Search results; Over 1,000 homes in Gloucester

Top guest favourite
Home in Gloucester
Gloucester Private Contemporary 4 bedrooms
4 bedrooms, 5 beds, 2 private bathrooms
12–17 Jul
,
4.84 out of 5 average rating, 215 reviews
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, 6 reviews
Top guest favourite
Home in Gloucester
Luxury Starboard Townhome Steps to Niles Beach
3 bedrooms, 3 beds
6–11 Jul
5.0 out of 5 average rating, 20 reviews
Superhost
Flat in Gloucester
New England Coastal Residence
4 bedrooms, 7 beds
13–18 Jul
New place to stay
Top guest favourite
Home in Gloucester
Private 2BR Near Downtown, Beaches & Restaurants
2 bedrooms, 6 beds
12–17 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Gloucester
Panoramic Ocean View; walk to private beach
5 bedrooms, 8 beds
28 Aug – 2 Sept
4.98 out of 5 average rating, 89 reviews
Superhost
Home in Rockport
Bearskin Neck Retreat: Steps to Shops and Dining
3 bedrooms, 4 beds
1–6 Jul
Top guest favourite
Flat in Gloucester
Charming 2BR Gem • Walk to Harbor & Downtown
2 bedrooms, 2 beds
5–10 Jul
5.0 out of 5 average rating, 21 reviews
Guest favourite
Flat in Gloucester
New Downtown Gloucester Condo
2 bedrooms, 3 beds
5–10 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
10–15 Jul
5.0 out of 5 average rating, 4 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, 167 reviews
Top guest favourite
Flat in Gloucester
Blue Magnolia
2 bedrooms, 3 beds
23–28 Aug
5.0 out of 5 average rating, 73 reviews
Top guest favourite
Home in Gloucester
Overlook Gloucester's Inner Harbor, Walk to Town
3 bedrooms, 4 beds
21–26 Sept
4.98 out of 5 average rating, 93 reviews
Guest favourite
Home in Gloucester
The Beach House on the Boulevard Ocean Front!
5 bedrooms, 18 beds
25–30 Aug
4.97 out of 5 average rating, 36 reviews
Top guest favourite
Flat in Gloucester
Folly Cove Shoreline
2 bedrooms, 2 beds
2–7 Aug
4.93 out of 5 average rating, 14 reviews
Flat in Gloucester
Sunsets on the Seawall
1 bedroom, 1 queen bed
12–17 Jul
New place to stay
Top guest favourite
Home in Gloucester
Private Beach!
3 bedrooms, 5 beds
28 Aug – 2 Sept
4.96 out of 5 average rating, 50 reviews
Top guest favourite
Cottage in Gloucester
Shore Cottage • Peaceful Coastal Retreat
1 bedroom, 1 queen bed
5–10 Jul
5.0 out of 5 average rating, 44 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, 24 reviews