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Search results; Over 1,000 homes in Gloucester

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Top guest favourite
Guest house in Gloucester
Annisquam Village Bunny Cottage
1 bedroom, 1 bed, 1 private bathroom
2–7 Nov
,
4.97 out of 5 average rating, 319 reviews
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Featured hotel
Hotel in Gloucester
Ocean House Hotel at Bass Rocks, Deluxe two queen.
1 bedroom, 2 queen beds
25–30 Oct
New place to stay
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Top guest favourite
Home in Gloucester
Panoramic Ocean View; walk to private beach
5 bedrooms, 8 beds
11–16 Oct
4.96 out of 5 average rating, 92 reviews
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Top guest favourite
Home in Gloucester
“Sea La Vie” 4Bed / 3Bath Walk to Good Harbor
4 bedrooms, 6 beds
12–17 Oct
4.96 out of 5 average rating, 45 reviews
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Top guest favourite
Home in Gloucester
Overlook Gloucester's Inner Harbor, Walk to Town
3 bedrooms, 4 beds
2–7 Nov
4.98 out of 5 average rating, 100 reviews
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Top guest favourite
Flat in Gloucester
New Downtown Gloucester Condo
2 bedrooms, 3 beds
15–20 Nov
5.0 out of 5 average rating, 29 reviews
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Guest favourite
Home in Gloucester
Stay at Good Harbor Beach
3 bedrooms, 4 beds
8–13 Nov
5.0 out of 5 average rating, 7 reviews
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Guest favourite
Home in Gloucester
Stay at Good Harbor Beach
6 bedrooms, 10 beds
18–23 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Apartment in Rockport
Rockport Getaway near ocean, music hall & downtown
2 bedrooms, 3 beds
15–20 Nov
5.0 out of 5 average rating, 110 reviews
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Home in Gloucester
Hide & Seek
4 bedrooms, 7 beds
1–6 Oct
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Home in Gloucester
Buoy 23 Vacation Home Rentals
4 bedrooms, 5 beds
3–8 Oct
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Home in Gloucester
Evensong: Lovely Oceanview Retreat with Dock
3 bedrooms, 6 beds
2–7 Nov
4.96 out of 5 average rating, 50 reviews
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Guest favourite
Home in Gloucester
Walk2DNTN•Beach•Beauport•Boat Island•Close2Salem
3 bedrooms, 4 beds
9–14 Nov
4.98 out of 5 average rating, 105 reviews
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Guest favourite
Flat in Gloucester
Prime location to Beauport Hotel & Beach, Glo Apt
2 bedrooms, 5 beds
26–31 Oct
4.8 out of 5 average rating, 283 reviews
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Guest favourite
Rooms in Gloucester
Annisquam Artist Oasis -Serene Private Upstairs
2 bedrooms, 3 beds
1–6 Nov
4.91 out of 5 average rating, 291 reviews
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Guest favourite
Home in Gloucester
The Beauport Residence
5 bedrooms, 6 beds
18–23 Oct
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Home in Gloucester
Harbor View Walk to Beach & Town, 6Guests KingBeds
3 bedrooms, 4 beds
4–9 Oct
4.96 out of 5 average rating, 152 reviews
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Top guest favourite
Flat in Rockport
Oceanfront Retreat w/ Deck & Parking
2 bedrooms, 4 beds
20–25 Nov
4.99 out of 5 average rating, 93 reviews
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Home in Gloucester
Good Harbor Beach Bridge
3 bedrooms, 6 beds
19–24 Nov