Discover Your Ideal Old Southwest Vacation Rental and Experience the Charm of Roanoke, Virginia
Discover Your Perfect Old Southwest Vacation Homes
Best Vacation Homes in Old Southwest
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Old Southwest Luxury Rentals
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Old Southwest Pet Friendly Vacation Rentals
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Old Southwest Large Vacation Homes
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Why Choose Rent By Owner for your Old Southwest Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Old Southwest
When should you plan your Vacation Rentals stay?
Choosing the optimal time to vacation here ensures you experience the area's unique charm and enjoy favorable weather conditions, making your stay in Old Southwest, Roanoke, Virginia, USA, truly memorable.
Peak Season Highlights
Spring (March to May)
During spring, the region experiences vibrant blooms and pleasant weather, making it an ideal time to explore this destination's outdoor spaces and enjoy moderate temperatures.
Fall (September to November)
Autumn offers cooler temperatures and colorful foliage, providing a scenic backdrop for your stay here and making it one of the most popular times to book vacation rentals in the area.
Off-Season Highlights
Winter (December to February)
In winter, the area tends to be quieter with fewer visitors, offering a peaceful retreat and potential for lower rates on vacation rentals when temperatures drop.
Late Summer (August)
As summer comes to an end, the region sees a decrease in tourist activity, providing an opportunity to find more affordable vacation rental options while enjoying still-warm weather.
Weekly Weather Forecast for Old Southwest
How to Book Your Old Southwest Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Old Southwest
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 the outdoor space with a private patio or deck, perfect for relaxing after exploring the area.
- Take advantage of landscaped gardens or lush yards that provide a peaceful setting for outdoor activities.
- Make use of on-site grilling stations or outdoor kitchens to enhance your dining experience.
- Benefit from access to nearby parks or green spaces for walking, jogging, or picnicking.
- Relax by an outdoor fire pit, ideal for cozy evenings with family or friends.
- Utilize outdoor dining areas designed for al fresco meals while taking in the regional scenery.
- Some properties may offer bike rentals or storage to explore the local trails and scenic routes here.
Top Attractions Around Old Southwest
What attractions are nearby?
Within this vibrant region, you can enjoy a variety of outdoor activities, cultural experiences, and local events just a short drive from your vacation rental in Old Southwest, Roanoke, Virginia, USA, making it an ideal destination to explore and unwind.

Family Activities
- Virginia Museum of Transportation: Discover the region’s rich history through interactive exhibits and vintage trains, perfect for family exploration in this charming area.
- Mill Mountain Zoo: Enjoy a day of family fun at the local zoo, home to native and exotic animals, offering an engaging experience right here in the region.
- Roanoke Greenway: Take a family walk or bike ride along this scenic trail that connects parks, providing a safe and enjoyable outdoor adventure nearby.
- Downtown Roanoke: Explore the lively streets filled with shops, eateries, and street performers, making it a vibrant destination for family outings within the area.
Adult Activities
- Exploring the Taubman Museum of Art: You can immerse yourself in a rich collection of contemporary and regional artwork that offers cultural enrichment here in Roanoke’s vibrant arts scene.
- Strolling through the Roanoke City Market: Enjoy a leisurely walk around this historic market, where you can savor local flavors and discover unique handcrafted goods.
- Hiking along the Appalachian Trail: Experience scenic views and outdoor adventure as you traverse parts of this famous trail that passes through the region's natural beauty.
- Relaxing at Mill Mountain Park: Spend your day taking in panoramic vistas of the city from this picturesque park, perfect for picnics and outdoor relaxation.
Old Southwest Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Neighborhoods: Take time to stroll through the charming streets of Old Southwest to discover hidden gems, local eateries, and vibrant community events that truly capture the area's spirit.
- Plan Outdoor Activities: Make the most of the region's natural beauty by scheduling outdoor adventures such as walking or biking along scenic routes near your vacation rental to experience the area's inviting landscapes.
- Visit Cultural Spots: Enhance your stay by visiting nearby cultural sites and galleries, which showcase the rich history and artistic heritage that define this destination.
- Book Strategic Accommodations: Secure a well-located vacation rental within walking distance of key attractions, ensuring a convenient and comfortable base for your exploration of the region.
Transportation Options
- Roanoke Regional Airport (ROA): This regional airport offers convenient domestic flights, making travel to the area efficient for visitors exploring Old Southwest.
- Taxi and Ride-Sharing Services: Taxis and popular ride-sharing apps provide reliable transportation options throughout the city and to nearby attractions here.
- Public Transit - Valley Metro Bus System: The local bus network connects you easily to key points within the region, offering an economical way to explore your vacation destination.
- Car Rentals: Several rental agencies in the vicinity allow you to customize your transportation plans and have flexible access to the area's sights and amenities.
Local Customs Options
- Southern Hospitality:** Experience the warm reception and friendly greetings that are customary here, creating a welcoming atmosphere for visitors.
- Local Festivals:** Participate in regional festivals that celebrate the area's rich heritage, offering authentic cultural insights during your stay.
- Traditional Cuisine:** Savor dishes rooted in local traditions, where community gatherings often emphasize regional flavors and culinary history.
- Historic Respect:** Observe a deep respect for the region’s history, reflected in preservation efforts and local storytelling that enrich your visit.
Frequently Asked Questions About Old Southwest?
1. What are the top vacation rentals in Old Southwest?
There are a lot of options in Old Southwest. If you plan on staying in the Old Southwest area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Old Southwest:
- Historic Home on the Greenway near Grandin Village & Downtown Roanoke.
- Luxe rooftop retreat in downtown core
- Historic Urban Downtown Loft 2 Bedroom 2 Bath with Parking
- Historic Urban Downtown 1 Bedroom with Parking
- Luxe downtown loft | arts & ale walkable
- Ground-floor gem | walk to it all
- Chic walkable apt with rooftop views
- Bright modern loft for adventurers
- Roanoke Speakeasy: Downtown Charm near Greenways
- Charming 3-bedroom house in Roanoke with fitness area, lots of space. Sleeps 6
2. How many vacation rentals have private pools in Old Southwest?
There are 3 vacation rentals with private pools near Old Southwest. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Old Southwest are best for families?
If you are looking for a family-friendly vacation home in Old Southwest, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Old Southwest:
4. How many Rentbyowner vacation rentals are available in Old Southwest?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 206 in the Old Southwest 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 Old Southwest.
5. What is the cancellation policy for vacation rentals in Old Southwest, Roanoke?
6. Are there any additional fees I should be aware of when booking here?
7. How do I confirm my reservation at a vacation rental in this area?
8. Is it possible to modify or cancel my reservation in case of changes to my plans?
9. What amenities are typically included with vacation rentals in this destination?
Old Southwest Top Rated Vacation Rentals
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