Harold Vacation Rentals

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Our top choices for Harold vacation rentals

Cozy Tiny Home Quiet 1/1 Close to Riding Trails

Cozy Tiny Home Quiet 1/1 Close to Riding Trails
Martin
9.4 out of 10, Exceptional, (9 reviews)
"We had the most wonderful stay! We actually got a little lost on the way in, and the host went above and beyond to help guide us and even helped us get settled into the house. That meant so much after a long week.The tiny home was absolutely beautiful — spotless, cozy, and thoughtfully put together. It may be small in size, but it’s truly full of love. There was even extra Valentine’s gifts - such a sweet and unexpected touch that made our stay even more special.The peaceful rain in the...
United States
Bri E.
The price is CA $93
CA $209 total
includes taxes & fees
May 27 - May 28
Cozy Tiny Home Quiet 1/1 Close to Riding Trails

Backwoods Bungalow

Backwoods Bungalow
Pikeville
10.0 out of 10, Exceptional, (13 reviews)
"I was one of the best places I have ever stayed at. I loved it. The Josh is a great host and was there anytime to help when I needed him. "
United States
Maqbool
The price is CA $133
CA $231 total
includes taxes & fees
May 31 - Jun 1
Backwoods Bungalow

Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery

Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
Forest Hills
10.0 out of 10, Exceptional, (4 reviews)
"Perfect little cottage "
Canada
Alisha G.
The price is CA $114
CA $196 total
includes taxes & fees
May 27 - May 28
Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery

Cozy Home in Heart of Prestonsburg

Cozy Home in Heart of Prestonsburg
Prestonsburg
10.0 out of 10, Exceptional, (13 reviews)
"Clean but noisy location late into night"
United States
Juanita S.
The price is CA $134
CA $246 total
includes taxes & fees
Jun 9 - Jun 10
Cozy Home in Heart of Prestonsburg

Inspiration Station

Inspiration Station
Pikeville
9.0 out of 10, Wonderful, (8 reviews)
"It was an absolute beautiful little place, decorated great. Everything was so planned out down to shampoo and conditner in the bathroom. Thank you for the opportunity to enjoy your place!"
United States
Dee C.
The price is CA $138
CA $237 total
includes taxes & fees
May 27 - May 28
Inspiration Station

Modern Escape

Modern Escape
Pikeville
9.8 out of 10, Exceptional, (8 reviews)
"Super nice place will stay again for sure. "
United States
Rosa M.
The price is CA $106
CA $203 total
includes taxes & fees
Jun 10 - Jun 11
Modern Escape

Wanderers Oasis

Wanderers Oasis
Pikeville
The price is CA $124
CA $222 total
includes taxes & fees
May 28 - May 29
Wanderers Oasis

360 Degree Mountain View

360 Degree Mountain View
Jenkins
9.8 out of 10, Exceptional, (8 reviews)
"Thank you we had an amazing weekend and everything was perfect ! Will most definitely book again"
United States
Crystal E.
The price is CA $124
CA $414 total
includes taxes & fees
Jun 17 - Jun 18
360 Degree Mountain View

The Nook in Downtown Pikeville

The Nook in Downtown Pikeville
Pikeville
9.2 out of 10, Wonderful, (5 reviews)
"Apartment was as described. "
United States
Chris R.
The price is CA $123
CA $251 total
includes taxes & fees
Jun 9 - Jun 10
The Nook in Downtown Pikeville
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 Harold Hotel Reviews

Find out more about Harold

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 Harold. 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 a vacation rental in Harold?

Yes, you can find vacation rentals close to well known local attractions in Harold, or you can choose a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Harold has to offer?

Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace: This vacation home rental outside of Harold is located in the mountains and has an indoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 12 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, an arcade game room, and a hot tub so you can immerse yourself in your vacation.

What can I see and do in Harold?

While exploring the area, visit family-friendly sights like East Kentucky Science Center & Varia Planetarium, or get outside and enjoy nature at Archer Park. In the larger area, you’ll find University of Pikeville and Appalachian Wireless Arena.

What are vacation rentals like in Harold?

Vacation rentals are privately owned properties you can book for several days or longer in Harold. Vacation rentals offer extras like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for a small group gathering.