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Search results; Over 1,000 homes in Gloucester

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 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, 6 reviews
Top guest favourite
Home in Gloucester
Private 2BR Near Downtown, Beaches & Restaurants
2 bedrooms, 6 beds, 1 bathroom
12–17 Jul
5.0 out of 5 average rating, 8 reviews
Guest favourite
Flat in Gloucester
New Downtown Gloucester Condo
2 bedrooms, 3 beds, 1 bathroom
10–15 Jul
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Gloucester
Sunset Serenity-Entire Cozy Home-30 min to Salem
2 bedrooms, 3 beds, 2 bathrooms
13–18 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Gloucester
Charming 2BR Gem • Walk to Harbor & Downtown
2 bedrooms, 2 beds, 1 bathroom
6–11 Jul
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Annisquam
Panoramic Ocean View; walk to private beach
5 bedrooms, 8 beds, 2 bathrooms
28 Aug – 2 Sept
4.97 out of 5 average rating, 90 reviews
Top guest favourite
Home in Gloucester
Luxury Starboard Townhome Steps to Niles Beach
3 bedrooms, 3 beds, 3.5 bathrooms
12–17 Jul
5.0 out of 5 average rating, 21 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
Top guest favourite
Home in Gloucester
Evensong: Lovely Oceanview Retreat with Dock
3 bedrooms, 6 beds, 3 bathrooms
9–14 Jul
4.95 out of 5 average rating, 40 reviews
Flat in Gloucester
Sunsets on the Seawall
1 bedroom, 1 queen bed, 1 bathroom
26–31 Jul
New place to stay
Top guest favourite
Home in Gloucester
Overlook Gloucester's Inner Harbor, Walk to Town
3 bedrooms, 4 beds, 2.5 bathrooms
21–26 Sept
4.98 out of 5 average rating, 94 reviews
Top guest favourite
Flat in Gloucester
Folly Cove Shoreline
2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Townhouse in Gloucester
Luxury Portside Townhome Steps to Niles Beach
3 bedrooms, 3 beds, 3.5 bathrooms
18–23 Jul
5.0 out of 5 average rating, 25 reviews
Home in Gloucester
ABC Beach House
3 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
New place to stay
Guest favourite
Home in Gloucester
The Beach House on the Boulevard Ocean Front!
5 bedrooms, 18 beds, 2.5 bathrooms
25–30 Aug
4.97 out of 5 average rating, 36 reviews
Top guest favourite
Home in Gloucester
The Mariner|Family Friendly|Backyard|Walk 2 Beach
3 bedrooms, 5 beds, 2.5 bathrooms
5–10 Sept
4.99 out of 5 average rating, 84 reviews
Top guest favourite
Cottage in Gloucester
Shore Cottage • Peaceful Coastal Retreat
1 bedroom, 1 queen bed, 1 bathroom
5–10 Jul
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Home in Annisquam
Private Beach!
3 bedrooms, 5 beds, 1 bathroom
28 Aug – 2 Sept
4.96 out of 5 average rating, 50 reviews