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
Home in Lexington
Magnificent 4-Bed With Master Suite Near Center
Condo in Hampton Beach
Hampton 100 yards to beach
Home in Newton
Beautiful 6000 sq ft home 7 miles to Copley Sq.
Family- and pet-friendly home rentals
Rental unit in Ipswich
Ipswich Apartment
Rental unit in Newbury
Pretty Cottage on Plum Island, Newbury MA
Rental unit in Salisbury
2BD Apt Steps to Ocean| Pet Friendly-Wkly Discount
Barn in Carlisle
✨Entire Secluded Barn Suite Ctr Historic Carlisle✨
Tiny homes in Downtown Kittery District
water view property "The Little House"
Rental unit in Natick
Scandi-Modern Apartment
Guest suite in Salem
Salem House
Rental unit in Beverly
Salem/Beverly/North Shore summer & fall openings!
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
Condo in Hampton
Beachn' and North Beach
Home in Manchester-by-the-Sea
Country Estate, Heated Pool, near 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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