Holiday houses in Gloucester
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Top-rated holiday rentals in Gloucester
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Gloucester holiday rentals
Other great holiday rentals in Gloucester
Guest favourite
Apartment in Gloucester
4.94 out of 5 average rating, 110 reviewsWalk to Good Harbor Beach
Guest favourite
Guesthouse in Rockport
5.0 out of 5 average rating, 218 reviewsSea Mist Cottage Rockport, MA
Guest favourite
Loft in Rockport
5.0 out of 5 average rating, 202 reviewsChic Downtown Loft ☆ Private Parking ☆ Ocean View
Guest favourite
Guest suite in Gloucester
4.98 out of 5 average rating, 128 reviewsThe Carriage House near Plum Cove Beach
Guest favourite
Cabin in Rockport
4.97 out of 5 average rating, 409 reviewsThe Solar Powered Dogtown Cabin at Applecart Farm
Guest favourite
Apartment in Ipswich
4.96 out of 5 average rating, 110 reviewsCozy Wade Carriage House Studio
Guest favourite
Home in Gloucester
4.99 out of 5 average rating, 158 reviewsRocky Neck Retreat 4 Bedroom/2Bath/Kitchen/Laundry
Guest favourite
Apartment in Beverly
4.92 out of 5 average rating, 454 reviewsPrivate apartment 10 min to Salem!
Quick stats about holiday rentals in Gloucester
Total rentals
540 properties
Rentals with dedicated workspaces
250 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
130 properties allow pets
Family-friendly rentals
340 properties are a good fit for families
Total number of reviews
22K reviews
Destinations to explore
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