Holiday rentals in Gloucester
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Top-rated holiday rentals in Gloucester
Guests agree: these stays are highly rated for location, cleanliness and more.
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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
Flat in Beverly
4.92 out of 5 average rating, 451 reviewsPrivate apartment 10 min to Salem!
1–8 Sep
€ 155 per night
Guest favourite
Flat in Beverly
4.97 out of 5 average rating, 183 reviewsGarden City of the Northshore
30 Nov – 7 Dec
€ 140 per night
Guest favourite
Guest house in Gloucester
4.94 out of 5 average rating, 143 reviewsJestina's Cottage - Next to Rocky Neck
29 Sep – 6 Oct
€ 177 per night
Guest favourite
Home in Gloucester
4.94 out of 5 average rating, 126 reviewsWonderful Rocky Neck home on Gloucester harbor
5–12 Dec
€ 436 per night
Guest favourite
Apartment in Beverly
4.95 out of 5 average rating, 213 reviews* New Delightful Condo|Halloween|Beverly|Salem
10–17 May
€ 160 per night
Guest favourite
Home in Gloucester
4.99 out of 5 average rating, 156 reviewsRocky Neck Retreat 4 Bedroom/2Bath/Kitchen/Laundry
9–16 Nov
€ 604 per night
Guest favourite
Apartment in Rockport
4.99 out of 5 average rating, 145 reviewsBearskin Neck Rockport ★ Amazing Views ★ Parking
30 Jul – 6 Aug
€ 384 per night
Guest favourite
Guest suite in Beverly
4.83 out of 5 average rating, 563 reviewsThe Birthplace of American Navy-30 mins to BOS
1–8 Jul
€ 161 per night
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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