
Vacation rentals in South Boston
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in South Boston
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for South Boston vacation rentals
Other great vacation rentals in South Boston
Guest favourite

Private room in Roxbury
4.95 out of 5 average rating, 19 reviewsModern Home - w/ Comfort Amenities
Guest favourite

Hotel room in Back Bay
5 out of 5 average rating, 16 reviewsTimeless Stay | Freedom Trail. Fitness Center
Guest favourite

Private room in Roxbury
4.95 out of 5 average rating, 55 reviewsModern/chic one-bedroom in eco Smart Home -Room #1
Guest favourite

Private room in South Boston
4.95 out of 5 average rating, 56 reviewsPrivate Room in the Heart of South Boston!
Guest favourite

Private room in South Boston
5 out of 5 average rating, 13 reviewsPrivate Bedroom in Modern Southie Home
Guest favourite

Private room in Roxbury
4.9 out of 5 average rating, 237 reviewsSmall Penthouse Suite by Longwood & Train
Guest favourite

Private room in Somerville
4.98 out of 5 average rating, 43 reviewsCozy Somerville Room (Near MBTA/Bike Path)
Guest favourite

Private room in Roxbury
4.94 out of 5 average rating, 492 reviewsAKBrownstone: custom-built, park garden view by T
Quick stats about vacation rentals in South Boston
Total rentals
350 properties
Nightly prices starting at
$27 CAD before taxes and fees
Total number of reviews
16K reviews
Family-friendly rentals
150 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with a pool
20 properties have a pool
Destinations to explore
- Rentals with pools South Boston
- Rentals with outdoor seating South Boston
- Rentals with a washer and dryer South Boston
- Apartment rentals South Boston
- Rentals with beach access South Boston
- Condo rentals South Boston
- Pet-friendly rentals South Boston
- Rentals with a fireplace South Boston
- Rentals with a patio South Boston
- Kid-friendly rentals South Boston
- House rentals South Boston
- Fitness-friendly rentals South Boston
- Family-friendly rentals South Boston
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Hampton Beach
- Boston Common
- Fenway Park
- Revere Beach
- TD Garden
- Harvard University
- Lynn Beach
- Brown University
- Duxbury Beach
- North Hampton Beach
- New England Aquarium
- Faneuil Hall Marketplace
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Good Harbor Beach
- Sandwich Glass Museum
- Prudential Center
- Oakland Beach
- MIT Museum
- Roger Williams Park Zoo
- Rye North Beach
- Museum of Fine Arts, Boston
- Onset Beach