Family-friendly vacation rentals in Gloucester
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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)
Jul. 22 – 27
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. 24 – 31
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
Nov. 2 – 9
Home in Newton
4.75 out of 5 average rating, 52 reviewsBeautiful 6000 sq ft home 7 miles to Copley Sq.
Mar. 30 – Apr. 6
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 Ipswich
4.86 out of 5 average rating, 229 reviewsComfortable house, close to beach and downton IPSW
Nov. 20 – 27
Apartment in Natick
4.98 out of 5 average rating, 332 reviewsScandi-Modern Apartment
Sep. 9 – 16
Home in Kittery
4.95 out of 5 average rating, 433 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
Guesthouse in Lee
4.98 out of 5 average rating, 128 reviewsMousetrap - a Cozy Cottage near the Lamprey River
Mar. 31 – Apr. 7
Cabin in Cohasset
4.92 out of 5 average rating, 284 reviewsLionsgate at Cohasset
Oct. 13 – 20
Apartment in Concord
4.94 out of 5 average rating, 207 reviewsBishop Suite - Private suite in historic Concord
Jan. 6 – 13
Family-friendly home rentals with a pool
Home in North Andover
4.94 out of 5 average rating, 127 reviewsNana-tucket Inn
Nov. 25 – Dec. 2
Guesthouse in Dedham
4.95 out of 5 average rating, 171 reviewsCountry Cottage in the City
Jun. 24 – Jul. 1
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
Oct. 8 – 15
Apartment in Holliston
4.95 out of 5 average rating, 110 reviewsLake Link
Jun. 15 – 22
Guest suite in Canton
4.7 out of 5 average rating, 89 reviewsNewly renovated, close to Foxboro and Boston
Nov. 5 – 12
Condo in Hampton
4.93 out of 5 average rating, 28 reviewsHampton 100 yards to beach
Sep. 21 – 28
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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