
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.

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.

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.

Lakefront Oasis-HotTub | GameRoom | Kayaks | Dock
At Pointe Mayo Lake, discover a serene, rustic retreat by Mayo Lake. Enjoy amenities like kayaks & canoes, private dock, fishing rods, a grill, a hot tub, a game room, and a fire pit. Perfect for avid vacationers, couples, families, groups of professionals, and even your furry friends! We are Pet and Family Friendly! Love what you see but not ready to book? Click the ❤️ "Save" button on the top right to easily find us again and secure your getaway when you're ready!

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.

Bracey Historic Train Depot
Want to step back in time to the late 1800's? Staying at the historic Bracey Train Depot will give you that experience and more. The Depot is among one of the surviving buildings with the old post office across the street, the general store next door and landmarks. This section of Bracey Drive is at times secluded, just around the 'cut' and a half mile from I-85.
Popular amenities for South Boston vacation rentals
Other great vacation rentals in South Boston

Whipping Creek Retreat, Charming 3 Bedroom Cottage

Lovers retreat, walk to casino

Country Living near Buggs Island/Kerr Lake

Cottage on Charles

The Cottage at Spring House Farm

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

The Owl House

Roark Mill Retreat
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 ﺩ.ﺇ110 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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