Search results; Over 1,000 places in Gloucester

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Guest favorite
Home in Gloucester
Wonderful Rocky Neck home on Gloucester harbor
6 guests2 bedrooms4 beds1 bath
Sep 1 – 6
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Sep 1 – 6
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R45,367 ZAR for 5 nights
for 5 nights

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Guest favorite
Loft in Gloucester
Rocky Neck Studio/Loft, Gloucester, Mass.
Free cancellation
Sep 1 – 6
R15,037 ZAR for 5 nights
for 5 nights
4.91 out of 5 average rating, 200 reviews
Top guest favorite
Guest suite in Gloucester
Walk to Good Harbor Beach and Downtown Gloucester
Free cancellation
Aug 16 – 21
R19,655 ZAR for 5 nights
for 5 nights
4.99 out of 5 average rating, 132 reviews
Guest favorite
Cottage in Gloucester
Sunny & private cottage in Lanesville Village
Free cancellation
Nov 2 – 7
R20,944 ZAR for 5 nights
for 5 nights
4.97 out of 5 average rating, 133 reviews
Guest favorite
Room in Gloucester
Stay with DawnArtist,
Annisquam Artist Oasis -Serene Private Upstairs
Jul 20 – 25
R13,318 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 238 reviews
Top guest favorite
Apartment in Gloucester
Walk to Good Harbor Beach
Free cancellation
Sep 7 – 12
R18,796 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 123 reviews
Top guest favorite
Guest suite in Rockport
Halibut Point State Park. Nature Lovers Retreat
Free cancellation
Nov 3 – 8
R13,855 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 690 reviews
Guest favorite
Guest suite in Gloucester
Sunsets at the Seawall - A Coastal Hideaway
Free cancellation
Jul 8 – 13
R20,665 ZAR for 5 nights
for 5 nights
4.99 out of 5 average rating, 72 reviews
Guest favorite
Condo in Gloucester
Luxurious beach house w/ harbor views & near beach
Free cancellation
Sep 14 – 19
R21,781 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 108 reviews
Superhost
Cottage in Rockport
Quaint Oceanfront Cottage in Rockport MA
Free cancellation
Sep 19 – 24
R16,218 ZAR for 5 nights
for 5 nights
4.72 out of 5 average rating, 87 reviews
Apartment in Gloucester
Prime location to Beauport Hotel & Beach, Glo Apt
Free cancellation
Aug 3 – 8
R33,789 ZAR for 5 nights
for 5 nights
4.77 out of 5 average rating, 239 reviews
Home in Gloucester
Gloucester Beach House
Free cancellation
Jul 28 – Aug 2
R28,591 ZAR for 5 nights
for 5 nights
4.88 out of 5 average rating, 26 reviews
Top guest favorite
Home in Gloucester
Elegant Bayview Victorian Home; walk to beach
Free cancellation
Jul 5 – 10
R55,334 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 27 reviews
Guest favorite
Apartment in Gloucester
Beautifully remodeled unit in heart of Gloucester
Free cancellation
Aug 18 – 23
R22,340 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 118 reviews
Guest favorite
Apartment in Rockport
Mary's By The Sea
Free cancellation
Oct 26 – 31
R20,192 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 183 reviews
Top guest favorite
Condo in Rockport
Rockport Getaway near ocean, music hall & downtown
Free cancellation
Sep 6 – 11
R21,588 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 72 reviews
Guest favorite
Apartment in Rockport
Artistic studio with garden, walk to town/beaches
Free cancellation
Jul 18 – 23
R21,497 ZAR for 5 nights
for 5 nights
4.97 out of 5 average rating, 34 reviews
Guest favorite
Guest suite in Gloucester
The Cressy Rooms at Stage Fort
Free cancellation
Sep 18 – 23
R20,944 ZAR for 5 nights
for 5 nights
4.94 out of 5 average rating, 98 reviews
Top guest favorite
Apartment in Rockport
Waterfront Escape! In-town with onsite parking
Free cancellation
Oct 17 – 22
R23,736 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 190 reviews