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Search results; Over 1,000 homes in Gloucester

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Superhost
Home in Gloucester
Antique Cottage|PRIVATE SAUNA|Beach|Firepit+Grill
2 bedrooms, 4 beds, 1.5 private bathrooms
1–6 Dec
,
4.85 out of 5 average rating, 39 reviews
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Top guest favourite
Home in Gloucester
Overlook Gloucester's Inner Harbor, Walk to Town
3 bedrooms, 4 beds, 2.5 bathrooms
2–7 Nov
4.98 out of 5 average rating, 99 reviews
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Flat in Gloucester
Blue Magnolia
2 bedrooms, 3 beds, 1 bathroom
11–16 Nov
4.99 out of 5 average rating, 89 reviews
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Top guest favourite
Apartment in Rockport
Rockport Getaway near ocean, music hall & downtown
2 bedrooms, 3 beds, 1 bathroom
15–20 Nov
5.0 out of 5 average rating, 110 reviews
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Camper van/Motorhome in Gloucester
Glamping Airstream 5 Private Acres Ocean Views
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
New place to stay
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Top guest favourite
Flat in Gloucester
New Downtown Gloucester Condo
2 bedrooms, 3 beds, 1 bathroom
15–20 Nov
5.0 out of 5 average rating, 28 reviews
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Home in Gloucester
Good Harbor Beach Bridge
3 bedrooms, 6 beds, 1 bathroom
2–7 Nov
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Top guest favourite
Home in Gloucester
Panoramic Ocean View; walk to private beach
5 bedrooms, 8 beds, 2 bathrooms
11–16 Oct
4.96 out of 5 average rating, 91 reviews
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Top guest favourite
Flat in Gloucester
Folly Cove Waterside
2 bedrooms, 2 queen beds, 2 bathrooms
1–6 Nov
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Home in Gloucester
“Sea La Vie” 4Bed / 3Bath Walk to Good Harbor
4 bedrooms, 6 beds, 3 bathrooms
12–17 Oct
4.96 out of 5 average rating, 45 reviews
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Home in Gloucester
Elegant Bayview Victorian Home; walk to beach
6 bedrooms, 9 beds, 2.5 bathrooms
29 Oct – 3 Nov
4.98 out of 5 average rating, 58 reviews
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Flat in Rockport
Oceanfront Retreat w/ Deck & Parking
2 bedrooms, 4 beds, 2 bathrooms
20–25 Nov
4.99 out of 5 average rating, 93 reviews
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Guest favourite
Home in Gloucester
Stay at Good Harbor Beach
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Nov
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Cottage in Rockport
Oceanfront Cottage on Long Beach - Rockport, MA
4 bedrooms, 6 beds, 2 bathrooms
26 Sept – 1 Oct
4.95 out of 5 average rating, 38 reviews
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Guest favourite
Home in Gloucester
The Essex of Gloucester
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Nov
4.95 out of 5 average rating, 100 reviews
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Townhouse in Gloucester
Between 2 Beaches
3 bedrooms, 5 beds, 2.5 bathrooms
3–8 Nov
5.0 out of 5 average rating, 202 reviews
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Guest favourite
Home in Gloucester
Gloucester Ocean View Home
4 bedrooms, 7 beds, 3 bathrooms
22–27 Sept
4.94 out of 5 average rating, 16 reviews
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Top guest favourite
Home in Gloucester
William Haskell House First Period Colonial Home
4 bedrooms, 3 queen beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 37 reviews
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Top guest favourite
Home in Rockport
Pleasant Place Parking • Walk to Downtown
2 bedrooms, 3 beds, 2 bathrooms
1–6 Nov
4.97 out of 5 average rating, 130 reviews