Holiday houses in Whitesburg

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Top-rated holiday rentals in Whitesburg

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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, 198 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
The exterior of the home showcases a well-maintained landscape, featuring a variety of colorful flowers arranged in a stone-bordered garden. Steps lead to an inviting entrance with large windows and a decorative stone chimney, surrounded by lush greenery.
Home in Lynch
4.92 out of 5 average rating, 168 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, 144 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, 233 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
A spacious living area features a plaid sectional sofa adorned with red accent pillows. A rustic wooden coffee table is positioned in the center. Two lamps stand on either side, providing additional lighting, beside a doorway that leads to other areas of the apartment.
Apartment in Pikeville
4.91 out of 5 average rating, 239 reviews

Sweet Dreams

* If you book for 7 days or more, you will receive a 20% discount off your stay. If you’re in town on business, to visit family or just traveling through, this 2ND FLOOR APT is perfect for you. Enjoy a full kitchen & onsite laundry facility. You’ll get a good nights sleep in a quiet space, on high quality mattresses. We are conveniently located just down the street from a Food City. We have a work desk & free WIFI. We’re just a 5 minute drive from downtown Pikeville.

Top Guest favourite
An aerial view of a rustic log cabin framed by grassy terrain. The cabin features a metal roof and is surrounded by landscaped gardens. Outdoor seating is visible on the porch, enhancing the cabin's natural appeal against the backdrop of the Appalachian mountains.
Cabin in Whitesburg
4.98 out of 5 average rating, 203 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
The cottage is a single-story building with a white exterior and a black roof. A decorative star is featured above the front window. A gravel driveway leads to a garage on the left, while a small porch with steps extends towards a well-maintained lawn with potted plants.
Home in Whitesburg
4.97 out of 5 average rating, 610 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
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.
Apartment in Whitesburg
4.99 out of 5 average rating, 100 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.

Guest favourite
A cozy seating area features a patterned sofa adorned with decorative pillows and a chair. Soft light emanates from a lamp on a side table. The adjacent bedroom showcases a spacious bed and a Roku TV mounted on the wall, complemented by natural light from a nearby window.
Apartment in Whitesburg
4.92 out of 5 average rating, 85 reviews

Main Street Studio

Located in historic downtown Whitesburg this modern studio unit is just steps away from restaurants, the courthouse, public library, downtown nightlife spots with 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.

Guest favourite
A well-maintained single-story home is depicted, featuring a red brick exterior and a welcoming front porch. A neatly trimmed lawn and two garden beds frame the entrance. Adjacent to the porch, a dark pickup truck is parked on a concrete driveway, providing easy access.
Home in Whitesburg
4.91 out of 5 average rating, 44 reviews

The Cozy Corner

This home is ideally located just minutes from downtown Whitesburg, within walking distance to Main Street and the Tanglewood bike and walking Trail. Recently remodeled, it features a fully stocked kitchen and dining area, as well as a spacious backyard. There is ample street and carport parking for up to 2 cars.

Top Guest favourite
The room features two queen size beds adorned with patterned bedding. A comfortable seating area with a chair and table is positioned near a window, allowing natural light to fill the space. Art pieces are displayed on the walls, enhancing the inviting decor.
Apartment in Whitesburg
4.99 out of 5 average rating, 170 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.

Guest favourite
A modern studio apartment is featured, showcasing a comfortable seating area with a light-colored sofa. A round coffee table sits centrally, with a television mounted on the wall. The sleeping area is visible, highlighting a spacious bed and soft, natural light from the window.
Apartment in Whitesburg
4.95 out of 5 average rating, 75 reviews

Law Office Studio

Kick back and relax in this calm, stylish studio apartment. Located on the first floor behind a law office. *We do not have control of the property around the building, we just have an easement of a pathway to the door*

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 vacation rentals with a dedicated workspace in Whitesburg?

    Yes! Work meets play with ease at over 10 vacation 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 $119 NZD 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

  • Wi-Fi availability

    20 of Whitesburg holiday rentals include Wi-Fi 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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