Vacation rentals in South Boston Waterfront

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Top-rated vacation rentals in South Boston Waterfront

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guest suite in Boston

4.96 out of 5 average rating, 201 reviews

Upscale 2 Bdrm Suite: Kitchen, Spa Bath, Laundry

The home is a short 7 minute walk to Ashmont T Stop. A truly unique master bedroom and a cozy 2nd bedroom both adjacent to a marble spa bathroom (which has a heated floor and a large shower with a built in bench). With a clean, glass-tiled kitchen with granite-top counters, you'll be staying in a nice deluxe suite that is set in a friendly, safe neighborhood perfect for romantic couples, solo adventurers, and savvy business travelers who want the feel of a downtown hotel without the high price.

Mar 11 – 18

ﺩ.ﺇ471 per night
Guest favorite

Apartment in Boston

4.99 out of 5 average rating, 209 reviews

Astonishing 1 Bed South End Boston's Best Location

Clean, unique, bright, inviting, 1-bedroom on the 1st floor. Newly renovated with astonishing ceilings, new tall custom windows, new appliances. The best of Boston outside your door Located half a block to Restaurant Row, where you’ll find some of the best dining in the city. Famous bakeries, coffee shops are all near, a super effortless walk to the very BEST Boston has to offer. Complimentary Netflix, movie channels, high speed internet, Keurig coffee, snacks. It doesn't get better than this!

Nov 23 – 30

ﺩ.ﺇ1,502 per night
Superhost

Apartment in Boston

4.89 out of 5 average rating, 247 reviews

🎖The Boiler Room | Close to Subway + Downtown🎖

This unique private suite is brand new & comes w/ its own private entrance. Including a queen size bed, ensuite bathroom, & a wine/craft beer minibar! The unit is extremely clean and very nicely decorated. A quick 5 minute walk to Ashmont Station (Red Line), which takes you directly into Downtown Boston, Harvard Square, South Boston, Kendall/MIT, U Mass. Great restaurants nearby - Molinari's & Tavolo Ristorante - as well as a local coffee shop + a Dunkin just across the Ashmont metro station.

Dec 21 – 28

ﺩ.ﺇ476 per night

Popular amenities for South Boston Waterfront vacation rentals

Stay near South Boston Waterfront's top sights

Boston Children's Museum162 locals recommend
Boston Tea Party Ships & Museum99 locals recommend
The Lawn On D49 locals recommend
Waterfront22 locals recommend
Seaport Hotel Boston6 locals recommend
South Station85 locals recommend

Other great vacation rentals in South Boston Waterfront

Guest favorite

Apartment in Boston

4.95 out of 5 average rating, 331 reviews

Sunny Private Studio Aptmt

Oct 28 – Nov 2

ﺩ.ﺇ571 per night
Guest favorite

Condo in Boston

5.0 out of 5 average rating, 101 reviews

Great South End / Back Bay location! 1 bed condo

Nov 29 – Dec 6

ﺩ.ﺇ1,249 per night
Guest favorite

Apartment in Boston

4.92 out of 5 average rating, 260 reviews

Apartment 1BR mins from JFK/UMASS on Red Line

Nov 11 – 18

ﺩ.ﺇ680 per night
Guest favorite

Loft in Boston

4.97 out of 5 average rating, 242 reviews

Bright & Spacious Loft Steps to the Freedom Trail

Sep 21 – 28

ﺩ.ﺇ2,228 per night
Guest favorite

Home in Boston

4.91 out of 5 average rating, 958 reviews

Sanitized Modern 3BD private home-near BCEC

Oct 14 – 21

ﺩ.ﺇ2,053 per night
Guest favorite

Guest suite in Boston

4.93 out of 5 average rating, 282 reviews

Washer+Dryer+Parking!*Private suite*Cul de sac*

Jun 19 – 26

ﺩ.ﺇ478 per night
Superhost

Apartment in South Boston

4.86 out of 5 average rating, 7 reviews

Cozy suite in the city!

Dec 14 – 21

ﺩ.ﺇ389 per night
Guest favorite

Apartment in Boston

5.0 out of 5 average rating, 22 reviews

2 BDR/2b- walk to Seaport & BCEC

Dec 9 – 16

ﺩ.ﺇ1,514 per night
Guest favorite

Apartment in Boston

5.0 out of 5 average rating, 27 reviews

Extraordinary 1-Bedroom Apartment in South Boston!

Jan 25 – Feb 1

ﺩ.ﺇ824 per night
Guest favorite

Condo in Boston

4.99 out of 5 average rating, 69 reviews

Perfectly Renovated Home w/ Private Outdoor Oasis

Jul 14 – 21

ﺩ.ﺇ2,386 per night
Superhost

Apartment in Boston

4.81 out of 5 average rating, 21 reviews

Penthouse 2bd/ 2 bath in the heart of South Boston

Aug 4 – 11

ﺩ.ﺇ1,361 per night
Superhost

Apartment in Boston

4.83 out of 5 average rating, 58 reviews

Beatiful and cozy apartment.

Mar 2 – 9

ﺩ.ﺇ634 per night

Quick stats about vacation rentals in South Boston Waterfront

Total rentals

140 properties

Rentals with a pool

30 properties have a pool

Pet-friendly rentals

70 properties allow pets

Family-friendly rentals

50 properties are a good fit for families

Total number of reviews

4.6K reviews

Nightly prices starting at

ﺩ.ﺇ147 before taxes and fees

Destinations to explore