
Holiday rentals in South Boston
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Top-rated holiday rentals in South Boston
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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.

Spacious Woodland Cabin - Kerr Lake
Calling all nature lovers, outdoors men, women, & families looking for adventure! Take a hike or enjoy the hot tub. Wooden Cabin close to Clarksville & Bluestone Landing. Take a walk or a golf cart ride to reach the property’s dock or sit on the porch & unwind. Close to everything, yet far away. Enjoy a beautiful cabin w/ modern amenities such as Starlink Internet & smart TVs throughout. Best Wi-Fi you can get -2 bedrooms, 2 full baths, rec room & loft w/4 beds. The perfect place to disconnect.

Kerr Lake Amazing Views, Private Dock, Quiet
Peaceful lakefront retreat: Private dock, table, and new solar-lit umbrella (7/28/25). Amenities include a new gas grill (7/28/25), paddleboard, canoe, kayak, cornhole, hammock, firepit, puzzles, books, and games. Enjoy a large deck with two tables and a screened porch with couch—perfect for morning coffee. The home features 3 bedrooms, a loft, 3 full baths, and a dedicated workspace. Ideal for families, friends, or fishing trips. Driveway fits 5 trucks with trailers; boat launch 2 miles away.

TDF Retreat on Kerr Lake
Come enjoy your own space at your own pace, directly on Kerr Lake. Quaint two bdrm/1 bath house on the Lake. 90 minutes from Raleigh or Richmond. This charming home, sleeps five, and is just steps to the dock which you can tie your boat up to. Longwood State Park is the closest boat ramp, and a mere 10 minute boat ride from there. Spend nights watching the sun set and sitting around the firepit. Nonsmoking property. No vehicles on the back lawn. NO PARTIES. Please review cancellation policy

Tiny house & hot tub, w/gorgeous mountain views!
Peaceful tiny house with amazing view of Sharp Top Mountain! Features: hot tub, outdoor dining area, small kitchenette amenities, and smart-tv w/firestick (must use your hotspot to stream). 10 min to BR Parkway, Peaks of Otter, and Claytor Nature Center. Wineries, orchards, and hiking nearby. Friendly dogs may occasionally visit from my mother’s house next door. (Look for Wind Tides Farm sign). ***If booking in winter months, keep in mind the wind tends to be heavy, depending on weather.***

The Magical Cabin on Back Creek
Magic is the word most people use when they visit this hidden gem. Built in 1939 as a fishing cabin by a gentleman who incorporated box cars as rafters and beams, dates still visible since removing the attic. By far the best place I've ever lived. I decided to share it with others who love to explore, who love listening to the voice of the creek or who come just to sit on the porch high above the creek with a spouse, friend, family, or alone. For the best sleep, open the bedroom window!

100acre Woods Cabin Retreat
No Smoking in home, No animals or pets allowed! 30 mi to Lynchburg, 11 to Altavista. This cabin boasts 100 acres of serene nature while hiking the trails, fishing and swimming in the river. Canoe from the boat slip down river to the long Island community center. Relax on the large rocking chair front porch with your honey on the porch swing, or roast marshmallows and sip drinks around the fire pit! This is not a party house, it is meant to relax and enjoy peace, quiet, and nature, enjoy!

Black Water Junction Cabin
Our cabin is built out of old wood and doors found on the farm. Because I am such a cold natured person, I installed heated floors and a heated towel bar in addition to the mini-split and electric fireplace! The cabin is surrounded by pastures that are the home to our cows, horses, goats, pot belly pig, and chickens. The highlight of a stay at BWJ Cabin would be to sit on the front porch in a rocking chair, day bed swing or hot tub looking out over the landscape and do nothing.

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 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!

Long’s Lakehouse
Relax with the whole family at this peaceful waterfront property. It is a 2 bedroom, 2 bathroom house with one king bed, one queen bed, and a pull out sofa! The kitchen is fully stocked with a coffee pot, utensils, pizza pan, crock pot, skillet, pots , pans, baking sheets, toaster, oven and microwave! Bedrooms and living room have smart tvs. WiFi available! Enjoy the kayaks, lots of fishing, grilling, and fire pit! There is something for here for everyone!
Popular amenities for South Boston holiday rentals
Other great holiday rentals in South Boston

Rooted In Love

Lakefront Cottage on Hyco Lake

Black Water Junction Casa

Red, White & Bluestone - Lake Front, Private Dock

Cousin Carol's Fishing Adventure! Scottsburg, VA

Barndominium oasis on 22 acres

Hummingbird Hollow at Lake Hyco

BohoNook
Frequently Asked Questions
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.
Are there vacation rentals with a dedicated workspace in South Boston?
Yes! Work meets play with ease at over 10 vacation rentals in South Boston featuring dedicated workspaces. Stay connected and productive in your home away from home.
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.
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.
Do house rentals in South Boston have wifi?
Absolutely! We offer over 10 house rentals with wifi in South Boston. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in South Boston have free parking?
Absolutely! We offer over 10 house rentals with free parking in South Boston. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in South Boston

Total holiday rentals
Explore 20 holiday rentals in South Boston

Nightly prices starting at
South Boston holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 310 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of South Boston holiday 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!
Destinations to explore
- Norfolk Holiday rentals
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- Outer Banks Holiday rentals
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- Duke University
- Smith Mountain Lake State Park
- Durham Bulls Athletic Park
- American Tobacco Campus
- Eno River State Park
- Sarah P. Duke Gardens
- Carolina Theatre
- Liberty Mountain Snowflex Centre
- Durham Farmers' Market
- Virginia International Raceway
- Museum of Life and Science
- Duke Chapel
- Occoneechee Mountain State Natural Area
- Durham Performing Arts Center
- Appomattox Court House National Historical Park
- Falls Lake State Recreation Area
- The Durham Hotel
- 21c Museum Hotel




