A forested path with green foliage and blue flowers.

Search Holiday Rentals in Highland County

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

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, (13 reviews)
"Very clean and neat! Very comfortable place to stay. We enjoyed out visit and would definitely book this property again."
United States
Brenda
The price is £119
includes taxes & fees
19 Oct - 20 Oct
1 Bed/1 Bath Guest House
A wooden interior with a kitchen area, including a microwave, sink, and cabinets.

2. The Huntsmen

The Huntsmen
Hillsboro
7.6 out of 10, Good, (7 reviews)
"A basic cabin in a good area for pets."
United States
Marcia
The price is £94
includes taxes & fees
19 Oct - 20 Oct
The Huntsmen
A wooden interior with a bar area featuring two stools and a countertop.

3. 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 £134
includes taxes & fees
1 Nov - 2 Nov
Meadowview Guest House
Living area

4. The Beach House

The Beach House
Hillsboro
7.8 out of 10, Good, (7 reviews)
"Perfect spot for weekend getaway "
United States
Heidi R.
The price is £119
includes taxes & fees
19 Oct - 20 Oct
The Beach House
A cozy living room with a fireplace, wooden walls, a sofa, and a dining area.

5. The White Stag

The White Stag
Hillsboro
8.0 out of 10, Very good, (11 reviews)
"Place was cozy and beds were comfortable."
United States
Gavin D.
The price is £127
includes taxes & fees
18 Oct - 19 Oct
The White Stag
A cozy living room with a brown sofa, patterned armchairs, a coffee table, and a television.

6. The Angler

The Angler
Hillsboro
8.6 out of 10, Excellent, (16 reviews)
"Clean and great for a couple of fisherman enjoying the lake and surrounding area. "
United States
Jerry P.
The price is £139
includes taxes & fees
16 Nov - 17 Nov
The Angler
A dark green wooden building with a black door, a window, and a small balcony with a 'hello' mat.

7. 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 £219
includes taxes & fees
17 Nov - 18 Nov
Sunset Cabin-Adults Only Hot Tub Getaway
A living room with a sofa, a coffee table, and a patterned rug.

8. The Outdoorsman

The Outdoorsman
Hillsboro
8.0 out of 10, Very good, (10 reviews)
"Clean and very quiet stay"
United States
Mindy
The price is £131
includes taxes & fees
15 Nov - 16 Nov
The Outdoorsman
A wooden deck with Adirondack chairs and a metal table.

9. 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, (20 reviews)
"Thank you for another great stay!"
United States
Amanda B.
The price is £150
includes taxes & fees
25 Oct - 26 Oct
A hidden gem tucked away in the outskirts of Ohio’s first capitol, Chillicothe.
A patio with metal chairs and a table, a potted plant with flowers, and a white door with green trim.

10. 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 £116
includes taxes & fees
19 Oct - 20 Oct
The historical charm of Nana's nest
A compact wooden cabin interior with a dining area, bar stool, and a small kitchen area.

11. 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 £147
includes taxes & fees
19 Oct - 20 Oct
Cowboy Saloon Cabin
A wooden cabin entrance with a door, a lantern, a sign reading 'CABIN', and a welcome mat.

12. Big Mike's Cabin on the lake, next to ball diamonds nestled in 3 -cabin village

Big Mike's Cabin on the lake, next to ball diamonds nestled in 3 -cabin village
Hamersville
9.6 out of 10, Exceptional, (26 reviews)
"This was a great stay. The property owners were fabulous. Definitely coming back ."
United States
Atonenent R.
The price is £138
includes taxes & fees
18 Oct - 19 Oct
Big Mike's Cabin on the lake, next to ball diamonds nestled in 3 -cabin village
A modern living room with a large TV, a sofa, a coffee table, and a rug.

13. Spacious Luxury Black Downtown Apartment - Minutes from WEC!

Spacious Luxury Black Downtown Apartment - Minutes from WEC!
Wilmington
9.8 out of 10, Exceptional, (12 reviews)
"What a lovely place. The only possible improvement I could suggest is a waste bin in the bathroom. Super quiet, charming and comfy place."
United States
Catherine
The price is £173
includes taxes & fees
18 Oct - 19 Oct
Spacious Luxury Black Downtown Apartment - Minutes from WEC!
A kitchen with wooden cabinets, a refrigerator, a stove, and a dining area with a table and chairs.

14. 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 £178
includes taxes & fees
18 Oct - 19 Oct
Secluded in Amish Country and peaceful
A covered porch with a seating area featuring two cushioned benches and a small table.

15. 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, (29 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 £162
includes taxes & fees
20 Oct - 21 Oct
Happy Hen House 2-Bedroom House w/ Amazing Front Porch and Backyard Chickens
A hot tub in front of a building with a window and a chair.

16. 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
9.6 out of 10, Exceptional, (33 reviews)
"Perfect for an overnight stay"
United States
sherilyn d.
The price is £151
includes taxes & fees
9 Nov - 10 Nov
Cozy Container, HotTub, King Bed, Pets, Wifi, 1 Night Stays, Griddle, Firepit
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.

17. 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 £155
includes taxes & fees
1 Nov - 2 Nov
Country Cabin in Amish Country
A wooden cabin interior with a rocking chair, a door, and a window.

18. 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 £180
includes taxes & fees
18 Oct - 19 Oct
Tom & Jerri's Rustic Cabin located on the lake
A brochure cover for a home retreat in Wilmington, featuring a pool, outdoor seating, and a stone building.

19. S&K Getaway with heated pool & sauna

S&K Getaway with heated pool & sauna
Wilmington
10.0 out of 10, Exceptional, (56 reviews)
"We had a fantastic time. Everything was perfect. Gorgeous outdoor space for entertaining. So very peaceful. Would like to stay at their barn next time."
United States
christopher w.
The price is £246
includes taxes & fees
24 Oct - 25 Oct
S&K Getaway with heated pool & sauna
A hot tub with a view of the outdoors, a ceiling fan, and a table with chairs.

20. Full basement apartment quiet comfy 1-bedroom with shared Hot tub.

Full basement apartment quiet comfy 1-bedroom with shared Hot tub.
Wilmington
9.2 out of 10, Wonderful, (9 reviews)
"Perfect location to WEC, Only 9 minute drive. can walk to restaurants in Wilmington. Very comfortable spot. "
Canada
Cecilia M.
The price is £205
includes taxes & fees
15 Nov - 16 Nov
Full basement apartment quiet comfy 1-bedroom with shared Hot tub.
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Highland County Hotel Reviews

General Denver Hotel

General Denver Hotel

10/10 Excellent
"The hotel was very charming and well appointed."
Kim 2-night trip
Posted 15 hours ago
General Denver Hotel

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, apart-hotels, 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 favourite 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 £134 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. 

Explore a world of travel with Expedia