Family-friendly holiday rentals in Middlesex County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Middlesex County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Middlesex County 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!
14–21 Dec
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.
8–15 Dec
Flat in Lexington
4.5 out of 5 average rating, 12 reviewsCozy Apartment in Lexington MA
11–18 Nov
Flat in Boston
4.9 out of 5 average rating, 50 reviewsSouth Boston. Minutes away from Convention Center
28 Dec – 4 Jan
Family- and pet-friendly home rentals
Flat in Arlington
4.93 out of 5 average rating, 151 reviewsVictorian Arlington Apt. Near Cambridge & Transit
7–14 Jan
Home in Newton
4.95 out of 5 average rating, 176 reviewsModern, warm & inviting home!
11–18 Nov
Home in Boston
4.91 out of 5 average rating, 973 reviewsSanitized Modern 3BD private home-near BCEC
7–14 Jan
Home in Wakefield
4.96 out of 5 average rating, 209 reviewsWelcoming 7-room house <15 miles to Boston & Salem
15–22 Feb
Townhouse in Boston
4.91 out of 5 average rating, 283 reviewsSpacious Family-Friendly Townhome Near Harvard
30 Jul – 6 Aug
Flat in Boston
4.96 out of 5 average rating, 324 reviewsCharming South End Duplex (Pets Ok)
1–8 Apr
Home in Everett
4.9 out of 5 average rating, 268 reviewsComfortable Spacious Home Near Boston w/ Parking!
28 Sept – 5 Oct
Flat in Cambridge
4.86 out of 5 average rating, 413 reviewsCambridge Getaway @ Harvard & MIT
27 Feb – 6 Mar
Family-friendly home rentals with a pool
Home in North Andover
4.94 out of 5 average rating, 127 reviewsNana-tucket Inn
9–16 Jan
Flat in Holliston
4.95 out of 5 average rating, 110 reviewsLake Link
9–16 Dec
Villa in Cambridge
4.99 out of 5 average rating, 188 reviewsPhil's Harvard & MIT Home
6–13 Oct
Home in Hopkinton
4.95 out of 5 average rating, 138 reviewsHopkinton Mass 3+ Bedrooms - Great location!
25 Jul – 1 Aug
Guest suite in Canton
4.7 out of 5 average rating, 89 reviewsNewly renovated, close to Foxboro and Boston
10–17 Nov
Townhouse in Groton
5.0 out of 5 average rating, 47 reviewsPotager Farm Private Home
2–9 Nov
Home in Newton
4.67 out of 5 average rating, 6 reviewsLuxury Ultra Modern House in Newton ; Boston
24–31 Aug
Cottage in Westford
4.9 out of 5 average rating, 29 reviewsBeach & pond cottage ! Westford MA and Boston!
4–11 Sept
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