Family-friendly holiday rentals in Chelmsford
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Chelmsford
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 Chelmsford family-friendly rentals
Family-friendly home rentals with a hot tub
Guest suite in Kittery
4.9 out of 5 average rating, 744 reviewsSeacoast Oasis (NH & ME)
6–11 Jul
Apartment in Holliston
4.95 out of 5 average rating, 110 reviewsLake Link
25 Dec – 1 Jan
Guest suite in Kittery Point
4.94 out of 5 average rating, 234 reviewsHot Tub & Spa-Like! Pamper Yourself This Spring!
4–11 Nov
Cabin in Rochester
4.94 out of 5 average rating, 216 reviewsawesome private cabin
17–24 Feb
Home in Lempster
4.88 out of 5 average rating, 367 reviewsDreamy lakefront cottage with views to die for!
3–8 Feb
Guest suite in Mansfield
4.95 out of 5 average rating, 193 reviewsCozy private apt 8 mins from UCONN - solar powered
6–13 Oct
Apartment in Boston
4.77 out of 5 average rating, 278 reviewsModern, Spacious 1BR for 4 - Easy Marathon Access!
3–10 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
Family- and pet-friendly home rentals
Cottage in Hollis
4.87 out of 5 average rating, 209 reviewsLakefront Nature Getaway - Wood fired Cedar Sauna
16–23 Oct
Apartment in Worcester
4.89 out of 5 average rating, 393 reviewsPrivate Suite with separate entrance in Worcester
16–23 Dec
Yurt in Rindge
4.94 out of 5 average rating, 212 reviewsEnchanting solar powered yurt in small community
31 May – 7 Jun
Cabin in Cohasset
4.92 out of 5 average rating, 285 reviewsLionsgate at Cohasset
8–15 Oct
Guest suite in Salem
4.83 out of 5 average rating, 590 reviewsSalem House
8–15 Jul
Guest suite in Charlton
4.86 out of 5 average rating, 381 reviewsBaker Pond Hideaway
28 Mar – 4 Apr
Guesthouse in Lee
4.98 out of 5 average rating, 128 reviewsMousetrap - a Cozy Cottage near the Lamprey River
31 Aug – 7 Sep
Apartment in Marblehead
4.93 out of 5 average rating, 155 reviewsTwo bedroom Apt with a deck
7–14 Nov
Family-friendly home rentals with a pool
Guest suite in Beverly
4.85 out of 5 average rating, 662 reviewsHistoric North Shore, private suite & bathroom
30 Aug – 6 Sep
Farm stay in Rutland
4.97 out of 5 average rating, 318 reviewsFarm Living
5–12 Aug
Home in Middleborough
4.94 out of 5 average rating, 296 reviewsPrivate retreat setting on 4 acres 1
2–9 Mar
Guesthouse in Dedham
4.95 out of 5 average rating, 171 reviewsCountry Cottage in the City
26 Jul – 2 Aug
Villa in Cambridge
4.99 out of 5 average rating, 188 reviewsPhil's Harvard & MIT Home
8–15 Oct
Apartment in Winthrop
4.96 out of 5 average rating, 276 reviewsCody's Place Boston Airport Pool/Beaches ParkFree
29 Oct – 5 Nov
Home in Woodstock
4.93 out of 5 average rating, 209 reviewsCedar Ridge
16–23 Apr
Condo in Provincetown
4.97 out of 5 average rating, 190 reviewsP-Town Beach Beauty on the Bay. Water View!
17–24 Oct
Quick stats about holiday rentals that are family-friendly in Chelmsford
Total rentals
20 properties
Wi-Fi availability
20 properties include access to Wi-Fi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Total number of reviews
470 reviews
Nightly prices starting at
$67 NZD before taxes and fees
Destinations to explore
- Cape Cod Holiday rentals
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- Family-friendly rentals United States
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- Pet-friendly rentals Chelmsford
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