Kid-friendly holiday rentals in Gloucester
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Gloucester
Guests agree: These kid-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 kid-friendly rentals
Child-friendly house rentals
Home in Gloucester
4.9 out of 5 average rating, 105 reviewsGloucester Beach House, near Good Harbor Beach!
15–22 Jan
Home in Rockport
4.97 out of 5 average rating, 282 reviewsCharming Toe-Hold, A Short Walk to Town and Beach
2–9 Dec
Home in Gloucester
4.94 out of 5 average rating, 125 reviewsWonderful Rocky Neck home on Gloucester harbor
20–27 Mar
Home in Gloucester
4.96 out of 5 average rating, 121 reviewsBooking spring/summer-Overlooking Lobster Cove
13–20 May
Home in Gloucester
4.99 out of 5 average rating, 155 reviewsRocky Neck Retreat 4 Bedroom/2Bath/Kitchen/Laundry
9–16 Dec
Home in Gloucester
4.82 out of 5 average rating, 161 reviewsGloucester Private Contemporary 4 bedrooms
25 May – 1 Jun
Home in Gloucester
4.8 out of 5 average rating, 137 reviewsGloucester getaway ocean escape
4–11 Aug
Home in Marblehead
4.91 out of 5 average rating, 172 reviewsBungalow in Downtown Marblehead
20–27 Jan
Kid-Friendly apartment rentals
Apartment in Gloucester
4.93 out of 5 average rating, 107 reviewsOpen Concept Eclectic Mod 3 BR
2–9 May
Apartment in Beverly
4.97 out of 5 average rating, 183 reviewsGarden City of the Northshore
10–17 Dec
Apartment in Beverly
4.94 out of 5 average rating, 620 reviewsBeverly Farms Apartment “Homeport”
18–25 Jan
Apartment in Rockport
4.96 out of 5 average rating, 257 reviewsHarbor Retreat | Ocean View | Heart of Downtown
4–11 Sep
Apartment in Ipswich
4.98 out of 5 average rating, 121 reviewsCharming 2 Bedroom Apartment in Historic Ipswich.
6–13 Apr
Apartment in Rockport
4.94 out of 5 average rating, 148 reviewsMary's By The Sea
24 Feb – 3 Mar
Apartment in Gloucester
4.85 out of 5 average rating, 105 reviewsBright One Bedroom Apartment 5 Min Walk From Beach
21–28 Jul
Apartment in Marblehead
4.95 out of 5 average rating, 240 reviewsMid Town Marblehead 1 B/R Pvt. Wing w/Own Entrance
1–8 Feb
Child-Friendly Holiday Condos
Condo in Rockport
4.99 out of 5 average rating, 144 reviewsBearskin Neck Rockport ★ Amazing Views ★ Parking
18–25 Dec
Condo in Rockport
4.99 out of 5 average rating, 186 reviews6 Tuna Wharf - Harbor right outside kitchen door!
24 Jun – 1 Jul
Condo in Marblehead
4.99 out of 5 average rating, 151 reviewsHarbor Hideaway
11–18 Jan
Condo in Beverly
4.95 out of 5 average rating, 212 reviewsHistoric Chic|Downtown Gem|Cabot
15–22 Nov
Condo in Marblehead
4.97 out of 5 average rating, 118 reviewsHistoric Studio|Minutes to Salem|Reserved Parking
23–30 Aug
Condo in Hampton
4.84 out of 5 average rating, 172 reviews2 minutes walk to Beach parking and Wi-Fi
28 Oct – 4 Nov
Condo in Beverly
4.95 out of 5 average rating, 211 reviews*Spacious2Br Retreat|DowntownBeverly|Salem&Parking
4–11 Nov
Condo in Hampton
4.87 out of 5 average rating, 103 reviewsLittle slice of paradise
18–25 Sep
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
$151 NZD before taxes and fees
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