House vacation rentals in Highland County

Find and book unique houses on Airbnb

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Popular amenities for Highland County house rentals

House rentals with a pool

Guest favorite
The outdoor space features a private in-ground pool surrounded by a paved patio. A diving board is present, along with several lounge chairs and a shaded pergola. Lush green trees frame the property, creating a serene backyard setting.
Home in Milford
4.88 out of 5 average rating, 8 reviews

Just like home w Pool & Pool table

AmberRating, 5 stars6 days ago
Thank you Ben for a wonderful place to stay! We come to Cincinnati multiple times a year to visit family, so it's nice to find this great house an an option to accommodate us visiting! We will definitely be back! The pool will be a great bonus in the summer! Thank you again!!! Love, Pittsburgh fam!
Top guest favorite
The front of a spacious two-story home is showcased, featuring a covered porch with white railings and lantern-style lights. Lush greenery is present in the landscaping, with potted plants flanking the entrance. A large entry door is centered beneath a prominent gable roof.
Home in Chillicothe
4.98 out of 5 average rating, 49 reviews

Five bedroom family home with pool and hot tub

ChrisRating, 5 stars2 weeks ago
My team stayed in Beth's house for the Buck Fifty race and it was perfect. Plenty of room for us to spread out, hot tub for sore muscles after each portion of the race and a comfortable place to relax in during the downtime. We will absolutely be booking for the race again next year assuming someone else doesn't snag it out from under us.
Guest favorite
A tranquil pool area is framed by a spacious backyard, featuring a variety of greenery and colorful plants. Comfortable seating arrangements are visible under shade trees, and a pergola adds an architectural element near the pool. Sunlight reflects off the clear water.
Home in Batavia
4.93 out of 5 average rating, 54 reviews

Cheerful 4 bedroom w/ outdoor oasis. Full Nursery

KristaRating, 5 stars7 months ago
Beautiful and relaxing backyard. Large kitchen, island, and adjoining family room were wonderful for family time. Additionally, the host was very responsive and helpful.
An outdoor pool area is prominently featured, surrounded by lush green grass and mature trees. The pool includes a diving board and is bordered by a spacious patio with seating. Large windows of the nearby home offer a view of the tranquil countryside.
Home in Lebanon
4 out of 5 average rating, 8 reviews

Peaceful Lebanon Farmhouse/Ranch w/ Pool!

LizRating, 5 stars9 months ago
This place was such a nice spot for a weekend family staycation. The home is very spacious and has plenty of room for guests. We utilized the pool and outdoor amenities the entire weekend and loved the convenience of having a pool every day. The scenery is absolutely gorgeous, being surrounded by horses was so peaceful. Also, being able to walk the driveway throughout the day and evening and see the horses was so cool. We enjoyed our time here and would definitely stay here again.
Top guest favorite
A spacious living room features a large red sectional sofa and a comfortable light blue recliner. A 65" TV is mounted on the wall, and large windows allow natural light to fill the area. A coffee table sits in front, adorned with decorative items and plants.
Home in Winchester
5 out of 5 average rating, 39 reviews

Welcome to Dancing Deer Acres!

MeganRating, 5 stars3 months ago
Bob and Sherry’s place was spacious, comfortable, felt private and peaceful. The kitchen was well stocked, which is always very important to me. We definitely plan to visit again when in the area.
A spacious backyard features a well-maintained pool surrounded by lounge chairs and a fire pit. The home's exterior displays large windows and a charming patio area. Lush green grass complements the inviting outdoor space, while nearby homes create a neighborly atmosphere.
Home in Maineville
New place to stay

Kings Island Place

Weekly house rentals

Guest favorite
A cozy living area is showcased with a gray sofa adorned with orange accent pillows. A vintage-style chair sits beside a lamp, and two framed artworks hang on the walls. Natural light enters through the two windows, creating a bright atmosphere.
Home in Hillsboro
5 out of 5 average rating, 37 reviews

Route 50 Retreat - Unit A

SamanthaRating, 5 starstoday
Jill’s place was just as pictured. It was very clean and perfect for our weekend trip visiting for a nearby wedding. It had all the amenities you would want or need. We loved the record player!
Guest favorite
A spacious living room features a high vaulted ceiling with wood beams. Comfortable seating is arranged around a coffee table, and a large TV is mounted on the wall. An open loft area with seating overlooks the main room, offering a bright and airy atmosphere.
Home in Bainbridge
4.9 out of 5 average rating, 58 reviews

The Cottage on Cave

CaylinRating, 5 stars4 weeks ago
I loved that this location was 0.3 miles from the Arc of the Appalachia, which was a nice place to hike. Unfortunately our family and the other family we were going with separately had health issues needing us to reschedule our original dates. Meredith was generous in allowing rescheduling. Cute kids spaces with plenty of toys and games for the kids to dive into.
Top guest favorite
An outdoor patio area is seen at dusk, featuring a spacious stone kitchen with bar seating and decorative string lights. Loungers are positioned nearby, and a hot tub is covered for seasonal use. The serene landscape is accented by trees and evening lighting.
Home in Hillsboro
5 out of 5 average rating, 27 reviews

~Lakeside Oasis~ Waterfront w/HotTub, Sauna & Dock

MichaelRating, 5 stars1 month ago
already planning next year's trip was cold out but the hot tub and sauna worked wonders for that best airbnb I have been to!
Superhost
A charming property is framed by a verdant lawn and vibrant shrubs. The front porch, adorned with white railings, is set beneath a warm sunlight glow. A mature evergreen tree stands nearby, adding to the natural scenery in this tranquil setting.
Home in Hillsboro
4.88 out of 5 average rating, 8 reviews

R & R Retreats in Southern Ohio

PatriciaRating, 5 stars4 months ago
A comfortable place to stay
Top guest favorite
The newly renovated home is set against a serene backdrop, featuring a pond under gradual restoration. The landscape is marked by grassy areas, sparse trees, and freshly laid gravel along the pond's edge.
Home in Leesburg
4.98 out of 5 average rating, 40 reviews

The {bigger}Pond View House

CassandraRating, 5 stars2 weeks ago
If you found yourself at the reviews for this airbnb and you've already checked out the pictures, amenities, location and price then my advice is to BOOK NOW! This was my 2nd time staying here and it definitely felt like home away from home. The house is very roomy and they have everything you need and so much more. Five bedrooms and four bathrooms with two FULL kitchens were great to have for our group on a mind, body, and spirit getaway. Carole and her husband are great host with great communication. They did not disappoint in the quality of bedding, towels, toiletries, pots, pans, and comfort. This is also one of the cleanest airbnb's I've stayed in. I will be renting again in the near future.
Top guest favorite
A beautifully landscaped patio area features comfortable seating options surrounded by vibrant flowers and greenery. A central stone pathway leads to a fire pit, while rolling fields serve as a scenic backdrop, creating a peaceful outdoor atmosphere.
Home in Hillsboro
5 out of 5 average rating, 23 reviews

Hillboro Country Retreat

AllisonRating, 5 stars1 month ago
Laura was an absolute amazing AirBnB host and we had a wonderful time at her rental house. The location was beautiful and serene and perfect for our big family of 10. The basement and outdoor areas are perfect to hang out for a big group. We came down for a wedding, and wished we had booked the house for longer so we could enjoy it! She has really thought of everything you may need. We made some wonderful memories here this weekend. Laura was also very responsive and super kind. You won't find a better AirBnb than this!
Superhost
A comfortable pullout sofa sleeper is positioned against a wall, adorned with two yellow accent pillows. A small side table is placed beside the sofa, and a framed artwork is displayed on the wall above. Natural light filters through the adjacent window with white blinds.
Home in Hillsboro
4.93 out of 5 average rating, 14 reviews

Route 50 Retreat - Unit B

SteveRating, 5 stars2 months ago
We were supposed to stay in Unit B however, the heat wasn’t working. We messaged Jill and she was quick to respond! When we couldn’t get it to work, she allowed us to stay in Unit A which was nice and warm. :) We appreciated her kindness very much.
Superhost
A two-story cottage is set on a gentle slope, surrounded by lush green grass and trees. A stone fire pit is positioned in the foreground, inviting outdoor gatherings. The cottage features a covered porch with stairs leading to the entrance, providing a welcoming view of the property.
Home in Hillsboro
4.81 out of 5 average rating, 74 reviews

Cozy 3 Bedroom Cottage, Direct Lake Access & Dock

ScottRating, 5 stars2 months ago
Check in was easy, beds were comfortable, during the right weather the yard would be ideal. Was excellent for our small group volunteering for a local construction project.

Private house rentals

Guest favorite
A cozy living area is showcased with a gray sofa adorned with orange accent pillows. A vintage-style chair sits beside a lamp, and two framed artworks hang on the walls. Natural light enters through the two windows, creating a bright atmosphere.
Home in Hillsboro
5 out of 5 average rating, 37 reviews

Route 50 Retreat - Unit A

SamanthaRating, 5 starstoday
Jill’s place was just as pictured. It was very clean and perfect for our weekend trip visiting for a nearby wedding. It had all the amenities you would want or need. We loved the record player!
Guest favorite
A spacious living room features a high vaulted ceiling with wood beams. Comfortable seating is arranged around a coffee table, and a large TV is mounted on the wall. An open loft area with seating overlooks the main room, offering a bright and airy atmosphere.
Home in Bainbridge
4.9 out of 5 average rating, 58 reviews

The Cottage on Cave

CaylinRating, 5 stars4 weeks ago
I loved that this location was 0.3 miles from the Arc of the Appalachia, which was a nice place to hike. Unfortunately our family and the other family we were going with separately had health issues needing us to reschedule our original dates. Meredith was generous in allowing rescheduling. Cute kids spaces with plenty of toys and games for the kids to dive into.
Top guest favorite
An outdoor patio area is seen at dusk, featuring a spacious stone kitchen with bar seating and decorative string lights. Loungers are positioned nearby, and a hot tub is covered for seasonal use. The serene landscape is accented by trees and evening lighting.
Home in Hillsboro
5 out of 5 average rating, 27 reviews

~Lakeside Oasis~ Waterfront w/HotTub, Sauna & Dock

MichaelRating, 5 stars1 month ago
already planning next year's trip was cold out but the hot tub and sauna worked wonders for that best airbnb I have been to!
Superhost
A charming property is framed by a verdant lawn and vibrant shrubs. The front porch, adorned with white railings, is set beneath a warm sunlight glow. A mature evergreen tree stands nearby, adding to the natural scenery in this tranquil setting.
Home in Hillsboro
4.88 out of 5 average rating, 8 reviews

R & R Retreats in Southern Ohio

PatriciaRating, 5 stars4 months ago
A comfortable place to stay
Top guest favorite
The newly renovated home is set against a serene backdrop, featuring a pond under gradual restoration. The landscape is marked by grassy areas, sparse trees, and freshly laid gravel along the pond's edge.
Home in Leesburg
4.98 out of 5 average rating, 40 reviews

The {bigger}Pond View House

CassandraRating, 5 stars2 weeks ago
If you found yourself at the reviews for this airbnb and you've already checked out the pictures, amenities, location and price then my advice is to BOOK NOW! This was my 2nd time staying here and it definitely felt like home away from home. The house is very roomy and they have everything you need and so much more. Five bedrooms and four bathrooms with two FULL kitchens were great to have for our group on a mind, body, and spirit getaway. Carole and her husband are great host with great communication. They did not disappoint in the quality of bedding, towels, toiletries, pots, pans, and comfort. This is also one of the cleanest airbnb's I've stayed in. I will be renting again in the near future.
Top guest favorite
A beautifully landscaped patio area features comfortable seating options surrounded by vibrant flowers and greenery. A central stone pathway leads to a fire pit, while rolling fields serve as a scenic backdrop, creating a peaceful outdoor atmosphere.
Home in Hillsboro
5 out of 5 average rating, 23 reviews

Hillboro Country Retreat

AllisonRating, 5 stars1 month ago
Laura was an absolute amazing AirBnB host and we had a wonderful time at her rental house. The location was beautiful and serene and perfect for our big family of 10. The basement and outdoor areas are perfect to hang out for a big group. We came down for a wedding, and wished we had booked the house for longer so we could enjoy it! She has really thought of everything you may need. We made some wonderful memories here this weekend. Laura was also very responsive and super kind. You won't find a better AirBnb than this!
Superhost
A comfortable pullout sofa sleeper is positioned against a wall, adorned with two yellow accent pillows. A small side table is placed beside the sofa, and a framed artwork is displayed on the wall above. Natural light filters through the adjacent window with white blinds.
Home in Hillsboro
4.93 out of 5 average rating, 14 reviews

Route 50 Retreat - Unit B

SteveRating, 5 stars2 months ago
We were supposed to stay in Unit B however, the heat wasn’t working. We messaged Jill and she was quick to respond! When we couldn’t get it to work, she allowed us to stay in Unit A which was nice and warm. :) We appreciated her kindness very much.
Superhost
A two-story cottage is set on a gentle slope, surrounded by lush green grass and trees. A stone fire pit is positioned in the foreground, inviting outdoor gatherings. The cottage features a covered porch with stairs leading to the entrance, providing a welcoming view of the property.
Home in Hillsboro
4.81 out of 5 average rating, 74 reviews

Cozy 3 Bedroom Cottage, Direct Lake Access & Dock

ScottRating, 5 stars2 months ago
Check in was easy, beds were comfortable, during the right weather the yard would be ideal. Was excellent for our small group volunteering for a local construction project.

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