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Search results; Over 1,000 homes in Gloucester

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Guest favourite
Flat in Gloucester
New Design•Walk2DNTN•Beach•Train•Close to Salem
1 bedroom, 1 bed, 1 shared bathroom
1–6 Oct
,
4.94 out of 5 average rating, 120 reviews
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Featured hotel
Hotel in Gloucester
Ocean House Hotel at Bass Rocks, Deluxe two queen.
1 bedroom, 2 queen beds, 1 bathroom
25–30 Oct
New place to stay
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Top guest favourite
Home in Gloucester
Elegant Bayview Victorian Home; walk to beach
6 bedrooms, 9 beds, 2.5 bathrooms
2–7 Nov
4.98 out of 5 average rating, 58 reviews
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Guest favourite
Home in Gloucester
Stay at Good Harbor Beach
6 bedrooms, 10 beds, 4.5 bathrooms
18–23 Oct
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Home in Gloucester
Stay at Good Harbor Beach
3 bedrooms, 4 beds, 2.5 bathrooms
8–13 Nov
5.0 out of 5 average rating, 7 reviews
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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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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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Superhost
Home in Rockport
Bearskin Neck Retreat: Steps to Shops and Dining
3 bedrooms, 4 beds, 3 bathrooms
1–6 Oct
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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, 100 reviews
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Home in Gloucester
Hide & Seek
4 bedrooms, 7 beds, 3 bathrooms
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Camper van/Motorhome in Gloucester
Glamping Airstream 5 Private Acres Ocean Views
1 bedroom, 2 beds, 1 bathroom
18–23 Oct
New place to stay
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Top guest favourite
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
Buoy 23 Vacation Home Rentals
4 bedrooms, 5 beds, 2 bathrooms
3–8 Oct
5.0 out of 5 average rating, 10 reviews
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Guest favourite
Home in Gloucester
PVT Waterfront Deck•Firepit•Parking•Close to Salem
3 bedrooms, 3 beds, 1 bathroom
3–8 Oct
4.9 out of 5 average rating, 51 reviews
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Guest favourite
Home in Gloucester
The Beauport Residence
5 bedrooms, 6 beds, 3 bathrooms
18–23 Oct
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Townhouse in Gloucester
The Haabah Beach Retreat—4 Minute Walk to Beach
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 60 reviews
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Guest favourite
Rooms in Gloucester
Annisquam Artist Oasis -Serene Private Upstairs
2 bedrooms, 3 beds, 1 bathroom
1–6 Nov
4.91 out of 5 average rating, 291 reviews
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Guest favourite
Flat in Rockport
Walk To Downtown and Ocean, Large Private Yard
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Nov
4.88 out of 5 average rating, 119 reviews
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Top guest favourite
Flat in Rockport
Fall Asleep to Waves — Heart of Rockport
1 bedroom, 1 queen bed, 1 bathroom
1–6 Nov
4.94 out of 5 average rating, 80 reviews