Home Vacation Rentals By Owner In Gloucester, MA

Showing 211 Of 211 Vacation Rentals
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$1319.89

/ Nightly
Private Vacation Home

Oceanfront Escape: Beach Access on Private Estate

Gloucester, Massachusetts, United States

Bed 7

Bed

Bath 5

Bath

Sleep 12

Sleeps
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Exceptional(48)

Select Dates for Price
Apartment

WATERFRONT 1BDRM SPACIOUS STUDIO APARTMENT

Gloucester, Massachusetts, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(33)

$744.67

/ Nightly
Condo

Fabulous fully furnished vacation home between Good Harbor Beach and Long Beach!

Gloucester, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(52)

$738.98

/ Nightly
Private Vacation Home

PREMIUM Modern Home on 2 Acres - Panoramic Marsh Views - NEW Video Tour

Gloucester, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 9

Sleeps
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Exceptional(39)

$318.9

/ Nightly
Private Vacation Home

Large, open floor plan. Water views of Lanes Cove. Walk to Plum Cove beach.

Gloucester, Massachusetts, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(71)

$726.33

/ Nightly
Private Vacation Home

Waterfront Home with Spectacular Viewsof the Annisquam River

Gloucester, Massachusetts, United States

Bed 6

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(76)

$381.64

/ Nightly
Private Vacation Home

3 Bedroom Two Bath Walk to Long Beach and Good Harbor Beach

Gloucester, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(26)

$1137.11

/ Nightly
Private Vacation Home

Wingaersheek, Private & Public Beach, Beautiful Luxury Home, Ext'd Family

Gloucester, Massachusetts, United States

Bed 6

Bed

Bath 2

Bath

Sleep 15

Sleeps
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Exceptional(33)

$1075.67

/ Nightly
Private Vacation Home

Long Beach & Private Good Harbor Beach, Beautiful Luxury Home, Ext'd Famil

Gloucester, Massachusetts, United States

Bed 6

Bed

Bath 3

Bath

Sleep 15

Sleeps
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Exceptional(5)

$320.58

/ Nightly
Cottage

Maids Quarters; private beach

Gloucester, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(80)

$621.05

/ Nightly
Private Vacation Home

Gloucester Ocean View Escape! Calm, Design-Forward & Minutes to Downtown

Gloucester, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 7

Sleeps
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Home Most popular vacation rentals in Gloucester

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Exceptional(80)

$442.89

/ Nightly
Private vacation home

1 Mi to Beach! Family Gloucester Gem w/ Yard

Gloucester, Massachusetts, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(80)

$473.33

/ Nightly
Private vacation home

Stay at Niles Beach

Gloucester, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(80)

$459.65

/ Nightly
Private vacation home

Newly Renovated Luxury 5BR Home + Office, Walk to Beach & Town

Gloucester, Massachusetts, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(80)

$454.99

/ Nightly
Apartment

Seaside Village of Lanesville - North Gloucester, MA

Gloucester, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(80)

$452.01

/ Nightly
Private vacation home

Seaside Escape just steps to Good Harbor beach in Gloucester

Gloucester, Massachusetts, United States

Bed 2

Bed

Bath 0

Bath

Sleep 5

Sleeps
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Exceptional(80)

$443.45

/ Nightly
Private vacation home

Cape Ann Reset

Gloucester, Massachusetts, United States

Bed 2

Bed

Bath 0

Bath

Sleep 6

Sleeps
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Exceptional(80)

$429.89

/ Nightly
Private vacation home

2BR/3 BA Harbor Home • Wake up to Ocean Views

Gloucester, Massachusetts, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(80)

$399.83

/ Nightly
Private vacation home

Beautifully renovated home walk to boulevard, town & train

Gloucester, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 9

Sleeps
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Exceptional(80)

$411.56

/ Nightly
Apartment

Loft on Main - DWTN, Beach, PVT Deck, Coffee Bar

Gloucester, Massachusetts, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(80)

$483.26

/ Nightly
Private vacation home

Family Friendly Townhouse 75 steps from Long Beach

Gloucester, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps

Most Popular Cities in Massachusetts