Gloucester Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Helena House: Bright & cheery home just 0.7 miles from Pl...

Gloucester
Helena House: Bright & cheery home just 0.7 miles from Plum Cove Beach! This delightful 3 bedroom, ...
Home 3 / 1.5 / 6

*
Online booking available

$250 - $385
Per Night

$1250 - $1721
Per Week

River Breezes: Direct Waterfront with sunsets!

Gloucester
Enjoy the views of the sparkling waters of the Annisquam River and Ipswich Bay beyond as well as Win...
Cottage 3 / 3.5 / 7

*
Online booking available

$450 - $660
Per Night

$2100 - $2920
Per Week

Art Haven: Direct waterfront with large deck and dock! On...

Gloucester
Art Haven: Direct waterfront with large deck and dock! One month minimum. Located in Gloucester?s R...
Apartment 1 / 1 / 2

*
Online booking available

$933 - $1250
Per Week

Somersette: Easily walk to Good Harbor Beach from this 5B...

Gloucester
Somersette: Easily walk to Good Harbor Beach from this 5Br home w/waterviews WALK TO GOOD HARBOR BE...
Cottage 5 / 2 / 9

*
Online booking available

$525 - $770
Per Night

$2625 - $3650
Per Week

Annie's Place: Just 0.2 miles to beautiful Plum Cove Beach

Gloucester
A delightful home situated in Gloucester's charming Bay View neighborhood, Annies Place radiates an ...
Home 3 / 1 / 6

*
Online booking available

$250 - $358
Per Night

$1150 - $1617
Per Week

Water's Edge: Direct waterfront on picturesque Goose Cove

Gloucester
Direct waterfront on picturesque Goose Cove, this immaculate property provides endless delights, bot...
Home 3 / 3 / 8

*
Online booking available

$400 - $605
Per Night

$2000 - $2763
Per Week

Beachmont: 0.2 miles from Cressy Beach

Gloucester
Located above the western shore of Gloucester?s historic harbor and lovingly renovated in 2011, this...
Home 5 / 2 / 9

*
Online booking available

$450 - $645
Per Night

$2200 - $3034
Per Week

Treehouse - 2 beds/ 1.5 baths and walk to town and beach

Gloucester
Enjoy the views, breezes and scent of the sea from this lofty perch overlooking Gloucester's famed w...
Condo 2 / 1.5 / 4

*
Online booking available

$235 - $385
Per Night

$1300 - $1721
Per Week

Water's Edge Too: Direct waterfront on the banks of pictu...

Gloucester
Water's Edge Too: Direct waterfront on the banks of picturesque Goose Cove Featuring a waterfront l...
Cottage 2 / 2 / 6

*
Online booking available

$275 - $303
Per Night

$1350 - $1407
Per Week

Victorian House: Gorgeous home on Rocky Neck and just 0.2...

Gloucester
Victorian House: Gorgeous home on Rocky Neck and just 0.2 miles to beach. Tastefully renovated, Vic...
Home 3 / 2 / 6

*
Online booking available

$2000 - $2828
Per Week

Sea Fox: Walk to private Coffins Beach

Gloucester
This bright and open contemporary home was custom designed and built by the architect owner. The car...
Home 4 / 3 / 8

*
Online booking available

$450 - $715
Per Night

$2325 - $3232
Per Week

Beach Walk: Good Harbor Beach footbridge just steps away!

Gloucester
Good Harbor Beach! Friday to Friday rental! Step out the door, walk over the Good Harbor Beach footb...
Apartment 1 / 1 / 3

*
Online booking available

$1275 - $1330
Per Week

Long Beach Place: Steps from the white sand and surf, sle...

Gloucester
Long Beach Place: Steps from the white sand and surf, sleeps 10+,central A/C Just 10 yards from the...
Condo 3 / 2.5 / 10

*
Online booking available

$650 - $650
Per Night

$2450 - $3342
Per Week

Sunset Cottage: Direct waterfront with two decks on the A...

Gloucester
Sunset Cottage: Direct waterfront with two decks on the Annisquam River... Taking its name from the...
Cottage 2 / 1 / 4

*
Online booking available

$1975 - $2032
Per Week

 

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