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
,
4.93 out of 5 average rating, 183 reviews
Guest suite in Gloucester
Herringbone Suite at Beacon House
1 bedroom, 1 bed
11–16 Jul
New place to stay
Guest favourite
Home in Gloucester
2 bdrm house on the water, watch tide ebb and flow
2 bedrooms, 2 queen beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Gloucester
Private 2BR Near Downtown, Beaches & Restaurants
2 bedrooms, 6 beds
23–28 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Flat in Gloucester
Blue Magnolia
2 bedrooms, 3 beds
23–28 Aug
5.0 out of 5 average rating, 74 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
Top guest favourite
Flat in Gloucester
Quaint Neighborhood / Close to Beaches
3 bedrooms, 3 beds
30 Aug – 4 Sept
4.98 out of 5 average rating, 168 reviews
Guest favourite
Flat in Gloucester
New Downtown Gloucester Condo
2 bedrooms, 3 beds
10–15 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Gloucester
Charming 2BR Gem • Walk to Harbor & Downtown
2 bedrooms, 2 beds
6–11 Jul
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Gloucester
Luxury Starboard Townhome Steps to Niles Beach
3 bedrooms, 3 beds
12–17 Jul
5.0 out of 5 average rating, 21 reviews
Guest favourite
Guest suite in Gloucester
Beachside~at Good Harbor Beach 2 person 1 bedroom.
1 bedroom, 1 queen bed
1–6 Jul
4.95 out of 5 average rating, 60 reviews
Top guest favourite
Home in Gloucester
Gloucester Private Contemporary 4 bedrooms
4 bedrooms, 5 beds
12–17 Jul
4.84 out of 5 average rating, 216 reviews
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, 135 reviews
Guest favourite
Home in Gloucester
PVT Waterfront Deck|Firepit|Workspace|Free Parking
3 bedrooms, 3 beds
27 Jul – 1 Aug
4.89 out of 5 average rating, 38 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, 25 reviews
Top guest favourite
Home in Gloucester
Panoramic Ocean View; walk to private beach
5 bedrooms, 8 beds
28 Aug – 2 Sept
4.97 out of 5 average rating, 90 reviews
Top guest favourite
Flat in Gloucester
Folly Cove Shoreline
2 bedrooms, 2 beds
2–7 Aug
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Home in Gloucester
Evensong: Lovely Oceanview Retreat with Dock
3 bedrooms, 6 beds
9–14 Jul
4.95 out of 5 average rating, 40 reviews
Flat in Gloucester
Sunsets on the Seawall
1 bedroom, 1 queen bed
26–31 Jul
New place to stay