Find Vacation Rentals in South Boston, Boston

We have 3,842 properties to choose from
South Boston
Anytime
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South Boston
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Popular South Boston Vacation Rentals

Find the perfect South Boston vacation rental

Bed and breakfast South Boston
$186 per night
Bed and breakfast ∙ 4 guests ∙ 1 bedroom
South Boston, Boston, Massachusetts, United States
Details
Vrbo
Details
Details
Apartment South Boston
$189 per night
Apartment ∙ 4 guests ∙ 3 bedrooms
South Boston, Boston, Massachusetts, United States
Details
Vrbo
Details
Details
Apartment South Boston
$340 per night
Apartment ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding (79 ratings)
South Boston, Boston, Massachusetts, United States
Details
Vrbo
Details
Details
House South Boston
$370 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (4 ratings)
South Boston, Boston, Massachusetts, United States
Details
Vrbo
Details
Details
Condo South Boston
$378 per night
Condo ∙ 8 guests ∙ 3 bedrooms
South Boston, Boston, Massachusetts, United States
Details
Vrbo
Details
Details
Condo South Boston
$112 per night
Condo ∙ 2 guests ∙ 1 bedroom
5.0
Outstanding (37 ratings)
South Boston, Boston, Massachusetts, United States
Details
Vrbo
Details
Details
Bed and breakfast South Boston
$121 per night
Bed and breakfast ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding (1 rating)
South Boston, Boston, Massachusetts, United States
Details
Vrbo
Details
Details
House South Boston
$626 per night
House ∙ 10 guests ∙ 4 bedrooms
4.8
Outstanding (14 ratings)
South Boston, Boston, Massachusetts, United States
Details
Vrbo
Details
Details
House South Boston
$522 per night
House ∙ 8 guests ∙ 4 bedrooms
4.9
Outstanding (199 ratings)
South Boston, Boston, Massachusetts, United States
Details
Vrbo
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Vacation rentals and apartments with air conditioning

Apartment  South Boston
$86 per night
Apartment ∙ 4 guests ∙ 1 bedroom
4.7
Excellent (59 ratings)
South Boston, Boston, Massachusetts, United States
Air conditioning
Details
Vrbo
Details
Details
Condo  South Boston
$860 per night
Condo ∙ 7 guests ∙ 4 bedrooms
5.0
Outstanding (109 ratings)
South Boston, Boston, Massachusetts, United States
Air conditioning
Details
Vrbo
Details
Details
Condo  South Boston
$318 per night
Condo ∙ 4 guests ∙ 2 bedrooms
4.3
Very good (163 ratings)
South Boston, Boston, Massachusetts, United States
Air conditioning
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Vrbo
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Apartments and vacation rentals with a kitchen

Apartment  South Boston
$127 per night
Apartment ∙ 2 guests ∙ 1 bedroom
South Boston, Boston, Massachusetts, United States
Kitchen
Details
HousingAnywhere
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Condo  South Boston
$272 per night
Condo ∙ 5 guests ∙ 2 bedrooms
5.0
Outstanding (2 ratings)
South Boston, Boston, Massachusetts, United States
Kitchen
Details
Vrbo
Details
Details
House  South Boston
$412 per night
House ∙ 10 guests ∙ 4 bedrooms
South Boston, Boston, Massachusetts, United States
Kitchen
Details
Vrbo
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Best vacation rentals with a balcony

Condo  South Boston
$198 per night
Condo ∙ 3 guests ∙ 2 bedrooms
South Boston, Boston, Massachusetts, United States
Balcony
Details
Vrbo
Details
Details
House  South Boston
$271 per night
House ∙ 10 guests ∙ 5 bedrooms
4.3
Very good (28 ratings)
South Boston, Boston, Massachusetts, United States
Balcony
Details
Vrbo
Details
Details
House  South Boston
$779 per night
House ∙ 24 guests ∙ 6 bedrooms
5.0
Outstanding (3 ratings)
South Boston, Boston, Massachusetts, United States
Balcony
Details
Vrbo
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Frequently Asked Questions

How much does it cost to stay in South Boston?

Accommodation in South Boston cost from $86 per night.

How many vacation rentals are available in South Boston?

There are 3,871 vacation rental offers in South Boston available to book.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in South Boston

Looking for a vacation rental in South Boston? Tripping.com has 204 vacation rental homes available in South Boston. You'll find 0 studios, 121 1-bedroom, 45 2-bedroom and 38 rentals with 3 or more bedrooms ranging from $58 a night. For extra convenience, many of these vacation homes can be booked directly online. The average price of a nightly rental in South Boston is $310 while the average price of a weekly rental is $25. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a South Boston home is $25. Wondering if you can bring your dog or cat along with you? There are 45 pet-friendly vacation rentals available in South Boston. In addition to accommodating pets, South Boston rentals offer a variety of amenities. In particular, 173 rentals have Internet and WiFi, 175 have TV and/or cable and 14 have a pool or hot tub. Search properties from 6 vacation rental sites in South Boston where the top providers in that area are HomeAway, Booking.com, and TripAdvisor. There are 99 HomeAway rentals, 39 Booking.com short term rentals and 30 TripAdvisor vacation rentals.

Popular Day Trips Near South Boston

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