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Search results; Over 1,000 places in Gloucester

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Guest suite in Gloucester
Comfy room above convenience store, near water.
Hosted by Inge
19–24 Apr
4.68 out of 5 average rating, 302 reviews
Guest favourite
Flat in Gloucester
AbytheBay - Stunning Seaside Apt
Hosted by Emily
21–26 Apr
5.0 out of 5 average rating, 14 reviews
Guest favourite
Loft in Gloucester
Downtown, Shops, Beach, Deck, Coffee Bar
Hosted by a business
27 Apr – 2 May
4.98 out of 5 average rating, 100 reviews
Home in Gloucester
Cozy 2 Bedrooms near ocean
Hosted by a business
5–10 May
New place to stay
Guest favourite
Flat in Gloucester
CbytheSea - Ocean View Penthouse
Hosted by Emily
21–26 Apr
5.0 out of 5 average rating, 24 reviews
Guest favourite
Apartment in Gloucester
Luxurious beach house w/ harbor views & near beach
Hosted by Sarah
21–26 Apr
4.95 out of 5 average rating, 60 reviews
Guest favourite
Flat in Gloucester
Boulevard Retreat
Hosted by Coco
19–24 Apr
5.0 out of 5 average rating, 42 reviews
Guest favourite
Guest suite in Gloucester
Walk to Good Harbor Beach and Downtown Gloucester
Hosted by Logan
29 Apr – 4 May
5.0 out of 5 average rating, 89 reviews
Guest favourite
Loft in Gloucester
Rocky Neck Studio/Loft, Gloucester, Mass.
Hosted by Mary
6–11 May
4.9 out of 5 average rating, 167 reviews
Guest favourite
Guest suite in Gloucester
Live Like a Local, Just Steps From The Beach
Hosted by Sue
19–24 Apr
4.94 out of 5 average rating, 35 reviews
Superhost
Home in Gloucester
Entire House in Beautiful, Historic Gloucester
Hosted by Dan
2–7 Jun
4.82 out of 5 average rating, 22 reviews
Guest favourite
Flat in Gloucester
Beautifully remodeled unit in heart of Gloucester
Hosted by Michael
19–24 Apr
4.96 out of 5 average rating, 72 reviews
Guest favourite
Flat in Gloucester
The Gilbert: 1-Bed downtown suite, walk to beach.
Hosted by Jamie And Joe
20–25 Apr
4.97 out of 5 average rating, 102 reviews
Guest favourite
Home in Gloucester
Rocky Neck Retreat 4 Bedroom/2Bath/Kitchen/Laundry
Hosted by Kat
21–26 Apr
4.99 out of 5 average rating, 153 reviews
Apartment in Gloucester
Downtown Gloucester Condominium
Hosted by Katharine
21–26 Apr
4.91 out of 5 average rating, 147 reviews
Home in Gloucester
Stage Fort Park Place
Hosted by Kimberly
21–26 Apr
4.58 out of 5 average rating, 107 reviews
Guest favourite
Home in Gloucester
Gloucester Private Contemporary 4 bedrooms
Hosted by Jack
21–26 Apr
4.82 out of 5 average rating, 161 reviews
Superhost
Flat in Rockport
NEW Rare Waterfront Luxury Penthouse|Bearskin Neck
Hosted by Rachel
19–24 Apr
5.0 out of 5 average rating, 3 reviews