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
4.9 out of 5 average rating, 744 reviewsSeacoast Oasis (NH & ME)
Guest suite in Kittery Point
4.94 out of 5 average rating, 233 reviewsHot Tub & Spa-Like! Pamper Yourself This Spring!
Mar 28 – Apr 4
Apartment in Boston
4.77 out of 5 average rating, 277 reviewsModern, Spacious 1BR for 4 - Easy Marathon Access!
Dec 12 – 19
Townhouse in Newton
4.8 out of 5 average rating, 218 reviewsAiry 3 BR House w/ Outdoor Sauna Hot Tub EV Charge
Aug 2 – 9
Farm stay in Eliot
4.97 out of 5 average rating, 99 reviewsShilo Farmhouse: Goats & Hot Tub! Near Portsmouth
Jan 23 – 30
Condo in Hampton
4.68 out of 5 average rating, 76 reviews# 18 Large deluxe 3br, 2 1/2 bath condex sleeps 13
Oct 31 – Nov 7
Home in Newton
4.75 out of 5 average rating, 52 reviewsBeautiful 6000 sq ft home 7 miles to Copley Sq.
Dec 3 – 10
Home in Salisbury
4.83 out of 5 average rating, 104 reviewsNamaste at the Beach
Nov 2 – 9
Family- and pet-friendly home rentals
Apartment in Marblehead
4.93 out of 5 average rating, 155 reviewsTwo bedroom Apt with a deck
Nov 11 – 18
Apartment in Natick
4.98 out of 5 average rating, 332 reviewsScandi-Modern Apartment
Sep 9 – 16
Apartment in Ipswich
4.86 out of 5 average rating, 229 reviewsComfortable house, close to beach and downton IPSW
Nov 20 – 27
Home in Kittery
4.95 out of 5 average rating, 432 reviewswater view property "The Little House"
Mar 30 – Apr 6
Guest suite in Salem
4.83 out of 5 average rating, 588 reviewsSalem House
Jul 1 – 8
Cabin in Cohasset
4.92 out of 5 average rating, 284 reviewsLionsgate at Cohasset
Oct 13 – 20
Guesthouse in Lee
4.98 out of 5 average rating, 128 reviewsMousetrap - a Cozy Cottage near the Lamprey River
Apr 26 – May 3
Apartment in Concord
4.94 out of 5 average rating, 207 reviewsBishop Suite - Private suite in historic Concord
Apr 1 – 8
Family-friendly home rentals with a pool
Guesthouse in Dedham
4.95 out of 5 average rating, 171 reviewsCountry Cottage in the City
Jun 24 – Jul 1
Home in North Andover
4.94 out of 5 average rating, 127 reviewsNana-tucket Inn
Nov 24 – Dec 1
Apartment in Holliston
4.95 out of 5 average rating, 110 reviewsLake Link
Sep 14 – 21
Apartment in Winthrop
4.96 out of 5 average rating, 275 reviewsCody's Place Boston Airport Pool/Beaches ParkFree
Mar 26 – Apr 2
Villa in Cambridge
4.99 out of 5 average rating, 188 reviewsPhil's Harvard & MIT Home
Aug 18 – 25
Guest suite in Canton
4.7 out of 5 average rating, 89 reviewsNewly renovated, close to Foxboro and Boston
Oct 28 – Nov 4
Condo in Hampton
4.93 out of 5 average rating, 28 reviewsHampton 100 yards to beach
Oct 5 – 12
Home in Seabrook
4.9 out of 5 average rating, 42 reviewsFamily friendly beach house
Sep 28 – Oct 5
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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