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Gloucester Vacation Rentals

32 Gloucester Vacation Rentals were found matching your criteria.


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


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


$960 - $1340 /night
$4800 - $6700 /week
Bell View: Private tennis court and an in-law suite

  24 reviews   Add to Favorites

Condo: 6 Bedroom, 5.5 Bathroom, Sleeps 16
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


$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



$4500 - $4700 /week
Seacastle: Pet-friendly! Close to Coffin's Beach & Wingae...

Home: 5 Bedroom, 4.5 Bathroom, Sleeps 8
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


$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


$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


$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


$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


$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


$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


$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


$1000 - $1300 /night
$4975 - $7150 /week
Golden Sands at Good Harbor: Across the street from the b...

  23 reviews   Add to Favorites

Cottage: 7 Bedroom, 3.5 Bathroom, Sleeps 12
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



$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


$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 - $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


$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


$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


$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


$408 - $459 /night
$1750 - $2754 /week
Two Beaches: Immaculate single-level 3Br between Long Bea...

  2 reviews   Add to Favorites

Home: 3 Bedroom, 1.5 Bathroom, Sleeps 8
Location: Gloucester, Massachusetts, United States


$450 - $610 /night
$2250 - $3050 /week
Water's Edge: Direct waterfront on picturesque Goose Cove...

  25 reviews   Add to Favorites

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



$600 - $950 /week
Captain John Stephens House: Sparkling new studio in the ...

  4 reviews   Add to Favorites

Condo: Studio, 1 Bathroom, Sleeps 2
Location: Gloucester, Massachusetts, United States


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