Family-friendly holiday rentals in Chelsea
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Chelsea
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Chelsea family-friendly rentals
Family-friendly home rentals with a hot tub
Flat in Boston
4.77 out of 5 average rating, 277 reviewsModern, Spacious 1BR for 4 - Easy Marathon Access!
17–24 Oct
Townhouse in Newton
4.8 out of 5 average rating, 218 reviewsAiry 3 BR House w/ Outdoor Hot Tub Sauna EV Charge
24–31 Aug
Home in Newton
4.75 out of 5 average rating, 52 reviewsBeautiful 6000 sq ft home 7 miles to Copley Sq.
7–14 Dec
Home in Gloucester
4.9 out of 5 average rating, 10 reviewsSteps to GOOD HARBOR BEACH!
28 Dec – 4 Jan
Flat in Boston
4.9 out of 5 average rating, 50 reviewsSouth Boston. Minutes away from Convention Center
1–8 Aug
Flat in Lexington
4.5 out of 5 average rating, 12 reviewsCozy Apartment in Lexington MA
9–16 Jan
Home in Cohasset
Beautiful Village Home+Harbor Views
24 Jun – 1 Jul
Family- and pet-friendly home rentals
Barn in Carlisle
4.87 out of 5 average rating, 361 reviews✨Private Studio w/ Loft Center Historic Carlisle✨
8–15 Feb
Flat in Arlington
4.93 out of 5 average rating, 151 reviewsVictorian Arlington Apt. Near Cambridge & Transit
7–14 Oct
Flat in Marblehead
4.93 out of 5 average rating, 155 reviewsTwo bedroom Apt with a deck
11–18 Nov
Cabin in Cohasset
4.92 out of 5 average rating, 285 reviewsLionsgate at Cohasset
21–28 Aug
Flat in Ipswich
4.88 out of 5 average rating, 229 reviewsIpswich Apartment
28 Mar – 4 Apr
Apartment in Boston
4.93 out of 5 average rating, 152 reviewsFamily Home + Near Downtown + Cool Backyard!
1–8 Apr
Home in Wakefield
4.96 out of 5 average rating, 209 reviewsWelcoming 7-room house <15 miles to Boston & Salem
17–24 Sep
Home in Boston
4.91 out of 5 average rating, 973 reviewsSanitized Modern 3BD private home-near BCEC
15–22 Jan
Family-friendly home rentals with a pool
Flat in Holliston
4.95 out of 5 average rating, 110 reviewsLake Link
7–14 Sep
Home in North Andover
4.94 out of 5 average rating, 127 reviewsNana-tucket Inn
8–15 Jan
Guest house in Dedham
4.95 out of 5 average rating, 171 reviewsCountry Cottage in the City
24 Jun – 1 Jul
Flat in Winthrop
4.96 out of 5 average rating, 275 reviewsCody's Place Boston Airport Pool/Beaches ParkFree
16–23 Jan
Villa in Cambridge
4.99 out of 5 average rating, 188 reviewsPhil's Harvard & MIT Home
6–13 Oct
Guest suite in Canton
4.7 out of 5 average rating, 89 reviewsNewly renovated, close to Foxboro and Boston
8–15 Nov
Home in Manchester-by-the-Sea
4.75 out of 5 average rating, 4 reviewsCountry Estate, Heated Pool, near beach
8–15 Mar
Cottage in Westford
4.9 out of 5 average rating, 29 reviewsBeach & pond cottage ! Westford MA and Boston!
29 Sep – 6 Oct
Quick stats about holiday 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
30 properties allow pets
Total number of reviews
6.8T reviews
Nightly prices starting at
₹2,502 before taxes and fees
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