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Search results; Over 1,000 homes in Gloucester

Top guest favourite
Guest house in Gloucester
Plum Cove Cottage with king suite!
1 bedroom, 2 beds, 1 private bathroom
22–27 Aug
,
4.93 out of 5 average rating, 122 reviews
Top guest favourite
Rooms in Gloucester
Annisquam Artist Oasis -Serene Private Upstairs
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.92 out of 5 average rating, 276 reviews
Top guest favourite
Flat in Gloucester
Ocean View | Walk to Downtown & Beach | Skylight
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
4.98 out of 5 average rating, 94 reviews
Superhost
Flat in Gloucester
Chic Gloucester Escape~Walk 2 ShopsHarbor&Dining
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
4.89 out of 5 average rating, 18 reviews
Guest favourite
Home in Gloucester
Walk to DNTN~Beach~Beauport~Boat Island~New Home
3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
4.99 out of 5 average rating, 95 reviews
Superhost
Flat in Gloucester
Stunning Ocean-View Retreat, Magnolia Beach
2 bedrooms, 2 king beds, 2 bathrooms
27 Aug – 1 Sept
Top guest favourite
Home in Gloucester
Luxury 5BR Home + Office, Walk to Beach & Town
5 bedrooms, 6 beds, 4 bathrooms
6–11 Dec
4.99 out of 5 average rating, 139 reviews
Room in Gloucester
Spacious Private Suite w/ Bath in Lanesville
1 queen bed, 1 bathroom
2–7 Aug
New place to stay
Top guest favourite
Flat in Rockport
Oceanfront Stay w/ Deck & Parking
2 bedrooms, 4 beds, 2 bathrooms
16–21 Nov
4.99 out of 5 average rating, 83 reviews
Top guest favourite
Room in Gloucester
Suite Magnolia
1 king bed, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 60 reviews
Top guest favourite
Townhouse in Gloucester
Luxury Portside Townhome Steps to Niles Beach
3 bedrooms, 3 beds, 3.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Loft in Gloucester
Rocky Neck Studio/Loft, Gloucester, Mass.
1 double bed, 1 bathroom
4–9 Apr
4.92 out of 5 average rating, 244 reviews
Top guest favourite
Cottage in Rockport
Cozy Oceanfront Beach Cottage - Walk to Downtown
1 bedroom, 1 king bed, 1 bathroom
16–21 Aug
4.96 out of 5 average rating, 27 reviews
Guest favourite
Flat in Gloucester
Artist Retreat
1 bedroom, 1 king bed, 1 bathroom
13–18 Sept
4.92 out of 5 average rating, 25 reviews
Guest favourite
Flat in Gloucester
Long Beach Suites: Steps Away From Surf!
1 bedroom, 2 beds, 1 bathroom
21–26 Aug
4.88 out of 5 average rating, 142 reviews
Top guest favourite
Guest house in Rockport
Seagull’s Nest
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 53 reviews
Guest favourite
Home in Gloucester
1 Mi to Beach! Family Gloucester Gem w/ Yard
2 bedrooms, 4 beds, 2 bathrooms
11–16 Apr
5.0 out of 5 average rating, 31 reviews
Guest favourite
Flat in Gloucester
Beautifully remodeled unit in heart of Gloucester
1 bedroom, 2 beds, 1 bathroom
29 Aug – 3 Sept
4.96 out of 5 average rating, 151 reviews
Top guest favourite
Guest suite in Gloucester
The Artist Suite by Toi Moi
1 bedroom, 1 queen bed, 1 bathroom
20–25 Aug
5.0 out of 5 average rating, 76 reviews