South Boston vacation rentals
We found 909 vacation rentals — enter your dates for availability
Discover a selection of 77 apartments, 11 condos, and other vacation rentals in South Boston that are perfect for your trip. Vacation rentals offer the best amenities for your stay with friends, family, or just your pet, such as parking and a hot tub. You'll be able to choose a rental for everyone's needs, including options that are accessible or non-smoking.
Find spaces that suit your style
Find properties near top attractions in South Boston
Map Attractions
Boston Convention and Exhibition Center
Find the best place to stay - South Boston
Excellent 2 bedroom condo in South Boston
Sleeps 6 · 2 bedrooms · 1 bathroom
Top rated rentals - South Boston
Photo gallery for The Heart of Southie (Garage + Roof Deck)
Weekend in Boston
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value