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
Guest suite in Kittery Point
Coastal Views! Walk to Wharf & Enjoy Hot Tub Too!
Home in North Andover
Nana-tucket Inn
Rental unit in Roxbury
Modern, Spacious 1BR for 4 - Easy Marathon Access!
Townhouse in Newton
Airy 3 BR House w/ Outdoor Sauna Hot Tub EV Charge
Condo in Hampton Beach
# 18 Large deluxe 3br, 2 1/2 bath condex sleeps 13
Condo in Hampton Beach
Hampton 100 yards to beach
Home in Newton
Beautiful 6000 sq ft home 7 miles to Copley Sq.
Home in Salisbury
Namaste at the Beach
Family- and pet-friendly home rentals
Rental unit in Ipswich
Comfortable house, close to beach and downton IPSW
Rental unit in Ipswich
Ipswich Apartment
Rental unit in Newbury
Pretty Cottage on Plum Island, Newbury MA
Guest suite in Salem
Salem House
Tiny home in Downtown Kittery District
water view property "The Little House"
Barn in Carlisle
✨Private Studio w/ Loft Center Historic Carlisle✨
Rental unit in Natick
Scandi-Modern Apartment
Rental unit in Arlington
Victorian Arlington Apt. Near Cambridge & Transit
Family-friendly home rentals with a pool
Guesthouse in West Roxbury
Country Cottage in the City
Rental unit in Winthrop
Cody's Place Boston Airport Pool/Beaches ParkFree
Villa in Cambridge
Phil's Harvard & MIT Home
Home in Seabrook Beach
Family friendly beach house
Rental unit in Hampton Beach
Beautiful Beach Studio
Home in Manchester-by-the-Sea
Country Estate, Heated Pool, near beach
Condo in Hampton
Beachn' and North Beach
Cottage in Rye
Seaside Cottage in Rye NH
Quick stats about vacation rentals that are family-friendly in Gloucester
Total rentals
340 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
330 properties include access to wifi
Rentals with dedicated workspaces
180 properties have a dedicated workspace
Pet-friendly rentals
90 properties allow pets
Total number of reviews
10K reviews
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