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Search results; Over 1,000 homes in Gloucester

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
Superhost
Flat in Gloucester
Stunning Ocean-View Retreat, Magnolia Beach
2 bedrooms, 2 king beds
27 Aug – 1 Sept
Guest favourite
Home in Gloucester
Oceanfront Dock Escape ~ Kayaks & Paddleboards
4 bedrooms, 7 beds
27 Aug – 1 Sept
4.95 out of 5 average rating, 41 reviews
Home in Gloucester
Hide & Seek
4 bedrooms, 7 beds
7–12 Aug
New place to stay
Superhost
Home in Ipswich
Direct Waterfront on Plum Island Sound Sunsets
2 bedrooms, 3 beds
23–28 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Gloucester
Blue Magnolia
2 bedrooms, 3 beds
23–28 Aug
5.0 out of 5 average rating, 78 reviews
Guest favourite
Home in Gloucester
Parsons at Stage Fort
3 bedrooms, 4 beds
1–6 Aug
5.0 out of 5 average rating, 17 reviews
Guest favourite
Flat in Gloucester
New Downtown Gloucester Condo
2 bedrooms, 3 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Gloucester
William Haskell House First Period Colonial Home
4 bedrooms, 3 queen beds
27 Aug – 1 Sept
5.0 out of 5 average rating, 31 reviews
Guest favourite
Home in Gloucester
Private Beachfront Property in Gloucester
3 bedrooms, 3 beds
4–9 Nov
5.0 out of 5 average rating, 9 reviews
Guest favourite
Place to stay in Gloucester
Back Shore Hidden Garden Suite
3 bedrooms, 3 beds
3–8 Aug
4.94 out of 5 average rating, 77 reviews
Superhost
Home in Gloucester
Stay at Wingaersheek
3 bedrooms, 5 beds
7–12 Sept
New place to stay
Guest favourite
Home in Gloucester
Seaside Home|Sleeps 7|Plum Cove Beach+Rockport!
2 bedrooms, 5 beds
1–6 Nov
4.93 out of 5 average rating, 112 reviews
Top guest favourite
Home in Gloucester
Annisquam Getaway - Water View+Walk To The Beach
3 bedrooms, 5 beds
31 Aug – 5 Sept
4.98 out of 5 average rating, 47 reviews
Top guest favourite
Home in Gloucester
Lovely home by the sea!
3 bedrooms, 7 beds
8–13 Sept
4.95 out of 5 average rating, 19 reviews
Top guest favourite
Home in Gloucester
Luxury 5BR Home + Office, Walk to Beach & Town
5 bedrooms, 6 beds
14–19 Nov
4.99 out of 5 average rating, 139 reviews
Top guest favourite
Home in Gloucester
Evensong: Lovely Oceanview Retreat with Dock
3 bedrooms, 6 beds
29 Aug – 3 Sept
4.95 out of 5 average rating, 41 reviews
Top guest favourite
Flat in Gloucester
Ocean View | Walk to Downtown & Beach | Skylight
1 bedroom, 2 beds
2–7 Aug
4.98 out of 5 average rating, 94 reviews
Superhost
Home in Gloucester
Stay at Good Harbor Beach
3 bedrooms, 4 beds
10–15 Aug
New place to stay