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Family-friendly vacation rentals in Chelsea

Find and book unique family-friendly homes on Airbnb

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Top-rated family-friendly rentals in Chelsea

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

Guest favourite
Home in Everett
⭐️ Modern Home 15 min to Boston. Relax in Style!
Stay in comfort & style in this beautiful & well-appointed home! Located just steps away from public transport and very close with easy quick access to Boston, Cambridge, Salem & surrounding cities & attractions. This listing includes free driveway parking for up to 2 cars, a living room w/ LED flat-screen TV, a dining room, a full kitchen with a dishwasher, laundry-in-unit, & more! Enjoy high-speed Wi-Fi, memory foam mattresses & a back deck/yard with a BBQ Grill! Read our many great reviews.
Superhost
Apartment in Cambridge
*1 bedroom * free parking Harvard MIT Cambridge 4
Located in the unbeatable location of Boston/Cambridge Central Square. Close to MIT/Kendall/Harvard. Sunny quiet cleaning second floor entire 1 bedroom with brand new kitchen/ new bathroom. walk few minutes to Red line so easy to get you around the city all attractions. We have been learning from over 20 country and hundreds of the short rental experience, do our best to give all the guests the perfect living experience Boston. Cambridge Vote the “2017 Best Cities to Raise a Family in America”
Guest favourite
Apartment in Malden
Near Boston / Everett historic two-bedroom
Cozy 2-bedroom apartment in charming historic 1920's home with original bathroom and all original gum wood trim, updated with modern amenities and wanting for nothing. Indulge in a king-sized bed with Simmons pillow-top Beauty Rest mattress. Chef's eat-in kitchen with everything you need to cook a gourmet meal. A short Uber or subway ride into Boston. Less than two miles from the Encore Boston Harbor Casino. Centrally located for day-trips to Salem, the Cape, Maine, the White Mountains.

Popular amenities for Chelsea family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Apartment in Boston
Modern, Spacious 1BR for 4 - Easy Marathon Access!
Guest favourite
Apartment in Brookline
UltraLuxe Apt in Boston Brownstone
Guest favourite
Home in Newton
Luxury Home in Chestnut Hill MA near Boston
Superhost
Home in Newton
Beautiful 6000 sq ft home 7 miles to Copley Sq.
Superhost
Apartment in Quincy
Renovated 2023 Quincy 2 bedrooms, 6 minutes to T
Townhouse in Newton
Airy 3 BR House w/ Outdoor Sauna Hot Tub EV Charge
Home in Scituate
Ocean/Harbor views, steps to historic lighthouse!
Apartment in Lexington
Cozy Apartment in Lexington MA
Apartment in Boston
Comfortable big three room
Home in Cohasset
Beautiful Village Home+Harbor Views

Family- and pet-friendly home rentals

Superhost
Apartment in Brookline
★Location ★ Walk to Subway ★ One free parking spot
Guest favourite
Home in Boston
Sanitized Modern 3BD private home-near BCEC
Guest favourite
Apartment in Natick
Scandi-Modern Apartment
Guest favourite
Condo in Boston
Family Home + Near Downtown + Cool Backyard!
Guest favourite
Apartment in Boston
Boston Brownstone
Guest favourite
Guest suite in Salem
Salem House
Guest favourite
Apartment in Salem
The Forsythia Apartment
Guest favourite
Apartment in Boston
Boston RooftopTerrace/ 2 Bed / By Logan airport
Guest favourite
Condo in Quincy
Spacious & Private, Next to Boston & Beach, EVchrg
Guest favourite
Cabin in Cohasset
Lionsgate at Cohasset
Guest favourite
Home in Wakefield
Welcoming 7-room house <15 miles to Boston & Salem
Superhost
Barn in Carlisle
✨Entire Secluded Barn Suite Ctr Historic Carlisle✨

Family-friendly home rentals with a pool

Guest favourite
Apartment in Winthrop
Cody's Place Boston Airport Pool/Beaches ParkFree
Guest favourite
Guesthouse in Dedham
Country Cottage in the City
Guest favourite
Villa in Cambridge
Phil's Harvard & MIT Home
Superhost
Guest suite in Beverly
Historic North Shore, private suite & bathroom
Superhost
Guest suite in Canton
Newly renovated, close to Foxboro and Boston
Superhost
Apartment in Boston
One Bedroom With Pool Access in Downtown Boston
Home in Newton
Luxury Ultra Modern House in Newton ; Boston
Home in Manchester-by-the-Sea
Country Estate, Heated Pool, near beach

Quick stats about vacation rentals that are family-friendly in Chelsea

Total rentals

80 properties

Wifi availability

80 properties include access to wifi

Rentals with dedicated workspaces

30 properties have a dedicated workspace

Pet-friendly rentals

40 properties allow pets

Total number of reviews

6.5K reviews

Nightly prices starting at

$41 CAD before taxes and fees

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