Kid-friendly holiday rentals in Gloucester
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Gloucester
Guests agree: these family-friendly rentals 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 Gloucester family-friendly rentals
Kid-friendly house rentals
Home in Gloucester
4.91 out of 5 average rating, 108 reviewsGloucester Beach House, near Good Harbor Beach!
Home in Rockport
4.97 out of 5 average rating, 283 reviewsCharming Toe-Hold, A Short Walk to Town and Beach
Home in Gloucester
4.96 out of 5 average rating, 121 reviewsJune dates discounted!Overlooking Lobster Cove
Home in Gloucester
4.99 out of 5 average rating, 158 reviewsRocky Neck Retreat 4 Bedroom/2Bath/Kitchen/Laundry
Home in Marblehead
4.91 out of 5 average rating, 174 reviewsBungalow in Downtown Marblehead
Home in Gloucester
4.82 out of 5 average rating, 163 reviewsGloucester Private Contemporary 4 bedrooms
Home in Salisbury
4.87 out of 5 average rating, 164 reviewsSpacious 2 bedrooms waterfront free parking &Wi-fi
Home in Gloucester
4.8 out of 5 average rating, 137 reviewsGloucester getaway ocean escape
Family-friendly apartment rentals
Flat in Beverly
4.92 out of 5 average rating, 453 reviewsPrivate apartment 10 min to Salem!
Flat in Gloucester
4.97 out of 5 average rating, 103 reviewsThe Gilbert: 1-Bed downtown suite, walk to beach.
Flat in Gloucester
4.94 out of 5 average rating, 110 reviewsWalk to Good Harbor Beach
Flat in Beverly
4.94 out of 5 average rating, 625 reviewsBeverly Farms Apartment “Homeport”
Flat in Rockport
4.94 out of 5 average rating, 148 reviewsMary's By The Sea
Flat in Beverly
4.94 out of 5 average rating, 139 reviewsEntire 1st floor apt in charming seaside Beverly
Flat in Gloucester
4.93 out of 5 average rating, 109 reviewsOpen Concept Eclectic Mod 3 BR
Flat in Rockport
4.93 out of 5 average rating, 125 reviewsHidden Gem! Short term rental steps from 2 beaches
Family-friendly apartment rentals
Apartment in Rockport
4.99 out of 5 average rating, 146 reviewsBearskin Neck Rockport ★ Amazing Views ★ Parking
Apartment in Marblehead
4.99 out of 5 average rating, 154 reviewsHarbor Hideaway
Apartment in Marblehead
4.97 out of 5 average rating, 120 reviewsHistoric Studio|Minutes to Salem|Reserved Parking
Apartment in Hampton
4.97 out of 5 average rating, 171 reviewsBeach Getaway with Amazing Ocean Views
Apartment in York County
4.9 out of 5 average rating, 137 reviewsCozy studio-5 minute walk to Perkins Cove!
Apartment in Boston
4.83 out of 5 average rating, 183 reviewsStylish garden level studio with a private patio
Apartment in Winthrop
4.99 out of 5 average rating, 129 reviewsBeachfront Boston: Large, Cozy, Relaxed + Pets
Apartment in Hampton
4.95 out of 5 average rating, 106 reviewsOceanfront, private balcony, panoramic view Ocean
Quick stats about holiday rentals that are kid-friendly in Gloucester
Total rentals
100 properties
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
80 properties are a good fit for families
Total number of reviews
4.8K reviews
Nightly prices starting at
€ 83 before taxes and fees
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