A forested path with green foliage and blue flowers.

Holiday Rentals in Highland County

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Our top choices for Highland County holiday rentals

A bedroom with a four-poster bed, a sign reading "RELAX, UNWIND, ENJOY", a ceiling fan, and a large window with blinds.

1. 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 €159
includes taxes & fees
18 Oct - 19 Oct
Meadowview Guest House
A dark green wooden building with a black door, a window, and a small balcony with a 'hello' mat.

2. 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 €326
includes taxes & fees
18 Oct - 19 Oct
Sunset Cabin-Adults Only Hot Tub Getaway
A modern kitchen with a dark wooden table, two bar stools, a built-in oven, and pendant lighting.

3. 1 Bed/1 Bath Guest House

1 Bed/1 Bath Guest House
Hillsboro
9.8 out of 10, Exceptional, (8 reviews)
"New and comfortable and private."
United States
Leigh K.
The price is €119
includes taxes & fees
20 Sept - 21 Sept
1 Bed/1 Bath Guest House
A two-story house with a front porch, a garage with two doors, and a small front yard with a flower decoration.

4. Quiet Farm Escape | Fishing, Nature & Views

Quiet Farm Escape | Fishing, Nature & Views
Winchester
The price is €595
includes taxes & fees
19 Sept - 20 Sept
Quiet Farm Escape | Fishing, Nature & Views
A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and an oven.

5. 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 €379
includes taxes & fees
22 Sept - 23 Sept
2 Bedroom Apartment inside Barn in Wilmington, Ohio

6. The Spacious Oasis-Hot Tub-Private Suite-Sleeps 11

The Spacious Oasis-Hot Tub-Private Suite-Sleeps 11
Wilmington
The Spacious Oasis-Hot Tub-Private Suite-Sleeps 11
A hot tub with a view of the outdoors, a ceiling fan, and a table with chairs.

7. Full basement apartment quiet comfy 1-bedroom with Hot tub and fireplace

Full basement apartment quiet comfy 1-bedroom with Hot tub and fireplace
Wilmington
9.4 out of 10, Exceptional, (8 reviews)
"Perfect location to WEC, Only 9 minute drive. can walk to restaurants in Wilmington. Very comfortable spot. "
Canada
Cecilia M.
The price is €231
includes taxes & fees
20 Sept - 21 Sept
Full basement apartment quiet comfy 1-bedroom with Hot tub and fireplace
A hot tub with a control panel, a ceiling fan, and a window with a view of the outdoors.

8. Spacious 4-bedroom Home in central Wilmington - Hot Tub - Pet Friendly - Clean

Spacious 4-bedroom Home in central Wilmington - Hot Tub - Pet Friendly - Clean
Wilmington
9.4 out of 10, Exceptional, (14 reviews)
"Joe, our host could not have been nicer and more accommodating. The house was wonderful and close to town and WEC. Great stay. "
United States
elaine s.
The price is €348
includes taxes & fees
20 Sept - 21 Sept
Spacious 4-bedroom Home in central Wilmington - Hot Tub - Pet Friendly - Clean
A living room with a sofa, armchair, coffee table, and a rug.

9. Luxe Double Suite Downtown Wilmington - Sleeps 8, Minutes from WEC

Luxe Double Suite Downtown Wilmington - Sleeps 8, Minutes from WEC
Wilmington
Luxe Double Suite Downtown Wilmington - Sleeps 8, Minutes from WEC
A modern living room with a fireplace, a flat-screen TV mounted above it, and a dining area with a kitchen in the background.

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

Luxury in the Heart of Downtown Wilmington, Minutes from WEC
Wilmington
9.6 out of 10, Exceptional, (14 reviews)
"Very clean. Great location."
United States
lynne a.
The price is €200
includes taxes & fees
20 Sept - 21 Sept
Luxury in the Heart of Downtown Wilmington, Minutes from WEC
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
9.2 out of 10, Wonderful, (59 reviews)
"The living room carpet needs to be professionally cleaned or replaced. You could not walk on it barefoot. The sofa was sunk in on one end - you had to put a pillow under it to even sit comfortably. Also, the cot in the living room was shaky and sunken. All four of the kitchen chairs were shaky, one so much so that we had to remove it so no one would sit on it and have it break. The thermostat was set on 68, which was too cold for us. It was programmed, so we could not change the setting. I...
United States
Dale M.
The price is €137
includes taxes & fees
21 Sept - 22 Sept
The historical charm of Nana's nest
A brick building with a double door and a covered porch.

12. 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, (10 reviews)
"Great place, we hope to book again for next year!"
United States
Albert C.
Spacious 5-bedroom, 2 bath historical house, just 8 minutes from WEC.
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, (27 reviews)
"I booked the house because it was so close to Rock the Block. The inside is beautiful and the front porch became my favorite spot to relax the night away. The communication with the host was spot on. I highly recommend booking this hidden gem."
United States
LYNNE
The price is €185
includes taxes & fees
20 Sept - 21 Sept
Happy Hen House 2-Bedroom House w/ Amazing Front Porch and Backyard Chickens
A cozy living room with a stone fireplace, a flat-screen TV mounted above it, and a modern kitchen in the background.

14. 2A2J Barn pool Getaway 9 miles to WEC

2A2J Barn pool Getaway 9 miles to WEC
Wilmington
10.0 out of 10, Exceptional, (51 reviews)
"We stayed in Wilmington for the WEC horse show, where our daughter competed for the first time and came home with a first-place blue ribbon. Although our stay was brief, the property and amenities were perfect for our family.My husband and daughter swam in the heated pool every day, which was fantastic. Our daughter also loved the playhouse, swing set, and hammock — she called it her little clubhouse.My only wish is that we could have stayed a couple extra days to enjoy even more of the...
United States
LaTisha M.
The price is €380
includes taxes & fees
20 Sept - 21 Sept
2A2J Barn pool Getaway 9 miles to WEC
A brochure cover for a house trends feature in Greater Miami Valley, highlighting a home crown retreat in Wilmington with a stone patio, outdoor seating, and a pool.

15. S&K Getaway with heated pool & sauna

S&K Getaway with heated pool & sauna
Wilmington
10.0 out of 10, Exceptional, (54 reviews)
"Lovely apartment with everything we needed. Thank you!"
United States
Sarah M.
The price is €287
includes taxes & fees
23 Sept - 24 Sept
S&K Getaway with heated pool & sauna
A room with a wooden rocking chair, a decorative floor lamp, and a door leading to a brick-walled bathroom.

16. Timeless on Main 2 For 2

Timeless on Main 2 For 2
3.0 star property
Blanchester
8.0 out of 10, Very good, (1 review)
"The unit was very clean.The bed and bedding was very comfortable.TV and AC worked great with no issues.It felt newly decorated. I actually enjoy the quirkiness of staying in "non-hotel" rooms and this one didn't disappoint so FYI: there is no outlet in the kitcehn except behind he fridge so it you want to use the toaster, you'll need to plug in the living room.the shelves in the kitchen are so tall, there is no way to reach the cookware above the second shelf and the lowest shelf just had...
United States
Shari
The price is €196
includes taxes & fees
28 Sept - 29 Sept
Timeless on Main 2 For 2
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.

17. 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)
"Very clean and comfortable "
United States
Peggy W.
Deer Lodge (Secluded in Amish Country and peaceful)
A small, single-story cabin with a porch, a front door, and a wreath decoration.

18. “Serenity Now” cozy 2BR country retreat in the heart of Amish Country and hiking

“Serenity Now” cozy 2BR country retreat in the heart of Amish Country and hiking
West Union
10.0 out of 10, Exceptional, (2 reviews)
"Clean, peaceful and relaxing!"
United States
April V.
The price is €178
includes taxes & fees
21 Sept - 22 Sept
“Serenity Now” cozy 2BR country retreat in the heart of Amish Country and hiking
A kitchen with wooden cabinets, a double sink, and a window.

19. Peaceful Farmhouse Retreat Near Washington Court House

Peaceful Farmhouse Retreat Near Washington Court House
Washington CH
9.4 out of 10, Exceptional, (13 reviews)
"We had a great stay. Very like staying at Grandma's for our adult children."
United States
Jodelle S.
Peaceful Farmhouse Retreat Near Washington Court House
A modern kitchen with wooden cabinets, a granite countertop, and a central island.

20. The Den at Buckskin - Entire House in Frankfort, OH

The Den at Buckskin - Entire House in Frankfort, OH
Frankfort
8.0 out of 10, Very good, (1 review)
"Very happy with the host and the rental, Thank you very much.Chuck"
United States
Charles W.
The Den at Buckskin - Entire House in Frankfort, OH
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

Days Inn by Wyndham Batavia Ohio

Days Inn by Wyndham Batavia Ohio

10/10 Excellent
"Everything was great, & Very Friednly staff!"
Robert 2-night trip
Posted 9 hours ago
Days Inn by Wyndham Batavia Ohio

Find out more about Highland County

Holiday Homes in Highland County

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