
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.

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.

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+).

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.

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.

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.

BrightEyes Alpaca Retreat Farmville ,Virginia
Separate apartment ABOVE detached garage; Modestly equipped kitchen. KING bed, sitting area & electric fireplace. TV in living room. No WiFi. Your HOTSPOT works great here. PET FREE indoor/outdoor. *Pet free/NO pets allowed* , no exceptions. NO smoking (any device/format)on the premises. Max 3/No children under 5. Apartment access is thru INDOOR garage stairs;not recommended for individuals with mobility issues. No entrance by deck (there are no lights).

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.

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!

Country Home
This Country Home is located in a private area of South Boston, Va. Conveniently 10 mins from major food chains and shopping centers. Its 30 mins from VIR Race Track and 5 mins away from South Boston Speedway. Its also located in 30-40 mins from Duke University, Occeecheen State Park, and Avery College. This home is also pet friendly , for your furry friends.
Popular amenities for South Boston vacation rentals
Other great vacation rentals in South Boston

Carriage House Studio on 5 Acres Near Lake Michie

Private Lakefront Paradise - Paddleboards & Kayaks

Pine Bluff Trails Guest House

Bannister Farm

Lake Front | Beautiful Views | Perfect Getaway

Lakefront Condo~Beach, Pools, Hot Tub, Gym, Sauna!

Rustic Cabin on 350+ acres at Hat Creek

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 air conditioning, over 10 homes with a kitchen, 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 290 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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