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Gloucester Vacation Rentals

32 Gloucester Vacation Rentals were found matching your criteria.


Featured
$220 - $242 /night
$1050 - $1600 /week
Garden by the Sea: Relax & enjoy wonderful coastal views....

  36 reviews   Add to Favorites

Apartment: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Gloucester, Massachusetts, United States


Featured
$250 - $350 /night
$1250 - $1750 /week
Little Red House: Close to Gloucester's historic Stage Fo...

  24 reviews   Add to Favorites

Home: 3 Bedroom, 1 Bathroom, Sleeps 5
Location: Gloucester, Massachusetts, United States


$470 - $517 /night
$2350 - $3052 /week
Beachmont: Easy access to Stagefort Park, Beaches & Downt...

  14 reviews   Add to Favorites

Home: 5 Bedroom, 2 Bathroom, Sleeps 9
Location: Gloucester, Massachusetts, United States


$583 - $608 /night
$2700 - $3650 /week
Long Beach Place: Just steps from the white sand & surf.

  5 reviews   Add to Favorites

Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 8
Location: Gloucester, Massachusetts, United States



$2600 - $3723 /week
Townhouse by the Sea: Close to the white sands and lively...

Condo: 4 Bedroom, 2.5 Bathroom, Sleeps 8
Location: Gloucester, Massachusetts, United States


$320 - $360 /night
$1250 - $1815 /week
Helena House: European flair, close to Plum Cove Beach.

  4 reviews   Add to Favorites

Home: 3 Bedroom, 1.5 Bathroom, Sleeps 7
Location: Gloucester, Massachusetts, United States


$440 - $500 /night
$2175 - $3000 /week
River Breezes: Direct riverfront with incredible sunsets

  12 reviews   Add to Favorites

Cottage: 3 Bedroom, 3.5 Bathroom, Sleeps 7
Location: Gloucester, Massachusetts, United States


$700 - $975 /night
$3500 - $4875 /week
Annisquam Singing Pines: Private riverfront setting & tid...

  4 reviews   Add to Favorites

Home: 5 Bedroom, 2 Bathroom, Sleeps 10
Location: Gloucester, Massachusetts, United States


$1100 - $1224 /night
$5700 - $7200 /week
Oceanside at Good Harbor: Walk 0.2 mi to the white sands ...

  4 reviews   Add to Favorites

Home: 5 Bedroom, 3 Bathroom, Sleeps 9
Location: Gloucester, Massachusetts, United States



$4400 - $4973 /week
Seaside House: Good Harbor Beach and the Back Shore right...

  13 reviews   Add to Favorites

Home: 4 Bedroom, 2.5 Bathroom, Sleeps 10
Location: Gloucester, Massachusetts, United States


$550 - $583 /night
$2500 - $3500 /week
Sea Fox: Custom-designed home with rights to private Coff...

  7 reviews   Add to Favorites

Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Gloucester, Massachusetts, United States


$840 - $1180 /night
$4125 - $5900 /week
Eastern Point on the Sea: Water views, private beach and ...

  1 reviews   Add to Favorites

Home: 4 Bedroom, 2.5 Bathroom, Sleeps 7
Location: Gloucester, Massachusetts, United States


$350 - $440 /night
$1750 - $2200 /week
Riverview: Freshly renovated home overlooking the Annisqu...

Home: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Gloucester, Massachusetts, United States


$440 - $480 /night
$1800 - $2400 /week
Thurston Point: Waterfront rental with deepwater dock on ...

  20 reviews   Add to Favorites

Cottage: 3 Bedroom, 1.5 Bathroom, Sleeps 6
Location: Gloucester, Massachusetts, United States


$625 - $680 /night
$2800 - $4080 /week
Salt Island Views: Walking distance to Good Harbor & Long...

Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Gloucester, Massachusetts, United States


$260 - $260 /night
$1300 - $1400 /week
Beach Walk: Good Harbor Beach footbridge just steps away!

  28 reviews   Add to Favorites

Apartment: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: Gloucester, Massachusetts, United States


$538 - $604 /night
$2600 - $3621 /week
Long Beach House: Large, comfortable home just 285 feet f...

  32 reviews   Add to Favorites

Home: 5 Bedroom, 2.5 Bathroom, Sleeps 10
Location: Gloucester, Massachusetts, United States


$270 - $340 /night
$1250 - $1690 /week
Treehouse by the Sea: Stacy Boulevard, Downtown Glouceste...

  6 reviews   Add to Favorites

Condo: 2 Bedroom, 1.5 Bathroom, Sleeps 4
Location: Gloucester, Massachusetts, United States


$467 - $483 /night
$2100 - $2900 /week
Victorian House: Explore Rocky Neck's art galleries & res...

  5 reviews   Add to Favorites

Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Gloucester, Massachusetts, United States


$250 - $340 /night
$1150 - $1700 /week
Annie's Place: Sweet cottage just 0.2 miles to Plum Cove ...

  22 reviews   Add to Favorites

Home: 3 Bedroom, 1 Bathroom, Sleeps 6
Location: Gloucester, Massachusetts, United States


$1275 - $1367 /night
$5850 - $8200 /week
Cool Cove: Wingaersheek Beach plus your own private beach...

  13 reviews   Add to Favorites

Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Gloucester, Massachusetts, United States


$750 - $1140 /night
$3750 - $6100 /week
Strawberry Cove House: Multi-level waterfront home

Home: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Gloucester, Massachusetts, United States


$520 - $700 /night
$2600 - $3458 /week
Welcome Home: Walk to Gloucester's historic harbor and be...

Home: 5 Bedroom, 2.5 Bathroom, Sleeps 12
Location: Gloucester, Massachusetts, United States


$520 - $670 /night
$2600 - $3306 /week
Waterfront home in Goose Cove section of Gloucester

Home: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Gloucester, Massachusetts, United States


$660 - $860 /night
$3300 - $4300 /week
Perrywinkle: Waterfront on Gloucester?s Rocky Neck.

Home: 4 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Gloucester, Massachusetts, United States


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