Family-friendly vacation rentals in South Boston

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in South Boston

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite in Boston

4.96 out of 5 average rating, 203 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.

Apr 14 – 21

R2,377 ZAR per night

Guest favorite

Condo in Boston

4.95 out of 5 average rating, 235 reviews

Beautiful, spacious South Boston Condo, Near T

This beautiful townhouse is a 3 minute walk to the Andrew Square (subway) station that can take you to any where you want in Boston or the surrounding area. Museums, colleges, Fenway Park, TD Garden, the Common, Harvard Square, Faneuil Hall, Cape Cod, the Convention Center, Boston Harbor and various cruise ship terminals are many of the places you can visit. We are also a 15 min walk to Carson Beach. Although the place can sleep 6, we only allow 4 guests unless arrangements are made with host.

Oct 25 – Nov 1

R8,066 ZAR per night

Guest favorite

Apartment in Dorchester

4.88 out of 5 average rating, 630 reviews

2 bedroom 1st Floor Apartment in Savin Hill

This is a private apartment: living room, one bedroom with a queen size bed and 2 single bed 'Castro Convertibles' and one bedroom with a single bed, bathroom, fully equipped eat in kitchen, back porch and yard. Excellent access to public transportation, downtown area, and tourist attractions. Also suitable for longer stays. One of your hosts is a nurse and we would be happy to host travel nurses. Very convenient to MGH and Longwood Medical area. Please let us know if you are interested.

Sep 9 – 16

R2,814 ZAR per night

Guest favorite

Apartment in Boston

4.96 out of 5 average rating, 325 reviews

Charming South End Duplex (Pets Ok)

Ground floor duplex with backyard. In the heart of the South End. The best restaurants and coffee shops in Boston are within 1-2 blocks. We are pet friendly with a dog park 1 block away. A Victorian brownstone with 2 floors and a big backyard. 2 separate bedrooms (queen beds) with exposed brick and heavy duty AC units in each BR. The third bed is a queen sized Serta air mattress(easily inflatable) A massive parlor level, very spacious. Easily the best neighborhood in Boston.

Dec 5 – 12

R5,983 ZAR per night

Guest favorite

Apartment in Cambridge

4.93 out of 5 average rating, 247 reviews

Bright Convenient Apt Harvard / MIT

This 600 sf apt with roof deck on the third floor of an old Victorian home is bright and airy. Surrounded trees it does become a sanctuary, a place to call "home". Centrally located and within walking distance to MIT, Novartis, Harvard. It is within minutes walk to the Central Sq subway, station. The apartment is efficiently laid out with a loft feel. It has a bedroom with king size bed, bath, kitchen, and living area with a ligne roset pullout couch/bed, plus a 230 feet deck.

Jan 10 – 17

R3,052 ZAR per night

Guest favorite

Home in Boston

4.79 out of 5 average rating, 182 reviews

Getaway in Historic Charlestown

**PLEASE NOTE REGARDING PARKING" Resident sticker parking 8 am to 8 pm Monday thru Friday. Weekends and holidays, no restrictions. The automobile has to be registered in Charlestown to get a parking sticker. The first floor of a three-story wooden framed home, built-in 1875. A totally private space. There is a good-sized living room, a bedroom with a queen size sleigh bed, and a full kitchen. The 'cozy' bathroom was added in 2012. Maximum of TWO people.

May 8 – 13

R3,710 ZAR per night

Guest favorite

Home in Boston

4.91 out of 5 average rating, 976 reviews

Sanitized Modern 3BD private home-near BCEC

Sanitized and enhanced cleaning implemented using proper cleaning measures and space between guests (per Airbnb requirements)! Updated 3BD in South Boston (near convention center) with full kitchen, keyless entry, central AC and amenities. You will have the entire first and 2nd floor space to yourself, minutes to Seaport, subway stop half mile from house (Broadway on the redline) and downtown. (City of Boston registration #: STR383708)

Nov 22 – 29

R6,050 ZAR per night

Guest favorite

Home in Lynn

4.91 out of 5 average rating, 227 reviews

Clean, spacious In-Law Suite -Near Everything

Immaculately furnished, clean and spacious In-Law Suite features: 1 bedroom, 1 full bath, dining kitchen, and living room located steps from Lynn Woods Reservation (over 30 miles of picturesque New England trails perfect for hiking, running, mountain biking and cross-country skiing) and short drives from beaches, Boston and North Shore. Kids toys, a baby crib and access to a large beautiful upstairs deck and bbq are available upon request.

Mar 20 – 27

R2,702 ZAR per night

Guest favorite

Apartment in Natick

4.98 out of 5 average rating, 333 reviews

Scandi-Modern Apartment

Charming walk-out ground level apartment in a quiet residential neighborhood. Conveniently located west of Boston with easy access to highways. Walkable to grocery store, pharmacy, banks and restaurants. Walk the nearby trail to Lake Cochituate and the Cochituate Rail Trail is less than 1 mile away. Natick Mall is 1.3 miles. EV charging available.

Oct 20 – 27

R2,358 ZAR per night

Guest favorite

Guesthouse in Dedham

4.95 out of 5 average rating, 171 reviews

Country Cottage in the City

This poolside cottage is a country retreat in the city. We are nestled into a small bit of woods on top of the "hill" as it is called locally. Besides the pool, there are two garden ponds where we keep decorative fish, and a regular parade of various types of birds and even wild turkeys and deer.

Jul 30 – Aug 6

R2,737 ZAR per night

Guest favorite

Apartment in Boston

4.88 out of 5 average rating, 494 reviews

Serene Studio in a Perfect Location

Our 500 sf 2 room apartment is quiet, private & ideally situated in the heart of Jamaica Plain-just a 4 min. walk to the Orange Line subway and buses. It offers a super comfortable bed, and all the necessities-wifi, 4K smart TV, large eat-in kitchen, Nespresso coffee, and free on-street parking.

Oct 23 – 30

R2,903 ZAR per night

Guest favorite

Guest suite in Newton

4.98 out of 5 average rating, 560 reviews

Spacious suite with private entrance, parking spot

Spacious suite on the third floor of a Victorian home. Private entrance. Off-street parking for one car. Short walk to Boston express bus and other bus lines to Fenway, downtown, Cambridge and other areas. Less than two miles from Boston College. Seven miles from the center of Boston.

Oct 22 – 29

R2,470 ZAR per night