Find Vacation Rentals in South Boston, Boston

We have 3,652 properties to choose from
South Boston
Anytime
Guests

Popular South Boston Vacation Rentals

Find the perfect South Boston vacation rental

Apartment South Boston
$115 per night
Apartment ∙ 2 guests ∙ 1 bedroom
South Boston, Boston, Massachusetts, United States
Details
Vrbo
Details
Details
House South Boston
$168 per night
House ∙ 8 guests ∙ 4 bedrooms
South Boston, Boston, Massachusetts, United States
Details
Agoda
Details
Details
Apartment South Boston
$219 per night
Apartment ∙ 7 guests ∙ 3 bedrooms
4.0
Very good
South Boston, Boston, Massachusetts, United States
Details
Agoda
Details
Details
House South Boston
$379 per night
House ∙ 8 guests ∙ 3 bedrooms
South Boston, Boston, Massachusetts, United States
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Vrbo
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Details
Apartment South Boston
$236 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
South Boston, Boston, Massachusetts, United States
Details
Vrbo
Details
Details
Apartment South Boston
$94 per night
Apartment ∙ 4 guests ∙ 1 bedroom
4.7
Excellent (86 ratings)
South Boston, Boston, Massachusetts, United States
Details
Vrbo
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Condo South Boston
$141 per night
Condo ∙ 2 guests ∙ 1 bedroom
4.9
Outstanding (37 ratings)
South Boston, Boston, Massachusetts, United States
Details
Vrbo
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House South Boston
$366 per night
House ∙ 14 guests ∙ 5 bedrooms
3.4
(5 ratings)
South Boston, Boston, Massachusetts, United States
Details
Vrbo
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Condo South Boston
$206 per night
Condo ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding (11 ratings)
South Boston, Boston, Massachusetts, United States
Details
Vrbo
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Recommended Rentals With Pools

Apartment  South Boston
$510 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
South Boston, Boston, Massachusetts, United States
Pool
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HomeToGo
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Apartment  South Boston
$558 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
South Boston, Boston, Massachusetts, United States
Pool
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HomeToGo
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House  South Boston
$253 per night
House ∙ 8 guests ∙ 3 bedrooms
South Boston, Boston, Massachusetts, United States
Pool
Details
Vrbo
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Pet-Friendly Homes and Apartments

Apartment  South Boston
$124 per night
Apartment ∙ 2 guests ∙ 1 bedroom
5.0
Outstanding (1 rating)
South Boston, Boston, Massachusetts, United States
Pet-friendly
Details
Vrbo
Details
Details
Apartment  South Boston
$410 per night
Apartment ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (5 ratings)
South Boston, Boston, Massachusetts, United States
Pet-friendly
Details
Vrbo
Details
Details
Apartment  South Boston
$162 per night
Apartment ∙ 2 guests ∙ 1 bedroom
South Boston, Boston, Massachusetts, United States
Pet-friendly
Details
Vrbo
Details
Details
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Best vacation rentals with a balcony

Apartment  South Boston
$264 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (17 ratings)
South Boston, Boston, Massachusetts, United States
Balcony
Details
Vrbo
Details
Details
House  South Boston
$924 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding (103 ratings)
South Boston, Boston, Massachusetts, United States
Balcony
Details
Vrbo
Details
Details
House  South Boston
$361 per night
House ∙ 6 guests ∙ 2 bedrooms
3.8
Good (29 ratings)
South Boston, Boston, Massachusetts, United States
Balcony
Details
Vrbo
Details
Details
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Frequently Asked Questions

How much does it cost to stay in South Boston?

Accommodation in South Boston cost from $91 per night.

How many vacation rentals are available in South Boston?

There are 3,657 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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