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Search results; Over 1,000 homes in Gloucester

Superhost
Apartment in Gloucester
Covered porch, walk to Half Moon Beach
1 bedroom, 1 bed, 1 private bath
Sep 28 – Oct 3
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4.85 out of 5 average rating, 71 reviews
Superhost
Apartment in Gloucester
Ocean views near Magnolia Beach
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 2 baths
Aug 27 – Sep 1
Top guest favorite
Home in Gloucester
Harbor views from the sunroom and deck
4.98 out of 5 average rating, 98 reviews, 3 bedrooms, 4 beds, 2.5 baths
Aug 29 – Sep 3
Top guest favorite
Apartment in Gloucester
Treetop apartment 2 blocks from the ocean
5.0 out of 5 average rating, 83 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 23 – 28
Top guest favorite
Condo in Rockport
Newly renovated, across from Rockport Harbor
5.0 out of 5 average rating, 109 reviews, 2 bedrooms, 3 beds, 1 bath
Nov 9 – 14
Top guest favorite
Vacation home in Gloucester
Oceanfront Victorian with a fireplace
4.99 out of 5 average rating, 81 reviews, 2 bedrooms, 3 beds, 1.5 baths
Aug 29 – Sep 5
Guest favorite
Home in Gloucester
Renovated, walk to marina and beach
4.97 out of 5 average rating, 143 reviews, 5 bedrooms, 6 beds, 4 baths
Nov 17 – 22
Guest favorite
Apartment in Gloucester
Local art, a mile from the beach
4.93 out of 5 average rating, 28 reviews, 1 bedroom, 1 bed, 1 bath
Sep 13 – 18
Home in Essex
Chef’s kitchen and sprawling gardens
New place to stay, 2 bedrooms, 2 beds, 2 baths
Aug 23 – 28
Guest favorite
Home in Gloucester
Tidal river home with deck and fire pit
5.0 out of 5 average rating, 13 reviews, 2 bedrooms, 2 beds, 1 bath
Sep 13 – 18
Guest favorite
Apartment in Gloucester
Newly renovated, blocks from the beach
5.0 out of 5 average rating, 16 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 30 – Sep 4
Guest favorite
Home in Gloucester
Oceanfront with a dock and kayaks
4.95 out of 5 average rating, 42 reviews, 4 bedrooms, 7 beds, 3 baths
Sep 8 – 13
Top guest favorite
Apartment in Gloucester
Penthouse with harbor views and skylights
4.98 out of 5 average rating, 98 reviews, 1 bedroom, 2 beds, 1 bath
Aug 29 – Sep 3
Top guest favorite
Guest suite in Gloucester
Victorian suite near Gloucester’s waterfront
5.0 out of 5 average rating, 11 reviews, 1 bedroom, 1 bed, 1 bath
Nov 2 – 7
Top guest favorite
Condo in Gloucester
Oceanfront with 3 private decks
4.99 out of 5 average rating, 161 reviews, 3 bedrooms, 5 beds, 2 baths
Sep 28 – Oct 3
Top guest favorite
Guest suite in Gloucester
Ocean views, 5-minute walk to beach
4.98 out of 5 average rating, 167 reviews, 1 bedroom, 1 bed, 2 baths
Oct 3 – 8
Top guest favorite
Apartment in Gloucester
Yard ends at the ocean, Folly Cove
4.96 out of 5 average rating, 25 reviews, 2 bedrooms, 2 beds, 1 bath
Sep 20 – 25
Top guest favorite
Home in Gloucester
Restored 1680 Colonial on a salt marsh
5.0 out of 5 average rating, 32 reviews, 4 bedrooms, 3 beds, 2 baths
Aug 27 – Sep 1
Top guest favorite
Home in Gloucester
Renovated nautical suite near the beach
4.95 out of 5 average rating, 21 reviews, 2 bedrooms, 6 beds, 1 bath
Aug 30 – Sep 4