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Gloucester Vacation Rentals

14 Gloucester Vacation Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within Gloucester, Eastern, Massachusetts, United States.
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Listings 1 - 14 of 14


2 bedroom Vacation Rental Condo in Gloucester
Condo: 2 Bedroom, 1.5 Bathroom, Sleeps 4
Location: Gloucester, Massachusetts, United States
Description: Enjoy the views, breezes and scent of the sea from this lofty perch overlooking Gloucester's famed waterfront. Stacey Boulevard is home to the icon...
Rates
$235 - $385 night
$1300 - $1721 week


Pet Friendly   Non Smoking


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3 bedroom Vacation Rental Home in Gloucester
Home: 3 Bedroom, 1 Bathroom, Sleeps 6
Location: Gloucester, Massachusetts, United States
Description: A delightful home situated in Gloucester's charming Bay View neighborhood, Annies Place radiates an aura of sun and warmth. Only an 8 minute walk t...
Rates
$250 - $358 night
$1150 - $1617 week


Pet Friendly   Non Smoking


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3 bedroom Vacation Rental Home in Gloucester
Home: 3 Bedroom, 1.5 Bathroom, Sleeps 6
Location: Gloucester, Massachusetts, United States
Description: Helena House: Bright & cheery home just 0.7 miles from Plum Cove Beach! This delightful 3 bedroom, 1.5 bath Queen Anne style home is bright and ch...
Rates
$250 - $385 night
$1250 - $1721 week


Pet Friendly   Non Smoking


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2 bedroom Vacation Rental Cottage in Gloucester
Cottage: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Gloucester, Massachusetts, United States
Description: Water's Edge Too: Direct waterfront on the banks of picturesque Goose Cove Featuring a waterfront location, 2 bedrooms, 2 baths, and the option to...
Rates
$275 - $303 night
$1350 - $1407 week


Non Smoking


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3 bedroom Vacation Rental Home in Gloucester
Home: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Gloucester, Massachusetts, United States
Description: Direct waterfront on picturesque Goose Cove, this immaculate property provides endless delights, both inside and out. This sunny and welcoming hom...
Rates
$400 - $605 night
$2000 - $2763 week


Pet Friendly   Non Smoking


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3 bedroom Vacation Rental Cottage in Gloucester
Cottage: 3 Bedroom, 3.5 Bathroom, Sleeps 7
Location: Gloucester, Massachusetts, United States
Description: Enjoy the views of the sparkling waters of the Annisquam River and Ipswich Bay beyond as well as Wingarsheek Beach and the Annisqaum Yacht Club jus...
Rates
$450 - $660 night
$2100 - $2920 week


Non Smoking


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5 bedroom Vacation Rental Home in Gloucester
Home: 5 Bedroom, 2 Bathroom, Sleeps 9
Location: Gloucester, Massachusetts, United States
Description: Located above the western shore of Gloucester?s historic harbor and lovingly renovated in 2011, this beautiful and spacious five bedroom Victorian ...
Rates
$450 - $645 night
$2200 - $3034 week


Non Smoking


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4 bedroom Vacation Rental Home in Gloucester
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Gloucester, Massachusetts, United States
Description: This bright and open contemporary home was custom designed and built by the architect owner. The care and skill is reflected in the soaring ceiling...
Rates
$450 - $715 night
$2325 - $3232 week


Non Smoking


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5 bedroom Vacation Rental Cottage in Gloucester - Ocean View
Cottage: 5 Bedroom, 2 Bathroom, Sleeps 9
Location: Gloucester, Massachusetts, United States
Description: Somersette: Easily walk to Good Harbor Beach from this 5Br home w/waterviews WALK TO GOOD HARBOR BEACH from this perfect beach goer?s destination,...
Rates
$525 - $770 night
$2625 - $3650 week


Non Smoking


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3 bedroom Vacation Rental Condo in Gloucester
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 10
Location: Gloucester, Massachusetts, United States
Description: Long Beach Place: Steps from the white sand and surf, sleeps 10+,central A/C Just 10 yards from the white sands and lively surf of Long Beach, thi...
Rates
$650 - $650 night
$2450 - $3342 week


Non Smoking


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1 bedroom Vacation Rental Apartment in Gloucester
Apartment: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Gloucester, Massachusetts, United States
Description: Art Haven: Direct waterfront with large deck and dock! One month minimum. Located in Gloucester?s Rocky Neck Cultural District, this charming one ...
Rates
$933 - $1250 week


Non Smoking


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1 bedroom Vacation Rental Apartment in Gloucester
Apartment: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: Gloucester, Massachusetts, United States
Description: Good Harbor Beach! Friday to Friday rental! Step out the door, walk over the Good Harbor Beach footbridge and you are on one of Gloucester?s most h...
Rates
$1275 - $1330 week


Non Smoking


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2 bedroom Vacation Rental Cottage in Gloucester
Cottage: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Gloucester, Massachusetts, United States
Description: Sunset Cottage: Direct waterfront with two decks on the Annisquam River... Taking its name from the glorious sunsets one has the privilege of view...
Rates
$1975 - $2032 week


Non Smoking


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3 bedroom Vacation Rental Home in Gloucester
Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Gloucester, Massachusetts, United States
Description: Victorian House: Gorgeous home on Rocky Neck and just 0.2 miles to beach. Tastefully renovated, Victorian House on Rocky Neck, Gloucester?s fabled...
Rates
$2000 - $2828 week


Non Smoking


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Listings 1 - 14 of 14

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