Search results; Over 1,000 places in Gloucester

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Guest favorite
Loft in Gloucester
Rocky Neck Studio/Loft, Gloucester, Mass.
1 double bed
Jun 21 – 26
R12,636 ZAR for 5 nights
for 5 nights
4.9 out of 5 average rating, 196 reviews
Guest favorite
Apartment in Gloucester
New Design - Walk to DNTN, Beauport, Beach, Train
1 bed
Jun 1 – 6
R15,254 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 55 reviews
Top guest favorite
Guest suite in Gloucester
Walk to Good Harbor Beach and Downtown Gloucester
Free cancellation
Jun 7 – 12
R16,343 ZAR for 5 nights
for 5 nights
4.99 out of 5 average rating, 130 reviews
Top guest favorite
Guest suite in Rockport
Halibut Point State Park. Nature Lovers Retreat
Free cancellation
Nov 3 – 8
R13,779 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 684 reviews
Guest favorite
Apartment in Gloucester
Beautifully remodeled unit in heart of Gloucester
2 beds
Jun 1 – 6
R22,218 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 114 reviews
Townhouse in Gloucester
Luxury Portside Townhome Steps Niles Beach
3 beds
Jun 2 – 7
R99,561 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 3 reviews
Guest favorite
Condo in Gloucester
Luxurious beach house w/ harbor views & near beach
Free cancellation
Sep 14 – 19
R21,662 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 104 reviews
Top guest favorite
Home in Gloucester
Elegant Bayview Victorian Home; walk to beach
9 beds
Jun 2 – 7
R29,845 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 24 reviews
Home in Gloucester
Gloucester getaway ocean escape
Free cancellation
Jun 22 – 27
R25,102 ZAR for 5 nights
for 5 nights
4.79 out of 5 average rating, 154 reviews
Guest favorite
Apartment in Gloucester
White Sand beach in a private enclave
Free cancellation
Sep 14 – 21
R30,262 ZAR for 7 nights
for 7 nights
5.0 out of 5 average rating, 32 reviews
Guest favorite
Apartment in Gloucester
Stately 2BR apartment with walls of windows & AC
2 beds
Jun 1 – 6
R38,558 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 17 reviews
Guest favorite
Apartment in Gloucester
Charming Retreat / Close to Beaches
Free cancellation
Jul 6 – 11
R24,157 ZAR for 5 nights
for 5 nights
4.87 out of 5 average rating, 52 reviews
Condo in Gloucester
Sunny Condo
Free cancellation
Aug 9 – 14
R21,150 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 5 reviews
Top guest favorite
Vacation home in Gloucester
On the Water Gem - 2 BR -The Cove Lanesville
3 beds
Jun 1 – 6
R48,496 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 56 reviews
Guest favorite
Room in Gloucester
Stay with DawnArtist,
Annisquam Artist Oasis -Serene Private Upstairs
Jul 17 – 22
R13,887 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 232 reviews
Superhost
Home in Gloucester
Refreshing Ocean and Sunset View
Free cancellation
Jun 9 – 14
R36,189 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 3 reviews
Guest favorite
Guest suite in Gloucester
The Cressy Rooms at Stage Fort
2 beds
Jun 1 – 6
R20,830 ZAR for 5 nights
for 5 nights
4.94 out of 5 average rating, 97 reviews
Hotel in Gloucester
Ocean House Hotel Premium 2Queen
Free cancellation
Jun 1 – 6
R23,186 ZAR for 5 nights
for 5 nights
4.86 out of 5 average rating, 7 reviews