A forested path with green foliage and blue flowers.

Vacation Rentals in Highland County

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Our top choices for Highland County vacation 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 ￥15,802
￥24,493 total
includes taxes & fees
Oct 21 - Oct 22
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 ￥15,375
￥19,660 total
includes taxes & fees
Nov 16 - Nov 17
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 ￥15,802
￥28,128 total
includes taxes & fees
Nov 8 - Nov 9
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 ￥19,753
￥24,345 total
includes taxes & fees
Oct 21 - Oct 22
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 ￥21,333
￥26,040 total
includes taxes & fees
Oct 25 - Oct 26
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 ￥23,703
￥28,741 total
includes taxes & fees
Nov 15 - Nov 16
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 ￥28,444
￥46,142 total
includes taxes & fees
Nov 10 - Nov 11
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 ￥22,123
￥26,887 total
includes taxes & fees
Oct 21 - Oct 22
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 ￥16,355
￥30,798 total
includes taxes & fees
Oct 28 - Oct 29
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 traveler
The price is ￥15,486
￥23,859 total
includes taxes & fees
Oct 27 - Oct 28
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 ￥19,199
￥30,306 total
includes taxes & fees
Oct 27 - Oct 28
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 ￥17,777
￥28,641 total
includes taxes & fees
Oct 21 - Oct 22
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 ￥20,385
￥35,610 total
includes taxes & fees
Oct 21 - Oct 22
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 ￥23,703
￥36,661 total
includes taxes & fees
Oct 21 - Oct 22
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.
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 ￥21,333
￥31,288 total
includes taxes & fees
Nov 1 - Nov 2
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 ￥19,021
￥32,526 total
includes taxes & fees
Nov 1 - Nov 2
Country Cabin in Amish Country
A cabin interior with a sofa, a table, a kitchen area, and a ceiling fan.

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 ￥22,044
￥37,904 total
includes taxes & fees
Oct 22 - Oct 23
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 ￥27,733
￥51,231 total
includes taxes & fees
Oct 29 - Oct 30
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 ￥21,835
￥42,852 total
includes taxes & fees
Nov 1 - Nov 2
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

Hampton Inn by Hilton Washington Court House

Hampton Inn by Hilton Washington Court House

10/10 Excellent
"Great"
Benjamin 1-night trip
Posted 9 hours ago
Hampton Inn by Hilton Washington Court House

Find out more about Highland County

Vacation Apartments in Highland County

Search for Vacation rentals in Highland County on Expedia! You can easily find your home rentals, villas, Vacation apartments in Highland County using one of the methods below:

  • View our selection of featured Vacation rentals in Highland County
  • Use the map to find apartments and other Vacation homes in the Highland County neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation rentals in Highland County while they last

Look no further and take a look at our great range of rental properties in Highland County!