
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.

Walk to dinner, UPIKE, hospital•3 Lux Bed• Balcony
Upstairs-The Eccentric Privy is the best of the best worlds. Retro, glam & quirky! You’ll obsess over the thought put into each room & even get some inspiration. Extra amenities include… Outdoor deck Quartz Countertops Luxury tile SMEG fridge Smart thermostat Bathroom Bluetooth speaker USB outlet in each room Soft close doors & drawers in kitchen & bathroom 550 TC cotton bed sheets and pillow covers Allergy defense, antimocrobial pillow protectors Tankless water heater for endless hot water

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!

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.

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

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.

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

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.

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!

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.

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.

East Main Escape
Stay in the heart of downtown Whitesburg at East Main Escape, a cozy upstairs apartment located above a law office. Walk to local restaurants, shops, and live music venues, or relax in your private retreat with modern comforts and small-town charm. Perfect for weekend getaways, business travelers, and Appalachian explorers.

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.
Popular amenities for Whitesburg holiday rentals
Other great holiday rentals in Whitesburg

The Blue Roof Cottage

Bridge Loop

Wilderness Path near Mine Made Adventure Park

Whitesburg Vacation Home w/ glass enclosed porcg

Holler's End

The Loft at Caney Creek

Serenity Meadows near UVA Wise

Hillbilly Haven
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 $98 AUD 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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