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Search results; Over 1,000 homes in Gloucester

Top guest favourite
Guest house in Annisquam
Annisquam Village Bunny Cottage
1 bedroom, 1 bed, 1 private bathroom
2–7 Nov
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4.96 out of 5 average rating, 308 reviews
Guest favourite
Home in Gloucester
Oceanfront Dock Escape ~ Kayaks & Paddleboards
4 bedrooms, 7 beds, 3 bathrooms
27 Aug – 1 Sept
4.95 out of 5 average rating, 41 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
Flat in Gloucester
New Downtown Gloucester Condo
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Flat in Gloucester
Blue Magnolia
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 79 reviews
Guest favourite
Home in Gloucester
Parsons at Stage Fort
3 bedrooms, 4 beds, 2 bathrooms
7–12 Aug
5.0 out of 5 average rating, 17 reviews
Guest favourite
Home in Gloucester
Private Beachfront Property in Gloucester
3 bedrooms, 3 beds, 3.5 bathrooms
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, 1 bathroom
3–8 Aug
4.94 out of 5 average rating, 78 reviews
Guest favourite
Home in Gloucester
Seaside Home|Sleeps 7|Plum Cove Beach+Rockport!
2 bedrooms, 5 beds, 2 bathrooms
1–6 Nov
4.93 out of 5 average rating, 112 reviews
Superhost
Home in Gloucester
Stay at Wingaersheek
3 bedrooms, 5 beds, 3.5 bathrooms
7–12 Sept
New place to stay
Top guest favourite
Home in Gloucester
Seaside Escape
2 bedrooms, 3 beds, 1 bathroom
8–13 Aug
4.96 out of 5 average rating, 54 reviews
Top guest favourite
Townhouse in Gloucester
Oceanview 3BR Townhouse | Steps to Downtown
3 bedrooms, 5 beds, 2 bathrooms
28 Aug – 2 Sept
4.94 out of 5 average rating, 32 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
Top guest favourite
Home in Gloucester
Luxury 5BR Home + Office, Walk to Beach & Town
5 bedrooms, 6 beds, 4 bathrooms
14–19 Nov
4.99 out of 5 average rating, 140 reviews
Top guest favourite
Home in Annisquam
Annisquam Getaway - Water View+Walk To The Beach
3 bedrooms, 5 beds, 3 bathrooms
31 Aug – 5 Sept
4.98 out of 5 average rating, 47 reviews
Top guest favourite
Home in Gloucester
Gloucester Private Contemporary 4 bedrooms
4 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
4.84 out of 5 average rating, 219 reviews
Superhost
Home in Gloucester
Stay at Good Harbor Beach
3 bedrooms, 4 beds, 2.5 bathrooms
10–15 Aug
New place to stay
Top guest favourite
Townhouse in Gloucester
Between 2 Beaches
3 bedrooms, 5 beds, 2.5 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 197 reviews
Top guest favourite
Home in Gloucester
Luxury Starboard Townhome Steps to Niles Beach
3 bedrooms, 3 beds, 3.5 bathrooms
27 Aug – 1 Sept
5.0 out of 5 average rating, 24 reviews