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Search results; Over 1,000 homes in Gloucester

Top guest favourite
Guest house in Gloucester
Annisquam Village Bunny Cottage
1 bedroom, 1 bed, 1 private bathroom
2–7 Nov
,
4.96 out of 5 average rating, 307 reviews
Top guest favourite
Home in Gloucester
Luxury 5BR Home + Office, Walk to Beach & Town
5 bedrooms, 6 beds
6–11 Dec
4.99 out of 5 average rating, 138 reviews
Guest favourite
Flat in Gloucester
New Downtown Gloucester Condo
2 bedrooms, 3 beds
25–30 Jul
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Gloucester
Private 2BR Near Downtown, Beaches & Restaurants
2 bedrooms, 6 beds
30 Aug – 4 Sept
4.92 out of 5 average rating, 12 reviews
Guest favourite
Home in Gloucester
2 bdrm house on the water, watch tide ebb and flow
2 bedrooms, 2 queen beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Flat in Gloucester
Blue Magnolia
2 bedrooms, 3 beds
19–24 Jul
5.0 out of 5 average rating, 75 reviews
Guest suite in Gloucester
Herringbone Suite at Beacon House
1 bedroom, 1 king bed
12–17 Sept
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, 95 reviews
Top guest favourite
Flat in Gloucester
Quaint Neighborhood / Close to Beaches
3 bedrooms, 3 beds
30 Aug – 4 Sept
4.98 out of 5 average rating, 172 reviews
Top guest favourite
Home in Gloucester
Gloucester Private Contemporary 4 bedrooms
4 bedrooms, 5 beds
12–17 Jul
4.84 out of 5 average rating, 217 reviews
Top guest favourite
Home in Gloucester
Lane's Cove Bijou
2 bedrooms, 2 beds
1–6 Nov
4.93 out of 5 average rating, 43 reviews
Guest favourite
Home in Gloucester
Sunset Serenity-Entire Cozy Home-30 min to Salem
2 bedrooms, 3 beds
17–22 Aug
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Rockport
Waterfront Retreat at Motif Annex
1 bedroom, 2 beds
9–14 Aug
New place to stay
Top guest favourite
Townhouse in Gloucester
Luxury Portside Townhome Steps to Niles Beach
3 bedrooms, 3 beds
18–23 Jul
5.0 out of 5 average rating, 26 reviews
Flat in Gloucester
Folly Cove Waterside
2 bedrooms, 2 queen beds
15–20 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Gloucester
Luxury Starboard Townhome Steps to Niles Beach
3 bedrooms, 3 beds
20–25 Jul
5.0 out of 5 average rating, 22 reviews
Guest favourite
Flat in Gloucester
Walk to Downtown & Harbor | Patio Grill | King Bed
2 bedrooms, 3 beds
4–9 Aug
4.91 out of 5 average rating, 78 reviews
Top guest favourite
Flat in Rockport
Oceanfront Rockport Getaway with Loft & Views
2 bedrooms, 4 beds
16–21 Nov
4.99 out of 5 average rating, 82 reviews
Top guest favourite
Flat in Gloucester
Folly Cove Shoreline
2 bedrooms, 2 beds
8–13 Sept
4.94 out of 5 average rating, 18 reviews