filters

Search results; Over 1,000 homes in Gloucester

Photo 1 of 29
Top guest favourite
Apartment in Gloucester
KeyWest Vibe, PrivatePatio, Close2Salem, WalkDWNTN
2 bedrooms, 2 beds, 1 private bathroom
9–14 Nov
,
4.96 out of 5 average rating, 205 reviews
Photo 1 of 29
Top guest favourite
Home in Gloucester
Overlook Gloucester's Inner Harbor, Walk to Town
3 bedrooms, 4 beds, 2.5 bathrooms
2–7 Nov
4.98 out of 5 average rating, 99 reviews
Photo 1 of 29
Top guest favourite
Flat in Gloucester
Blue Magnolia
2 bedrooms, 3 beds, 1 bathroom
11–16 Nov
4.99 out of 5 average rating, 89 reviews
Photo 1 of 29
Home in Gloucester
Good Harbor Beach Bridge
3 bedrooms, 6 beds, 1 bathroom
2–7 Nov
Photo 1 of 29
Top guest favourite
Home in Gloucester
Elegant Bayview Victorian Home; walk to beach
6 bedrooms, 9 beds, 2.5 bathrooms
29 Oct – 3 Nov
4.98 out of 5 average rating, 58 reviews
Photo 1 of 27
Top guest favourite
Home in Gloucester
“Sea La Vie” 4Bed / 3Bath Walk to Good Harbor
4 bedrooms, 6 beds, 3 bathrooms
19–24 Sept
4.96 out of 5 average rating, 45 reviews
Photo 1 of 29
Top guest favourite
Flat in Rockport
Oceanfront Retreat w/ Deck & Parking
2 bedrooms, 4 beds, 2 bathrooms
20–25 Nov
4.99 out of 5 average rating, 92 reviews
Photo 1 of 29
Top guest favourite
Flat in Gloucester
New Downtown Gloucester Condo
2 bedrooms, 3 beds, 1 bathroom
15–20 Nov
5.0 out of 5 average rating, 28 reviews
Photo 1 of 29
Guest favourite
Home in Gloucester
Buoy 23 Vacation Home Rentals
4 bedrooms, 5 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 10 reviews
Photo 1 of 28
Top guest favourite
Home in Gloucester
William Haskell House First Period Colonial Home
4 bedrooms, 3 queen beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 37 reviews
Photo 1 of 29
Top guest favourite
Home in Gloucester
Stroll to SeaView/Beach; Great Yard
4 bedrooms, 6 beds, 1.5 bathrooms
4–9 Oct
4.98 out of 5 average rating, 43 reviews
Photo 1 of 29
Top guest favourite
Home in Gloucester
The Mariner|Family Friendly|Backyard|Walk 2 Beach
3 bedrooms, 5 beds, 2.5 bathrooms
13–18 Nov
4.99 out of 5 average rating, 88 reviews
Photo 1 of 29
Guest favourite
Home in Gloucester
Oceanfront Dock Escape ~ Kayaks & Paddleboards
4 bedrooms, 7 beds, 3 bathrooms
3–8 Nov
4.94 out of 5 average rating, 47 reviews
Photo 1 of 29
Top guest favourite
Home in Gloucester
Luxury Starboard Townhome Steps to Niles Beach
3 bedrooms, 3 beds, 3.5 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 32 reviews
Photo 1 of 6
Guest favourite
Rooms in Gloucester
Annisquam Artist Oasis -Serene Private Upstairs
2 bedrooms, 3 beds, 1 bathroom
1–6 Nov
4.91 out of 5 average rating, 289 reviews
Photo 1 of 29
Top guest favourite
Holiday home in Gloucester
On the Water Gem - 2 BR -The Cove Lanesville
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 94 reviews
Photo 1 of 20
Guest favourite
Home in Gloucester
Stay at Good Harbor Beach
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Nov
5.0 out of 5 average rating, 7 reviews
Photo 1 of 29
Top guest favourite
Home in Gloucester
Evensong: Lovely Oceanview Retreat with Dock
3 bedrooms, 6 beds, 3 bathrooms
2–7 Nov
4.96 out of 5 average rating, 50 reviews
Photo 1 of 29
Guest favourite
Home in Gloucester
Beachside at GoodHarbor, King bed, fire pit, AC
5 bedrooms, 7 beds, 2 bathrooms
12–17 Oct
4.91 out of 5 average rating, 68 reviews