A forested path with green foliage and blue flowers.

Highland County Holiday Rentals

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Our top choices for Highland County holiday rentals

A modern kitchen with a dark wooden table, two bar stools, a built-in oven, and pendant lighting.

1. 1 Bed/1 Bath Guest House

1 Bed/1 Bath Guest House
Hillsboro
10.0 out of 10, Exceptional, (11 reviews)
"New and comfortable and private."
United States
Leigh K.
The price is NZ$277
includes taxes & fees
11 Oct - 12 Oct
1 Bed/1 Bath Guest House
A wooden interior with a bar area featuring two stools and a countertop.

2. Meadowview Guest House

Meadowview Guest House
Hillsboro
10.0 out of 10, Exceptional, (29 reviews)
"I was out there for a wedding and this place was great for a weekend trip."
United States
L
The price is NZ$313
includes taxes & fees
1 Nov - 2 Nov
Meadowview Guest House
A dark green wooden building with a black door, a window, and a small balcony with a 'hello' mat.

3. Sunset Cabin-Adults Only Hot Tub Getaway

Sunset Cabin-Adults Only Hot Tub Getaway
Hillsboro
9.8 out of 10, Exceptional, (7 reviews)
"Great weekend thank you"
United States
Kris S.
The price is NZ$513
includes taxes & fees
12 Oct - 13 Oct
Sunset Cabin-Adults Only Hot Tub Getaway
A cozy living room with a stone fireplace, a flat-screen TV mounted above it, and a modern kitchen in the background.

4. 2A2J Barn pool Getaway 9 miles to WEC

2A2J Barn pool Getaway 9 miles to WEC
Wilmington
10.0 out of 10, Exceptional, (53 reviews)
"Very clean and beautiful lodging with excellent amenities. You can tell there was a lot of thought and care that went into making sure guests felt welcomed and cozy. We had a wonderful stay. "
United States
Stephen B.
The price is NZ$768
includes taxes & fees
13 Oct - 14 Oct
2A2J Barn pool Getaway 9 miles to WEC
A brochure cover for a home retreat in Wilmington, featuring a pool, outdoor seating, and a stone building.

5. S&K Getaway with heated pool & sauna

S&K Getaway with heated pool & sauna
Wilmington
10.0 out of 10, Exceptional, (56 reviews)
"Lovely apartment with everything we needed. Thank you!"
United States
Sarah M.
The price is NZ$563
includes taxes & fees
19 Oct - 20 Oct
S&K Getaway with heated pool & sauna
A compact wooden cabin interior with a dining area, bar stool, and a small kitchen area.

6. Cowboy Saloon Cabin

Cowboy Saloon Cabin
Hamersville
9.6 out of 10, Exceptional, (27 reviews)
"Absolutely Wonderful. & Plan to return this Summer."
United States
Jared
The price is NZ$337
includes taxes & fees
11 Oct - 12 Oct
Cowboy Saloon Cabin
A two-story building with a covered porch and a small balcony.

7. A hidden gem tucked away in the outskirts of Ohio’s first capitol, Chillicothe.

A hidden gem tucked away in the outskirts of Ohio’s first capitol, Chillicothe.
Chillicothe
10.0 out of 10, Exceptional, (23 reviews)
"Lovely place! Great Host!"
United States
Heidi M.
The price is NZ$391
includes taxes & fees
11 Oct - 12 Oct
A hidden gem tucked away in the outskirts of Ohio’s first capitol, Chillicothe.
A cozy room with wooden walls, a ceiling fan, a window with a view of greenery, a lamp, and a chair with a deer pillow.

8. Deer Lodge (Secluded in Amish Country and peaceful)

Deer Lodge (Secluded in Amish Country and peaceful)
Peebles
9.8 out of 10, Exceptional, (14 reviews)
"Nice place"
United States
William B.
The price is NZ$411
includes taxes & fees
11 Oct - 12 Oct
Deer Lodge (Secluded in Amish Country and peaceful)
A modern living room with a fireplace, a flat-screen TV mounted above it, and a dining area with a kitchen in the background.

9. Luxury in the Heart of Downtown Wilmington, Minutes from WEC

Luxury in the Heart of Downtown Wilmington, Minutes from WEC
Wilmington
9.2 out of 10, Wonderful, (15 reviews)
"Great place to stay! Clean! Close to many great things."
United States
Amber V.
The price is NZ$397
includes taxes & fees
13 Oct - 14 Oct
Luxury in the Heart of Downtown Wilmington, Minutes from WEC
A living room with a fireplace, a television, a sofa, and a dining table.

10. Closest House to Roberts Centre, Pets Welcome, Spacious Parking

Closest House to Roberts Centre, Pets Welcome, Spacious Parking
Wilmington
10.0 out of 10, Exceptional, (13 reviews)
"Great quick stay! "
United States
Andrew M.
Closest House to Roberts Centre, Pets Welcome, Spacious Parking
A patio with metal chairs and a table, a potted plant with flowers, and a white door with green trim.

11. The historical charm of Nana's nest

The historical charm of Nana's nest
Wilmington
9.0 out of 10, Wonderful, (60 reviews)
"Great location"
United States
Anonymous traveller
The price is NZ$274
includes taxes & fees
19 Oct - 20 Oct
The historical charm of Nana's nest
A kitchen with wooden cabinets, a white refrigerator, a stove, and a microwave. There is a dining table with chairs and a small wooden stool.

12. Country Cabin in Amish Country

Country Cabin in Amish Country
Peebles
9.8 out of 10, Exceptional, (20 reviews)
"Peaceful and Perfect. "
United States
Rodney C.
The price is NZ$361
includes taxes & fees
1 Nov - 2 Nov
Country Cabin in Amish Country
A covered porch with a seating area featuring two cushioned benches and a small table.

13. Happy Hen House 2-Bedroom House w/ Amazing Front Porch and Backyard Chickens

Happy Hen House 2-Bedroom House w/ Amazing Front Porch and Backyard Chickens
Wilmington
10.0 out of 10, Exceptional, (28 reviews)
"We arrived to a beautifully clean house with very easy instructions to follow. And our stay was perfect.We would definitely stay here again."
United States
Sarah T.
The price is NZ$368
includes taxes & fees
22 Oct - 23 Oct
Happy Hen House 2-Bedroom House w/ Amazing Front Porch and Backyard Chickens
A modern kitchen with a central island, bar stools, a hanging light fixture, and a fireplace.

14. Grain Bin - Unique Stay

Grain Bin - Unique Stay
Peebles
9.2 out of 10, Wonderful, (25 reviews)
"Very nice stay. "
United States
Jennifer J.
The price is NZ$746
includes taxes & fees
12 Oct - 13 Oct
Grain Bin - Unique Stay
A kitchen with wooden cabinets, a double sink, and a window.

15. Peaceful Farmhouse Retreat Near Washington Court House

Peaceful Farmhouse Retreat Near Washington Court House
Washington CH
9.4 out of 10, Exceptional, (13 reviews)
"My husband and I stayed here with my parents and two teenagers. Plenty of space for everyone and had everything we needed. Thanks!"
United States
Angela F.
The price is NZ$637
includes taxes & fees
12 Oct - 13 Oct
Peaceful Farmhouse Retreat Near Washington Court House
A brick building with a double door and a covered porch.

16. Spacious 5-bedroom, 2 bath historical house, just 8 minutes from WEC.

Spacious 5-bedroom, 2 bath historical house, just 8 minutes from WEC.
Wilmington
10.0 out of 10, Exceptional, (12 reviews)
"Great place, we hope to book again for next year!"
United States
Albert C.
The price is NZ$710
includes taxes & fees
11 Oct - 12 Oct
Spacious 5-bedroom, 2 bath historical house, just 8 minutes from WEC.
A hot tub in front of a building with a window and a chair.

17. Cozy Container, HotTub, King Bed, Pets, Wifi, 1 Night Stays, Griddle, Firepit

Cozy Container, HotTub, King Bed, Pets, Wifi, 1 Night Stays, Griddle, Firepit
Chillicothe
9.8 out of 10, Exceptional, (31 reviews)
"Great stay amazing hosts"
United States
George W.
The price is NZ$348
includes taxes & fees
1 Nov - 2 Nov
Cozy Container, HotTub, King Bed, Pets, Wifi, 1 Night Stays, Griddle, Firepit
A kitchen with wooden cabinets, a refrigerator, a stove, and a dining area with a table and chairs.

18. Secluded in Amish Country and peaceful

Secluded in Amish Country and peaceful
Peebles
9.8 out of 10, Exceptional, (32 reviews)
"Nice quite place to stay."
United States
Gregory H.
The price is NZ$402
includes taxes & fees
25 Oct - 26 Oct
Secluded in Amish Country and peaceful
A wooden cabin interior with a rocking chair, a door, and a window.

19. Tom & Jerri's Rustic Cabin located on the lake

Tom & Jerri's Rustic Cabin located on the lake
Hamersville
9.8 out of 10, Exceptional, (15 reviews)
"Very cute cabin on the lake! Great stay while at the ball fields! "
United States
Malia P.
The price is NZ$412
includes taxes & fees
19 Oct - 20 Oct
Tom & Jerri's Rustic Cabin located on the lake
A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and an oven.

20. 2 Bedroom Apartment inside Barn in Wilmington, Ohio

2 Bedroom Apartment inside Barn in Wilmington, Ohio
Wilmington
10.0 out of 10, Exceptional, (1 review)
"Wonderful hosts and property!"
United States
Katie S.
The price is NZ$735
includes taxes & fees
13 Oct - 14 Oct
2 Bedroom Apartment inside Barn in Wilmington, Ohio
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 Highland County Hotel Reviews

Holiday Inn Express Wilmington by IHG

Holiday Inn Express Wilmington by IHG

10/10 Excellent
"Rooms were clean. Staff were friendly. Breakfast was delicious. All in all, we had a good stay."
Nicole 2-night trip
Posted 9 hours ago
Holiday Inn Express Wilmington by IHG

Find out more about Highland County

Everything you need to know about Highland County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Highland County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Highland County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Highland County holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Highland County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Highland County holiday rentals we have selected for you start as low as NZ$313 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Highland County rentals

At Expedia, we put the best Highland County holiday 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 Highland County 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 Highland County holiday.

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