Discover the Perfect Southampton County, Virginia Vacation Rentals for Your Unforgettable Getaway
Discover Your Perfect Southampton County Vacation Homes
Best Vacation Homes in Southampton County
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Southampton County Luxury Rentals
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Southampton County Pet Friendly Vacation Rentals
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Southampton County Large Vacation Homes
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Why Choose Rent By Owner for your Southampton County Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Southampton County
When should you plan your Vacation Rentals stay?
Choosing the optimal time to plan your vacation here ensures you experience the region's unique charm at its best, whether you're seeking warm summer days or mild autumn weather for your ideal getaway.
Peak Season Highlights
Spring (March to May)
During spring, the area comes alive with pleasant weather, making it an ideal time for exploring the region's outdoor scenery and cultural events.
Fall (September to November)
Autumn offers mild temperatures and vibrant foliage, providing a picturesque setting perfect for leisurely activities and sightseeing.
Off-Season Highlights
Summer (June to August)
Though summer is popular among visitors, it can be hot and humid, which may affect your comfort levels when enjoying outdoor pursuits.
Winter (December to February)
In winter, cooler temperatures and occasional snow make this an off-peak period, ideal if you prefer quieter accommodations and fewer crowds.
Weekly Weather Forecast for Southampton County
How to Book Your Southampton County Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Southampton County
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 private outdoor space with a spacious patio or deck to relax and entertain.
- Take advantage of well-maintained gardens or landscaped yards that showcase the region’s natural beauty.
- Benefit from access to community pools, tennis courts, or fitness areas available in some properties.
- Experience outdoor dining options, such as picnic tables or barbecue grills, perfect for gatherings.
- Explore nearby walking trails, cycling paths, or nature preserves that are often included with the rental.
- Make use of outdoor fire pits or fireplaces for cozy evenings under the stars.
- Secure parking facilities or garages to conveniently store your vehicle during your stay here.
Top Attractions Around Southampton County
What attractions are nearby?
While staying here, you can explore a variety of outdoor activities and local attractions that showcase the natural beauty and history of the region, providing an enriching experience just minutes from your vacation rental in Southampton County.

Family Activities
- Northampton County Museum: Explore local history and engage with educational exhibits that bring the area's past to life for your family.
- Soulful Nature Trails: Discover scenic walking and biking trails where you can enjoy the region’s natural beauty and outdoor adventures together.
- Smithfield Plantation: Visit this historic site to learn about the area's heritage and participate in family-friendly guided tours.
- Local Farmers Markets: Experience fresh, regional produce and handmade goods while supporting community vendors on a leisurely weekend outing.
Adult Activities
- Historical Sites Tour: Dive into the area's rich history by exploring local museums and preserved landmarks that offer a glimpse into its past.
- Horseback Riding: Experience the scenic countryside on horseback, an activity that allows you to connect with the natural beauty of this destination.
- Fishing Excursions: Enjoy peaceful days on the water by participating in fishing trips that showcase the region's abundant aquatic life.
- Nature Trails and Parks: Discover serene walking and hiking paths perfect for unwinding amidst the area's diverse landscapes.
Other Places to Stay in Southampton County, VA
Southampton County Travel Tips
How Can You Make the Most of Your Stay?
- Explore local attractions: Take time to visit the region’s notable landmarks and natural beauty spots, making your stay more memorable.
- Plan your outdoor activities: Utilize the area's parks and outdoor spaces for activities like hiking or picnicking to enjoy the local scenery.
- Connect with the community: Engage with local events or markets to gain a genuine feel for this destination's culture and hospitality.
- Choose well-located vacation rentals: Select accommodations that provide easy access to major points of interest in the region for a convenient stay.
Transportation Options
- Southampton County Bus Service: This local bus service offers convenient transportation throughout the area, making it easy to explore your surroundings without a vehicle.
- Virginia Railway Express (VRE): Connecting nearby regions, VRE provides commuter rail options for travelers looking to venture beyond the immediate vicinity with comfort and reliability.
- Private Shuttle Services: Various private shuttle companies operate in the region, offering tailored transportation solutions directly to your vacation rental or popular destinations.
- Rental Cars: Numerous car rental agencies are available here, giving you the flexibility to explore the area at your own pace during your stay.
Local Customs Options
- Southern Hospitality: Expect warm greetings and friendly interactions when engaging with locals, reflecting the region’s renowned hospitality in this part of Virginia.
- Historical Reenactments: Participate in or observe authentic reenactments that celebrate the area's rich history and cultural heritage.
- Local Cuisine Traditions: Savor traditional Southern comfort foods that are integral to community gatherings and special occasions here.
- Community Festivals: Experience lively festivals and events that showcase the region’s vibrant local customs and crafts throughout the year.
Frequently Asked Questions About Southampton County?
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!
- Farm-stay, Diversified Working Farm, Agrarian Setting
- 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
- Modern Bunkhouse in a rural Virginia setting near Williamsburg & Smithfield
- Woodland Retreat - Wanderlust
2. How many vacation rentals have private pools in Southampton County?
There are 3 vacation rentals with private pools near Southampton County. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Southampton County are best for families?
If you are looking for a family-friendly vacation home in Southampton 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 Southampton County:
4. 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 110 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.
5. What is the cancellation policy for vacation rentals in Southampton County, Virginia?
6. Are there any additional fees I should be aware of when booking a vacation rental in this region?
7. How do I verify the safety and cleanliness standards of vacation rentals here?
8. What amenities are commonly available at vacation rentals in this area?
9. How can I ensure my booking process is seamless when reserving a vacation rental locally?
Southampton County Top Rated Vacation Rentals
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