Harold Vacation Rentals

Check prices for these dates

In two weeks
Sep 12 - Sep 14
In one month
Sep 26 - Sep 28
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23

Vacation Rentals in Harold

Cozy studio on US 23 between Pikeville and Prestonsburg
Fridge, microwave, oven, stovetop

Cozy studio on US 23 between Pikeville and Prestonsburg

2.0 star property
10.0 out of 10, Exceptional, (1)
"I have no complaints. The property was nice and comfortable. It was clean. The property manager was very easy to get ahold of and extremely. Would stay her again. "
Cozy studio on US 23 between Pikeville and Prestonsburg
Spacious 3 Bedroom Apartment at Harold KY!
Smart TV

Spacious 3 Bedroom Apartment at Harold KY!

10.0 out of 10, Exceptional, (1)
"Patrina was a wonderful host. She left a sweet little basket of snacks and bottled water in the refrigerator. Property was very clean and spacious. It was a little hard to find at first."
Spacious 3 Bedroom Apartment at Harold KY!
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
Interior

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

9.6 out of 10, Exceptional, (10)
"Excellent service, very friendly"
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
Eccentric Privy-Sleeps6. 2nd floor & outdoor deck
Property grounds

Eccentric Privy-Sleeps6. 2nd floor & outdoor deck

9.0 out of 10, Wonderful, (4)
"Walkable to downtown"
Eccentric Privy-Sleeps6. 2nd floor & outdoor deck
Luxury Estate nestled atop stunning mountaintop golf course!
Interior

Luxury Estate nestled atop stunning mountaintop golf course!

2.0 star property
10.0 out of 10, Exceptional, (6)
"Everything was perfect from the booking to checkout. My husband and I live out of state but wanted to host our family and friends. This property exceeded expectations! The home was spacious and decorated beautifully for Christmas. It was both clean and well stocked with supplies. There is also plenty of parking. I highly recommend!"
Luxury Estate nestled atop stunning mountaintop golf course!
New 3 Bdrm unit w/ great location & ex. amenities
3 bedrooms, desk, iron/ironing board, travel crib

New 3 Bdrm unit w/ great location & ex. amenities

9.6 out of 10, Exceptional, (16)
"This place is exactly as advertised and quieter than expected. Hostess thought of everything. Lovely place for my family of 5. "
New 3 Bdrm unit w/ great location & ex. amenities
The Nook in Downtown Pikeville
Fridge, microwave, oven, stovetop

The Nook in Downtown Pikeville

9.0 out of 10, Wonderful, (4)
"Small clean apartment like accommodations. Nicer than any hotel room I’ve stayed at in Pikeville and the price was great. "
The Nook in Downtown Pikeville
Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature
Fridge, microwave, stovetop, coffee/tea maker

Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature

2.0 star property
8.4 out of 10, Very Good, (5)
"Great place to stay, nice new buildings. Owner is super easy to communicate with. Highly recommended!!!!👍"
$141 nightly
The price is $156
Sep 14 - Sep 15
Total with taxes and fees
Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature
Cozy Home in Heart of Prestonsburg
Interior

Cozy Home in Heart of Prestonsburg

10.0 out of 10, Exceptional, (8)
"Great location, quite, adequate"
$157 nightly
The price is $178
Sep 14 - Sep 15
Total with taxes and fees
Cozy Home in Heart of Prestonsburg
Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts
Exterior

Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts

2.0 star property
10.0 out of 10, Exceptional, (7)
"I liked that the property was very secluded and quiet the owner was very cool and was easy going I also loved the cabin feel for the property I was there for a weekend and enjoyed my stay the picture doesn't do any justice the inside is bigger than it looks "
$155 nightly
The price is $173
Sep 28 - Sep 29
Total with taxes and fees
Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts
Tiny Home on Wheels: Your Modern Escape Awaits"
Fridge, microwave, coffee/tea maker, toaster

Tiny Home on Wheels: Your Modern Escape Awaits"

2.0 star property
10.0 out of 10, Exceptional, (3)
"Had a great time at this little mountain getaway, would absolutely come back!"
$110 nightly
The price is $122
Sep 1 - Sep 2
Total with taxes and fees
Tiny Home on Wheels: Your Modern Escape Awaits"
Cozy Tiny Home Quiet 1/1 Close to Riding Trails
Interior

Cozy Tiny Home Quiet 1/1 Close to Riding Trails

10.0 out of 10, Exceptional, (4)
"Very nice places. Clean and cute. Love the surrounding Mountain View’s. Definitely on my list to stay again."
Cozy Tiny Home Quiet 1/1 Close to Riding Trails
360 Degree Mountain View
5 bedrooms, iron/ironing board, free WiFi, bed sheets

360 Degree Mountain View

9.8 out of 10, Exceptional, (8)
"Very clean and comfortable. Everything we needed was there and available. "
$271 nightly
The price is $299
Sep 1 - Sep 2
Total with taxes and fees
360 Degree Mountain View
'homeplace' w/ Yard - 10 Mi to Jenny Wiley!
House (3 Bedrooms) | Interior

'homeplace' w/ Yard - 10 Mi to Jenny Wiley!

3.0 star property
8.0 out of 10, Very Good, (1)
"Really liked the old house feel but very noisy by road"
'homeplace' w/ Yard - 10 Mi to Jenny Wiley!
Cozy 2 Bed Apartment - Free Wi-Fi & Parking
Living area

Cozy 2 Bed Apartment - Free Wi-Fi & Parking

10.0 out of 10, Exceptional, (1)
"It was a great place I’ll be booking with you again thank you"
Cozy 2 Bed Apartment - Free Wi-Fi & Parking
Cozy Apartment embedded in Kentucky mountains. Pet friendly.
Fridge, oven, stovetop

Cozy Apartment embedded in Kentucky mountains. Pet friendly.

10.0 out of 10, Exceptional, (11)
"Took a while to find it , but once in side it was nice close by the stores. And alot of fleamarkets around and alot of places to visit. "
Cozy Apartment embedded in Kentucky mountains. Pet friendly.
New to the area? Stop by and see the most recent bachelor pad on the scene
Private kitchen

New to the area? Stop by and see the most recent bachelor pad on the scene

2.0 out of 10, (1)
"The place does not exist. Could not find it. Called the host. Host had phone on not accepting calls. I was in the area for my mom's funeral. Had to scramble to find another place to stay. "
New to the area? Stop by and see the most recent bachelor pad on the scene
Escape to Tranquility at Wanderer's Oasis – Your Boho-Inspired Cabin Retreat
Interior

Escape to Tranquility at Wanderer's Oasis – Your Boho-Inspired Cabin Retreat

2.0 star property
$104 nightly
The price is $115
Sep 10 - Sep 11
Total with taxes and fees
Escape to Tranquility at Wanderer's Oasis – Your Boho-Inspired Cabin Retreat
Cozy Creekside Tiny Home w/ Full Kitchen - Walk to Distillery
Smart TV

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

$131 nightly
The price is $146
Sep 1 - Sep 2
Total with taxes and fees
Cozy Creekside Tiny Home w/ Full Kitchen - Walk to Distillery
Cheerful Three Bedroom Residential Home
Dining

Cheerful Three Bedroom Residential Home

$384 nightly
The price is $411
Sep 2 - Sep 3
Total with taxes and fees
Cheerful Three Bedroom Residential Home
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

Find out more about Harold

Everything you need to know about Harold vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Harold vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Harold vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Harold vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Harold. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Harold in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $115 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Harold rentals

At Expedia, we put the best Harold vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Harold rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Harold vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Harold. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 11 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 and Planetarium, or get outside and enjoy nature at Jenny Wiley State Resort 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.