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Search results; Over 1,000 places in Gloucester

Guest favourite
Loft in Gloucester
Downtown, Shops, Beach, Deck, Coffee Bar
3 beds
6–11 Apr
4.98 out of 5 average rating, 96 reviews
Guest favourite
Guest suite in Gloucester
Walk to Good Harbor Beach and Downtown Gloucester
1 bed
10–15 Apr
5.0 out of 5 average rating, 85 reviews
Guest favourite
Guest house in Gloucester
Plum Cove Cottage with king suite!
2 beds
1–6 Apr
4.96 out of 5 average rating, 67 reviews
Guest favourite
Home in Gloucester
Gloucester Beach House
3 beds
9–14 May
4.94 out of 5 average rating, 17 reviews
Guest favourite
Guest suite in Gloucester
PrivateBeach for 2 Adults, Gloucester MA SquishInn
1 queen bed
1–6 Apr
4.98 out of 5 average rating, 254 reviews
Guest favourite
Home in Gloucester
Rocky Neck Retreat 4 Bedroom/2Bath/Kitchen/Laundry
4 queen beds
11–16 Apr
4.99 out of 5 average rating, 153 reviews
Guest favourite
Flat in Gloucester
AbytheBay - Stunning Seaside Apt
3 beds
1–6 Apr
5.0 out of 5 average rating, 11 reviews
Guest favourite
Loft in Rockport
Chic Downtown Loft ☆ Private Parking ☆ Ocean View
1 double bed
27 Apr – 2 May
5.0 out of 5 average rating, 194 reviews
Superhost
Home in Gloucester
The Mariner|Dog+Kid Friendly|Walk 2 Beach|Backyard
4 beds
4–9 Apr
New place to stay
Guest favourite
Guest suite in Gloucester
Sunsets at the Seawall - A Coastal Hideaway
1 queen bed
1–6 May
5.0 out of 5 average rating, 44 reviews
Guest favourite
Guest suite in Gloucester
SplashLanding Private Beach Getaway in Gloucester
2 queen beds
16–21 Apr
4.98 out of 5 average rating, 374 reviews
Superhost
Flat in Rockport
NEW Rare Waterfront Luxury Penthouse|Bearskin Neck
3 beds
18–23 Apr
New place to stay
Guest favourite
Home in Gloucester
4 plus bedrms 5 baths- 3 level Beachfront House.
8 beds
4–9 Apr
4.95 out of 5 average rating, 22 reviews
Guest favourite
Cottage in Gloucester
Sunny & private cottage in Lanesville Village
3 beds
16–21 Apr
4.97 out of 5 average rating, 98 reviews
Superhost
Home in Gloucester
Rare 4BR Fully Renovated Oceanfront Home
4 beds
2–7 Apr
4.86 out of 5 average rating, 7 reviews
Guest favourite
Home in Gloucester
Panoramic Ocean View; walk to private beach
5 beds
7–12 May
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Gloucester
NEWLY Renovated Luxury Home, Walk To Town & Beach
6 beds
21–26 Apr
5.0 out of 5 average rating, 24 reviews
Guest favourite
Loft in Rockport
Loft Apartment With Ocean Views
2 beds
2–7 Apr
4.98 out of 5 average rating, 239 reviews