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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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, 199 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.

Top guest favorite
Home in Danville
5 out of 5 average rating, 101 reviews

BRAND NEW! Charming 2 Br home...great location!!!

Perfectly nestled in a quiet, safe neighborhood! Centrally located near the downtown River District and Riverwalk Trail, Averett Univ., SOVAH Health and great restaurants. Professionally renovated, decorated and landscaped with attention to details to make your stay comfortable and enjoyable! Screened porch for coffee and birdwatching, fresh herbs and flowers for cutting, great internet for home office and smart tvs in every room. Well supplied throughout to make the perfect home away from home

Top guest favorite
A modernized cabin is set in a serene natural environment, surrounded by green grass and trees. A covered porch is featured at the front, with rocking chairs and a porch swing positioned for relaxation. A pathway leads to the cabin, enhancing accessibility.
Cabin in Long Island
4.92 out of 5 average rating, 106 reviews

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!

Guest favorite
Home in Halifax
4.91 out of 5 average rating, 146 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 welcoming entryway features double doors that open to a view of a tree-lined street. Natural light enhances the space, highlighting a plush sofa adorned with decorative cushions. A stylish lamp stands on a side table, while wall decor adds subtle character.
Home in Halifax
5 out of 5 average rating, 57 reviews

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.

Top guest favorite
A two-story house is set against a blue sky with fluffy clouds. The front porch features a spacious deck with wooden railings. Lush green grass surrounds the property, with small bushes lining the perimeter. Steps lead up to the entrance, enhancing accessibility.
Home in Blanch
4.99 out of 5 average rating, 108 reviews

Backwoods Family Getaway! 3 Bedroom house!

Originally an amish family house back in year 1995, that was remodeled and renovated to give that modern look. We are located 6 miles away from the local town nearby groceries, restaurants and fast food. You will not miss our house, as we are the last house by the end of the road, we have a half a mile gravel driveway from the stop sign, just come through the stop sign and you will see the property. This is 11 acres property near the woods, with different wildlife sightings.

Guest favorite
A spacious porch area is highlighted by three blue rocking chairs, each adding a pop of color against the natural wood decking. A decorative cushion with a paisley pattern sits on one chair, complementing the inviting outdoor space near large windows adorned with soft curtains.
Home in South Boston
4.95 out of 5 average rating, 100 reviews

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!

Top guest favorite
The entrance to the Silo Suite is highlighted by an inviting wooden door with large glass panes. A sign identifying the suite is displayed prominently next to the door. Natural light reflects off the exterior, enhancing the contemporary design.
Tiny home in Durham
4.99 out of 5 average rating, 116 reviews

Rivers Edge Farm Silo Suite

Enjoy the sounds of nature when you stay in this unique place. The Silo Suite tiny home is nestled in a private area by the silo on our horse farm. This location is fully equipped with all the comforts of home. Loads of day hiking opportunities whether your planning a day trip, weekend getaway or week long vacation there is no shortage of things to do and see. Come enjoy our country setting that’s only minutes away from Duke and Downtown.

Top guest favorite
A cozy living area features a light-colored sofa adorned with decorative pillows, positioned near large windows that invite natural light. A small side table rests beside an accent chair, and a bookshelf filled with books adds a touch of warmth. Soft curtains frame the windows.
Home in South Boston
4.93 out of 5 average rating, 27 reviews

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.

Top guest favorite
The exterior of a grain bin home is shown, featuring a round metallic structure with a black roof. A covered porch adorned with a table and chairs is visible, alongside a grill. Lush green grass surrounds the home, complemented by a clear blue sky.
Home in Rustburg
4.96 out of 5 average rating, 116 reviews

A Grain Bin House near Lynchburg, 9 mins to LU

A Grain Bin turned into a modern home on a working farm 2 bedrooms (king Beds) 2 baths, nice kitchen. Loft area offers charm with mini bar overlooking a gorgeous staircase and the living area front covered porch with cooking area Home offers electric Heat Pump also a propane fireplace. Outside on the covered porch offers a table and chairs along with a propane blackstone griddle and grill.10 mins. to Liberty University.

Guest favorite
The log cabin is surrounded by lush greenery, with vibrant azaleas in full bloom occupying the foreground. A welcoming porch features bench seating, and large windows provide natural light. The sloped roof with gables adds architectural interest, set against a backdrop of trees.
Cabin in Roxboro
4.94 out of 5 average rating, 135 reviews

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!

Guest favorite
A charming tiny cabin surrounded by trees showcases a spacious outdoor area featuring a fire pit with Adirondack chairs, a hot tub on the deck, and a sauna. The cabin's sleek design and wooden elements integrate seamlessly into the natural setting.
Tiny home in Hurdle Mills
4.95 out of 5 average rating, 136 reviews

The Tiny Cabin At Hurdle Mills - Sauna & Hot Tub

Welcome to our cozy Tiny home on 5 acres nestled in the beautiful town of Hurdle Mills, North Carolina. Surrounded by nature, our tiny cabin is the perfect getaway for those looking to unplug and enjoy the quiet of nature. Relax in the hot tub, build a cozy fire at the fire pit, enjoy the sauna and cold plunge with chiller combo to engage in hot-cold therapy and gaze at the stars, or enjoy your coffee in the cozy indoors.

Popular amenities for South Boston vacation rentals

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 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.ﺇ 110 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

  • 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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