South Boston vacation rentals
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Top-rated vacation rentals in South Boston
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
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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 favorite
Condo in South Boston
4.95 out of 5 average rating, 64 reviewsThe Heart of Southie (Garage + Roof Deck)
Guest favorite
Condo in South Boston
4.93 out of 5 average rating, 54 reviewsCozy Condo in South Boston
Guest favorite
Guesthouse in Dorchester
4.96 out of 5 average rating, 25 reviewsPrivate Studio Guest House
Guest favorite
Guest suite in Back Bay
5 out of 5 average rating, 58 reviewsCozy studio in Bay Village near Public Garden
Guest favorite
Home in South Boston
4.94 out of 5 average rating, 48 reviewsBeautiful Southie Single Family
Guest favorite
Rental unit in South Boston
5 out of 5 average rating, 68 reviewsExtraordinary 1-Bedroom Apartment in South Boston!
Guest favorite
Rental unit in South Boston
4.92 out of 5 average rating, 86 reviews2 BDR/2b- walk to Seaport & BCEC
Superhost
Condo in South Boston
4.87 out of 5 average rating, 70 reviewsPenthouse 2 Beds /2 Baths luxury in South Boston
Quick stats about vacation rentals in South Boston
Total rentals
340 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
15K reviews
Family-friendly rentals
130 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
20 properties have a pool
Destinations to explore
- Rentals with a patio South Boston
- Apartment rentals South Boston
- Rentals with pools South Boston
- Rentals with beach access South Boston
- Monthly Rentals South Boston
- Family-friendly rentals South Boston
- Rentals with a washer and dryer South Boston
- Condo rentals South Boston
- Pet-friendly rentals South Boston
- Kid-friendly rentals South Boston
- Fitness-friendly rentals South Boston
- Rentals with outdoor seating South Boston
- Rentals with a fireplace South Boston
- House rentals South Boston
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