Search results; Over 1,000 places in Gloucester

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Guest favorite
Loft in Gloucester
Rocky Neck Studio/Loft, Gloucester, Mass.
Free cancellation
Jul 25 – 30
R15,016 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
R14,508 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
R16,179 ZAR for 5 nights
for 5 nights
4.99 out of 5 average rating, 130 reviews
Guest favorite
Apartment in Gloucester
Tiny studio by the Annisquam River
2 single beds
Jun 2 – 7
R10,681 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 174 reviews
Guest favorite
Apartment in Gloucester
Beautifully remodeled unit in heart of Gloucester
2 beds
Jun 1 – 6
R21,994 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 114 reviews
Guest favorite
Condo in Gloucester
Luxurious beach house w/ harbor views & near beach
Free cancellation
Sep 14 – 19
R21,444 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 105 reviews
Apartment in Gloucester
Prime location to Beauport Hotel & Beach, Glo Apt
5 beds
Jun 1 – 6
R26,436 ZAR for 5 nights
for 5 nights
4.77 out of 5 average rating, 236 reviews
Superhost
Apartment in Gloucester
E. Gloucester Beach house 2nd FL
3 beds
Jun 8 – 13
R18,505 ZAR for 5 nights
for 5 nights
New place to stay
Top guest favorite
Home in Gloucester
Elegant Bayview Victorian Home; walk to beach
Free cancellation
Jun 7 – 12
R29,248 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 24 reviews
Townhouse in Gloucester
Luxury Portside Townhome Steps Niles Beach
3 beds
Jun 2 – 7
R98,558 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 4 reviews
Top guest favorite
Guest suite in Rockport
Halibut Point State Park. Nature Lovers Retreat
Free cancellation
Nov 3 – 8
R13,640 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 684 reviews
Top guest favorite
Room in Gloucester
Stay with TinaRetired,
Suite Magnolia
Jun 2 – 7
R16,919 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 12 reviews
Guest favorite
Apartment in Gloucester
White Sand beach in a private enclave
Free cancellation
Sep 14 – 21
R29,597 ZAR for 7 nights
for 7 nights
5.0 out of 5 average rating, 32 reviews
Top guest favorite
Bungalow in Gloucester
mermaid surf bungalow on good harbor beach
5 beds
Jun 1 – 6
R39,653 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 59 reviews
Home in Gloucester
Gloucester getaway ocean escape
Free cancellation
Jun 22 – 27
R24,850 ZAR for 5 nights
for 5 nights
4.79 out of 5 average rating, 154 reviews
Guest favorite
Apartment in Gloucester
Stately 2BR apartment with walls of windows & AC
2 beds
Jun 1 – 6
R38,169 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 18 reviews
Guest favorite
Apartment in Gloucester
The Gilbert: 1-Bed downtown suite, walk to beach.
Free cancellation
Aug 31 – Sep 5
R23,686 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 141 reviews
Top guest favorite
Vacation home in Gloucester
On the Water Gem - 2 BR -The Cove Lanesville
3 beds
Jun 1 – 6
R48,006 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 56 reviews