filters

Search results; Over 1,000 homes in Gloucester

Guest favourite
Flat in Gloucester
Amazing Ocean View In-Law Apt.
1 bedroom, 2 beds, 1 private bathroom
1–6 Nov
,
4.86 out of 5 average rating, 138 reviews
Home in Gloucester
Hide & Seek
New place to stay, 4 bedrooms, 7 beds, 3 bathrooms
7–12 Aug
Superhost
Home in Ipswich
Direct Waterfront on Plum Island Sound Sunsets
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
Superhost
Flat in Gloucester
Stunning Ocean-View Retreat, Magnolia Beach
2 bedrooms, 2 beds, 2 bathrooms
27 Aug – 1 Sept
Guest favourite
Home in Gloucester
Seaside Home|Sleeps 7|Plum Cove Beach+Rockport!
4.93 out of 5 average rating, 112 reviews, 2 bedrooms, 5 beds, 2 bathrooms
1–6 Nov
Guest favourite
Home in Gloucester
Parsons at Stage Fort
5.0 out of 5 average rating, 17 reviews, 3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Flat in Gloucester
Blue Magnolia
5.0 out of 5 average rating, 78 reviews, 2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
Top guest favourite
Home in Gloucester
Seaside Escape
4.96 out of 5 average rating, 54 reviews, 2 bedrooms, 3 beds, 1 bathroom
8–13 Aug
Guest favourite
Home in Gloucester
Oceanfront Dock Escape ~ Kayaks & Paddleboards
4.95 out of 5 average rating, 41 reviews, 4 bedrooms, 7 beds, 3 bathrooms
27 Aug – 1 Sept
Top guest favourite
Townhouse in Gloucester
Oceanview 3BR Townhouse | Steps to Downtown
4.94 out of 5 average rating, 32 reviews, 3 bedrooms, 5 beds, 2 bathrooms
28 Aug – 2 Sept
Guest favourite
Place to stay in Gloucester
Back Shore Hidden Garden Suite
4.94 out of 5 average rating, 77 reviews, 3 bedrooms, 3 beds, 1 bathroom
3–8 Aug
Top guest favourite
Home in Gloucester
Gloucester Private Contemporary 4 bedrooms
4.84 out of 5 average rating, 219 reviews, 4 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Home in Gloucester
Annisquam Getaway - Water View+Walk To The Beach
4.98 out of 5 average rating, 47 reviews, 3 bedrooms, 5 beds, 3 bathrooms
31 Aug – 5 Sept
Guest favourite
Flat in Gloucester
New Downtown Gloucester Condo
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Guest suite in Gloucester
A charming Entire Guest Suite in Gloucester
5.0 out of 5 average rating, 85 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Aug
Top guest favourite
Flat in Gloucester
Boulevard Retreat
4.99 out of 5 average rating, 127 reviews, 2 bedrooms, 4 beds, 1 bathroom
20–25 Sept
Top guest favourite
Home in Gloucester
Lane's Cove Bijou
4.93 out of 5 average rating, 44 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
1–6 Nov
Top guest favourite
Home in Gloucester
Rocky Neck Retreat
4.99 out of 5 average rating, 221 reviews, 4 bedrooms, 4 beds, 2 bathrooms
26–31 Aug
Top guest favourite
Home in Gloucester
Lovely home by the sea!
4.95 out of 5 average rating, 19 reviews, 3 bedrooms, 7 beds, 2.5 bathrooms
8–13 Sept