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Search results; Over 1,000 homes in Gloucester

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
Guest favourite
Home in Gloucester
Oceanfront Dock Escape ~ Kayaks & Paddleboards
4 bedrooms, 7 beds
8–13 Sept
4.95 out of 5 average rating, 42 reviews
Guest favourite
Flat in Gloucester
Long Beach Suites: Steps Away From Surf!
1 bedroom, 2 beds
30 Aug – 4 Sept
4.89 out of 5 average rating, 148 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
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, 98 reviews
Guest favourite
Home in Gloucester
Luxury 5BR Home + Office, Walk to Beach & Town
5 bedrooms, 6 beds
17–22 Nov
4.97 out of 5 average rating, 143 reviews
Top guest favourite
Apartment in Gloucester
3BR Oceanfront Condo with decks
3 bedrooms, 5 beds
22–27 Aug
4.99 out of 5 average rating, 161 reviews
Guest favourite
Flat in Gloucester
New Downtown Gloucester Condo
2 bedrooms, 3 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 15 reviews
Guest favourite
Flat in Gloucester
Beautifully remodeled unit in heart of Gloucester
1 bedroom, 2 beds
25–30 Oct
4.95 out of 5 average rating, 155 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
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
Harbor House with Ocean Views
2 bedrooms, 2 beds
30 Aug – 4 Sept
4.98 out of 5 average rating, 59 reviews
Guest favourite
Home in Gloucester
Massachusetts Abode w/ Deck & Grill: Near Beaches!
2 bedrooms, 3 beds
6–11 Nov
4.92 out of 5 average rating, 36 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
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
Superhost
Home in Gloucester
River's Edge Cottage Gloucester
3 bedrooms, 3 beds
15–20 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Rockport
Oceanfront Home Rockport
5 bedrooms, 10 beds
8–13 Nov
5.0 out of 5 average rating, 39 reviews