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Featured Cottages in South Boston

Danville Retreat w/ Hot Tub & Cozy Fireplace!

3.0 star property
Danville Retreat w/ Hot Tub & Cozy Fireplace!

Single-story Cabin on Hyco Lake: Swim & Unwind!

3.0 star property
Single-story Cabin on Hyco Lake: Swim & Unwind!

Semora Vacation Rental w/ Dock on Hyco Lake!

3.0 star property
Semora Vacation Rental w/ Dock on Hyco Lake!

Lakefront Leasburg Home w/ Dock & Views!

3.0 star property
Lakefront Leasburg Home w/ Dock & Views!

12 Mi to Staunton River: Nathalie Cabin w/ Deck

3.0 star property
10.0 out of 10, Exceptional, (1)
"Nice and quiet. Excellent hosts "
12 Mi to Staunton River: Nathalie Cabin w/ Deck

Cozy Lakefront Cabin in Semora w/ Large Dock!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent property! The house was clean and well appointed and had all of the utensils And supplies to have a great time with my family! Couldn’t ask for anything more! Right on the Lakeside with beautiful view of the sunset! Highly highly highly recommended!"
Cozy Lakefront Cabin in Semora w/ Large Dock!

Peaceful Chatham Home w/ Grill & Deck

3.0 star property
Peaceful Chatham Home w/ Grill & Deck

Farmhouse on 1 Acre Near Historic Dtwn Danville

3.0 star property
10.0 out of 10, Exceptional, (1)
"The place was great. I couldn't find what should have been a driveway so I parked on the street. "
Farmhouse on 1 Acre Near Historic Dtwn Danville

Historic 'watson' Brick House w/ Private Deck!

3.0 star property
10.0 out of 10, Exceptional, (1)
"An amazing place well worth the price, quiet neighborhood, friendly neighbors, and a safe area. The house itself is amazing."
Historic 'watson' Brick House w/ Private Deck!

2 Mi to South Boston Speedway: Cozy Tiny Home!

3.0 star property
2 Mi to South Boston Speedway: Cozy Tiny Home!

Lakefront Roxboro Home w/ Private Dock!

3.0 star property
Lakefront Roxboro Home w/ Private Dock!

Spacious Waterfront Hyco Lake Retreat w/ Dock!

3.0 star property
Spacious Waterfront Hyco Lake Retreat w/ Dock!

Close to Shops, Eats & Hospital: Roxboro Retreat

3.0 star property
Close to Shops, Eats & Hospital: Roxboro Retreat

Danville Rental, Walk to Caesars Virginia Casino

3.0 star property
Danville Rental, Walk to Caesars Virginia Casino

12 Mi to Staunton River State Park: Off-grid Cabin

2.0 star property
12 Mi to Staunton River State Park: Off-grid Cabin

Charming Milton Home w/ Porch - 5 Mi to Vir!

3.0 star property
Charming Milton Home w/ Porch - 5 Mi to Vir!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Why book your cottage in South Boston with Expedia?
Expedia has some terrific cottages in South Boston, so start planning for an unforgettable stay on nature's doorstep. If you need to stick to a budget, select how much you want to spend and the preferred star rating of your property. Or, make use of our filters to search for cottages with a pool or a hot tub. We'll help you find a suitable place whatever your getaway looks like.
How can I find cheap cottages in South Boston?
With Expedia's handy filter tool, sourcing cheap cottages in South Boston has never been simpler. To find stays that'll make your wallet smile, refine your search by star rating, amenities and budget.
What is there to do in South Boston near my cottage?
If you're ready to make the most of your time in South Boston, be sure to stop by South Boston Speedway. It's popular among locals and travellers alike.