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Search results; Over 1,000 homes in Gloucester

Top guest favourite
Loft in Gloucester
Rocky Neck Studio/Loft, Gloucester, Mass.
Studio, 1 bed, 1 private bathroom
4–9 Apr
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4.92 out of 5 average rating, 243 reviews
Top guest favourite
Flat in Gloucester
Blue Magnolia
2 bedrooms, 3 beds
23–28 Aug
5.0 out of 5 average rating, 76 reviews
Superhost
Flat in Gloucester
Stunning Ocean-View Retreat, Magnolia Beach
2 bedrooms, 2 king beds
27 Aug – 1 Sept
Guest favourite
Home in Gloucester
Oceanfront Dock Escape ~ Kayaks & Paddleboards
4 bedrooms, 7 beds
27 Aug – 1 Sept
4.95 out of 5 average rating, 39 reviews
Top guest favourite
Townhouse in Gloucester
Luxury Portside Townhome Steps to Niles Beach
3 bedrooms, 3 beds
4–9 Oct
5.0 out of 5 average rating, 26 reviews
Superhost
Home in Ipswich
Direct Waterfront on Plum Island Sound Sunsets
2 bedrooms, 3 beds
23–28 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Gloucester
Stay at Good Harbor Beach
3 bedrooms, 4 beds
10–15 Aug
New place to stay
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
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, 139 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, 158 reviews
Top guest favourite
Home in Gloucester
Rocky Neck Retreat
4 bedrooms, 4 queen beds
20–25 Jul
4.99 out of 5 average rating, 221 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
Superhost
Flat in Salem
Luxury Salem 2BR Apartment | Pool • Gym • Parking
2 bedrooms, 3 beds
21–26 Jul
New place to stay
Guest favourite
Flat in Gloucester
New Downtown Gloucester Condo
2 bedrooms, 3 beds
24–30 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Guest suite in Gloucester
A charming Entire Guest Suite in Gloucester
1 bedroom, 1 queen bed
13–18 Aug
5.0 out of 5 average rating, 84 reviews
Cabin in Beverly
Garden School Cabin
2 beds
1–6 Nov
New place to stay
Guest favourite
Home in Gloucester
PVT Waterfront Deck|Firepit|Workspace|Free Parking
3 bedrooms, 3 beds
24–29 Aug
4.9 out of 5 average rating, 39 reviews
Guest favourite
Home in Gloucester
Massachusetts Abode w/ Deck & Grill: Near Beaches!
2 bedrooms, 3 beds
19–24 Sept
4.92 out of 5 average rating, 36 reviews
Top guest favourite
Home in Gloucester
Walk to DNTN~Beach~Beauport~Boat Island~New Home
3 bedrooms, 4 beds
29 Aug – 3 Sept
4.99 out of 5 average rating, 93 reviews