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.

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Top guest favorite
The living area features a large window with sliding glass doors, allowing natural light to fill the space. A comfortable sofa and coffee table are positioned beside a dining area with chairs. A ceiling fan and subtle grey walls complement the wooden floor, enhancing the atmosphere.
Apartment in Clarksville
4.98 out of 5 average rating, 124 reviews

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.

Top guest favorite
A spacious living area is furnished with a dark sectional sofa and a wooden coffee table atop a neutral area rug. Light fixtures hang from the ceiling, and a warm welcome sign is mounted on the wall. The open layout provides a view into the dining space.
Home in Alton
4.94 out of 5 average rating, 189 reviews

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.

Guest favorite
A bronze plaque reads 'Established 1905 Scott School,' mounted on a white wooden surface. A decorative wreath with red flowers and green accents is positioned nearby, adding a touch of natural detail to the entrance.
Cottage in Brookneal
4.92 out of 5 average rating, 132 reviews

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).

Superhost
The tiny house is positioned on a gravel path, surrounded by a lush green lawn and young trees. Open fields extend into the background, showcasing distant trees under a partly cloudy sky. The setting provides a serene and spacious rural atmosphere.
Bungalow in Concord
4.85 out of 5 average rating, 110 reviews

Pear Blossom Cottage - A Tiny House Retreat

Come enjoy the quietness and beauty of the countryside in this lovely and comfortable Tiny House. Minimalist living in a secluded and quiet country setting, but with all the comforts. Enjoy a full-size shower and regular toilet in this tiny place - no roughing it here. There is everything you might want for an enjoyable stay: Relax outside around the fire-pit, play games inside, take a walk in the country or read on the wonderful king-sized mattress in the loft. You'll be refreshed.

Guest favorite
A white-sided mobile home is shown with a welcoming front porch. A concrete walkway leads to the entry door. Windows are visible, allowing natural light. Green grass surrounds the home, enhancing its connection to the rural landscape.
Home in Semora
4.84 out of 5 average rating, 166 reviews

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.

Top guest favorite
A charming sunlit cottage nestled on a green lawn, framed by trees. The structure features large windows, maximizing natural light. A patio with a gazebo is visible in the foreground, providing a relaxing outdoor space. The backdrop includes serene surroundings and hints of Kerr Lake.
Cottage in Clarksville
4.93 out of 5 average rating, 190 reviews

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+).

Top guest favorite
Cabin in Vinton
4.99 out of 5 average rating, 130 reviews

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.

Top guest favorite
A rustic cottage is nestled amidst a winter landscape, surrounded by snow-covered trees and a wooden fence. The building features natural wood elements, with a gentle sloping roof, and casts shadows on the pristine white ground.
Cabin in Evington
4.97 out of 5 average rating, 297 reviews

Selah Acre's Alpaca Farm Cottage

A quiet cottage for young and old alike! Situated on a farm with hiking trails, creeks & streams! Coffee, tea, cream, sweeteners and snacks await you! The "Kitchen" includes coffeemakers, fridge, microwave, toaster oven and a 2 burner hot plate with all necessities to cook (there is no standard oven or kitchen sink - if needed we will pick up your dishes and clean them for you!). Fresh linens and towels are provided. The cabin dates back to the 1800's and was recently restored.

Guest favorite
Home in Halifax
4.9 out of 5 average rating, 127 reviews

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.

Guest favorite
The interior space features a warm wooden ceiling and a large Smart TV mounted on the wall. A glass sliding door offers views of the lush greenery outside and the lake beyond, leading to a deck with outdoor seating.
Home in Leasburg
4.93 out of 5 average rating, 154 reviews

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!

Top guest favorite
A rustic log cabin is nestled among lush greenery, surrounded by trees. A grassy yard extends in front, with a vehicle parked nearby. The structure features multiple windows, showcasing its charming facade and creating a sense of tranquility in the natural setting.
Cabin in Keysville
4.98 out of 5 average rating, 143 reviews

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.

Guest favorite
The historic Bracey Train Depot features a charming white façade with a sloped metal roof. An inviting walkway leads to the front door, framed by a garden area. A large rock sits on a well-maintained lawn, surrounded by trees in the background.
Home in Bracey
4.93 out of 5 average rating, 133 reviews

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

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$6,275 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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