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Search results; Over 1,000 homes in Gloucester

Guest favourite
Cottage in Gloucester
SeaHaven Cottage at Stage Fort Park
2 bedrooms, 2 beds, 2 private bathrooms
26–31 Jul
,
4.86 out of 5 average rating, 185 reviews
Guest favourite
Home in Gloucester
2 bdrm house on the water, watch tide ebb and flow
2 bedrooms, 2 queen beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Gloucester
Oceanfront Dock Escape ~ Kayaks & Paddleboards
4 bedrooms, 7 beds
27 Aug – 1 Sept
4.95 out of 5 average rating, 39 reviews
Guest favourite
Flat in Gloucester
New Downtown Gloucester Condo
2 bedrooms, 3 beds
25–30 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Gloucester
Blue Magnolia
2 bedrooms, 3 beds
19–24 Jul
5.0 out of 5 average rating, 75 reviews
Top guest favourite
Townhouse in Gloucester
Luxury Portside Townhome Steps to Niles Beach
3 bedrooms, 3 beds
18–23 Jul
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Flat in Rockport
Oceanfront Rockport Getaway with Loft & Views
2 bedrooms, 4 beds
16–21 Nov
4.99 out of 5 average rating, 82 reviews
Guest favourite
Home in Gloucester
Private 2BR Near Downtown, Beaches & Restaurants
2 bedrooms, 6 beds
30 Aug – 4 Sept
4.92 out of 5 average rating, 12 reviews
Superhost
Flat in Gloucester
New England Coastal Residence
4 bedrooms, 7 beds
19–24 Jul
New place to stay
Top guest favourite
Home in Gloucester
Luxury 5BR Home + Office, Walk to Beach & Town
5 bedrooms, 6 beds
6–11 Dec
4.99 out of 5 average rating, 138 reviews
Top guest favourite
Flat in Gloucester
The Fort: On the Beau Port
2 bedrooms, 2 beds
18–23 Jul
5.0 out of 5 average rating, 55 reviews
Top guest favourite
Townhouse in Gloucester
Oceanview 3BR Townhouse | Steps to Downtown
3 bedrooms, 5 beds
13–18 Sept
4.94 out of 5 average rating, 32 reviews
Guest favourite
Flat in Gloucester
Charming 2BR Gem • Walk to Harbor & Downtown
2 bedrooms, 2 beds
27 Jul – 1 Aug
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Room in Gloucester
Suite Magnolia
1 king bed
12–17 Jul
5.0 out of 5 average rating, 57 reviews
Top guest favourite
Home in Gloucester
Walk to DNTN~Beach~Beauport~Boat Island~New Home
3 bedrooms, 4 beds
29 Aug – 3 Sept
4.99 out of 5 average rating, 93 reviews
Guest favourite
Home in Gloucester
PVT Waterfront Deck|Firepit|Workspace|Free Parking
3 bedrooms, 3 beds
24–29 Aug
4.9 out of 5 average rating, 39 reviews
Top guest favourite
Flat in Gloucester
Folly Cove Shoreline
2 bedrooms, 2 beds
8–13 Sept
4.94 out of 5 average rating, 18 reviews
Top guest favourite
Home in Gloucester
Luxury Starboard Townhome Steps to Niles Beach
3 bedrooms, 3 beds
20–25 Jul
5.0 out of 5 average rating, 22 reviews
Flat in Gloucester
Folly Cove Waterside
2 bedrooms, 2 queen beds
15–20 Sept
5.0 out of 5 average rating, 3 reviews