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Search results; Over 1,000 homes in Gloucester

Descriptions are based on details hosts provide
Guest favourite
Flat in Gloucester
Amazing Ocean View In-Law Apt.
1 bedroom, 2 beds, 1 private bathroom
1–6 Nov
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4.86 out of 5 average rating, 138 reviews
Guest suite in Gloucester
Queen Anne Victorian near the beach
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Nov
Top guest favourite
Flat in Gloucester
Fenced yard with a fire pit, near beach
4.93 out of 5 average rating, 125 reviews, 2 bedrooms, 2 beds, 1 bathroom
4–9 Dec
Guest favourite
Flat in Gloucester
Newly renovated, blocks from the beach
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 1 bathroom
25–30 Jul
Top guest favourite
Flat in Gloucester
Quaint Neighborhood / Close to Beaches
4.98 out of 5 average rating, 174 reviews, 3 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Flat in Gloucester
Walk to Good Harbor Beach
4.93 out of 5 average rating, 131 reviews, 1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
Guest favourite
Home in Gloucester
Waterfront home with a deck and fire pit
5.0 out of 5 average rating, 10 reviews, 2 bedrooms, 2 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Apartment in Gloucester
Retreat to tranquility - water views
4.96 out of 5 average rating, 46 reviews, 2 bedrooms, 2 beds, 1 bathroom
13–18 Oct
Top guest favourite
Apartment in Gloucester
Walk to Rocky Neck and the beach
4.98 out of 5 average rating, 52 reviews, 1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
Top guest favourite
Home in Gloucester
Lane's Cove Bijou
4.93 out of 5 average rating, 43 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
1–6 Nov
Top guest favourite
Loft in Gloucester
Rocky Neck Studio/Loft, Gloucester, Mass.
4.92 out of 5 average rating, 243 reviews, 1 bed, 1 bathroom
17–22 Oct
Superhost
Flat in Rockport
Garden Getaway
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Flat in Gloucester
Harbor views with a beach across the street
4.99 out of 5 average rating, 122 reviews, 2 bedrooms, 4 beds, 1 bathroom
20–25 Sept
Guest favourite
Home in Gloucester
Renovated nautical suite near the beach
4.93 out of 5 average rating, 14 reviews, 2 bedrooms, 6 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Guest house in Rockport
1800s carriage house with a hot tub
4.99 out of 5 average rating, 159 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Sept
Top guest favourite
Home in Gloucester
Rocky Neck Retreat
4.99 out of 5 average rating, 221 reviews, 4 bedrooms, 4 beds, 2 bathrooms
19–25 Jul
Top guest favourite
Apartment in Gloucester
3BR Oceanfront Condo with decks
4.99 out of 5 average rating, 157 reviews, 3 bedrooms, 5 beds, 2 bathrooms
22–27 Aug
Top guest favourite
Flat in Rockport
Oceanfront Rockport Getaway with Loft & Views
4.99 out of 5 average rating, 82 reviews, 2 bedrooms, 4 beds, 2 bathrooms
16–21 Nov
Top guest favourite
Apartment in Rockport
Built over the ocean on Bearskin Neck
4.95 out of 5 average rating, 118 reviews, 1 bedroom, 3 beds, 1 bathroom
1–6 Sept