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Best Vacation rentals and Airbnb offers in South Boston, VA
South Boston, VA
08/22 – 09/04
$166/nighttotal: $2158 (13 )
Uncle Nelson's Woodland Hideaway! Scottsburg, Va
2 2
house , Scottsburg
Uncle Nelson's Woodland Hideaway is a pet-friendly Scottsburg, Virginia vacation home located 58 miles from Lynchburg Regional Airport. This 990-square-foot house features two bedrooms, two bathrooms, a fully equipped kitchen, patio with barbecue, and can comfortably accommodate up to 15 guests, offering free Wi-Fi and private parking.
8.8 3 reviews
South Boston, VA
08/22 – 09/04
$148/nighttotal: $1924 (13 )
Uncle Nelson's Woodland Hideaway! Scottsburg, Va
2 2
apartment , Scottsburg
This Scottsburg, Virginia rental is a three-bedroom, two-bathroom house located in a rural woodland setting, a short drive from Green's Folly Golf Course, Hunting Creek Vineyards, and Vaughan St. Park. This 980-square-foot house, perfect for families or groups of up to eight, features a fully equipped kitchen, private fenced backyard with grill, and convenient access to nearby parks and attractions like Cousin Carol's Fishing Adventure.
South Boston, VA
08/22 – 09/04
$164/nighttotal: $2132 (13 )
2 Mi To South Boston Speedway: Cozy Tiny Home!
1 2
apartment , South Boston
This South Boston apartment rental is conveniently located 3 miles from downtown South Boston, near the Tobacco Heritage Trail and South Boston Speedway. The one-bedroom, one-bathroom unit sleeps two, features a kitchenette, workspace with monitor, smart TV, covered parking for two vehicles, and offers access to an additional property for larger groups (separate booking required).
10 1 review
South Boston, VA
08/22 – 09/04
$247/nighttotal: $3211 (13 )
Cozy Mill. Modern Retreat In The Heart Of Town.
2 2
apartment , South Boston
This South Boston condo offers a private cabana with views of the Tobacco Heritage Trail and is located near its entrance for easy access to outdoor activities. This 2-bedroom, 2-bathroom residence accommodates up to 4 guests and includes a dedicated office space, in-home laundry, and a back deck, providing comfort and character in a memorable location.
10 17 reviews
South Boston, VA
08/22 – 09/04
$88/nighttotal: $1144 (13 )
Quiet Downtown Apartment
1 2
apartment , South Boston
This South Boston flat is situated in a quiet area, just a short walk from the Boston Convention and Exhibition Center and the Seaport District. It consistently receives excellent ratings for cleanliness, location, and overall experience. The apartment has one bedroom and one bathroom, comfortably accommodating up to two guests. Enjoy a well-equipped kitchenette, a spacious bathroom and dressing area, and a comfortable king-sized bed.
South Boston, VA
08/22 – 09/04
$191/nighttotal: $2483 (13 )
Studio 2 Mi To South Boston Speedway
1 2
studio , South Boston
This South Boston studio apartment is conveniently located near the South Boston Speedway, just 2 miles away. The 600-square-foot unit features a fully equipped kitchen, a private entrance, on-site spa access, and sleeps up to 3 guests, perfect for travelers attending races or exploring the local area.
South Boston, VA
08/22 – 09/04
$79/nighttotal: $1027 (13 )
Red Roof House
1 2
apartment , South Boston
This South Boston house rental boasts a central location, offering easy access to various attractions, though precise distances aren't specified. The three-bedroom, one-bathroom home comfortably sleeps four guests and includes air conditioning and a kitchen.
9.7 3 reviews
South Boston, VA
08/22 – 09/04
$152/nighttotal: $1976 (13 )
Cousin Carol's Fishing Adventure! Scottsburg, Va
2 2
house , Scottsburg
Cousin Carol's Fishing Adventure, a Scottsburg, Virginia vacation home, is located 58 miles from Lynchburg Regional Airport. This 620-square-foot house features two bedrooms, one bathroom, and accommodates up to nine guests, offering free Wi-Fi, private parking, a patio with barbecue facilities, and outdoor play equipment.
South Boston, VA
08/22 – 09/04
$189/nighttotal: $2457 (13 )
Studio 2 Mi To South Boston Speedway
1 2
studio , South Boston
This South Boston studio apartment is conveniently located near North Main Street Park (a 12-minute walk) and Grove Park (7 minutes away), offering easy access to the waterfront and its motorboat tours. The 600-square-foot unit sleeps two guests and features a fully equipped kitchen with a refrigerator and microwave, on-site parking, and amenities including Wi-Fi and air conditioning.
South Boston, VA
08/22 – 09/04
$133/nighttotal: $1729 (13 )
12 Mi To Staunton River State Park: Off-grid Cabin
1 2
cabin , Scottsburg
This Scottsburg, Virginia cabin rental is located approximately 58 miles from Lynchburg Regional Airport, offering easy access to local attractions. This 750-square-foot house features one bedroom, one bathroom, a fully equipped kitchen (including a fridge and microwave), air conditioning, a garden, parking, and can comfortably accommodate up to seven guests.
10 3 reviews
South Boston, VA
08/22 – 09/04
$132/nighttotal: $1716 (13 )
Cousin Carol's Fishing Adventure! Scottsburg, Va
2 2
apartment , Scottsburg
This Scottsburg vacation rental is located in a rural area, a short drive from Staunton River State Park and Green's Folly Golf Course. This 620-square-foot apartment sleeps five, featuring two bedrooms, one bathroom, a fully equipped kitchen with a retro diner table, a Roku TV, a fenced backyard with a charcoal grill, and in-unit laundry; Uncle Nelson's Woodland Hideaway is nearby for larger groups.
South Boston, VA
08/22 – 09/04
$166/nighttotal: $2158 (13 )
Studio 2 Mi To South Boston Speedway
1 2
studio , South Boston
This South Boston studio apartment offers convenient covered parking for two vehicles, plus free street parking (first-come, first-served), and is located in [Insert Specific Neighborhood in South Boston, if available; otherwise, remove this clause]. The single-story unit features a fully equipped kitchenette, a full sleeper sofa accommodating two guests, central A/C and heating, and free WiFi; an additional property is available on-site for larger groups.
Top Vacation Rentals for Families in South Boston, VA
These kid-friendly vacation rentals in South Boston, VA keep you close to top city attractions for a stress-free family vacation.
10 6 reviews
South Boston, VA
08/22 – 09/04
$203/nighttotal: $2639 (13 )
Charming Remodeled Historic Home In The Small Town Of South Boston, Virginia.
2 2
apartment , South Boston
This charming 2-bedroom apartment in South Boston, Virginia, is conveniently located near the Staunton River Battlefield State Park and Prestwould Plantation, both within a short drive. Enjoy the peaceful ambiance of this historic town with its rich history and natural beauty. This comfortable rental offers a private bathroom in each unit, accommodating up to 6 guests. Enjoy amenities like air conditioning, an ironing board and iron, and close proximity to Mayo Lake and Hudson Heritage Farms for outdoor activities.
South Boston, VA
08/22 – 09/04
$188/nighttotal: $2444 (13 )
2 Mi To South Boston Speedway: Cozy Tiny Home!
1 2
apartment , South Boston
This South Boston apartment rental is conveniently located near North Main Street Park and Grove Park, offering easy access to nearby water activities and day trips to Green's Folly Golf Course and Greenwood Winery. This 360-square-foot unit features one bedroom, one bathroom, and accommodates two guests, boasting a fully equipped kitchen, air conditioning, on-site parking, and access to a garden and spa.
9.2 729 reviews
South Boston, VA
08/06 – 08/07
$206/nightfor 1 night
The Berry Hill Resort & Conference Center
1 2
resort , South Boston
The Berry Hill Resort & Conference Center is located in South Boston's historic district, just a short drive from Sentara Halifax Regional Hospital, the L. E. Coleman African-American Museum, and South Boston Speedway. The resort has received excellent ratings for its location, cleanliness, and overall user experience. The hotel features an indoor pool, a fitness center, and a sauna, along with a full-service spa offering a variety of treatments. Guests can enjoy free continental breakfast, Wi-Fi, and parking, as well as dine at the resort's two restaurants and bars.
Best South Boston, VA vacation rentals with parking
South Boston, VA
08/22 – 09/04
$182/nighttotal: $2366 (13 )
2 Mi To South Boston Speedway: Cozy Tiny Home!
1 2
house , South Boston
This South Boston vacation rental is conveniently located near Lynchburg, approximately 55 miles from Lynchburg Regional Airport, offering easy access to area attractions. This 360-square-foot house features one bedroom, one bathroom, sleeps three guests, and includes a fully equipped kitchen, spa, parking, and free Wi-Fi.
10 2 reviews
South Boston, VA
08/22 – 09/04
$125/nighttotal: $1625 (13 )
12 Mi To Staunton River State Park: Off-grid Cabin
1 2
cabin , Scottsburg
This Scottsburg, Virginia cabin, located off Route 360, offers easy access to South Boston Speedway (5 miles away), Occoneechee State Park (30 miles), and Greens Folly Golf Course (8 miles). This 750-square-foot getaway sleeps four, features a one-bedroom, one-bathroom layout, a wood-burning stove, campfire pit, charcoal grill, and a well-equipped kitchenette; enjoy nearby hiking, fishing, and boating opportunities.
Frequently Asked Questions about vacation rentals in South Boston, VA
Which walking or cycling routes are the best in South Boston, VA?
The Tobacco Heritage Trail is a great option for both walking and cycling. It runs for 11 miles along the former Norfolk Southern Railway line, offering scenic views of the countryside. You can also enjoy a walk or bike ride around the South Boston Town Common.
What are the best Airbnb and vacation rentals in South Boston, VA?
What sports or outdoor activites can visitors enjoy in and around South Boston, VA?
South Boston is a great place to enjoy outdoor activities. You can go fishing at John H. Kerr Reservoir, play golf at the South Boston Golf Club, or go hiking at Staunton River State Park.
What are the most popular Airbnbs in South Boston, VA?
What amenities are commonly available in vacation rentals in South Boston, VA?
Vacation rentals in South Boston usually have basic amenities like Wi-Fi, air conditioning, and a fully equipped kitchen. Some rentals may also offer extras like a pool, hot tub, or fire pit.
What are the best rentals for families and kids in South Boston, VA?
What time of year is best to rent a vacation rental South Boston, VA?
The best time to visit South Boston is during the spring or fall. The weather is mild, and there are fewer crowds. You can also enjoy the beautiful fall foliage in the fall.
What are the local dishes in South Boston, VA region?
South Boston is known for its Southern cuisine. Some of the local dishes you should try include fried chicken, barbecue, and hushpuppies. You can also find plenty of fresh seafood, especially during the summer months.
Destinations nearby
Best Vacation Rentals with Balconies in South Boston, VA
Start your morning right with a vacation rental in South Boston, VA featuring a private balcony and stunning views.
South Boston, VA
08/22 – 09/04
$133/nighttotal: $1729 (13 )
12 Mi To Staunton River State Park: Off-grid Cabin
1 2
cabin , Scottsburg
This Scottsburg, Virginia cabin rental is located approximately 58 miles from Lynchburg Regional Airport, offering easy access to local attractions. This 750-square-foot house features one bedroom, one bathroom, a fully equipped kitchen (including a fridge and microwave), air conditioning, a garden, parking, and can comfortably accommodate up to seven guests.
9.2 729 reviews
South Boston, VA
08/06 – 08/07
$206/nightfor 1 night
The Berry Hill Resort & Conference Center
1 2
resort , South Boston
The Berry Hill Resort & Conference Center is located in South Boston's historic district, just a short drive from Sentara Halifax Regional Hospital, the L. E. Coleman African-American Museum, and South Boston Speedway. The resort has received excellent ratings for its location, cleanliness, and overall user experience. The hotel features an indoor pool, a fitness center, and a sauna, along with a full-service spa offering a variety of treatments. Guests can enjoy free continental breakfast, Wi-Fi, and parking, as well as dine at the resort's two restaurants and bars.
Our Favorite Pet-Friendly Vacation Rentals in South Boston, VA
Travel with ease to South Boston, VA with pet-friendly rentals located near local dog parks and scenic city walks.
South Boston, VA
08/22 – 09/04
$150/nighttotal: $1950 (13 )
Cozy 3br Virginia Home Near Historic Berry Hill
3 2
apartment , South Boston
This South Boston condominium offers a relaxing retreat in South Central Virginia, providing easy access to the area's historical sites and natural beauty. This single-level residence accommodates up to six guests with three bedrooms and one bathroom, featuring a fully equipped kitchen with a fridge, microwave, and dishwasher, plus air conditioning and internet for your convenience.
10 18 reviews
South Boston, VA
08/22 – 09/04
$156/nighttotal: $2028 (13 )
Bohonook
1 2
apartment , Halifax
This Halifax Airbnb rental is conveniently located in a quiet, family-friendly neighborhood, a short drive from downtown Halifax, Sentara Halifax Regional Hospital, and numerous shopping and dining options including Walmart, Lowe's, and Food Lion. This pet-friendly two-bedroom, one-bathroom apartment sleeps four, offering a queen bed, futon, and sofa, two desks, a full kitchen, air conditioning, parking, and Wi-Fi; nearby amenities include The Fit Club, the YMCA, a walking/biking trail, and a golf course.