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Best Vacation rentals and Airbnb offers in South Boston, VA
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
$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 57 reviews
South Boston, VA
08/27 – 09/07
$243/nighttotal: $2673 (11 )
The Lucky Leah - Charming Home In Downtown Halifax
2 4
apartment , Halifax
This newly renovated apartment is located in Historic Downtown Halifax, just steps from Molasses Grill and a short drive from local wineries and breweries. This accommodation has excellent user, location, and cleanliness ratings. The apartment has two bedrooms, two bathrooms, and a queen-size sleeper sofa, accommodating up to six guests. It features modern amenities like air conditioning, a fully equipped kitchen, a garden, and parking, making it a comfortable and convenient option for families or groups.
9.4 29 reviews
South Boston, VA
08/22 – 09/04
$119/nighttotal: $1547 (13 )
Bannister Farm
2 2
apartment , Halifax
This 2-bedroom apartment is situated in a small town near VIR (Virginia International Raceway), Berry Hill Plantation, and within a 30-minute drive of Danville or Buggs Island Lake. The farmhouse, listed on the historic registry, features a spacious layout, a full kitchen with a fridge, freezer, and microwave, and access to the entire yard.
10 17 reviews
South Boston, VA
08/22 – 09/04
$99/nighttotal: $1287 (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
$187/nighttotal: $2431 (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.
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.
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.
9.8 12 reviews
South Boston, VA
08/22 – 09/04
$121/nighttotal: $1573 (13 )
12 Mi To Staunton River State Park: Off-grid Cabin
1 2
cabin , Scottsburg
This Scottsburg cabin rental sits off Route 360, offering easy access to nearby lakes and trails perfect for fishing, hiking, and boating. The one-bedroom, one-bathroom cottage sleeps four guests and features a kitchen with a fridge and microwave, air conditioning, a garden, parking, a campfire pit, wood-burning stove (wood provided), charcoal grill, covered porch, keyless entry, and linens/towels/toiletries.
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 )
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.
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.
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 3 reviews
South Boston, VA
08/22 – 09/04
$130/nighttotal: $1690 (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.
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.
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.
9.0 7 reviews
South Boston, VA
08/27 – 09/07
$327/nighttotal: $3597 (11 )
Charming 3-bedroom Home Nestled On A Picturesque 270-acre Farm In Halifax.
3 4
apartment , Mountain Road
This Mountain Road house rental sleeps six guests in three bedrooms and two bathrooms, offering a fully equipped kitchen with a refrigerator, microwave, and dishwasher. The smoke-free home includes a terrace, garden, parking, and amenities such as a DVD player and fireplace; further details regarding proximity to specific Mountain Road attractions are needed.
Best South Boston, VA vacation rentals with parking
10 3 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.
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.
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.
9.8 12 reviews
South Boston, VA
08/27 – 09/07
$488/nighttotal: $5368 (11 )
Franks Place-a Beautiful 3 Br Farm House Retreat Space With An In Ground Pool.
3 4
farm , Riverdale
Franks Place, a 3-bedroom farmhouse in South Boston, Virginia, offers a tranquil setting near the Halifax County Fairgrounds and Riverdale Plaza, providing easy access to local attractions and amenities. This South Boston farmhouse rental sleeps eight guests and features a kitchen with a fridge, microwave, and dishwasher, an in-ground pool, and air conditioning; nearby, explore North Main Street Park or the Downtown South Boston Farmers Market.
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.
9.5 130 reviews
South Boston, VA
08/27 – 09/07
$146/nighttotal: $1606 (11 )
Country Home
4 4
apartment , South Boston
This 4-bedroom apartment is located in a private area of South Boston, Virginia, just 10 minutes from major food chains and shopping centers and a short drive from both VIRginia International Raceway and South Boston Speedway. This pet-friendly rental features 2,100 square feet of living space, a fully equipped kitchen, and a private garden, comfortably accommodating up to 6 guests.
This Mountain Road retreat is located within a secure, expansive three-hundred-acre facility, offering easy access to hiking trails and other outdoor activities. The property consistently receives excellent user ratings for its location, cleanliness, and overall experience. This comfortable house has three bedrooms and two bathrooms, comfortably accommodating up to six guests. The fully equipped kitchen, private garden, and on-site equestrian facility provide a range of amenities for relaxation and entertainment.
South Boston, VA
08/22 – 09/04
$169/nighttotal: $2197 (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 19 reviews
South Boston, VA
08/22 – 09/04
$174/nighttotal: $2262 (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.