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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.

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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, 191 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 large boathouse is visible next to a serene lake, with a wooden dock extending towards the water. A dining table with chairs is positioned on the dock, and vibrant marigolds are seen at the base. The sky features scattered clouds, and lush greenery surrounds the area.
Home in Leasburg
4.94 out of 5 average rating, 131 reviews

Lakefront with Million Dollar Views on HYCO Lake

Get away from the stresses of life with this 3-Bedroom lakehouse with large boathouse. Sleeps 10 people in bedrooms and additional spaces on living room on couches. Breathtaking view of the lake and surrounding. Enjoy the water with included floating water mat or explore the area with our 2 kayaks and 2 paddle boards. Home features 3 bedrooms, 2 full baths, spacious full kitchen, washer/dryer, fire pit, 1,000MBs WIFI, YouTube LiveTV, gas grill , whole house standby generator and other amenities.

Top guest favorite
The tiny home is positioned amid a grassy area, surrounded by tall evergreen trees. A vibrant flower bed blooms in the foreground, showcasing a mix of colors against the lush greenery.
Tiny home in Efland
5 out of 5 average rating, 285 reviews

Timberwood Tiny Home

Timberwood Tiny Home is a place to rest your head & heart in Efland, North Carolina. The peaceful retreat is down a country road approximately 10-minutes from downtown Hillsborough. The 200 square foot tiny home is on a private corner of 8-acres shared with our main house. It features Scandinavian-style details, two beds, a spacious porch, abundant natural light, a wood-fired hot tub, barrel sauna, cold plunge, and more. There are features of the home that may make it unsuitable for children.

Top guest favorite
The kitchen and dining area features wooden walls and ceiling, complemented by natural light from a window. A spacious kitchen island with bar stools is visible, alongside a dining table surrounded by black chairs. Decor includes mounted deer heads, enhancing the rustic ambiance.
Cabin in Clarksville
4.96 out of 5 average rating, 101 reviews

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.

Guest favorite
A modular home is set against a backdrop of tall trees and clear blue skies. The exterior features a screened-in porch with wooden railings, complemented by a well-maintained grassy area in front. The structure is elevated, providing a view of the surrounding nature.
Home in Leasburg
4.91 out of 5 average rating, 123 reviews

Pine Bluff Trails Guest House

This guest house is set on 20 acres of land that is bordered by Hyco Creek on the east and Caswell game land on the south. Great place for privacy and is a close get away for nature lovers, fishermen, hunters, or just a quiet place to escape the city! Direct access to Hyco Creek and the game land is available through the property - you could even kayak into Hyco lake if you wanted! Property has a secured gate for entrance and exit and property is located about 1/4 mile down an access road.

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, 193 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
A quaint cabin is nestled among trees, featuring a wraparound porch with decorative string lights. Vibrant pink blossoms from nearby trees add a pop of color against the natural backdrop. A seating area with Adirondack chairs is visible on a grassy area, inviting relaxation.
Cabin in Vinton
4.99 out of 5 average rating, 148 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.

Guest favorite
Home in Halifax
4.9 out of 5 average rating, 136 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.

Top guest favorite
A rustic cabin is presented with a welcoming porch supported by sturdy posts. Steps lead up to the entrance, where the surrounding greenery and trees provide a natural setting. An American flag hangs nearby, contributing to the serene atmosphere of the property.
Cabin in Roxboro
4.88 out of 5 average rating, 187 reviews

Water Front Lake House!

Waterfront home on MAYO LAKE. 2 Bd, 1.5 bath fully furnished . Wi-fi, Smart TVs, Alexa, frig, stove washer/dryer, microwave. Queen-size bed, sleeper sofa and bunk bed. Wrap around porch w/ rocking chairs, swing and 2 picnic tables. Large yard for playing, just feet away from the water and dock, hammock and fire pit. Lots of fishing, single kayak, 2 person kayak, canoe and 2 paddle boats available. PERFECT FOR ANY SEASON LONG OR SHORT STAY. Located on Mayo Lake in Roxboro, NC

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, 156 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, 148 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.

Superhost
A spacious bedroom features a king bed with a neatly arranged white quilt. A bedside lamp illuminates the room beside a dark wooden nightstand. Natural light enters through a large window, complemented by soft carpeting underfoot.
Apartment in South Boston
5 out of 5 average rating, 15 reviews

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.

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 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!

  1. Airbnb
  2. United States
  3. Virginia
  4. Halifax County
  5. South Boston