Best Vacation Homes in Highland County
Cabin
10.0(192 Reviews)
2 Bedrooms
1 Bath
6 Guests
864 ft²
Hot Tub
Fireplace/Heating
Balcony/Terrace
Pet Friendly
US $223/Night
7 Nights - US $1,564
House
10.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
1001.04 ft²
- Fireplace/Heating
Parking
Internet
Child Friendly
US $126/Night
7 Nights - US $882
US $231/Night
7 Nights - US $1,614
Cabin
10.0(40 Reviews)
2 Bedrooms
1 Bath
6 Guests
950 ft²
- Fireplace/Heating
- Balcony/Terrace
Kitchen- Parking
US $142/Night
7 Nights - US $991
House
9.3(3 Reviews)
1 Bedroom
1 Bath
4 Guests
505.9 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Internet
US $159/Night
7 Nights - US $1,114
Cabin
10.0(29 Reviews)
2 Bedrooms
1 Bath
7 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $257/Night
7 Nights - US $1,802
Cabin
10.0(2 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $165/Night
7 Nights - US $1,154
Cabin
9.8(149 Reviews)
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $233/Night
7 Nights - US $1,633
Highland County Luxury Rentals
House
10.0(7 Reviews)
10 Bedrooms
5 Baths
34 Guests
6385 ft²
Private Pool- Fireplace/Heating
Pool- Balcony/Terrace
US $1,052/Night
7 Nights - US $7,363
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
7 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,016/Night
7 Nights - US $7,114
House
10 Bedrooms
6 Baths
34 Guests
6383 ft²
- Pool
- Pet Friendly
- Parking
- Child Friendly
US $574/Night
7 Nights - US $4,018
House
8.0(1 Review)
3 Bedrooms
3 Baths
7 Guests
3000 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $423/Night
7 Nights - US $2,962
House
4 Bedrooms
2 Baths
11 Guests
1646.88 ft²
- Fireplace/Heating
- Parking
- Internet
- Child Friendly
US $370/Night
7 Nights - US $2,590
Cabin
9.8(160 Reviews)
3 Bedrooms
2 Baths
7 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $269/Night
7 Nights - US $1,882
House
8.8(3 Reviews)
3 Bedrooms
1 Bath
7 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $255/Night
7 Nights - US $1,782
Other
10.0(45 Reviews)
5 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $252/Night
7 Nights - US $1,763
Highland County Pet Friendly Vacation Rentals
Cottage
9.8(20 Reviews)
2 Bedrooms
1 Bath
3 Guests
800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $182/Night
7 Nights - US $1,274
House
3 Bedrooms
2 Baths
7 Guests
1205.56 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Internet
US $177/Night
7 Nights - US $1,239
House
10.0(60 Reviews)
3 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $211/Night
7 Nights - US $1,477
House
10.0(60 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $179/Night
7 Nights - US $1,253
House
10.0(16 Reviews)
3 Bedrooms
2 Baths
7 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $228/Night
7 Nights - US $1,598
House
8.6(4 Reviews)
10 Bedrooms
5 Baths
34 Guests
6385 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $661/Night
7 Nights - US $4,630
Cabin
6.0(2 Reviews)
4 Bedrooms
4 Baths
10 Guests
2200 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $308/Night
7 Nights - US $2,154
Highland County Large Vacation Homes
House
10.0(9 Reviews)
4 Bedrooms
2 Baths
11 Guests
1650 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $241/Night
7 Nights - US $1,686
Other
7.0(2 Reviews)
6 Bedrooms
2 Baths
12 Guests
- Balcony/Terrace
- Kitchen
- Child Friendly
Laundry
US $400/Night
7 Nights - US $2,800
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 optimal time to visit this destination ensures you experience its natural beauty at its finest, making your stay in Highland County, Virginia, USA, truly memorable and enjoyable.
Peak Season Highlights
Spring (March to May)
During spring, the area bursts into bloom, making it a perfect time for outdoor activities and exploring scenic landscapes. The pleasant weather encourages longer daytime adventures, ideal for enjoying this charming region's natural beauty.
Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F
Fall (September to November)
Autumn showcases vibrant foliage that draws visitors seeking picturesque views and outdoor excursions. This season offers cool, comfortable temperatures that are perfect for sightseeing and experiencing the region’s colorful transformation.
Average Temperature Daytime: 55°F to 65°F - Nighttime: 35°F to 45°F
Off-Season Highlights
Winter (December to February)
Winter in this destination offers a quieter atmosphere and serene snow-covered landscapes. It’s an ideal time if you prefer a peaceful retreat and cozy accommodations during the colder months.
Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 30°F
Summer (June to August)
Summertime brings warmer weather suited for leisurely days and outdoor exploration. Although this is a popular season, early summer can be a great choice for those looking to avoid larger crowds while still enjoying pleasant temperatures.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°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 dining with a private patio or picnic area overlooking scenic landscapes.
- Take advantage of spacious gardens or yards perfect for relaxing or outdoor activities.
- Utilize an outdoor fireplace or fire pit to stay warm and gather during cool evenings.
- Explore the region on well-maintained hiking trails accessible directly from your rental.
- Relax by a charming outdoor swimming pool, ideal for cooling off during warmer months.
- Make use of outdoor seating areas with panoramic views of the surrounding mountains or valleys.
- Participate in outdoor recreation, such as fishing or boating, if a nearby lake or river is available.
Top Attractions Around Highland County
What attractions are nearby?
During your stay, you'll find a variety of outdoor activities and scenic attractions nearby, offering an enriching experience in this charming area.
Family Activities
- Hiking and Nature Trails: Explore scenic trails that wind through the region's lush landscapes, offering an ideal way to enjoy outdoor adventures in Highland County.
- Farmers Markets and Local Cuisine: Visit bustling farmers markets to experience fresh, local produce and regional specialties that showcase the area's vibrant agricultural culture.
- Fishing on Lake or Rivers: Spend relaxing days casting lines in pristine lakes or rivers, perfect for family fishing outings amid peaceful surroundings.
- Wildlife Watching: Observe native wildlife in their natural habitat, a rewarding activity that highlights the region's rich biodiversity for visitors staying in Highland County's vacation rentals.
Adult Activities
- Hiking and Nature Trails: Explore the scenic trails that wind through the region, offering an immersive experience in the area's natural beauty.
- Wine Tasting Tours: Visit local vineyards to enjoy wine tastings that highlight the unique flavors of the area's thriving wine industry.
- Fishing in Scenic Lakes and Rivers: Spend a relaxing day fishing in the region’s tranquil lakes and winding rivers, renowned for their abundant freshwater fish.
- Historical Site Visits: Discover the fascinating history of the area by touring well-preserved sites and landmarks that tell the story of this destination's past.
Other Places to Stay in Highland County, VA
McDowell
Monterey
Blue Grass
Sugar Tree Country Store
Maple Museum
Head Waters
Doe Hill
Highland County Travel Tips
How Can You Make the Most of Your Stay?
- Explore the natural beauty: Take advantage of the area's scenic outdoor spaces by planning hikes or nature walks directly from your vacation rental.
- Discover local flavors: Visit nearby eateries and markets to enjoy regional cuisine that reflects the region's unique culinary heritage.
- Plan your adventure early: Book your accommodations well in advance to secure the best options and experience more flexibility during peak seasons.
- Engage with the community: Connect with local events or farmers' markets to immerse yourself in the area's culture and support local artisans.
Transportation Options
- Highland County Bus Service: This regional bus service offers convenient transportation options around the area for easy access to local attractions and amenities.
- Car Rentals in Highland County: Renting a vehicle provides the flexibility to explore the scenic landscapes and hidden gems at your own pace here.
- Taxi and Rideshare Services: Local taxi companies and rideshare options like Uber or Lyft are available for quick, reliable trips within and around the area.
- Private Shuttle Services: Private shuttles cater to groups or those seeking comfortable, direct transportation to popular destinations within this destination.
Local Customs Options
- Hillbilly Music Traditions: You can experience the region’s unique musical heritage that reflects rural Appalachian roots, often celebrated during community gatherings.
- Traditional Crafts and Arts: Visitors have the opportunity to observe and sometimes try their hand at handcrafted work like pottery and woodworking, which are cherished here.
- Southern Hospitality Customs: Expect warm welcomes and friendly interactions, embodying the region’s reputation for genuine southern hospitality.
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:
- Simple. Rustic. Luxury.
- Secluded 3 bedroom home with creek in the back yard
- Big Spring Bed & Breakfast
- The Farm House at Lucky Loop Hollow Farm
- Nicholas Run Cabin - the perfect getaway.
- Authentic 1850's log cabin totally renovated
- The Blue View - Close to town center plus great mountain view! Good Cell & WiFi
- Solitude on 172 private acres in Highland County.
- Games Galore! Riverfront Group Retreat in McDowell
- The Wilson House, a charming vacation home
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 38 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, Virginia?
Cancellation policies vary depending on the property listing. It is recommended to review the specific cancellation terms provided on the listing page or contact the owner directly for detailed information.
5. How do I secure my booking at a vacation rental in this region?
To secure your reservation, you will typically need to complete the booking process through the website and may be required to pay a deposit or full payment upfront, as outlined by the property owner.
6. Are there minimum stay requirements for lodging here?
Minimum stay requirements differ between properties. Please check the individual listing details or reach out to the owner to confirm any specific stay duration before proceeding with your booking.
7. What amenities are usually included in Highland County vacation rentals?
Amenities can vary, but common features include Wi-Fi, kitchen facilities, heating, and outdoor space. For exact amenities, review each property’s listing details or contact the owner directly.
8. How can I get assistance if I encounter issues during my stay in this destination?
For support during your visit, contact the property owner or the customer service team associated with the booking platform. Contact information is typically available in your reservation confirmation or on the listing page.
Highland County Top Rated Vacation Rentals
Other
9.8(38 Reviews)
4 Bedrooms
1 Bath
8 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $244/Night
7 Nights - US $1,710
House
10.0(17 Reviews)
3 Bedrooms
2 Baths
6 Guests
2500 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
Breakfast
US $289/Night
7 Nights - US $2,023
