
Vacation rentals in South Boston
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in South Boston
Guests agree: these stays are highly rated for location, cleanliness, and more.

Cozy Getaway Efficiency on Buggs Island/Kerr Lake
Fully stocked efficiency on Bluestone Creek, Clarksville, VA. Will sleep 4 (queen bed and sofa sleeper). Best suited for a couple or will accommodate family up to 4. Covered deck overlooking lake. Quiet and secluded, surrounded by 28 acres of woods. Perfect for fishermen and recreation. Parking for boat/ trailer. Dock has electric. A canoe is provided. 15-minute boat ride to Clarksville. Launch is 4 miles from property. Private entrance, 2nd floor. No meals served. Over 10 yrs is an extra guest.

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.

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+).

Forest Cabin Retreat | Hot Tub & Creekside
Welcome to The Cabin! •15 min to the Blue Ridge Parkway •20 min to Smith Mountain Lake •25 min to Downtown Roanoke •40 min to Peaks of Otter Follow our IG @rambleonpines for cabin tours and photos Awaiting guests deep in the poplars that over took this holler years ago after all the green beans and potato crops were pulled from this fertile soil, is a modern chic cabin over looking a babbling creek with all the luxuries one would need for a weekend away from the grind of life.

Rustic Cabin on a 350+ acre Camp
This charming rustic cabin is located at Hat Creek Camp, a 350+ acre camp with over 7 miles of hiking trails and two lakes. The cabin has three rooms, a bedroom, bathroom, and common space/kitchen. The kitchen includes a stove, fridge, blender, coffee maker, and microwave. The bedroom has a Queen bed, and the bathroom has a spacious shower. This cabin is small but very personable, around the camp it is affectionately known as The Pickle. Perfect for quiet getaways in the country.

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.

Lakefront Cabin
Beyond the gates of the famous Bob Cage Sculpture Farm, you will find this serene getaway. Your one bed, one bath cabin is steps from a private lake, where nature surrounds you. This unique location puts you less than 3miles from local amenities such as Walmart, Sheetz, Starbucks, Food Lion, and the South Boston Speedway, while still tucked in serenity. We also accept longer term rentals for professionals at a discounted rate. *please note that the fireplace does not work*

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.

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!

Majestic Lakefront Log Cabin in the NC High Plains
Cozy Log Cabin located on Lake Mayo just above Roxboro, North Carolina on Whispering Wolf Ranch. Easy access to a functional floating dock. Great for fishing, swimming, meditating, or to just enjoy nature. Paddle boards and Kayaks can be rented at nearby Mayo Lake Park. Can be used for a private romantic getaway or family retreat. Less than 5 miles from the events held at Lake Mayo Park. PARTIES OR EVENTS ARE NOT ALLOWED!

Bright Leaf Haskins
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

Vintage charm meets modern style!

Carriage House Studio on 5 Acres Near Lake Michie

Cliffside Cottage -Kerr Lake

The Silo at Lake Front Winery

Farm Life, Close to Town

The Cedar Farm | Close To VIR, Danville

Roark Mill Retreat

Hideaway Haven | Hot Tub, Firepit & Private Dock
Quick stats about vacation rentals in South Boston
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ110 before taxes and fees
Total number of reviews
260 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Destinations to explore
- Western North Carolina Vacation rentals
- Washington Vacation rentals
- Myrtle Beach Vacation rentals
- Gatlinburg Vacation rentals
- Charleston Vacation rentals
- Outer Banks Vacation rentals
- Ocean City Vacation rentals
- Charlotte Vacation rentals
- Virginia Beach Vacation rentals
- Pigeon Forge Vacation rentals
- Asheville Vacation rentals
- Pittsburgh Vacation rentals