Photo by Mark Nunes

Whitesburg Holiday Rentals

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Holiday Rentals in Whitesburg

Whitesburg Vacation Home w/ Screened Porch

9.6 out of 10, Exceptional, (5)
"Booked for a coworker who was working in Jenkins"
Whitesburg Vacation Home w/ Screened Porch

Whitesburg Vacation Home w/ Screened Porch

3.0 star property
10.0 out of 10, Exceptional, (1)
"The property was clean and just as advertised. The owner was also very flexible in extending our check out time by a little bit since the checkout time was 10 and we had a funeral at 1, leaving us with 3 hours of downtime. We were all very appreciative and would leave a higher review if possible!"
Whitesburg Vacation Home w/ Screened Porch

RYLEIGH BROWN

RYLEIGH BROWN

Small Town Charmer - Rent Entire Home

9.8 out of 10, Exceptional, (56)
"Since our last stay, there is a new couch and new television in the living room. The updated pillows and throw blankets make it feel even cozier as the weather turns colder. Beautiful fall colors on the drive in and out as well. "
Small Town Charmer - Rent Entire Home

360 Degree Mountain View

9.8 out of 10, Exceptional, (7)
"Family reunion great time! "
The price is AU$464
includes taxes & fees
2 Dec - 3 Dec
360 Degree Mountain View

Modern Appalachian Vacation Rental w/ River Access

9.8 out of 10, Exceptional, (8)
"Well maintained and beautifully perfect property and cabin. Private and quiet. My heart was sad when my stay was over. I will definitely be a return guest. Honest hosts. "
Modern Appalachian Vacation Rental w/ River Access

The 100 Acker Woods located in the Appalachian mountains

10.0 out of 10, Exceptional, (2)
"Clean and convinient place with a very friendly host. The best accomodation one can expect for the price. Perfect for 3-4 people, pet friendly."
The 100 Acker Woods located in the Appalachian mountains

1896 Victorian Farmhouse

10.0 out of 10, Exceptional, (9)
"We enjoyed our stay at the farmhouse. Close enough to Pennington Gap for groceries and restaurants. "
1896 Victorian Farmhouse

Gated Mansion: Tennis Court, Movie Theater, Views, Pool, & free vineyard tours !

Gated Mansion: Tennis Court, Movie Theater, Views, Pool, & free vineyard tours !

Close to town, the college and a beautiful serene surrounding

9.8 out of 10, Exceptional, (46)
"Very quiet location. Large house with plenty of room for several people. Close to downtown Wise."
Close to town, the college and a beautiful serene surrounding

Cozy Home in the middle of town

9.4 out of 10, Exceptional, (3)
"Property was in a great location. The A/c and wifi were very good. The rooms are very dark due to the wood paneling and no overhead lights. The stairs are very steep from the parking area to the main floor."
The price is AU$256
includes taxes & fees
26 Dec - 27 Dec
Cozy Home in the middle of town

Victorian Spa EnSuite @ Nottingham PL, King Bed, Jacuzzi Near UVa-Wise & Main St

10.0 out of 10, Exceptional, (12)
"My son and I stayed at Nottingham Place for the second year and it was wonderful. We plan staying an extra day next year."
Victorian Spa EnSuite @ Nottingham PL, King Bed, Jacuzzi Near UVa-Wise & Main St

Nottingham Place in Wise, King Bedrm, Private Living Rm, Near UVa-Wise & Main St

10.0 out of 10, Exceptional, (7)
"This was the 3rd time my son and I stayed at Nottingham Place, everything was wonderful and we met one of the owner's, Kim, who was so nice and we had a wonderful chat. We finally got to enjoy sitting on the porch and the weather was perfect. "
Nottingham Place in Wise, King Bedrm, Private Living Rm, Near UVa-Wise & Main St

Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath

10.0 out of 10, Exceptional, (9)
"This house is gorgeous! I loved the historic features and it’s decorated beautifully! These hits think of everything you might need and have so many personal touches. I have loved staying here and I’ll definitely be back. Thank you so much! "
The price is AU$234
includes taxes & fees
1 Dec - 2 Dec
Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath

Brand New Apartment The Holton #2 in Big Stone Gap near Lonesome Pine Hospital

Brand New Apartment The Holton #2 in Big Stone Gap near Lonesome Pine Hospital

3BR, 1 Bath Cabin with hot tub, full kitchen, and living room.

3BR, 1 Bath Cabin with hot tub, full kitchen, and living room.

Secluded Cabin with a mountain view, hot tub, full kitchen, and living room.

10.0 out of 10, Exceptional, (1)
"We can’t wait to return. Everything was great."
Secluded Cabin with a mountain view, hot tub, full kitchen, and living room.

4BR 2 bath house with full kitchen, living room, hot tub and game room.

4BR 2 bath house with full kitchen, living room, hot tub and game room.

4BR 2 Bath w/ hot tub and game room. Within 10 mins of Harlan & Cumberland.

10.0 out of 10, Exceptional, (1)
"Get cabin and custom service. It was perfect for our group and right next to the trails which was very convenient. Will definitely stay again."
4BR 2 Bath w/ hot tub and game room. Within 10 mins of Harlan & Cumberland.

2BR 1 Bath cabin w/ full kitchen, hot tub, and living room.

2BR 1 Bath cabin w/ full kitchen, hot tub, and living room.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Whitesburg you may be interested in

Whitesburg Vacation Home w/ Screened Porch

9.6 out of 10, Exceptional, (5)
"Booked for a coworker who was working in Jenkins"
Whitesburg Vacation Home w/ Screened Porch

Whitesburg Vacation Home w/ Screened Porch

3.0 star property
10.0 out of 10, Exceptional, (1)
"The property was clean and just as advertised. The owner was also very flexible in extending our check out time by a little bit since the checkout time was 10 and we had a funeral at 1, leaving us with 3 hours of downtime. We were all very appreciative and would leave a higher review if possible!"
Whitesburg Vacation Home w/ Screened Porch

RYLEIGH BROWN

RYLEIGH BROWN
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals in Whitesburg?

Yes, there are holiday rentals close to the most popular sights in Whitesburg, or you can select a more secluded option if you're looking for a relaxing stay. Whitesburg is known for its churches and university setting. Make sure you have time to check out the architecture and monuments during your trip.

What are some of the best holiday rentals that Whitesburg has to offer?

Whitesburg Vacation Home w/ Screened Porch: This highly rated holiday home rental in Whitesburg offers a fireplace, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Whitesburg?

Enjoy the area's cultural attractions such as Big Glades Community Square & Amphitheater, or get outdoors into nature at a spot like Jefferson National Forest. Appalshop and Kingdom Come State Park are a couple of places you'll find in the wider area.

What’s a holiday rental in Whitesburg like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Whitesburg. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.