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Search results; Over 1,000 homes in Gloucester

Top guest favourite
Townhouse in Gloucester
Between 2 Beaches
3 bedrooms, 5 beds, 2.5 private baths
Aug 29–Sep 3
,
5.0 out of 5 average rating, 198 reviews
Top guest favourite
Guest suite in Gloucester
Herringbone Suite at Beacon House
1 bedroom, 1 king bed, 1 bath
Nov 2–7
5.0 out of 5 average rating, 11 reviews
Cottage in Rockport
Artist Cottage: A Rockport Retreat.
1 bedroom, 1 double bed, 1 bath
Aug 22–27
New place to stay
Top guest favourite
Rooms in Gloucester
Annisquam Artist Oasis -Serene Private Upstairs
2 bedrooms, 3 beds, 1 bath
Sep 13–18
4.91 out of 5 average rating, 282 reviews
Top guest favourite
Home in Gloucester
Private 2BR Near Downtown, Beaches & Restaurants
2 bedrooms, 6 beds, 1 bath
Aug 30–Sep 4
4.95 out of 5 average rating, 21 reviews
Top guest favourite
Condo in Rockport
Rockport Getaway near ocean, music hall & downtown
2 bedrooms, 3 beds, 1 bath
Nov 9–14
5.0 out of 5 average rating, 109 reviews
Guest favourite
Apartment in Beverly
Cozy Boho Den
1 bedroom, 2 beds, 1 bath
Aug 23–28
5.0 out of 5 average rating, 8 reviews
Superhost
Apartment in Gloucester
Stunning Ocean-View Retreat, Magnolia Beach
2 bedrooms, 2 king beds, 2 baths
Aug 27–Sep 1
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Gloucester
Lane's Cove Bijou
2 bedrooms, 2 beds, 1.5 baths
Nov 8–13
4.93 out of 5 average rating, 45 reviews
Top guest favourite
Apartment in Rockport
Apartment in Rockport
1 bedroom, 1 queen bed, 1 bath
Sep 7–12
5.0 out of 5 average rating, 11 reviews
Guest favourite
Room in Ipswich
Cedarwood Farm - Marie Antoinette Suite
1 queen bed, 1 bath
Aug 16–21
4.96 out of 5 average rating, 46 reviews
Top guest favourite
Vacation home in Gloucester
On the Water Gem - 2 BR -The Cove Lanesville
2 bedrooms, 3 beds, 1 bath
Sep 13–18
4.99 out of 5 average rating, 87 reviews
Top guest favourite
Guest suite in Newbury
Parker River House Two Bedroom
2 bedrooms, 2 beds, 1 bath
Aug 23–28
4.99 out of 5 average rating, 93 reviews
Guest favourite
Apartment in Gloucester
Long Beach Suites: Steps Away From Surf!
1 bedroom, 2 beds, 1 bath
Aug 30–Sep 4
4.89 out of 5 average rating, 148 reviews
Guest favourite
Apartment in Gloucester
New Downtown Gloucester Condo
2 bedrooms, 3 beds, 1 bath
Aug 30–Sep 4
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Cabin in Rockport
The Solar Powered Dogtown Cabin at Applecart Farm
2 bedrooms, 3 beds, 1 bath
Sep 7–12
4.97 out of 5 average rating, 497 reviews
Top guest favourite
Home in Gloucester
Stroll to SeaView/Beach; Great Yard
4 bedrooms, 6 beds, 1.5 baths
Sep 21–26
4.97 out of 5 average rating, 39 reviews
Top guest favourite
Guest suite in Gloucester
A charming Entire Guest Suite in Gloucester
1 bedroom, 1 queen bed, 1 bath
Sep 25–30
5.0 out of 5 average rating, 88 reviews
Top guest favourite
Apartment in Gloucester
Quaint Neighborhood / Close to Beaches
3 bedrooms, 3 beds, 1 bath
Dec 4–9
4.98 out of 5 average rating, 178 reviews