South Boston Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in South Boston, Virginia, USA

Charles Bass House Bed & Breakfast
From£131 per night
9.8 (9 Reviews)
2 Bedrooms 6 Guests
Charles Bass House Bed & Breakfast
From£142 per night
9.8 (107 Reviews)
1 Bedroom 2 Guests
Oak Grove B&B second-floor suite with two rooms no pets
10.0 (6 Reviews)
1 Bedroom 4 Guests
Oak Grove Bed and Breakfast
From£90 per night
9.3 (17 Reviews)
5 Bedrooms 12 Guests
Oak Grove Bed and Breakfast
From£187 per night
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9.4 (46 Reviews)
1 Bedroom 2 Guests
Oak Grove B&B Queen rm. separate entrance-Pet Friendly
10.0 (3 Reviews)
1 Bedroom 2 Guests
The Berry Hill Resort & Conference Center
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9.2 (712 Reviews)
1 Bedroom 2 Guests
Oak Grove B&B Treehouse Queen Bed 2 Porches-Pet Friendly
10.0 (1 Review)
1 Bedroom 2 Guests
Wilde Manor
From£410 per night
New
5 Bedrooms 15 Guests
Studio 2 Mi to South Boston Speedway
New
1 Bedroom 2 Guests
Fairfield Inn and Suites by Marriott South Boston
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7.8 (74 Reviews)
85 Bedrooms 39 Guests
Studio 2 Mi to South Boston Speedway
New
1 Bedroom 2 Guests
Clarion Pointe South Boston - Danville East
6.8 (207 Reviews)
77 Bedrooms 20 Guests
Super 8 by Wyndham South Boston VA
6.8 (166 Reviews)
7 Bedrooms 19 Guests
Masons Chapel at Springfield 1842
New
1 Bedroom 1 Guest
Quality Inn South Boston - Danville East
6.4 (143 Reviews)
52 Bedrooms 14 Guests
Americas Best Value Inn Suites South Boston
4.4 (93 Reviews)
66 Bedrooms 35 Guests
A roomy, comfortable home close to everything.
10.0 (5 Reviews)
3 Bedrooms 5 Guests
3-bedroom house in lovely Halifax for quiet, restful stays
8.0 (1 Review)
3 Bedrooms 6 Guests
Home sweet home
From£117 per night
New
3 Bedrooms 4 Guests
Serene lake cabin
From£108 per night
New
1 Bedroom 2 Guests
Fairfield Inn & Suites South Boston
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8.8 (401 Reviews)
1 Bedroom 2 Guests
Quality Inn South Boston - Danville East
7.2 (393 Reviews)
1 Bedroom 2 Guests
Clarion Pointe South Boston - Danville East
|
7.2 (308 Reviews)
1 Bedroom 2 Guests
Super 8 by Wyndham South Boston VA
6.8 (472 Reviews)
1 Bedroom 2 Guests
Americas Best Value Inn & Suites South Boston
5.6 (350 Reviews)
1 Bedroom 2 Guests

About South Boston Vacation Rentals

With more than 34 South Boston vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in South Boston.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner South Boston, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in South Boston. Places to stay near South Boston are 251.76 ft² on average, with prices averaging £150 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in South Boston with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Frequently Asked Questions About South Boston?

What are the top vacation rentals in South Boston?

How many Rentbyowner vacation rentals are available in South Boston?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 34 in the South Boston area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in South Boston.