Title: Harold Vacation Rentals from $142: Search Short-Term Rentals | Expedia.com

[Harold Travel Guide](https://expedia.com/Harold.dx3000347359)[Hotels in Harold](https://expedia.com/Harold-Hotels.d3000347359.Travel-Guide-Hotels)[Flights to Harold](https://expedia.com/Cheap-Flights-To-Harold.d3000347359.Travel-Guide-Flights)[Car Rentals in Harold](https://expedia.com/Car-Rentals-In-Harold.d3000347359.Car-Rental-Guide)[Harold Vacation Packages](https://expedia.com/Harold.d3000347359.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=3000347359&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=3000347359&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=3000347359&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=3000347359&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Harold vacation rentals

![Dining](https://images.trvl-media.com/lodging/101000000/100540000/100535900/100535857/76149f0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100540000/100535900/100535857/4ac8285b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, travel crib, free WiFi](https://images.trvl-media.com/lodging/101000000/100540000/100535900/100535857/a33bb22d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100540000/100535900/100535857/8398294c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Tiny Home Quiet 1/1 Close to Riding Trails

[](https://www.expedia.com/Martin-Hotels-Cozy-Tiny-Home-Quiet-11-Close-To-Riding-Trails.h100535857.Hotel-Information)

Martin

9.8/10

Exceptional

(7 reviews)

"Very nice places. Clean and cute. Love the surrounding Mountain View’s. Definitely on my list to stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kevin S.

$138 nightly

$152 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Martin-Hotels-Cozy-Tiny-Home-Quiet-11-Close-To-Riding-Trails.h100535857.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95520000/95515500/95515447/5e151db3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95520000/95515500/95515447/8a1f321b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/96000000/95520000/95515500/95515447/d9c0a1ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/96000000/95520000/95515500/95515447/d7e7cac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Home in Heart of Prestonsburg

[](https://www.expedia.com/Prestonsburg-Hotels-Cozy-Home-In-Heart-Of-Prestonsburg.h95515447.Hotel-Information)

Prestonsburg

9.8/10

Exceptional

(10 reviews)

"Clean but noisy location late into night"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Juanita S.

$157 nightly

$178 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Prestonsburg-Hotels-Cozy-Home-In-Heart-Of-Prestonsburg.h95515447.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/73000000/72390000/72390000/72389943/a770aa88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/73000000/72390000/72390000/72389943/2ac61663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/73000000/72390000/72390000/72389943/42efe9eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/73000000/72390000/72390000/72389943/f18ed467.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 360 Degree Mountain View

[](https://www.expedia.com/Jenkins-Hotels-360-Degree-Mountain-View.h72389943.Hotel-Information)

Jenkins

9.8/10

Exceptional

(8 reviews)

"Very clean and comfortable. Everything we needed was there and available. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sue T.

$271 nightly

$299 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Jenkins-Hotels-360-Degree-Mountain-View.h72389943.Hotel-Information)

![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/109000000/108840000/108836400/108836357/834dce12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108840000/108836400/108836357/b50be5a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108840000/108836400/108836357/9d8ff65a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108840000/108836400/108836357/b93be0a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tiny Home on Wheels: Your Modern Escape Awaits"

[](https://www.expedia.com/Pikeville-Hotels-Tiny-Home-On-Wheels-Your-Modern-Escape-Awaits.h108836357.Hotel-Information)

Pikeville

10/10

Exceptional

(7 reviews)

"Super nice place will stay again for sure. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rosa M.

$140 nightly

$155 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Pikeville-Hotels-Tiny-Home-On-Wheels-Your-Modern-Escape-Awaits.h108836357.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/118000000/117130000/117127100/117127094/496c0d49_edited_c657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/118000000/117130000/117127100/117127094/1658bbb0_edited_feb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117130000/117127100/117127094/d1737781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117130000/117127100/117127094/61f06111.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Cozy-Creekside-Tiny-Home-W-Full-Kitchen-Walk-To-Distillery.h117127094.Hotel-Information)

Forest Hills

10/10

Exceptional

(4 reviews)

"Great spot cabin had everything we needed and was a short drive from the buffalo mountain trail head. Would gladly stay there again. Host was very nice and is local to the cabin. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Carson G.

$128 nightly

$142 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Cozy-Creekside-Tiny-Home-W-Full-Kitchen-Walk-To-Distillery.h117127094.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/112000000/111880000/111876700/111876610/6378bb21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111880000/111876700/111876610/98f7fdc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111880000/111876700/111876610/017ac422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111880000/111876700/111876610/7da8fada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Nook in Downtown Pikeville

[](https://www.expedia.com/Pikeville-Hotels-The-Nook-In-Downtown-Pikeville.h111876610.Hotel-Information)

Pikeville

9.0/10

Wonderful

(4 reviews)

"Small clean apartment like accommodations. Nicer than any hotel room I’ve stayed at in Pikeville and the price was great. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dyana F.

$159 nightly

$182 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Pikeville-Hotels-The-Nook-In-Downtown-Pikeville.h111876610.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-23&endDate=2026-03-24&regionId=3000347359&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_3000347359)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Harold%2C+Kentucky%2C+United+States+of+America&regionId=3000347359&latLong=37.4813%2C-82.6253&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=CABIN)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Harold%2C+Kentucky%2C+United+States+of+America&regionId=3000347359&latLong=37.4813%2C-82.6253&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Harold%2C+Kentucky%2C+United+States+of+America&regionId=3000347359&latLong=37.4813%2C-82.6253&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=APARTMENT)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Harold%2C+Kentucky%2C+United+States+of+America&regionId=3000347359&latLong=37.4813%2C-82.6253&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=COTTAGE)

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## Top Harold Hotel Reviews

![Quality Inn & Suites Prestonsburg next to Mountain Arts Center](https://images.trvl-media.com/lodging/1000000/430000/426000/425922/8a794e51_y.jpg)

### Quality Inn & Suites Prestonsburg next to Mountain Arts Center

10/10 Excellent

"There was planty to do in town. The AC in the room worked but not all that well. "

[](https://expedia.com/Prestonsburg-Hotels-Quality-Inn-Suites.h425922.Hotel-Information)

![The Landmark Hotel](https://images.trvl-media.com/lodging/12000000/11010000/11006900/11006837/734943c8_y.jpg)

### The Landmark Hotel

2/10 Terrible

"Obviously uses AI photos, hotel looked nothing like photos shared online during booking. Wallpaper in room was peeling off with black mold underneath, stains on walls, doors and floors. Cleanliness was unacceptable & will definitely not be staying there EVER!!!!!!!"

[](https://expedia.com/Prestonsburg-Hotels-The-Landmark-Hotel.h11006837.Hotel-Information)

![Hampton Inn Pikeville](https://images.trvl-media.com/lodging/2000000/1780000/1772100/1772037/d986f1d2_y.jpg)

### Hampton Inn Pikeville

8/10 Good

"Check-in was quick and efficient. Room was nice and clean. Construction across the street was very noisy and made if near impossible to sleep in and bed was not comfortable at all."

[](https://expedia.com/Prestonsburg-Hotels-Hampton-Inn-Pikeville.h1772037.Hotel-Information)

![Comfort Suites Prestonsburg West](https://images.trvl-media.com/lodging/1000000/70000/64100/64089/c5e5e779_y.jpg)

### Comfort Suites Prestonsburg West

10/10 Excellent

"Clean room, impressive breakfast spread."

[](https://expedia.com/Prestonsburg-Hotels-Comfort-Suites-Prestonsburg-West.h64089.Hotel-Information)

![Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery](https://images.trvl-media.com/lodging/118000000/117130000/117127100/117127094/496c0d49_edited_c657_y.jpg)

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

10/10 Excellent

"Sarah is accommodating and very prompt in communication. No notebook of demands, no intrusion, no hassle - arrival and entry was flawless and the space is cute, clean and comfy with a homey vibe. Even though it's quite small, the cottage had everything we needed and we were comfortable for the week. Temps were below freezing first couple of days with a few inches of snow but the cottage stayed warm and cozy. Great space for a couple. Peace and quiet away from the city was nice.We arrived for business just as the snow dump rolled in. The space could benefit from some strategically placed hooks for coats, jackets, towels, toiletry bags, garment bags, etc. The shower curtain hooks kept coming off when opened or closed - only a slight annoyance we laughed about since the snap close ones will fix that. We didn’t do laundry but nice to see it available. The gravel drive is interesting in the snow. We managed. Getting there, the road goes from marked 4 lane highway to marked 2 lane winding road to unmarked 1 lane winding road where 2 cars can pass each other okay to "you better pray nobody is coming the other direction on this winding road" - one small veer too far to the right or left and you've got trouble. A little scary at first when you're not used to it, especially when its snow covered and hard to see, though we figured it out.We enjoyed the cottage and would not hesitate to stay here again if we ever return to the area."

[](https://expedia.com/Cozy-Creekside-Tiny-Home-W-Full-Kitchen-Walk-To-Distillery.h117127094.Hotel-Information)

![Super 8 by Wyndham Prestonsburg](https://images.trvl-media.com/lodging/1000000/130000/123700/123700/950dfab6_y.jpg)

### Super 8 by Wyndham Prestonsburg

4/10 Poor

"The hotel is under renovation which isn’t mentioned on the website while booking, very disappointing to say the least. The hallway floors are covered by paper and taped down barking dogs along with terrible cooked food smells. The staff was great no complaints there just make sure that you call ahead of time and inquire about the present condition before booking."

[](https://expedia.com/Prestonsburg-Hotels-Super-8-By-Wyndham-Prestonsburg.h123700.Hotel-Information)

![Daniel Boone Motor Inn](https://images.trvl-media.com/lodging/14000000/13280000/13279500/13279412/f4cf2616_y.jpg)

### Daniel Boone Motor Inn

2/10 Terrible

"Bedbugs."

[](https://expedia.com/Prestonsburg-Hotels-Daniel-Boone-Motor-Inn.h13279412.Hotel-Information)

![Holiday Inn Express Hotel & Suites Pikeville by IHG](https://images.trvl-media.com/lodging/2000000/1440000/1440000/1439954/e3c62ae5_y.jpg)

### Holiday Inn Express Hotel & Suites Pikeville by IHG

10/10 Excellent

"Staff was awesome."

[](https://expedia.com/Prestonsburg-Hotels-Holiday-Inn-Express-Hotel-Suites-Pikeville.h1439954.Hotel-Information)

![Cozy Tiny Home Quiet 1/1 Close to Riding Trails](https://images.trvl-media.com/lodging/101000000/100540000/100535900/100535857/76149f0c_y.jpg)

### Cozy Tiny Home Quiet 1/1 Close to Riding Trails

10/10 Excellent

"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 mountains made everything feel calm and relaxing. We couldn’t have asked for a better place to unwind. Highly recommend and would absolutely stay again!"

[](https://expedia.com/Martin-Hotels-Cozy-Tiny-Home-Quiet-11-Close-To-Riding-Trails.h100535857.Hotel-Information)

## 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 $142 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.

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- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Apartments in Harold ](https://expedia.com/Harold-Apartments.d3000347359-aaApartments.Travel-Guide-Accommodation)
- [Vacation Homes in Harold ](https://expedia.com/Harold-Private-Vacation-Homes.d3000347359-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Harold ](https://expedia.com/Harold-Cottages.d3000347359-aaCottages.Travel-Guide-Accommodation)
- [Cabin Rentals in Harold ](https://expedia.com/Harold-Cabins.d3000347359-aaCabins.Travel-Guide-Accommodation)
- [Motels in Harold ](https://expedia.com/Harold-Motels.d3000347359-aaMotels.Travel-Guide-Accommodation)
- [B&B in Harold ](https://expedia.com/Harold-Bed-And-Breakfast.d3000347359-aaBedAndBreakfast.Travel-Guide-Accommodation)

## Frequently asked questions

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### What can I see and do in Harold?

### What are vacation rentals like in Harold?

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Flights

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Cars

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Activities

- [Things to do in Bowling Green](https://expedia.com/Things-To-Do-In-Bowling-Green.d6059580.Travel-Guide-Activities)

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