- USA
- Virginia
- Roanoke
- Windsor Hills
- Rentals by Owner
Discover Your Ideal Windsor Hills Rental by Owner for an Unforgettable Roanoke, Virginia Stay
Discover Your Perfect Windsor Hills Rentals by Owner
-
Rentals by Owner
-
Luxury Vacation Rentals
-
Pet Friendly Vacation Rentals
-
Unique Vacation Rentals
-
Cabin Rentals
-
Cottage Rentals
-
Ski Chalet Rentals
-
Timeshares
-
Villa Rentals
-
Hotels with Suites
-
Resort Rentals
-
Family Vacation Rentals
-
Vacation Rentals with Pools
-
Oceanfront Vacation Rentals
-
Beach House Rentals
-
Summer Vacation Rentals
-
Winter Vacation Rentals
-
Short Term Rentals
-
Corporate Accommodation
-
Large Group Vacation Rentals
-
Sustainable Travel
Windsor Hills Rentals by Owner
- Air Conditioner
- Parking
- TV
- Parking
- Pet Friendly
- Accessibility
- Child Friendly
- Air Conditioner
- Parking
- TV
- Parking
- Pet Friendly
- Accessibility
- Air Conditioner
- Pet Friendly
- TV
- Parking
- Pet Friendly
- Accessibility
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Pet Friendly
- Accessibility
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Pet Friendly
- Accessibility
- Air Conditioner
- Pet Friendly
- TV
Why Choose Rent By Owner for your Windsor Hills vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Windsor Hills
When should you plan your Rentals by Owner stay?
Choosing the right time to visit here can enhance your experience, allowing you to enjoy all that this destination offers while making the most of your rental by owner stay in Windsor Hills, Roanoke, Virginia, USA.
Peak Season Highlights
Spring (March to May)
During spring, you can enjoy pleasant weather and blooming scenery, making it an ideal time to explore the region's natural beauty. This period often sees higher demand for vacation rentals in Windsor Hills, Roanoke, due to local events and Easter holidays.
Fall (September to November)
Fall brings cooler temperatures and colorful foliage, attracting visitors seeking a scenic escape. The season is popular for booking rental accommodations as travelers appreciate the comfortable climate and picturesque surroundings here.
Off-Season Highlights
Winter (December to February)
Winter tends to see fewer visitors, offering a quieter experience with lower prices on vacation rentals. While temperatures are cooler, this season provides a peaceful setting for those looking to avoid crowds in this destination.
Summer (June to August)
Although summer is warm and lively, it is considered off-peak for some travelers who prefer milder weather or seek less crowded accommodations in the area. Booking during this time can offer more flexibility and better rates for your stay.
Weekly Weather Forecast for Windsor Hills
How to Book Your Windsor Hills vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Windsor Hills
Common Rentals by Owner 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
- Access to well-maintained hiking and walking trails for outdoor exploration
- Beautifully landscaped gardens and picnic areas for relaxing outings
- Community parks with playgrounds suitable for family outdoor activities
- Outdoor swimming pools to enjoy during warmer months
- Sports courts such as tennis or basketball for active recreation
- Spacious patios or verandas for outdoor dining and gatherings
- Lush green spaces perfect for lounging and enjoying the fresh air
Top Attractions Around Windsor Hills
What attractions are nearby?
In this charming area, you can enjoy a variety of outdoor activities and local attractions just moments from your rental, making it an ideal destination for exploring the best that Roanoke has to offer.

Family Activities
- Virginia Museum of Transportation: Discover the region’s rich history of transportation with interactive exhibits and vintage vehicles that engage children and adults alike.
- Mill Mountain Zoo: Visit this family-friendly zoo nestled in the area to see a variety of animals and enjoy scenic views of the surrounding region.
- Roanoke Greenway Trail: Enjoy a leisurely family walk or bike ride along this scenic trail that winds through the region, offering beautiful views and access to parks and playgrounds.
- Explore Park: Experience outdoor adventures with hiking, picnicking, and nature exploration at this expansive park, perfect for family outings in the region.
Adult Activities
- Visit the Roanoke Valley Greenways: Enjoy scenic walks or cycling along this extensive network of trails that showcase the natural beauty of the area.
- Explore the Virginia Museum of Transportation: Discover the region's rich transportation history through interactive exhibits and vintage vehicles right here in Roanoke.
- Experience the Blue Ridge Parkway nearby: Take a short drive to this iconic scenic route, perfect for breathtaking views and outdoor activities such as hiking and photography.
- Attend a local performance at the Jefferson Center: Immerse yourself in arts and culture by enjoying concerts, theater productions, or community events hosted in this vibrant venue.
Windsor Hills Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Arrival Carefully: Coordinate your check-in times to ensure a smooth transition into your rental and maximize your flexibility during your stay in this welcoming region.
- Explore Local Dining Options: Take advantage of nearby eateries and culinary experiences that highlight the authentic flavors of the area without straying too far from your rental home.
- Discover Nearby Outdoor Activities: Engage with scenic parks or outdoor venues that provide relaxing or adventurous outings, enhancing your overall experience here.
- Utilize Local Tips and Recommendations: Connect with hosts or use trusted guides to uncover hidden gems and must-visit spots within the region, ensuring you make the most of your visit.
Transportation Options
- Personal Vehicle Rentals: Renting a car provides the ultimate flexibility to explore Windsor Hills and the surrounding region at your own pace.
- Local Bus Services: Public buses are an economical transportation option, connecting you conveniently within this part of Virginia.
- Rideshare Services: Companies like Uber and Lyft operate here, offering reliable, on-demand rides for easy travel around the area.
- Taxi Services: Traditional taxis remain available, providing direct and comfortable transportation for visitors in this destination.
Local Customs Options
- Greetings and Hospitality: Visitors often notice the warm and friendly way locals welcome guests, reflecting a tradition of Southern hospitality that permeates the area around Windsor Hills.
- Local Cuisine Etiquette: When dining in this region, it’s customary to appreciate home-style Virginia cooking, with sharing meals seen as a sign of good fellowship among residents and visitors alike.
- Festival Participation: Participating in community festivals and events is encouraged here, showcasing the area's rich cultural heritage and inviting visitors to engage with local traditions.
- Respect for Nature: Respecting the natural environment is a key custom, with residents valuing conservation efforts and outdoor recreation within the region’s scenic landscape.
Frequently Asked Questions About Windsor Hills Rentals by Owner
1. What are the top vacation rentals in Windsor Hills?
There are a lot of options in Windsor Hills. If you plan on staying in the Windsor Hills area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Windsor Hills:
- Historic Home on the Greenway near Grandin Village & Downtown Roanoke.
- Beautiful Renovated Lake Cottage in SW County and only minutes from Downtown!
- Roanoke Speakeasy: Downtown Charm near Greenways
- Idyllic Cave Spring Studio w/Patio & Fire Pit!
- Charming 3-bedroom house in Roanoke with fitness area, lots of space. Sleeps 6
- Sleek loft minutes from downtown
- Stylish 1BR near brews & downtown
- 1BR Penthouse Apt |Walkable|Food|Greenway|Safe
- The West End Flats Su
- The West End Flats Su
2. How many Rentbyowner vacation rentals are available in Windsor Hills?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 95 in the Windsor Hills 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 Windsor Hills.
3. What is the cancellation policy for rentals by owner in Windsor Hills, Roanoke?
4. How do I ensure the rental by owner in Windsor Hills meets my needs before booking?
5. Are there any additional fees I should be aware of when booking a rental by owner in this area?
6. What should I know about check-in and check-out procedures in Windsor Hills rentals by owner?
7. Is the rental by owner in Windsor Hills suitable for families or groups?
More Rentals You May Like Near Windsor Hills
- Parking
- Pet Friendly
- Accessibility
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Balcony/Terrace
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- TV