filters

Search results; Over 1,000 homes in Gloucester

Photo 1 of 29
Guest favourite
Home in Gloucester
Waterfront Rocky Neck Cottage | Gloucester Harbor
3 bedrooms, 4 beds, 1 private bathroom
3–8 Nov
,
4.93 out of 5 average rating, 193 reviews
Photo 1 of 29
Home in Gloucester
Good Harbor Beach Bridge
3 bedrooms, 6 beds
2–7 Nov
Photo 1 of 29
Top guest favourite
Flat in Gloucester
New Downtown Gloucester Condo
2 bedrooms, 3 beds
15–20 Nov
5.0 out of 5 average rating, 28 reviews
Photo 1 of 25
Camper van/Motorhome in Gloucester
Glamping Airstream 5 Private Acres Ocean Views
1 bedroom, 2 beds
20–25 Sept
New place to stay
Photo 1 of 29
Guest favourite
Home in Gloucester
Buoy 23 Vacation Home Rentals
4 bedrooms, 5 beds
19–24 Sept
5.0 out of 5 average rating, 10 reviews
Photo 1 of 17
Top guest favourite
Guest house in Rockport
Seagull’s Nest
1 bedroom, 2 beds
20–25 Sept
5.0 out of 5 average rating, 65 reviews
Photo 1 of 29
Guest favourite
Flat in Gloucester
Annisquam Village Abode - access to private beach
1 bedroom, 1 queen bed
4–9 Oct
4.89 out of 5 average rating, 105 reviews
Photo 1 of 29
Top guest favourite
Apartment in Rockport
Rockport Getaway near ocean, music hall & downtown
2 bedrooms, 3 beds
15–20 Nov
5.0 out of 5 average rating, 110 reviews
Photo 1 of 27
Top guest favourite
Home in Gloucester
“Sea La Vie” 4Bed / 3Bath Walk to Good Harbor
4 bedrooms, 6 beds
19–24 Sept
4.96 out of 5 average rating, 45 reviews
Photo 1 of 6
Room in Manchester-by-the-Sea
Seaside Suite
1 king bed
20–25 Sept
New place to stay
Photo 1 of 21
Top guest favourite
Flat in Gloucester
Sunsets on the Seawall
1 bedroom, 1 queen bed
18–23 Sept
4.93 out of 5 average rating, 14 reviews
Photo 1 of 28
Top guest favourite
Home in Gloucester
William Haskell House First Period Colonial Home
4 bedrooms, 3 queen beds
4–9 Oct
5.0 out of 5 average rating, 37 reviews
Photo 1 of 29
Guest favourite
Flat in Gloucester
Prime location to Beauport Hotel & Beach, Glo Apt
2 bedrooms, 5 beds
19–24 Sept
4.8 out of 5 average rating, 282 reviews
Photo 1 of 20
Top guest favourite
Home in Gloucester
Lane's Cove Bijou
2 bedrooms, 2 beds
8–13 Nov
4.93 out of 5 average rating, 46 reviews
Photo 1 of 6
Guest favourite
Rooms in Gloucester
Annisquam Artist Oasis -Serene Private Upstairs
2 bedrooms, 3 beds
1–6 Nov
4.91 out of 5 average rating, 289 reviews
Photo 1 of 25
Guest favourite
Home in Gloucester
River's Edge Cottage Gloucester
3 bedrooms, 3 beds
18–23 Sept
5.0 out of 5 average rating, 5 reviews
Photo 1 of 29
Top guest favourite
Flat in Gloucester
Blue Magnolia
2 bedrooms, 3 beds
11–16 Nov
4.99 out of 5 average rating, 89 reviews
Photo 1 of 29
Home in Gloucester
Hide & Seek
4 bedrooms, 7 beds
22–27 Sept
5.0 out of 5 average rating, 3 reviews
Photo 1 of 24
Guest favourite
Home in Gloucester
Massachusetts Abode w/ Deck & Grill: Near Beaches!
2 bedrooms, 3 beds
15–20 Nov
4.89 out of 5 average rating, 44 reviews