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Vacation rentals in South Boston

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for South Boston vacation rentals

Other great vacation rentals in South Boston

Top guest favorite
Home in Clarksville
4.97 out of 5 average rating, 67 reviews

Country Living near Buggs Island/Kerr Lake

WendyRating, 5 stars3 weeks ago
We love it here. We have stayed twice before and is always our first choice when coming into town.
Guest favorite
Home in Leasburg
5 out of 5 average rating, 19 reviews

New Listing! - Lakefront Cottage

RyanRating, 5 stars4 weeks ago
We had an amazing stay by the lake! The location was absolutely perfect—peaceful, scenic, and relaxing. The house was clean, cozy, and had everything we needed for a comfortable stay. Our host was responsive, accommodating, and made check-in seamless. We highly recommend this spot and can't wait to return!
Top guest favorite
Cabin in Clarksville
4.98 out of 5 average rating, 86 reviews

Spacious Woodland Cabin - Kerr Lake

EvaRating, 5 stars1 month ago
We came in town for a graduation at H-SC and we were please to find this cabin; plenty of room for everyone plus our pups. It was nice to be in such a peaceful area after a day of "herding cats" for graduation. I highly recommend checking out the little town nearby. It has some nice restaurants and beautiful lake views.
Guest favorite
Farm stay in Meherrin
4.97 out of 5 average rating, 33 reviews

Scandinavian Tiny Home on Farm!

HaleyRating, 5 stars1 week ago
We really enjoyed the tucked away location and the simplicity of this tiny home. It had everything we needed for a quick, peaceful getaway! Matt was very responsive, we would definitely return!
Top guest favorite
Apartment in Hurt
5 out of 5 average rating, 27 reviews

Roark Mill Retreat

ShyamalaRating, 5 stars2 weeks ago
This little apartment is actually a lot nicer than the photos suggest. Situated in a quiet neighborhood in the countryside, clean, cozy, and comfortable. Brianna is a great host, very responsive and welcoming. We really enjoyed our stay.
Top guest favorite
Home in Gretna
5 out of 5 average rating, 68 reviews

Little Haven Cottage

EricaRating, 5 stars3 weeks ago
We absolutely loved staying in this secluded beautiful house! The fire pit was amazing, and we loved the decor! It was quiet, and peaceful. Perfect for a getaway from the city with children. We took our 2 year old who loves to be outside and we genuinely felt safe and secure in this home. We already booked again! Absolutely wonderful! The hosts were so nice, and had great communication! They had so much on hand items that so many people don’t think to have. She even had pads and tampons for guests, just in case! I loved that so much. Especially for young children, if you have toddlers it’s a great stay! You don’t even need to bring a pack and play. They have one for you! Thank you so much for letting us stay at your wonderful home! We can’t wait to come back!
Guest favorite
Home in Semora
5 out of 5 average rating, 8 reviews

Hummingbird Hollow at Lake Hyco

KimberlyRating, 5 stars1 week ago
Pictures don’t do this place justice! The view was great, the porch was great, the dock was great! Enjoyed the thunderstorms on the porch and watched a blue heron fishin in the cove all weekend. Everything was clean and beds were comfy. Kitchen was decently equipped for cooking. Great place to stay!!
Top guest favorite
Guesthouse in Blanch
5 out of 5 average rating, 38 reviews

Backwoods Guesthouse Near VIR

ElizabethRating, 5 stars2 weeks ago
I continue to enjoy my weekly stays!!

Quick stats about vacation rentals in South Boston

  • Total rentals

    10 properties

  • Nightly prices starting at

    ﺩ.ﺇ110 before taxes and fees

  • Total number of reviews

    200 reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Gym, BBQ grill, and Laptop-friendly workspace

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.

Destinations to explore

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