Compare Vacation Rentals & Rent By Owner Homes in South Boston, Boston, Massachusetts, USA
About South Boston Vacation Rentals
With more than 97 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 610.7 ft² on average, with prices averaging US $473 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
South Boston Vacation Rental Frequently Asked Questions
What are the top vacation rentals in South Boston?
- The Heart of Southie (Garage + Roof Deck)
- Right Near Convention Center and Train Station
- Heart of Southie - Hot Tub + Walk to Top Bars
- Sunny 2 bedroom in Southie
- 5BR 3BATH 6BEDS Boston Home
- Heart of Southie - Hot Tub + Walk to Top Bars
- 4BR/1BTH Easy Commute South Boston Apartment
- Luxury 1BR Near Broadway Southie 6139
- 5BR3B Lux Home Walk to Subway Near Downtown
- New Reno! 3 Beds, in unit Washer & Dryer, Southie!
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 97 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 | 141 |
| D Street - West Broadway Vacation Rentals in Boston, Massachusetts | 141 |
| Telegraph Hill Vacation Rentals in Boston, Massachusetts | 1418 |
| Columbus Park - Andrew Square Vacation Rentals in Boston, Massachusetts | 2926 |
| Harrison Lenox Vacation Rentals in Boston, Massachusetts | 645 |
| South of Washington Vacation Rentals in Boston, Massachusetts | 643 |
| Fort Point Vacation Rentals in Boston, Massachusetts | 2915 |
| City Point Vacation Rentals in Boston, Massachusetts | 2118 |
