Best Vacation Homes in Highland County
New
House
3 Bedrooms
2 Baths
8 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $287/Night
7 Nights - US $2,007
US $80/Night
7 Nights - US $557
Cabin
10.0(78 Reviews)
2 Bedrooms
1 Bath
6 Guests
1125 ft²
Hot Tub- Parking
Ocean View- Balcony/Terrace
US $277/Night
7 Nights - US $1,939
House
10.0(1 Review)
4 Bedrooms
3 Baths
9 Guests
1399.31 ft²
- Hot Tub
- Parking
Internet
Child Friendly
US $304/Night
7 Nights - US $2,128
Cabin
10.0(43 Reviews)
4 Bedrooms
3 Baths
10 Guests
2500 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $249/Night
7 Nights - US $1,740
Apartment
10.0(26 Reviews)
1 Bedroom
1 Bath
2 Guests
592 ft²
- Hot Tub
- Parking
- Air Conditioner
- Internet
US $178/Night
7 Nights - US $1,246
House
10.0(19 Reviews)
3 Bedrooms
1 Bath
6 Guests
1900 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $283/Night
7 Nights - US $1,978
Highland County Luxury Rentals
House
10.0(7 Reviews)
8 Bedrooms
5 Baths
18 Guests
5899 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $927/Night
7 Nights - US $6,490
House
6 Bedrooms
4 Baths
17 Guests
5005.22 ft²
- Parking
- Internet
Pet Friendly- Child Friendly
US $695/Night
7 Nights - US $4,863
House
10.0(13 Reviews)
5 Bedrooms
3 Baths
10 Guests
4000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $650/Night
7 Nights - US $4,551
House
9.4(13 Reviews)
4 Bedrooms
3 Baths
9 Guests
1400 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $352/Night
7 Nights - US $2,461
Cabin
10.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
View
US $314/Night
7 Nights - US $2,195
House
9.8(6 Reviews)
1 Bedroom
1 Bath
2 Guests
441 ft²
- Hot Tub
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $292/Night
7 Nights - US $2,044
Cabin
2.0(1 Review)
4 Bedrooms
2 Baths
10 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $263/Night
7 Nights - US $1,841
Cabin
9.8(83 Reviews)
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $180/Night
7 Nights - US $1,257
Highland County Pet Friendly Vacation Rentals
Cabin
8.6(13 Reviews)
2 Bedrooms
1 Bath
8 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $148/Night
7 Nights - US $1,036
US $63/Night
7 Nights - US $444
Cabin
8.0(9 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $155/Night
7 Nights - US $1,086
US $82/Night
7 Nights - US $574
Cottage
7.8(7 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $154/Night
7 Nights - US $1,078
Cabin
7.6(9 Reviews)
2 Bedrooms
1 Bath
8 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $139/Night
7 Nights - US $976
Cabin
6.4(5 Reviews)
1 Bedroom
1 Bath
3 Guests
285 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $115/Night
7 Nights - US $808
House
10.0(5 Reviews)
3 Bedrooms
2 Baths
8 Guests
1800 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $240/Night
7 Nights - US $1,680
Highland County Large Vacation Homes
House
10.0(1 Review)
6 Bedrooms
2 Baths
16 Guests
- Parking
- Kitchen
- Internet
Accessibility
US $200/Night
7 Nights - US $1,400
House
6 Bedrooms
3 Baths
17 Guests
5000 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $657/Night
7 Nights - US $4,601
Why Choose Rent By Owner for your Highland County Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Highland County
When should you plan your Vacation Rentals stay?
Choosing the right time to vacation in Highland County allows you to enjoy the area's natural beauty and peaceful atmosphere at its best, whether you prefer mild weather or vibrant seasonal events that make your stay truly memorable.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During these months, the area experiences warm temperatures and longer daylight hours, making it ideal for outdoor activities and exploration.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
Early Fall (September to October)
This time of year offers crisp air and vibrant foliage, perfect for enjoying the scenic beauty of the region and outdoor adventures.
Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
Off-Season Highlights
Winter (December to February)
These colder months see fewer visitors, providing a quiet retreat and cozy stay in this destination’s charming accommodations.
Average Temperature Daytime: 30°F to 45°F - Nighttime: 20°F to 30°F
Late Fall (November)
With cooler weather and fewer tourists, this period offers a peaceful experience for those seeking tranquility and off-season rates.
Average Temperature Daytime: 50°F to 60°F - Nighttime: 35°F to 45°F
Weekly Weather Forecast for Highland County
How to Book Your Highland County Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Highland County
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor seating areas such as patios or decks to take in the scenic views of the region.
- Take advantage of private or community fire pits for cozy evenings under the stars.
- Explore well-maintained gardens or landscaped yards designed for relaxation and outdoor activities.
- Make use of spacious lawns, perfect for picnics, games, or outdoor gatherings.
- Access to hiking trails or nature walks that wind through the surrounding countryside.
- Utilize outdoor dining spaces ideal for enjoying meals while soaking up the natural beauty of this destination.
- Benefit from covered porches or verandas to relax comfortably regardless of weather conditions.
Top Attractions Around Highland County
What attractions are nearby?
Within this region, you can enjoy a variety of outdoor activities and scenic explorations that highlight the natural beauty and local charm of Highland County, Ohio.
Family Activities
- Highland County Nature Trails: Explore scenic hiking and biking trails that wind through the area's lush landscapes, perfect for outdoor family adventures.
- Clifton Mill: Visit this historic site to enjoy a charming mill tour and witness one of the region’s most impressive water-powered displays, ideal for educational outings with kids.
- Olde Tyme Christmas Festival: Experience festive parades, crafts, and live entertainment during this seasonal celebration that brings the community together in the heart of the region.
- Cedar Falls Park: Relax by picturesque waterfalls and partake in family picnics or paddleboat rides at this serene park nestled within the area’s natural beauty.
Adult Activities
- Exploring Highland County's Natural Beauty: Embark on scenic drives or hikes through the region’s rolling hills and lush landscapes, perfect for outdoor enthusiasts seeking tranquility.
- Visiting Local Wineries and Breweries: Enjoy tasting sessions at nearby wineries and breweries that showcase the area's unique craft beverage offerings, ideal for a relaxing adult outing.
- Discovering Historical Sites: Dive into local history by touring museums and historic landmarks that highlight the area’s rich cultural heritage and stories.
- Participating in Seasonal Events and Festivals: Experience the vibrant community spirit through seasonal festivals and events that celebrate local traditions and produce plentiful activities for adults.
Other Places to Stay in Highland County, OH
Hillsboro
Folsom
Highland District Hospital
Highland County Courthouse
Hillsboro Elks Country Club
Sinking Spring
Leesburg
Highland
Marshall
Greenfield Area Medical Center
Greenfield
Lynchburg
Highland County Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead to Explore Local Attractions: Booking your Highland County, Ohio vacation rental well in advance ensures you have access to the best options for discovering the area's unique natural beauty and scenic spots.
- Embrace Nature’s Serenity: Take advantage of the tranquil environment by scheduling outdoor activities like hiking or picnicking near your rental to fully experience the region's peaceful countryside.
- Connect with Local Culture: Use your stay as an opportunity to immerse yourself in the local traditions and community events that highlight the authentic charm of this destination.
- Customize Your Experience: Consider selecting a rental that offers amenities suited to your interests, whether it’s a cozy retreat or a spacious home for family gatherings, to make your visit truly memorable.
Transportation Options
- Highland County Transit: This local bus service offers convenient transportation options within the area, making it easy for you to explore the region around your vacation rental.
- Private Car Rentals: Renting a car is a flexible way to visit attractions in the area at your own pace, ensuring seamless travel from your Highland County accommodations.
- Taxis and Rideshare Services: Reliable taxi and rideshare options are available here, providing quick and safe transportation to various destinations in the region.
- Amtrak or Nearby Rail Services: Although there is no direct train station in Highland County, nearby rail connections offer convenient alternatives for traveling to this destination by train.
Local Customs Options
- County Fair Traditions: Celebrating the region’s rich agricultural heritage, local county fairs showcase traditional livestock shows and homemade crafts that invite you to experience authentic community spirit.
- Appalachian Music: Enjoy the soulful sounds of Appalachian folk music, a cherished part of the area's cultural identity, often performed at community events and gatherings.
- Historic Courthouse Ceremonies: Observe time-honored courthouse traditions during special ceremonies, reflecting the area's dedication to preserving its historical roots and legal customs.
- Farm-to-Table Dining Customs: Savor local culinary practices that emphasize fresh, farm-grown ingredients, highlighting the region’s commitment to sustainable and traditional food experiences.
Highland County Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Highland County?
There are a lot of options in Highland County. If you plan on staying in the Highland County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Highland County:
- All season getaway. Relax at The "Wilberness" Log Cabin close to Rocky Fork Lake
- Rustic Lodge with private cabins/6 person hot tub and camp fire
- Meadowview Guest House
- Amish Country Farm Stay: Family-Friendly Getaway by Rocky Fork Lake
- Boxwood House - Secluded Farm Retreat - Minutes from Rocky Fork Lake
- Family Farm Retreat: 2 Homes + Private Pond, Minutes to Rocky Fork Lake
- 3-bedroom 2.5 bath Log Lodge in beautiful Hillsboro. Near Rocky Fork Lake.
- Hillsboro Hideaway w/Private Hot Tub & Bunkhouse!
- Sunset
- Nature's Nook Cabin
2. Which vacation homes in Highland County are best for families?
If you are looking for a family-friendly vacation home in Highland County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Highland County:
3. How many Rentbyowner vacation rentals are available in Highland County?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 40 in the Highland County area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Highland County.
4. What is the cancellation policy for vacation rentals in Highland County, Ohio?
Cancellation policies vary depending on the individual property listing. It is important to review the specific cancellation terms outlined in the listing details or contact the property owner directly before booking.
5. How do I find pet-friendly vacation rentals in Highland County?
To ensure your furry friends can join you, look for listings that specify pet-friendly accommodations in the area. You can filter search results or contact the property owner for confirmation of pet policies.
6. Are there any specific check-in and check-out procedures I should know about?
Check-in and check-out procedures are detailed within each property listing. It’s recommended to read these details carefully or reach out to the host if you have any questions to ensure a smooth arrival and departure.
7. What amenities are typically included in Highland County vacation rentals?
Amenities vary by property but often include essentials like Wi-Fi, kitchen facilities, heating or air conditioning, and parking. Review the listing descriptions to see what amenities are available during your stay.
8. How can I confirm availability and secure my reservation for Highland County vacation rentals?
Availability can be checked directly through the booking platform or listing page. Once you find a suitable property, follow the booking process or contact the owner for further confirmation and to finalize your reservation.
Highland County Top Rated Vacation Rentals
US $79/Night
7 Nights - US $554
US $200/Night
7 Nights - US $1,400
