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Search results; Over 1,000 homes in Gloucester

Top guest favourite
Guest house in Gloucester
Charming Guesthouse with Access to Private Beach
1 bedroom, 1 bed, 1 private bathroom
12–17 Sept
,
4.95 out of 5 average rating, 105 reviews
Guest suite in Gloucester
Herringbone Suite at Beacon House
1 bedroom, 1 bed, 1 bathroom
11–16 Jul
New place to stay
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
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, 168 reviews
Guest favourite
Home in Gloucester
2 bdrm house on the water, watch tide ebb and flow
2 bedrooms, 2 queen beds, 1 bathroom
31 Aug – 5 Sept
5.0 out of 5 average rating, 7 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
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
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
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
Top guest favourite
Holiday home in Gloucester
Gorgeous Oceanfront 2-Bdrm Apartment w/ Fireplace
2 bedrooms, 3 beds, 1.5 bathrooms
22–29 Aug
4.99 out of 5 average rating, 80 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, 273 reviews
Guest favourite
Flat in Gloucester
Walk to Good Harbor Beach
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.93 out of 5 average rating, 131 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
Loft in Gloucester
Downtown, Shops, Beach, Deck, Close to Salem
1 bedroom, 3 beds, 1 bathroom
14–19 Aug
4.97 out of 5 average rating, 218 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
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
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
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, 493 reviews