- USA
- Virginia
- Southampton County
- Rentals by Owner
Discover Your Ideal Rental by Owner in Southampton County, Virginia for a Comfortable and Authentic Stay
Discover Your Perfect Southampton County Rentals by Owner
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Rentals by Owner
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Luxury Vacation Rentals
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Pet Friendly Vacation Rentals
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Unique Vacation Rentals
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Cabin Rentals
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Ski Chalet Rentals
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Timeshares
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Hotels with Suites
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Family Vacation Rentals
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Vacation Rentals with Pools
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Beach House Rentals
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Summer Vacation Rentals
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Short Term Rentals
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Corporate Accommodation
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Large Group Vacation Rentals
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Sustainable Travel
Southampton County Rentals by Owner
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- Accessibility
- Security/Safety
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- Pet Friendly
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Why Choose Rent By Owner for your Southampton County vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Southampton County
When should you plan your Rentals by Owner stay?
Knowing the best time to visit can help you make the most of your stay, allowing you to choose the ideal season for exploring the region's unique charm and enjoying a memorable vacation here.
Peak Season Highlights
Spring (March to May)
During the spring months, you can experience mild temperatures and vibrant natural scenery, making it an ideal time for exploring rental properties in this area.
Summer (June to August)
The summer season offers warm weather perfect for outdoor activities and enjoying your stay in rentals along the region's inviting landscapes.
Off-Season Highlights
Fall (September to November)
Visit during fall when the area features cooler temperatures and scenic foliage, providing a peaceful setting for your rental stay.
Winter (December to February)
Winter brings quieter surroundings and a cozy atmosphere, making it a wonderful time to find great deals on vacation rentals in this destination.
Weekly Weather Forecast for Southampton County
How to Book Your Southampton County vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Southampton County
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
- You can enjoy a private outdoor space with a patio or deck for relaxing and entertaining.
- Many rentals feature a spacious yard, perfect for outdoor activities or barbecues.
- Expect to find access to outdoor dining areas where you can savor meals al fresco.
- Some properties offer a hot tub or fire pit to enhance your outdoor experience.
- Look for rentals that include a swimming pool, ideal for enjoying the warm weather here.
- Most accommodations provide parking facilities suitable for your vehicle during your stay.
- You might find outdoor sports amenities such as a basketball hoop or volleyball net for active fun.
Top Attractions Around Southampton County
What attractions are nearby?
In this welcoming destination, you can explore a variety of outdoor activities and local attractions nearby, offering a perfect blend of leisure and adventure for your stay.

Family Activities
- Holland River Heritage Trail: Enjoy a family-friendly walk along this scenic trail to explore the natural beauty and history of the area.
- Smithfield Historic District: Discover charming architecture and engaging local museums that offer an educational experience for children and adults alike.
- Regional Wildlife Center: Participate in interactive exhibits and observe diverse wildlife, making it a fun and educational activity for the entire family.
- The Southside Aquatics Center: Spend a relaxing day swimming and playing in the well-maintained pools, perfect for cooling off during your stay here.
Adult Activities
- Historic Site Tours: Explore the area's rich history by visiting local heritage sites that reveal the region's cultural significance and heritage.
- Fishing and Boating: Enjoy a relaxing day on the water with fishing or boating excursions that showcase the natural beauty of the region’s waterways.
- Wildlife Watching: Discover diverse local fauna through guided wildlife observation experiences, perfect for nature enthusiasts seeking tranquility in this destination.
- Golfing Experiences: Play a round at nearby golf courses that offer scenic views and challenging fairways, ideal for golf lovers visiting this part of Virginia.
Other Places to Stay in Southampton County, VA
Southampton County Travel Tips
How Can You Make the Most of Your Stay?
- Explore local dining options: Take the time to discover regional eateries to enjoy authentic flavors unique to this area, enhancing your overall stay experience.
- Plan outdoor activities: Make the most of the region's natural beauty by engaging in outdoor pursuits like walking, biking, or visiting nearby parks and scenic spots.
- Connect with local history: Immerse yourself in the area's heritage by visiting historical sites or landmarks that offer insight into its rich past.
- Schedule flexible stays: When booking directly through Rent By Owner, choose accommodations with flexible cancellation policies to adapt to any changing plans during your visit.
Transportation Options
- Southampton County Bus Services: Local bus routes provide convenient transportation around the area, making it easy to explore the region without a personal vehicle.
- Virginia Railway Express (VRE): The nearby VRE stations offer commuter rail options connecting you to larger cities and beyond within the region.
- Taxi and Rideshare Services: Taxis and rideshare companies operate throughout here, offering flexible travel options for your convenience.
- Car Rentals from Major Providers: Several car rental agencies are available locally, allowing you to customize your transportation experience during your stay.
Local Customs Options
- Southern Hospitality Tradition: You will notice a warm and welcoming attitude that reflects the region’s rich history of hospitality.
- Community Gatherings: Participating in local events such as festivals or markets offers an authentic glimpse into the area's close-knit community spirit.
- Respect for Local History: It's customary to honor the area's historical sites and stories, fostering a deeper connection to this destination's cultural roots.
- Farm-to-Table Customs: Enjoying locally sourced cuisine is a common practice here, highlighting the region’s agricultural heritage and commitment to fresh ingredients.
Frequently Asked Questions About Southampton County Rentals by Owner
1. What are the top vacation rentals in Southampton County?
There are a lot of options in Southampton County. If you plan on staying in the Southampton 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 Southampton County:
- Bennett's Creek Guest House Is Your Home Away From Home!
- The Vine-4 Bedrooms
- The "KINGSDALE" 2 Bedrooms
- Charming Emporia Home w/Deck & Patio!
- No Say Left Farm
- No Say Right Farm
- Charming 2800 sq.ft 4-bedroom home with AC and WiFi in Suffolk
- Woodland Retreat - Wanderlust
- The Farmhouse
- * Woodland Retreat - Wanderlust*
2. How many Rentbyowner vacation rentals are available in Southampton County?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 49 in the Southampton 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 Southampton County.
3. What is the cancellation policy for a rental by owner in Southampton County, Virginia?
4. How do I communicate with the property owner when booking a rental in this area?
5. Are there specific check-in and check-out times I should be aware of?
6. Is there a minimum stay requirement for bookings here?
7. What amenities are typically included in rental properties in this region?
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