A winding road through a forested valley with mist-covered mountains in the background.

Whitesburg Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Whitesburg vacation rentals

A wooden porch with a red door, a bench with heart-shaped cutouts, and two pillows with floral designs.

1. Holler's End, at the "head of the holler" but just 4.5 miles from Whitesburg

Holler's End, at the "head of the holler" but just 4.5 miles from Whitesburg
whitesburg
10.0 out of 10, Exceptional, (5 reviews)
"Great place. Lotsa room & everything very nice clean. "
United States
Aaron G.
The price is CA $153
CA $327 total
includes taxes & fees
Oct 21 - Oct 22
Holler's End, at the "head of the holler" but just 4.5 miles from Whitesburg
A shower curtain with a plant and cat design.

2. Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.

Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.
Partridge
9.6 out of 10, Exceptional, (13 reviews)
"Host is the BEST!"
United States
Melissa L.
The price is CA $153
CA $201 total
includes taxes & fees
Oct 20 - Oct 21
Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.
A living room with a wooden floor, a ceiling fan, a sofa, a chair, and a wall-mounted sign.

3. Nan’s Porch - 2 Bedroom home with outdoor firepit

Nan’s Porch - 2 Bedroom home with outdoor firepit
Cumberland
The price is CA $186
CA $445 total
includes taxes & fees
Oct 18 - Oct 19
Nan’s Porch - 2 Bedroom home with outdoor firepit
A bedroom with a bed, a wooden nightstand, a chair, a door, and a view of the outside.

4. Dan’s Den - Two bedroom home with outdoor firepit

Dan’s Den - Two bedroom home with outdoor firepit
Cumberland
The price is CA $237
CA $492 total
includes taxes & fees
Oct 25 - Oct 26
Dan’s Den - Two bedroom home with outdoor firepit
A covered porch with white columns, outdoor furniture, and potted plants.

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

Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath
Wise
10.0 out of 10, Exceptional, (13 reviews)
"Very comfortable stay! "
United States
Chasity F.
The price is CA $163
CA $214 total
includes taxes & fees
Oct 18 - Oct 19
Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath
A house with a covered porch and a staircase leading to the entrance.

6. Charming 2-bedroom house in Wise, Virginia

Charming 2-bedroom house in Wise, Virginia
Wise
10.0 out of 10, Exceptional, (14 reviews)
"Such a beautiful place with so many special touches. We love being here and enjoying Wise County. The host creates a beautiful and comfortable space."
United States
Chasity F.
The price is CA $171
CA $301 total
includes taxes & fees
Oct 11 - Oct 12
Charming 2-bedroom house in Wise, Virginia
Interior

7. 2 Bedroom Creekside Getaway Near the Hillbilly Trail System

2 Bedroom Creekside Getaway Near the Hillbilly Trail System
Jenkins
The price is CA $195
CA $339 total
includes taxes & fees
Oct 27 - Oct 28
2 Bedroom Creekside Getaway Near the Hillbilly Trail System
A hallway with a chandelier, a bench, and a reception desk.

8. Spacious 5-bedroom house in town-within walking distance to everything

Spacious 5-bedroom house in town-within walking distance to everything
Clintwood
9.0 out of 10, Wonderful, (2 reviews)
"We really enjoyed our stay here. Melinda was amazing. Quick to respond to any questions I had. The location was perfect as we were attending a graduation in Wise. Home was clean and large enough for my family. Fully stocked with linens, beds were very comfortable, kitchen had everything we needed. A bonus was the coffee shop right next store. If we ever pass through this area again we would definitely stay here. "
United States
Cheryl
The price is CA $152
CA $329 total
includes taxes & fees
Oct 13 - Oct 14
Spacious 5-bedroom house in town-within walking distance to everything
A two-story house with a porch decorated with red, white, and blue accents.

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

Nottingham Place in Wise, King Bedrm, Private Living Rm, Near UVa-Wise & Main St
Wise
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful accommodations, and the hosts were absolutely fabulous! "
United States
Dan B.
The price is CA $185
CA $237 total
includes taxes & fees
Oct 17 - Oct 18
Nottingham Place in Wise, King Bedrm, Private Living Rm, Near UVa-Wise & Main St
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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Top Whitesburg Hotel Reviews

Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

10/10 Excellent
"We had seven couples enjoy a great three days at the Blue Grass Palace. We used pretty much of the house but there were areas that we didn’t, it very large. Had no problems with cooking in the kitchen as most everything we needed was provided. The pool was great for a little exercise and the temperature was just right.There was a problem with the ac on the third floor the first day but a call to the manager and he had the repair taken care. Enjoyed watching football on the two big screen tv’s in the ground level and playing music thru the sound system on the same level. It was a great time and we will likely rent again."
steve c. 3-night trip
Posted 2 days ago
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

Find out more about Whitesburg

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Whitesburg. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Whitesburg?

Yes, we offer vacation rentals close to the most popular local attractions in Whitesburg, or you can choose a more remote option if you'd like a relaxing place to 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 vacation rentals that Whitesburg has to offer?

Whitesburg Vacation Home w/ Glass-Enclosed Porch: Visitors give good reviews to this Whitesburg vacation home rental, which offers a fireplace, a garden, and a barbecue grill 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 you can cook with friends or family. Another good choice for your trip to Whitesburg is Valley View Retreat Near Whitesburg KY.

How many vacation rentals are there in Whitesburg?

Choose from 3 Expedia vacation rentals in Whitesburg for a memorable vacation.

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 larger area.

What’s a vacation rental in Whitesburg like?

Vacation rentals are privately owned properties you can book for a couple of days or more in Whitesburg. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.