
Vacation rentals in South Boston
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Top-rated vacation rentals in South Boston
Guests agree: these stays are highly rated for location, cleanliness, and more.

8 mi. to VIR! 18 min to Danville, South Boston, Va
Spacious, clean, & relaxing, this home is less than 8 miles from VIR and 18 mi to Danville, South Boston, or Roxboro. The listing is on one floor level to accommodate those with mobility issues. High-speed Starlink WiFi. Bedrooms provide linens/pillows/blankets. Bathrooms provide towels & necessities. Full kitchen w/coffee. Oversized paved parking with easy accessibility. Perfect for trailers/multiple large vehicles. Close to hwy, may want to pack earplugs. Strict no smoking or pets please.

The Historic Blessing House in Danville on Main
Located on historic Main Street, the home has central HVAC, is workspace friendly, w/ tv and walking distance to coffee shop/wine bar/restaurant/museum/ hospital. Averette Univ is 6 blocks. Casino 1 mi Queen bed, ceiling fan, window blinds, drapes, full floor mirror & walk-in closet. Full kitchen w/ ceiling fan, coffee, tea, Keurig, bottled water, disinfectant, sanitizer, and cooking essentials. Private Bath with shower, soap, shampoo, conditioner, hair dryer. Linens incl. W/D available.

Cousin Carol's Fishing Adventure! Scottsburg, VA
Welcome to this cozy and fun fishing-themed home at the Little Tin Can Campground! Come rest, relax and enjoy the charming little town of Scottsburg, VA! This retro-inspired home has been comfortably updated and is just minutes away from fishing, hiking and outdoor activities at Staunton River State park; situated closely to South Boston and the Speedway; and about 20-30 min away from several wineries. What's more: inquire about our neighboring property and book a stay full of family fun!

Spencer Hill
Home Away from Home! Spencer Hill features 3 bedrooms, 1 bath, large fully equipped kitchen, family room, and screened in patio. We are centrally located between Historic Downtown Halifax and South Boston minutes to shopping, fine dining and entertainment, Molasses Grill, Berry Hill Plantation, Factory Street Brewing, Springfield Distillery, Tunnel Creek Vineyards, short track racing at South Boston Speedway, 20 mins west is VIR race track, and Clarksville lake is 20 mins east.

Mountain cabin feel on Hyco Lake.
Unwind at this hidden jewel tucked in the woods on Hyco Lake. Forget tiny houses, this “Skinny House” boasts two bedrooms, two baths, a spacious open floor plan, cedar ceilings, fully equipped kitchen, gas grill, solo stove, laundry room. Indoor and outdoor living that is large enough for six adults. Floating dock invites you to spend your days on the lake - swimming, fishing, boating, or just soaking in the views. Canoe, Kayaks, Paddle-boards & life vests provided!

The Lucky Leah - Charming Home in Downtown Halifax
Welcome to the Lucky Leah! Enjoy this newly renovated home built in 1900 located in the heart of Historic Downtown Halifax. The flow and function of this home will work for families of all sizes. This home sleeps 6 guests and features spacious 2 Bedrooms 2 Bathrooms including a queen size sleeper sofa . Only footsteps away from Molasses Grill and a short drive to Tunnel Creek Vineyards, Factory Street Brewing, and Springfield Distillery, and located only 20 miles from VIR.

Quiet Downtown Apartment
Quiet upstairs apartment, perfect for long term stays. Spacious rooms are above professional offices below, so your privacy and personal quiet space is ensured. King bed, two large dressers, additional seating and work area make this a terrific space for an individual or couple. Bathroom and dressing area is spacious, with dresser and large closet to make your long term stay feel more like home. Kitchenette includes under counter refrigerator, microwave and Keurig.

Papa's Place at Foy's Farm
Relax with the family, friends, or solo... Welcome to Papa's Place! Our completely renovated 1959 two bedroom one bath home in South Boston VA where rustic meets modern. We invite you to enjoy the large front yard, let the butterflies greet you, watch the deer graze, cherish sunsets from the front porch or late nights by the firepit. Only 26 miles from VIR and 30 from the NEW CEASARS VIRGINIA CASINO!! Come visit Papa's Place... where you will ALWAYS be at home!

Hill of Beans
One bedroom, basement apartment in well kept house. The apartment is furnished with antiques and set on the corner of a farm with good views. The apartment has a private entrance and parking just outside the door. We are a retired but active couple who live upstairs. The kitchen has a Keurig coffee maker and is stocked with coffee, tea, coffee fixings, snacks, and light breakfast items. We are 25 minutes to downtown Lynchburg and 20 minutes to Appomattox.

"The Guest House of Halifax"
Comfortable 1940s home adjacent to Halifax County Club. Rest, relax and enjoy the local sights or take in 18 holes. Full kitchen. 1st-floor master bedroom/bath [2 steps down]. Basement laundry available. Close to restaurants, outdoor activities and groceries. Enjoy antique shops, farmer's markets, historical sites, sports, waterways & walking paths. Plenty of space for families or out-of-town short-term employees. We look forward to hosting you!

Farm Life, Close to Town
Relax in this beautiful rural setting while remaining super close to town. Fully remodeled, this home has all up to date amenities, stylish furniture and fixtures, cleanliness and tranquility, all within minutes of the most popular attractions in South Boston and Clarksville. Perfect for work or travel, or just to explore a new area for a bit, we welcome you to come and relax on our deck at sunset and see why we love it so much here.

Bright Leaf Haskins Spacious 3 Bed / 2 Bath
Your whole group will enjoy easy access to everything from this centrally located pet-friendly home in a quiet neighborhood. Our home features three bedrooms, with a pull out sofa, and a futon allowing comfortable sleeping for 8. There’s also plenty of space to spread out both inside and outside as there is an additional den and covered porch with fenced in yard. We would love for you to visit!
Popular amenities for South Boston vacation rentals
Other great vacation rentals in South Boston

Lucky 732 - 2bd/1bth Near Casino

Country Living near Buggs Island/Kerr Lake

Pine Bluff Trails Guest House

Dreamin’ Nauti with Private Dock access

Rustic Cabin on a 350+ acre Camp

The Owl House

The Cedar Farm | Close To VIR, Danville

Little Haven Cottage
Frequently Asked Questions
Do house rentals in South Boston have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in South Boston. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in South Boston?
Experience the best of South Boston with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for House Rentals in South Boston?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in South Boston have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in South Boston. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in South Boston

Total vacation rentals
Explore 20 vacation rentals in South Boston

Nightly prices starting at
South Boston vacation rentals start at $42 CAD per night before taxes and fees

Verified guest reviews
Over 260 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of South Boston vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across South Boston rentals

4.9 Average rating
South Boston stays are highly rated by guests—averaging 4.9 out of 5!
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