
Family-friendly holiday rentals in Boston
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Boston

Total holiday rentals
Explore 3,930 holiday rentals in Boston

Nightly prices starting at
Boston holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 186,570 verified reviews to help you choose

Pet-friendly holiday rentals
Find 1,270 rentals that welcome pets

Holiday rentals with a pool
170 properties feature pools

Rentals with dedicated workspaces
2,380 properties have a dedicated workspace

Wifi availability
3,890 of Boston holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Boston rentals

4.8 Average rating
Boston stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Boston’s top spots include Fenway Park, Boston Common and TD Garden
Top-rated family-friendly rentals in Boston
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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 Keurig coffee, snacks, Netflix, movie channels, high speed internet. It doesn't get better than this!

Extraordinary 1-Bedroom Apartment in South Boston!
Cozy, comfortable, centrally-located one-bedroom unit in Southie. Unbeatable location, steps from Carson Beach, L Street Bathouse, BCEC, Sail Boston, World Cup 2026! This property presents endless possibilities for creating your perfect getaway! Convenient private entrance ensures hassle-free coming and going. Whether commuting to work, enjoying a concert/game/event/the vibrant local scene, or simply indulging in the beach and parks nearby, you are sure to enjoy it at this very special home!

Brookline - Mod Apartment in Classic Neighborhood
So convenient! Walk to Boston U., Coolidge Crnr, Fenway Park and Allston Village for shopping, restaurants, entertainment. Just 3 miles from downtown. 2 blocks from MBTA Station-easy commute to Longwood Med Ctr, Harvard, MIT, Boston College, the Financial District and more. Beautiful, spacious, newly renovated one bedroom apartment – open floor plan, fabulous kitchen and spa bathroom. Designer furnishings throughout and fully equipped. Ideal for the long term biz traveler or couples on holiday.

2BR Spacious Yacht - Heat & AC- On Freedom Trail
Escape the hustle and bustle of the city and unwind aboard Carpe Diem II, a yacht with 2 comfy queen staterooms for up to 4 adults. Each stateroom has a private bathroom and shower. Unwind on the aft deck with meals and cocktails as the boats sail by on the harbor, or warm up or cool off inside with central A/C and heat. Located in Charlestown Navy Yard, steps to Freedom Trail, North End, and Downtown. Book now and enjoy the unique charm of living on the water in this historic neighborhood.

(N2F) Bay Windows, Newbury, Prime Location!
🌆 Stay on Iconic Newbury Street, Back Bay Experience Boston at its most stylish on Newbury Street, famous for its historic brownstones, tree-lined sidewalks, and vibrant atmosphere. 🛍️ Stroll right outside your door to explore designer boutiques, local shops, art galleries, and some of the city’s best cafés and restaurants. You’ll be just steps from Copley Square, the Prudential Center, and the Charles River Esplanade, with easy access to the Green Line T for exploring the rest of the city.

Charming and Historic Apartment
Located in the heart of the historic Beacon Hill neighborhood, this cozy apartment is on the first two floors of a four-story brick townhouse. Tucked away on a European-style gated courtyard, the apartment is incredibly quiet and private, and only steps away from the shops, restaurants and public transportation of Charles Street and Cambridge Street. The well equipped kitchen has been recently renovated with free in unit laundry, bar, adjacent patio. Also WFH station and gas fireplace.

Brownstone Luxury Penthouse Condo
Beautiful and sunny 2 bed 2 bath renovated 3rd floor penthouse condo with access to all that Boston has to offer! Walking distance to shops, groceries, and entertainment, including Fenway Park!, Immediate access to Green Line subway as well as other local transportation! Enjoy our primary bedroom with king size bed and ensuite bathroom, 2nd bedroom with full bed, additional full bathroom, full kitchen with dining area, living room with fireplace, and balcony with sitting area!

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee
A brand new spacious 3rd floor apartment over 1,000 sq ft centrally locate, near 2 subway stations/bus line, 4 grocery stores within 10 mins walk. The apt has a big kitchen, roof top deck and a huge yard. All brand new furnitures from Crate & Barrel, Pottery Barn and West Elm. Bed sheet sets from Crate & Barrel. NO Cleaning fee. We offer a great atmosphere, high quality amenities and cleanliness are utmost importance. Please read the reviews from prior guests.

Cozy studio in Bay Village near Public Garden
This newly renovated private studio is ready to welcome you! This unit has 1 queen bed and 1 sleeper sofa, a desk, a kitchenette, a full bathroom, and a washer/dryer. It is the lower level of a historic 1800s Bostonian house, recently renovated. It has its own separate entrance. Great location! Conveniently located in Bay Village next to the Boston Public Garden, the studio is close to Downtown, Theater district, Chinatown, Beacon Hill, Back Bay, and South End!

The Ellie House 5- Cozy Back Bay Getaway!
The Ellie House is ideally located on St. Botolph Street, where Back Bay meets the South End. Surrounded by classic brownstones and leafy streets, you’re steps from Newbury Street, the Prudential Center, and Copley Square. Walk to top universities like Northeastern, Berklee, and BU, and access world-renowned hospitals including Mass General and Brigham & Women’s. Enjoy endless dining, shopping, and cultural landmarks right outside your door.

Peaceful Garden Apartment
Your beautiful garden guest unit is a tranquil getaway. The layout is ideal - a bedroom with an ensuite bath; living room with a pull out couch and a door that transforms the living room into a private bedroom; a second full bath; and a kitchen/dining area. Best of all, it's less than a ten minute walk to 500 acres of parkland and "JP" center with great restaurants, pubs, bakeries and shops.

Downtown Loft Boston - Close to everything
Spacious loft in Downtown Boston, Historic District, with high ceilings, large windows, original wooden floors, private bedroom area-queen bed, also sofa in living room can become a pull-out double size bed. The bathroom is with shower and tub, a complete kitchen, and laundry room. The unit also offers the highest speed available in the area -1 gig internet access and 55" smart TV.
Popular amenities for Boston family-friendly rentals
Family-friendly home rentals with a hot tub

8 miles to FIFA World Cup! Hot Tub + Firepit

Romantic Getaway w/private Jacuzzi• Fire Pit•

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA

Wellesley Spacious and Modern

Luxury lake retreat- pool, fire pit, trails

Oceanfront Pool. Close to Boston. Free Parking.

Heart of Southie - Hot Tub + Walk to Top Bars

Lakeside apartment, patio, hot tub, outside shower
Family- and pet-friendly home rentals

Condo in downtown Boston

Pretzel Factory Loft w/Peloton

Cozy, historic 3 bedroom home close to Boston!

Urban oasis in Huron Village

Pvt Bedrm/Bathrm/Kitch'ette on Quiet Tree Lined St

Penthouse 2 Beds /2 Baths luxury in South Boston

(476-9) Queen Studio, Back Bay/ South End, W/D

The Brickhouz at Arlington !
Family-friendly home rentals with a pool

Luxury 2b2b downtown Boston

Serenity - 36’ Aft Cabin Carver

The Weiss : Modern Gallery • Historic Property!

Theatre | Arcade | Pool w. Free 3 Car Parking

Spacious vacation unit in premium suburban town

Cozy Private Suite halfway between Cape & Boston

Country Cottage in the City

Cozy Private Studio Unit w/ Laundry and Parking!
When is the best time to visit Boston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $249 SGD | $247 SGD | $282 SGD | $328 SGD | $368 SGD | $359 SGD | $360 SGD | $354 SGD | $345 SGD | $350 SGD | $302 SGD | $275 SGD |
| Avg. temp | -1°C | 0°C | 4°C | 9°C | 15°C | 20°C | 23°C | 23°C | 19°C | 13°C | 7°C | 2°C |
Destinations to explore
- New York City Holiday rentals
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- Newark Holiday rentals
- Portland Holiday rentals
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- Providence Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
- Bar Harbor Holiday rentals
- Rentals with pools Boston
- Rentals with breakfast Boston
- Rentals with a patio Boston
- Waterfront rentals Boston
- Rentals with a kayak Boston
- Fitness-friendly rentals Boston
- Rentals with outdoor seating Boston
- House rentals Boston
- Loft rentals Boston
- Rentals with a fireplace Boston
- Rentals with a cinema Boston
- Smoking-friendly rentals Boston
- Rentals with a hot tub Boston
- Bed and breakfasts Boston
- Rentals with a firepit Boston
- Beachfront rentals Boston
- Guest house rentals Boston
- Private suite rentals Boston
- Rentals with a washing machine and dryer Boston
- Hotel rooms Boston
- Rentals with an EV charger Boston
- Rentals with lake access Boston
- Rentals with an accessible-height bed Boston
- Boutique hotels Boston
- Serviced apartment rentals Boston
- Townhouse rentals Boston
- Apartment rentals Boston
- Flat rentals Boston
- Pet-friendly rentals Boston
- Rentals with beach access Boston
- Family-friendly rentals Suffolk County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Boston Common
- Boston Seaport
- Revere Beach
- Gillette Stadium
- Brown University
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Onset Beach
- MIT Museum
- Canobie Lake Park
- Duxbury Beach
- North Hampton Beach
- Crane Beach
- Boston College
- Northeastern University
- Quincy Market
- Tufts University
- Museum of Fine Arts
- Things to do Boston
- Art and culture Boston
- Tours Boston
- Sightseeing Boston
- Food and drink Boston
- Nature and outdoors Boston
- Entertainment Boston
- Things to do Suffolk County
- Sightseeing Suffolk County
- Tours Suffolk County
- Sports activities Suffolk County
- Art and culture Suffolk County
- Nature and outdoors Suffolk County
- Food and drink Suffolk County
- Things to do Massachusetts
- Art and culture Massachusetts
- Sightseeing Massachusetts
- Food and drink Massachusetts
- Tours Massachusetts
- Entertainment Massachusetts
- Nature and outdoors Massachusetts
- Sports activities Massachusetts
- Things to do United States
- Tours United States
- Food and drink United States
- Sightseeing United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Nature and outdoors United States







