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.
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
Condo in Boston
4.93 out of 5 average rating, 351 reviewsVictorian Charm, Modern Style w/Private Entrance
Mar 16 – 23
Apartment in Boston
4.99 out of 5 average rating, 213 reviewsAstonishing 1 Bed South End Boston's Best Location
Aug 27 – Sep 3
Condo in East Boston
4.82 out of 5 average rating, 181 reviewsStylish garden level studio with a private patio
Jan 18 – 25
Condo in Boston
5.0 out of 5 average rating, 107 reviewsGreat South End / Back Bay location! 1 bed condo
Nov 27 – Dec 4
Guest suite in Medford
4.92 out of 5 average rating, 126 reviewsBeautiful 1 Bedroom, 1 Bathroom in Medford
Dec 7 – 14
Loft in Boston
4.99 out of 5 average rating, 145 reviewsKing Bed Loft in the Heart of Downtown Boston
Dec 3 – 10
Condo in Boston
4.95 out of 5 average rating, 373 reviewsCozy Back Bay Retreat with Parking!
Oct 23 – 30
Guest suite in Newton
4.97 out of 5 average rating, 558 reviewsSpacious suite with private entrance, parking spot
Oct 12 – 19
Other great vacation rentals in South Boston
Apartment in Jamaica Central - South Sumner
4.95 out of 5 average rating, 118 reviewsQuirky studio in Jamaica Plain
Guest suite in Boston
4.93 out of 5 average rating, 285 reviewsWasher+Dryer+Parking!*Private suite*Cul de sac*
Jul 11 – 18
Apartment in Boston
4.99 out of 5 average rating, 260 reviewsS End/B Bay border! Copley Location- Perfect 1 Br
Oct 16 – 23
Apartment in Boston
4.86 out of 5 average rating, 14 reviewsCozy suite in the city!
Dec 13 – 20
Apartment in Boston
5.0 out of 5 average rating, 31 reviewsExtraordinary 1-Bedroom Apartment in South Boston!
Aug 14 – 21
Apartment in Boston
4.91 out of 5 average rating, 32 reviews2 BDR/2b- walk to Seaport & BCEC
Sep 19 – 26
Condo in South Boston
4.99 out of 5 average rating, 70 reviewsPerfectly Renovated Home w/ Private Outdoor Oasis
Aug 17 – 24
Condo in South Boston
4.97 out of 5 average rating, 37 reviewsThe Heart of Southie (Garage + Roof Deck)
Dec 5 – 12
Quick stats about vacation rentals in South Boston
Total rentals
320 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
120 properties are a good fit for families
Total number of reviews
14K reviews
Nightly prices starting at
$20 before taxes and fees
Destinations to explore
- Monthly Rentals South Boston
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- Rentals with a patio South Boston
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- Pet-friendly rentals South Boston
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