Find Vacation Rentals in South Boston, Boston

We have 4,860 properties to choose from
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Popular South Boston Vacation Rentals

Find the perfect South Boston vacation rental

Apartment South Boston
from $134 per night
Apartment ∙ 4 guests ∙ 1 bedroom

56 m² Apartment

3.9
Good
South Boston, Boston, Massachusetts, United States
Agoda
Details
Apartment South Boston
from $334 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

102 m² Apartment

South Boston, Boston, Massachusetts, United States
Agoda
Details
Apartment South Boston
from $258 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

56 m² Apartment

4.5
Excellent(8 ratings)
South Boston, Boston, Massachusetts, United States
Vrbo
Details
House South Boston
from $479 per night
House ∙ 14 guests ∙ 5 bedrooms

1500 m² House

4.3
Very good(19 ratings)
South Boston, Boston, Massachusetts, United States
Vrbo
Details
Apartment South Boston
from $60 per night
2 guests ∙ 4 bedrooms

Apartment

South Boston, Boston, Massachusetts, United States
Vrbo
Details
House South Boston
from $382 per night
10 guests ∙ 4 bedrooms

House

South Boston, Boston, Massachusetts, United States
Vrbo
Details
Apartment South Boston
from $256 per night
6 guests ∙ 3 bedrooms

Apartment

3.0
(2 ratings)
South Boston, Boston, Massachusetts, United States
Vrbo
Details
Apartment South Boston
from $332 per night
Apartment ∙ 10 guests ∙ 4 bedrooms

125 m² Apartment

4.9
Outstanding(107 ratings)
South Boston, Boston, Massachusetts, United States
Vrbo
Details
Bed and breakfast South Boston
from $120 per night
Bed and breakfast ∙ 4 guests ∙ 1 bedroom

III New apartment with Luxury amenities in Boston3727375

4.6
Excellent(13 ratings)
South Boston, Boston, Massachusetts, United States
Vrbo
Details
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Vacation rentals with Wi-Fi

Apartment  South Boston
from $139 per night
4 guests ∙ 2 bedrooms

Apartment

4.5
Excellent(4 ratings)
South Boston, Boston, Massachusetts, United States
Internet
Vrbo
Details
Condo  South Boston
from $287 per night
Condo ∙ 8 guests ∙ 2 bedrooms

120 m² Condo

4.7
Excellent(21 ratings)
South Boston, Boston, Massachusetts, United States
Internet
Vrbo
Details
Bed and breakfast  South Boston
from $120 per night
Bed and breakfast ∙ 4 guests ∙ 2 bedrooms

II New apartment with Luxury amenities in Boston

3.7
Good(13 ratings)
South Boston, Boston, Massachusetts, United States
Internet
Vrbo
Details
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Vacation rentals and apartments with air conditioning

Condo  South Boston
from $329 per night
Condo ∙ 4 guests ∙ 2 bedrooms

88 m² Condo

5.0
Outstanding(67 ratings)
South Boston, Boston, Massachusetts, United States
Air conditioning
Vrbo
Details
Apartment  South Boston
from $247 per night
6 guests ∙ 2 bedrooms

Apartment

4.6
Excellent(52 ratings)
South Boston, Boston, Massachusetts, United States
Air conditioning
Vrbo
Details
Apartment  South Boston
from $329 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

89 m² Apartment

5.0
Outstanding(46 ratings)
South Boston, Boston, Massachusetts, United States
Air conditioning
Vrbo
Details
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Apartments and vacation rentals with a kitchen

Apartment  South Boston
from $96 per night
2 guests ∙ 1 bedroom

Apartment

5.0
Outstanding(2 ratings)
South Boston, Boston, Massachusetts, United States
Kitchen
Vrbo
Details
House  South Boston
from $532 per night
7 guests ∙ 3 bedrooms

House

4.9
Outstanding(41 ratings)
South Boston, Boston, Massachusetts, United States
Kitchen
Vrbo
Details
Condo  South Boston
from $331 per night
Condo ∙ 4 guests ∙ 2 bedrooms

121 m² Condo

4.3
Very good(150 ratings)
South Boston, Boston, Massachusetts, United States
Kitchen
Vrbo
Details
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Frequently Asked Questions

How much does it cost to stay in South Boston?

Accommodation in South Boston cost from $60 per night.

How many vacation rentals are available in South Boston?

There are 4,860 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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