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Search results; Over 1,000 homes in Gloucester

Top guest favourite
Home in Gloucester
Wonderful Rocky Neck home on Gloucester harbor
2 bedrooms, 4 beds, 1 private bathroom
28 Aug – 2 Sept
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4.93 out of 5 average rating, 183 reviews
Guest suite in Gloucester
Herringbone Suite at Beacon House
1 bedroom, 1 bed, 1 bathroom
12–17 Sept
New place to stay
Top guest favourite
Flat in Gloucester
Quaint Neighborhood / Close to Beaches
3 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 169 reviews
Top guest favourite
Home in Gloucester
Private 2BR Near Downtown, Beaches & Restaurants
2 bedrooms, 6 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Gloucester
Lane's Cove Bijou
2 bedrooms, 2 beds, 1.5 bathrooms
1–6 Nov
4.93 out of 5 average rating, 43 reviews
Guest favourite
Home in Gloucester
2 bdrm house on the water, watch tide ebb and flow
2 bedrooms, 2 queen beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Gloucester
Boulevard Retreat
2 bedrooms, 4 beds, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 119 reviews
Top guest favourite
Home in Gloucester
Overlook Gloucester's Inner Harbor, Walk to Town
3 bedrooms, 4 beds, 2.5 bathrooms
29 Aug – 3 Sept
4.98 out of 5 average rating, 95 reviews
Top guest favourite
Rooms in Gloucester
Annisquam Artist Oasis -Serene Private Upstairs
2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
4.92 out of 5 average rating, 275 reviews
Top guest favourite
Apartment in Gloucester
Smith Cove Cottage Condo
1 bedroom, 2 queen beds, 1 bathroom
31 Aug – 5 Sept
4.98 out of 5 average rating, 51 reviews
Guest favourite
Apartment in Gloucester
Retreat to tranquility - water views
2 bedrooms, 2 queen beds, 1 bathroom
12–17 Jul
4.95 out of 5 average rating, 44 reviews
Guest favourite
Flat in Gloucester
Beautifully remodeled unit in heart of Gloucester
1 bedroom, 2 beds, 1 bathroom
26 Sept – 1 Oct
4.97 out of 5 average rating, 149 reviews
Top guest favourite
Townhouse in Gloucester
3BR Harborside Home|Gloucester+Rockport|Ocean View
3 bedrooms, 3 queen beds, 2 bathrooms
16–21 Sept
4.97 out of 5 average rating, 88 reviews
Top guest favourite
Home in Gloucester
Luxury 5BR Home + Office, Walk to Beach & Town
5 bedrooms, 6 beds, 4 bathrooms
6–11 Dec
4.99 out of 5 average rating, 135 reviews
Top guest favourite
Apartment in Rockport
Waterfront Downtown Apartment • Walk Everywhere
1 bedroom, 3 beds, 1 bathroom
1–6 Sept
4.95 out of 5 average rating, 117 reviews
Top guest favourite
Guest house in Rockport
Gingerbread House | Hot Tub | Dog Friendly
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 156 reviews
Top guest favourite
Guest suite in Rockport
Historic Rockport Large Suite, Entire Third Floor.
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 153 reviews
Top guest favourite
Cabin in Rockport
The Solar Powered Dogtown Cabin at Applecart Farm
2 bedrooms, 3 beds, 1 bathroom
5–10 Jul
4.97 out of 5 average rating, 494 reviews
Top guest favourite
Apartment in Rockport
Rockport Getaway near ocean, music hall & downtown
2 bedrooms, 3 beds, 1 bathroom
9–14 Nov
5.0 out of 5 average rating, 103 reviews