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Search results; Over 1,000 homes in Gloucester

Top guest favourite
Home in Gloucester
Wonderful Rocky Neck home on Gloucester harbor
2 bedrooms, 4 beds, 1 private bathroom
29 Aug – 3 Sept
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4.93 out of 5 average rating, 188 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, 279 reviews
Top guest favourite
Apartment in Gloucester
IDEAL Location/River & Harbor Views/Beach/Town
1 bedroom, 1 sofa bed, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 40 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
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
Loft in Gloucester
Rocky Neck Studio/Loft, Gloucester, Mass.
1 double bed, 1 bathroom
4–9 Apr
4.92 out of 5 average rating, 247 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
Top guest favourite
Guest suite in Gloucester
A charming Entire Guest Suite in Gloucester
1 bedroom, 1 queen bed, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 86 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
Guest favourite
Home in Gloucester
Massachusetts Abode w/ Deck & Grill: Near Beaches!
2 bedrooms, 3 beds, 1 bathroom
19–24 Sept
4.92 out of 5 average rating, 36 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
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
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
Flat in Gloucester
Folly Cove Shoreline
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
4.95 out of 5 average rating, 20 reviews
Guest favourite
Loft in Gloucester
Gloucester Large 2-Room Studio, Full Kitchen, Deck
1 queen bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Flat in Gloucester
Beautifully remodeled unit in heart of Gloucester
1 bedroom, 2 beds, 1 bathroom
29 Aug – 3 Sept
4.96 out of 5 average rating, 153 reviews
Top guest favourite
Guest house in Gloucester
Charming Guesthouse with Access to Private Beach
1 bedroom, 1 queen bed, 1 bathroom
24–29 Sept
4.95 out of 5 average rating, 105 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
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