Book Holiday Homes in South Boston
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Featured Holiday Homes in South Boston

Backwoods Milton House 3BR&2bath 3 Miles from VIR

Hidden Haven - Hot Tub, Outdoor Shower & Firepit

Charming 4-bedroom 3-bath house on beautiful Hyco Lake with boat dock.

Hyco Paradise / Hot tub / Lake-front / Fire-pit / Game-room / Incredible VIews

Mayo Lake Lower Unit Highend, Clean, Updated

H2O-FRONT Chef’s_Kitchen Gig-WiFi DogsOK EV-Charger Alexa

WATERFRONT LOG HOME/HOT TUB/2 FIREPLACE/77" TV/STARLINK/ LG DECK/FIRE PIT

Dockside Dreamz #1 w/beach and dock - Close to Clarksville and Bluestone launch

Rustic Lakehouse Oasis - Hot Tub, Game Room, Fire Pit, and Fishing Rods
South Boston Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our South Boston vacation homes are the perfect way for you to wing it.
Holiday houses in South Boston let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of South Boston in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local South Boston adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in South Boston with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of South Boston vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
South Boston Holiday Homes essential information
Accommodation | 120 Holiday Homes |
|---|---|
Lowest Price | AU$85 |
Highest Price | AU$584 |
Popular accommodation | Backwoods Milton House 3BR&2bath 3 Miles from VIR, Hidden Haven - Hot Tub, Outdoor Shower & Firepit, Charming 4-bedroom 3-bath house on beautiful Hyco Lake with boat dock. , Hyco Paradise / Hot tub / Lake-front / Fire-pit / Game-room / Incredible VIews, Mayo Lake Lower Unit Highend, Clean, Updated, H2O-FRONT Chef’s_Kitchen Gig-WiFi DogsOK EV-Charger Alexa, WATERFRONT LOG HOME/HOT TUB/2 FIREPLACE/77" TV/STARLINK/ LG DECK/FIRE PIT, Dockside Dreamz #1 w/beach and dock - Close to Clarksville and Bluestone launch, Rustic Lakehouse Oasis - Hot Tub, Game Room, Fire Pit, and Fishing Rods |
Top trending hotels in South Boston

Fairfield Inn & Suites South Boston

The Berry Hill Resort & Conference Center

Super 8 by Wyndham South Boston VA

Americas Best Value Inn & Suites South Boston
More ways to explore South Boston
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.
