filters

Search results; Over 1,000 homes in Gloucester

Guest favourite
Flat in Gloucester
Walk to Good Harbor Beach
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
,
4.93 out of 5 average rating, 131 reviews
Superhost
Flat in Gloucester
Stunning Ocean-View Retreat, Magnolia Beach
2 bedrooms, 2 king beds
27 Aug – 1 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Gloucester
Blue Magnolia
2 bedrooms, 3 beds
23–28 Aug
5.0 out of 5 average rating, 83 reviews
Top guest favourite
Flat in Rockport
Oceanfront Retreat w/ Deck & Parking
2 bedrooms, 4 beds
16–21 Nov
4.99 out of 5 average rating, 87 reviews
Guest favourite
Home in Gloucester
Sunset Serenity-Entire Cozy Home-30 min to Salem
2 bedrooms, 3 beds
21–26 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Gloucester
Private Beachfront Property in Gloucester
3 bedrooms, 3 beds
4–9 Nov
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Gloucester
Buoy 23 Vacation Home Rentals
4 bedrooms, 5 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Gloucester
House on tidal river, spacious deck, private yard
2 bedrooms, 2 queen beds
13–18 Sept
5.0 out of 5 average rating, 13 reviews
Guest favourite
Home in Gloucester
Oceanfront Dock Escape ~ Kayaks & Paddleboards
4 bedrooms, 7 beds
1–6 Oct
4.95 out of 5 average rating, 42 reviews
Top guest favourite
Home in Gloucester
Harbor House with Ocean Views
2 bedrooms, 2 beds
30 Aug – 4 Sept
4.98 out of 5 average rating, 59 reviews
Top guest favourite
Home in Gloucester
Overlook Gloucester's Inner Harbor, Walk to Town
3 bedrooms, 4 beds
29 Aug – 3 Sept
4.98 out of 5 average rating, 97 reviews
Guest favourite
Home in Gloucester
Luxury 5BR Home + Office, Walk to Beach & Town
5 bedrooms, 6 beds
14–19 Nov
4.97 out of 5 average rating, 142 reviews
Guest favourite
Home in Gloucester
Massachusetts Abode w/ Deck & Grill: Near Beaches!
2 bedrooms, 3 beds
19–24 Sept
4.92 out of 5 average rating, 36 reviews
Guest favourite
Home in Gloucester
Wonderful Rocky Neck home on Gloucester harbor
2 bedrooms, 4 beds
29 Aug – 3 Sept
4.93 out of 5 average rating, 190 reviews
Top guest favourite
Home in Gloucester
Lovely home by the sea!
3 bedrooms, 7 beds
8–13 Sept
4.95 out of 5 average rating, 19 reviews
Superhost
Flat in Gloucester
Stay at the Marina
2 bedrooms, 4 beds
16–21 Aug
5.0 out of 5 average rating, 3 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, 33 reviews
Top guest favourite
Home in Gloucester
Gloucester Private Contemporary 4 bedrooms
4 bedrooms, 5 beds
23–28 Aug
4.85 out of 5 average rating, 222 reviews
Top guest favourite
Apartment in Rockport
Rockport Getaway near ocean, music hall & downtown
2 bedrooms, 3 beds
9–14 Nov
5.0 out of 5 average rating, 109 reviews