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Search results; Over 1,000 homes in Gloucester

Guest favourite
Flat in Gloucester
Amazing Ocean View In-Law Apt.
1 bedroom, 2 beds, 1 private bathroom
1–6 Nov
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4.86 out of 5 average rating, 138 reviews
Top guest favourite
Rooms in Gloucester
Annisquam Artist Oasis -Serene Private Upstairs
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.92 out of 5 average rating, 278 reviews
Guest favourite
Flat in Gloucester
Chic Gloucester Escape~Walk 2 ShopsHarbor&Dining
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
4.9 out of 5 average rating, 21 reviews
Top guest favourite
Holiday home in Gloucester
On the Water Gem - 2 BR -The Cove Lanesville
2 bedrooms, 3 beds, 1 bathroom
6–11 Aug
4.99 out of 5 average rating, 84 reviews
Guest favourite
Home in Gloucester
Walk to DNTN~Beach~Beauport~Boat Island~New Home
3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
4.98 out of 5 average rating, 97 reviews
Top guest favourite
Apartment in Gloucester
IDEAL Location/River & Harbor Views/Beach/Town
1 bedroom, 1 sofa bed, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Flat in Gloucester
Ocean View | Walk to Downtown & Beach | Skylight
1 bedroom, 2 beds, 1 bathroom
29 Aug – 3 Sept
4.98 out of 5 average rating, 94 reviews
Guest favourite
Guest suite in Gloucester
Herringbone Suite at Beacon House
1 bedroom, 1 king bed, 1 bathroom
2–7 Nov
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Gloucester
Luxury 5BR Home + Office, Walk to Beach & Town
5 bedrooms, 6 beds, 4 bathrooms
14–19 Nov
4.99 out of 5 average rating, 140 reviews
Top guest favourite
Flat in Rockport
Fall Asleep to Waves — Steps to Shops & Dining
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.93 out of 5 average rating, 71 reviews
Top guest favourite
Room in Gloucester
Suite Magnolia
1 king bed, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 63 reviews
Top guest favourite
Cottage in Gloucester
Shore Cottage • Peaceful Coastal Retreat
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 46 reviews
Flat in Gloucester
Captain's Lookout | Roof Deck & Harbor Views
1 bedroom, 2 beds, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Flat in Rockport
Oceanfront Stay w/ Deck & Parking
2 bedrooms, 4 beds, 2 bathrooms
16–21 Nov
4.99 out of 5 average rating, 85 reviews
Top guest favourite
Guest house in Rockport
Seagull’s Nest
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 55 reviews
Superhost
Flat in Gloucester
Stunning Ocean-View Retreat, Magnolia Beach
2 bedrooms, 2 king beds, 2 bathrooms
27 Aug – 1 Sept
Top guest favourite
Loft in Gloucester
Rocky Neck Studio/Loft, Gloucester, Mass.
1 double bed, 1 bathroom
4–9 Apr
4.92 out of 5 average rating, 246 reviews
Guest favourite
Home in Gloucester
2 bdrm house on the water, watch tide ebb and flow
2 bedrooms, 2 queen beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 12 reviews
Guest favourite
Cottage in Rockport
Cozy Oceanfront Beach Cottage - Walk to Downtown
1 bedroom, 1 king bed, 1 bathroom
16–21 Aug
4.93 out of 5 average rating, 28 reviews