Compare Vacation Rentals & Rent By Owner Homes in South Boston, Boston, Massachusetts, USA
About South Boston Vacation Rentals
With more than 2660 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 587.19 ft² on average, with prices averaging US $452 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.
Other Places to Stay in South Boston, MA
Frequently Asked Questions About South Boston?
What are the top vacation rentals in South Boston?
- Boston Yacht Haven Inn & Marina
- Travelers Choice Best of Boston Houseboat Suite 1!
- Historic Home At Freedom Trail
- Historic Townhouse Condo in the center of Boston, across from the Public Garden
- Charming House In Downtown Boston, Nearby Attractions, Parking & Free WiFi
- "Travelers Choice Award" Spacious 2 bedrm 45 ft yacht close to the Freedom Trail
- Chic South End Studio With Patio
- Great South End/Back Bay location, 1 bed condo near T station
- Stunning South End/Back Bay Penthouse!
- Luxury Oceanfront Bayside Jewel
How many Rentbyowner vacation rentals are available in South Boston?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 2660 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.
Nearby Neighborhood (8)
| Neighborhood | Property Count |
|---|---|
| Seaport District Vacation Rentals in Boston, Massachusetts | 34 |
| D Street - West Broadway Vacation Rentals in Boston, Massachusetts | 34 |
| Harrison Lenox Vacation Rentals in Boston, Massachusetts | 645 |
| South of Washington Vacation Rentals in Boston, Massachusetts | 643 |
| Columbus Park - Andrew Square Vacation Rentals in Boston, Massachusetts | 2926 |
| Telegraph Hill Vacation Rentals in Boston, Massachusetts | 1418 |
| Fort Point Vacation Rentals in Boston, Massachusetts | 2915 |
| City Point Vacation Rentals in Boston, Massachusetts | 2118 |
