Family-friendly vacation rentals in South Boston Waterfront

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in South Boston Waterfront

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.

Jan 24 – 31

ﺩ.ﺇ471 per night

Guest favorite

Condo in Boston

4.95 out of 5 average rating, 232 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 14 – 21

ﺩ.ﺇ1,594 per night

Guest favorite

Apartment in Somerville

4.96 out of 5 average rating, 271 reviews

Private, stylish, in central location

Relax in this cozy and quaint gem that has been renovated with privacy and convenience in mind. Carefully selected decor and amenities lend a comfortable yet modern look to the space. Enjoy your morning coffee on the rear open porch. Explore the vibrant neighborhood of Inman sq just foot steps away with some of the city's best restaurants. Take a leisurely walk to Harvard sq and drive to downtown Boston in minutes. Private parking at door step. Only a 4 min walk to the new Union Sq. t-stop.

Jul 11 – 18

ﺩ.ﺇ641 per night

Guest favorite

Condo in Boston

4.91 out of 5 average rating, 416 reviews

BEAUTIFUL BEACON HILL 2 BEDROOM!

Come stay at our charming condo in the heart of Boston's most desirable neighborhood, Beacon Hill! Our two bedroom/one full-bath condo is beautifully furnished and comes with everything you need for an enjoyable stay. Whether you want to walk the Freedom Trail, jump on a Duck Boat Tour, visit a relative at Mass General, shop on Newbury St, or dine on Charles St, you will find it all within walking distance. You could not be more centrally located to take in all the city has to offer.

Feb 2 – 9

ﺩ.ﺇ788 per night

Guest favorite

Apartment in Cambridge

4.93 out of 5 average rating, 246 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.

Dec 9 – 16

ﺩ.ﺇ594 per night

Guest favorite

Guest suite in Boston

4.85 out of 5 average rating, 687 reviews

Second Oldest Home in Beacon Hill

Small private studio apartment built in 1789, located at the top of Beacon Hill. It is next door to the oldest house in Beacon Hill and is close to many tourist attractions while still being in a quiet local neighborhood. You will be with in 5 minutes of the Massachusetts State House and the oldest park in the country known as the Boston Common. You will also be within walking distance of Back Bay and the North End. We welcome you to our small home in Beacon Hill.

Oct 14 – 21

ﺩ.ﺇ1,240 per night

Guest favorite

Home in Boston

4.91 out of 5 average rating, 971 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 chef's kitchen, keyless entry, central AC, deck 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 26 – Dec 3

ﺩ.ﺇ1,081 per night

Guest favorite

Home in Lynn

4.91 out of 5 average rating, 226 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.

Feb 17 – 24

ﺩ.ﺇ534 per night

Guest favorite

Townhouse in Boston

4.88 out of 5 average rating, 304 reviews

Historic townhouse in center of Boston

Our place is tucked behind the hustle and bustle of Faneuil Hall, just off an original cobblestone alleyway. There are several restaurants, offices, and a market in the immediate area. You would be steps away from Quincy Market, City Hall Plaza, and the North End neighborhood. The house is private and peaceful, but please keep in mind it is in an urban setting and in a part of town with a lot of activity and noise!

Aug 27 – Sep 3

ﺩ.ﺇ2,057 per night

Guest favorite

Apartment in Natick

4.98 out of 5 average rating, 332 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 11 – 18

ﺩ.ﺇ466 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.

Jun 7 – 14

ﺩ.ﺇ553 per night

Guest favorite

Apartment in Boston

4.88 out of 5 average rating, 493 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 9 – 16

ﺩ.ﺇ576 per night