
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.

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.

Scott School Cottage Stay at Scott School
Scott School was a Campbell County one-room school from 1905 to 1928. In 2010, Scott School was renovated and serves as a lovely tea room and quiet location for guests. The cottage is complete with two bedrooms (one twin, one full), central HVAC, full kitchen, and televisions. Points of interest nearby are: Red Hill-last home and burial place of Patrick Henry (5 miles), University of Lynchburg (30 miles), Liberty University (25 miles), Randolph College (30 miles), and Appomattox (22 miles).

Scenic Semora Home
This older family home is located in Semora on our family's farm. The home is very secluded and private on a beautiful road. VIR (Virginia International Raceway) is only a 12 minute drive away. Hyco Lake is an 11 minute drive. This makes us perfectly situated between two popular vacation spots. We are about 12 minutes from Milton and 20 minutes from Yanceyville and Roxboro where you can find shopping and restaurants. **Please note this is a very rural home. We do not do long term renters.

Lakefront Cottage w/ great view and use of dock
The sunlit cottage is perfect place to enjoy the largest lake in Virginia, exploring nearby state parks, the quaint town of Clarksville, or nearby breweries/wineries. The cottage offers an open view of the lake and use of a dock (150 yds from house) for fishing, swiming, docking watercraft or watching the sunset. A great retreat for a small family of 4 or 2 couples. Please indicate the number of guests; parties over 4 must be pre-approved. Reservation must be by an adult (age 21+).

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!

Peaceful Log Cabin in the country (no extra fees)
Hand-Hewn Log Home on 1.5 acres with a newly added outdoor area in Sept 2025. 20 minutes to Pineview, Waverly and Pavilion @Mimosa wedding venues. 5 Minutes from town, 35/40 minutes to Longwood U and Hampden Sydney College. Zero traffic! Plenty of room - 2 bedrooms, fully stocked kitchen, Coffee & Tea Bars. Clean and cozy. The perfect place to unwind, unplug and reset your clock We strive to go beyond expectations designing our cabin the way Airbnb vacations once were.

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!

The Silo at Lake Front Winery
The design of our silo embraces the cylinder shape using it for multilevel living. There is an open kitchen that flows into the dining area with modern appliances and fixtures. Fully furnished. One bathroom that is fully functional, stylish and elements that complement the silo character. The silo sits on a winery and overlooks a farm on one side and the vineyard on the next. Located about 5-10 minutes to Clarksville, VA and 15-20 minutes from South Boston, VA.

"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.
Popular amenities for South Boston vacation rentals
Other great vacation rentals in South Boston

Minnie’s Place Prime Location

Pine Bluff Trails Guest House

Bannister Farm

Lake Front | Beautiful Views | Perfect Getaway

12 Mi to Staunton River State Park: Off-Grid Cabin

Rustic Cabin on a 350+ acre Camp

Huge 1BR Apt Upscale Nhood DECK, FIREPIT, SO NICE!

Spacious Woodland Cabin - Kerr Lake
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 G$6,276 GYD 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

Wi-Fi availability
10 of South Boston vacation rentals include wi-fi 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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