building is highlighted, showcasing a stone facade and large windows that provide ample natural light. An awning with the name 'Big Cherry Brewing' is prominently displayed. Flower baskets hang beside a decorative lamp post on the sidewalk.
Flat in Big Stone Gap
4.93 out of 5 average rating, 125 reviews

Perfect location above Big Cherry Brewing

Situated in the heart of Big Stone Gap. You will be within walking distance of all the entertainment, museums, shops, history, and food fare. Right downstairs is Big Cherry Brewing which features amazing food, entertainment, and even a brunch and gourmet coffee menu in additon to a huge selection of craft beers.

Top guest favourite
The modern kitchen features a curved bar with two stools, ample cabinetry, and a full suite of appliances including a refrigerator and microwave. Natural light illuminates the space through a window above the sink, complemented by stylish pendant lighting.
Flat in Whitesburg
4.99 out of 5 average rating, 173 reviews

‘The Junction Apartment’ Charming and spacious!

Newly remodeled, This space is the perfect spot for all of your traveling needs. It has all the comforts of home! A comfortable living space, cable tv, internet access, full kitchen stocked with all the necessities, a desk for a convenient work space, 2 queen size beds, full bath, large patio and ample parking.

Popular amenities for Whitesburg holiday rentals

Frequently Asked Questions

  • How much does it cost to stay in house rentals in Whitesburg?

    Experience the best of Whitesburg with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there house rentals with a dedicated workspace in Whitesburg?

    Yes! Work meets play with ease at over 10 house rentals in Whitesburg featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Whitesburg have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Whitesburg. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Whitesburg have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Whitesburg. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Whitesburg have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Whitesburg. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Whitesburg have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Whitesburg. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Whitesburg

  • Total holiday rentals

    Explore 20 holiday rentals in Whitesburg

  • Nightly prices starting at

    Whitesburg holiday rentals start at £52 per night before taxes and fees

  • Verified guest reviews

    Over 1,860 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Whitesburg holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Whitesburg rentals

  • 4.9 Average rating

    Whitesburg stays are highly rated by guests – averaging 4.9 out of 5!

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