The best rentals from the top sites, all in one place

We believe finding a vacation rental in South Boston should be easy and not take hours of searching and scrolling. We’ve designed VacationRenter from the ground up to help travelers find the perfect rental faster and easier.

Where to stay in South Boston

Vacation rentals in South Boston

There are 725 vacation rentals near South Boston for all manner or mood of travel, availability of time off, and size of budget. So, if you are hoping for an affordable South Boston vacation, you can find 10% rentals under $94/night. Or if you are willing to splurge on a luxury vacation in South Boston, there are 73 between $363 and $4,600/night. Whether you are sleeping by yourself or with a significant other, or are travelling with a group of 150 there are short term home and apartment rentals in South Boston to fit your Massachusetts vacation needs. The most popular types of short-term rental homes in South Boston are apartments, private rooms and houses. South Boston has been a frequently searched travel destination this year and continues to grow in popularity. VacationRenter offers a wide selection of vacation rental availability from leading travel sites like VRBO (Vacation Rentals By Owner), Homeaway,, and many more. Search your travel dates to find available South Boston vacation homes for your trip.

Home-types in South Boston

South Boston has a variety of property types for you to consider when booking a trip. Here are the most popular property types in South Boston:
- Condo596 vacation rentals
- Apartment596 vacation rentals
- Private Room117 vacation rentals
- House26 vacation rentals
- Hotel23 vacation rentals

Points of interests in South Boston

South Boston has several popular points of interest for you to check out when visiting the area. Here are the most popular points of interest in South Boston:
- Swan Boats-Closed for Season: 725 vacation rentals
- Old South Meeting House: 725 vacation rentals
- Fort Independence: 725 vacation rentals
- Boston Children's Museum: 725 vacation rentals
- Boston Custom Tours: 725 vacation rentals
- Freedom Trail: 505 vacation rentals
- George Washington Statue: 422 vacation rentals
- Rose Kennedy Greenway: 246 vacation rentals