Family-friendly vacation rentals in Gloucester
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Gloucester
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Gloucester family-friendly rentals
Family-friendly home rentals with a hot tub
Home in West Roxbury
4.71 out of 5 average rating, 7 reviewsLuxury Ultra Modern House in Newton ; Boston
Cottage in Newbury
4.67 out of 5 average rating, 3 reviewsOcean Front house on Plum Island
Condo in Hampton Beach
4.89 out of 5 average rating, 36 reviewsHampton 100 yards to beach
Home in Gloucester
4.9 out of 5 average rating, 10 reviewsSteps to GOOD HARBOR BEACH!
Condo in Hampton Beach
4.4 out of 5 average rating, 25 reviewsHB fall studio condo
Condo in Hampton Beach
4.69 out of 5 average rating, 89 reviews# 18 Large deluxe 3br, 2 1/2 bath condex sleeps 13
Place to stay in Hampstead
4.88 out of 5 average rating, 90 reviewsSunrise Sunset Lakefront Suite
Home in Newton
4.77 out of 5 average rating, 60 reviewsBeautiful 6000 sq ft home 7 miles to Copley Sq.
Family- and pet-friendly home rentals
Home in Wakefield
4.96 out of 5 average rating, 242 reviewsWelcoming 7-room house <15 miles to Boston & Salem
Cabin in Rockport
4.97 out of 5 average rating, 430 reviewsThe Solar Powered Dogtown Cabin at Applecart Farm
Rental unit in South End
4.96 out of 5 average rating, 358 reviewsCharming South End Duplex (Pets Ok)
Home in Salem
4.94 out of 5 average rating, 144 reviewsQuaint Little New Hampshire Lake House Getaway!
Rental unit in Hampton
4.96 out of 5 average rating, 159 reviewsCozy 1 Bedroom Apartment with private entrance!
Home in Medford
4.83 out of 5 average rating, 131 reviewsSunny home minutes from Boston. Free parking.
Rental unit in Cambridge
4.87 out of 5 average rating, 434 reviewsCambridge Getaway @ Harvard & MIT
Rental unit in Ipswich
4.85 out of 5 average rating, 272 reviewsComfortable house, close to beach and downton IPSW
Family-friendly home rentals with a pool
Condo in Hampton Beach
4.85 out of 5 average rating, 27 reviewsSlice of Paradise at Hampton Beach!!
Cottage in Rye
4.91 out of 5 average rating, 78 reviewsSeaside Cottage in Rye NH
Condo in Hampton Beach
4.89 out of 5 average rating, 18 reviews100 yds/Hampton Beach Pool-4 guest
Rental unit in Hampton Beach
4.74 out of 5 average rating, 121 reviewsBeautiful Beach Studio
Home in Hull
4.96 out of 5 average rating, 23 reviewsSpacious 3-BR Furnished Beach Home
Home in Derry
4.83 out of 5 average rating, 134 reviewsBeautiful Lakefront Vacation
Condo in Hampton
4.8 out of 5 average rating, 56 reviewsBeachn' and North Beach
Quick stats about vacation rentals that are family-friendly in Gloucester
Total rentals
370 properties
Total number of reviews
12K reviews
Pet-friendly rentals
100 properties allow pets
Rentals with dedicated workspaces
190 properties have a dedicated workspace
Wifi availability
370 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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