Discover Your Perfect Vacation Rental in Round Hill, Virginia for a Memorable Getaway
Discover Your Perfect Round Hill Vacation Homes
Best Vacation Homes in Round Hill
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Round Hill Luxury Rentals
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Round Hill Pet Friendly Vacation Rentals
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Round Hill Large Vacation Homes
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Why Choose Rent By Owner for your Round Hill Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Round Hill
When should you plan your Vacation Rentals stay?
Choosing the right time to vacation here can significantly enhance your experience, as the region offers distinct attractions and weather patterns throughout the year, making it ideal to consider seasonal factors when booking your vacation rentals in this destination.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this time, the area experiences warm weather, making it ideal for outdoor activities and enjoying the scenic surroundings.
Early Fall (September to October)
This period offers pleasant temperatures and vibrant foliage, perfect for exploring the region's natural beauty.
Off-Season Highlights
Winter (December to February)
The quiet winter months bring cooler temperatures, providing a peaceful retreat away from the crowds.
Late Fall to Early Winter (November)
As the leaves fall, this season offers a serene atmosphere with fewer visitors and lower rates.
Weekly Weather Forecast for Round Hill
How to Book Your Round Hill Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Round Hill
Common Vacation Rentals Amenities
What amenities can you expect?
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 a spacious outdoor patio or deck for relaxing and entertaining amid scenic surroundings
- Take advantage of private gardens or landscaped yards perfect for outdoor gatherings
- Make the most of outdoor dining areas equipped with grills for delicious meals al fresco
- Relax by a swimming pool or hot tub, ideal for unwinding after exploring the area
- Experience scenic walking trails or nature paths directly from your rental property
- Benefit from outdoor fire pits or fireplaces for cozy evenings under the stars
- Utilize well-maintained lawns suitable for outdoor games and family activities
Top Attractions Around Round Hill
What attractions are nearby?
Within this charming region, you can enjoy a variety of outdoor activities and scenic explorations that showcase the best of what is nearby, making your stay here both relaxing and memorable.

Family Activities
- Shenandoah National Park: Explore family-friendly hiking trails and scenic overlooks within the national park overlooking the region, perfect for outdoor adventures during your stay.
- Round Hill Historical Society Museum: Discover local history through engaging exhibits that offer an educational experience for all ages here in the area.
- Sky Meadows State Park: Enjoy picnicking, nature walks, and outdoor activities suitable for families seeking a relaxing day in the region's natural beauty.
- Historic Downtown Leesburg: Stroll through charming streets, visit shops, and attend seasonal events that capture the essence of this destination’s community spirit.
Adult Activities
- Wine Tasting Tours: Explore the region's renowned vineyards and enjoy guided wine tastings that showcase local flavors, perfect for a relaxing afternoon here.
- Golfing Experiences: Hit the links at nearby golf courses that offer scenic views and challenging play, making it an ideal activity for enthusiasts visiting the area.
- Historic Site Visits: Discover the area's rich history by touring notable historic landmarks and museums that provide insight into the destination’s past.
- Outdoor Recreation: Engage in outdoor activities such as hiking or biking along scenic trails that highlight the natural beauty of this destination’s landscape.
Other Places to Stay in Round Hill, VA
Round Hill Travel Tips
How Can You Make the Most of Your Stay?
- Explore local dining options: Take advantage of the region’s culinary scene to enjoy authentic flavors and support small businesses during your stay.
- Visit nearby outdoor attractions: Make the most of the area’s natural beauty by planning excursions to parks, trails, or scenic spots close to your rental.
- Plan day trips to regional highlights: Discover cultural sites and charming towns within easy reach for memorable day outings from your vacation rental.
- Customize your experience: Utilize amenities and features available at your rental to create a personalized and relaxing visit tailored to your interests.
Transportation Options
- Virginia Railway Express (VRE): This commuter rail service offers convenient connections between the area and Northern Virginia workplaces, making it easy to explore beyond your vacation rental.
- Regional Airport: Dulles International Airport is approximately a 40-minute drive from here, providing domestic and international flights for travelers arriving from afar.
- Taxi and Rideshare Services: Reliable taxi and rideshare options like Uber and Lyft are readily available for quick trips within the region, offering flexible transportation around your stay.
- Car Rental Agencies: Several car rental providers operate nearby, giving you the freedom to explore the region at your own pace while enjoying your vacation rentals in this destination.
Local Customs Options
- Southern Hospitality: Expect warm welcomes and friendly exchanges that reflect the region's reputation for genuine Southern hospitality during your stay.
- Local Craftsmanship: Appreciate the craftsmanship of handmade goods and artisanal products that are often showcased in local markets around here.
- Farmers' Market Etiquette: When visiting farmers’ markets, it's customary to greet vendors politely and engage in conversations about the region’s fresh produce.
- Celebrating Traditions: Participate in seasonal festivals and community events that honor the area's historical customs and traditions.
Frequently Asked Questions About Round Hill?
1. What are the top vacation rentals in Round Hill?
There are a lot of options in Round Hill. If you plan on staying in the Round Hill area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Round Hill:
- Hillandale Farmhouse circa 1774 - 6 bedrooms, sleeps 14, newly renovated
- 6 Bedroom Farmhouse Owned by Bear Chase
- Historic Artist's Cottage on 5 Acre Property Near Blue Ridge Mts. and Wineries
- Cozy and Beautiful Wine Country Cottage! w/Fireplace, Pond, treehouse and more!
- Cozy Creekside Cabin with Great Room/Hot Tub
- Historic Bluemont Village Home
- Airwell Bed and Breakfast
- Quiet Highland Home set on gorgeous rolling hills and farm in Western Loudoun
- Luxury Wine Country Escape: Hot Tub & Scenic Views
- Bluemont Escape: Hot tub, Walk to Bears Den, AT Trail and Bear Chase Brewery
2. Which vacation homes in Round Hill are best for families?
If you are looking for a family-friendly vacation home in Round Hill, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Round Hill:
3. How many Rentbyowner vacation rentals are available in Round Hill?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 38 in the Round Hill 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 Round Hill.
4. What is the cancellation policy for vacation rentals in this area?
5. How do I confirm my booking at a vacation rental in the region?
6. Are there any house rules I should be aware of when staying in a vacation rental here?
7. What amenities are typically included in vacation rentals in this destination?
8. How can I get assistance if I encounter issues during my stay in a vacation rental here?
Round Hill Top Rated Vacation Rentals
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