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Search results; Over 1,000 places in Gloucester

Guest favorite
Condo in Gloucester
Luxurious beach house w/ harbor views & near beach
2 beds
Apr 1 – 6
4.95 out of 5 average rating, 59 reviews
Guest favorite
Loft in Gloucester
Downtown, Shops, Beach, Deck, Coffee Bar
3 beds
Apr 6 – 11
4.98 out of 5 average rating, 97 reviews
Guest favorite
Apartment in Gloucester
The Gilbert: 1-Bed downtown suite, walk to beach.
1 king bed
Apr 7 – 12
4.97 out of 5 average rating, 101 reviews
Apartment in Gloucester
Cozy
Apr 1 – 6
New place to stay
Guest favorite
Guesthouse in Gloucester
Plum Cove Cottage with king suite!
2 beds
Apr 1 – 6
4.96 out of 5 average rating, 67 reviews
Guest favorite
Guest suite in Gloucester
Walk to Good Harbor Beach and Downtown Gloucester
1 bed
Apr 10 – 15
5.0 out of 5 average rating, 86 reviews
Guest favorite
Loft in Gloucester
Rocky Neck Studio/Loft, Gloucester, Mass.
1 double bed
May 6 – 11
4.9 out of 5 average rating, 167 reviews
Guest favorite
Apartment in Gloucester
Beautifully remodeled unit in heart of Gloucester
2 beds
Apr 3 – 8
4.96 out of 5 average rating, 71 reviews
Guest favorite
Condo in Gloucester
Key West Vibe,PrivatePatio,New Reno,WalkDWNTN
2 queen beds
Apr 1 – 6
4.97 out of 5 average rating, 90 reviews
Guest favorite
Guest suite in Gloucester
PrivateBeach for 2 Adults, Gloucester MA SquishInn
1 queen bed
Apr 1 – 6
4.98 out of 5 average rating, 254 reviews
Guest favorite
Cottage in Gloucester
Sunny & private cottage in Lanesville Village
3 beds
Apr 16 – 21
4.97 out of 5 average rating, 98 reviews
Guest favorite
Home in Gloucester
Gloucester Beach House
3 beds
May 9 – 14
4.94 out of 5 average rating, 17 reviews
Guest favorite
Apartment in Gloucester
AbytheBay - Stunning Seaside Apt
3 beds
Apr 1 – 6
5.0 out of 5 average rating, 11 reviews
Guest favorite
Apartment in Gloucester
Boulevard Retreat
4 beds
Apr 1 – 6
5.0 out of 5 average rating, 40 reviews
Guest favorite
Guesthouse in Annisquam
Annisquam Village Bunny Cottage
1 queen bed
Apr 1 – 6
4.96 out of 5 average rating, 217 reviews
Guest favorite
Home in Gloucester
Rocky Neck Retreat 4 Bedroom/2Bath/Kitchen/Laundry
4 queen beds
Apr 11 – 16
4.99 out of 5 average rating, 153 reviews
Condo in Gloucester
Downtown Gloucester Condominium
4 beds
Apr 2 – 7
4.91 out of 5 average rating, 146 reviews
Superhost
Home in Gloucester
The Mariner|Dog+Kid Friendly|Walk 2 Beach|Backyard
4 beds
Apr 4 – 9
New place to stay