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Gloucester 2-bedroom Apartments, Vacation Rentals & More - 59 Rentals Available.

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59 Vacation rentals

Filters applied: 2+ Bedrooms

1 / 26

Gloucester House

  • 3
  • 6
  • 3 nights min
  • Ask about children

$328.00

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from $328.00 / night

1 / 28

Gloucester Cottage

  • 7
  • 12
  • min stay varies
  • Ask about children

$1,013.00

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from $1,013.00 / night

1 / 33

Gloucester House

  • 3
  • 8
  • 3 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$453.00

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from $453.00 / night

1 / 31

Gloucester House

  • 4
  • 10
  • min stay varies
  • Ask about children
  • Pet friendly

$674.00

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from $674.00 / night

1 / 31

Gloucester House

  • 5
  • 12
  • min stay varies
  • Ask about children

$548.00

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from $548.00 / night

1 / 25

Gloucester House

  • 4
  • 10
  • 7 nights min
  • Ask about children

$635.00

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from $635.00 / night

1 / 40

Gloucester House

  • 5
  • 10
  • 3 nights min
  • Ask about children

$703.00

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from $703.00 / night

1 / 19

Gloucester House

  • 3
  • 8
  • min stay varies
  • Ask about children

$748.00

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from $748.00 / night

1 / 20

Gloucester Apartment

  • 2
  • 4
  • min stay varies
  • Ask about children

$234.00

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from $234.00 / night

1 / 26

Gloucester House

  • 5
  • 9
  • min stay varies
  • Ask about children

$1,113.00

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from $1,113.00 / night

1 / 29

Gloucester Cottage

  • 3
  • 7
  • min stay varies
  • Ask about children

$483.00

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from $483.00 / night

1 / 57

Gloucester House

  • 4
  • 10
  • 3 nights min
  • Ask about children

$943.00

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from $943.00 / night

1 / 23

Gloucester House

  • 4
  • 7
  • 3 nights min
  • Ask about children

$653.00

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from $653.00 / night

1 / 23

Gloucester House

  • 4
  • 7
  • min stay varies
  • Ask about children
  • Pet friendly

$873.00

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from $873.00 / night

1 / 21

Gloucester House

  • 2
  • 4
  • min stay varies
  • Ask about children
  • Pet friendly

$283.00

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from $283.00 / night

1 / 11

Gloucester House

  • 3
  • 6
  • 3 nights min
  • Ask about children

$353.00

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from $353.00 / night

1 / 32

Gloucester House

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Air conditioning

$1,435.00

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from $1,435.00 / night

1 / 20

Gloucester House

  • 5
  • 10
  • min stay varies
  • Ask about children
  • Pet friendly

$573.00

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from $573.00 / night

1 / 23

Gloucester House

  • 4
  • 8
  • min stay varies
  • Ask about children
  • Air conditioning

$653.00

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from $653.00 / night

(1)

1 / 19

Gloucester House

  • 3
  • 5
  • 3 nights min
  • Ask about children

$278.00

Excellent (1 reviews)

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from $278.00 / night

1 / 37

Gloucester House

  • 2
  • 6
  • min stay varies
  • Ask about children

$533.00

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from $533.00 / night

1 / 48

Gloucester House

  • 5
  • 13
  • 3 nights min
  • Ask about children

$1,028.00

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from $1,028.00 / night

1 / 27

Gloucester House

  • 3
  • 8
  • min stay varies
  • Ask about children
  • Air conditioning

$523.00

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from $523.00 / night

1 / 24

Gloucester House

  • 3
  • 6
  • 3 nights min
  • Ask about children
  • Pet friendly

$643.00

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from $643.00 / night

1 / 18

Gloucester House

  • 3
  • 7
  • 3 nights min
  • Ask about children

$438.00

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from $438.00 / night

1 / 36

Gloucester House

  • 6
  • 10
  • 7 nights min
  • Ask about children

$1,085.00

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from $1,085.00 / night

(1)

1 / 17

Gloucester House

  • 2
  • 4
  • 14 nights min
  • Ask about children

$160.00

Excellent (1 reviews)

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from $160.00 / night

1 / 27

Gloucester House

  • 3
  • 8
  • min stay varies
  • Ask about children

$486.00

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from $486.00 / night

1 / 19

Gloucester Cottage

  • 3
  • 7
  • min stay varies
  • Ask about children

$453.00

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from $453.00 / night

Your search has been expanded 17.6 miles to include more rentals

(7)

1 / 35

Salisbury Condo - 17.6 miles away

  • 2
  • 5
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“Newly remodeled with lots of great features. All stainless appliances. Owner is a very reasonable gentlemen and very helpful. Tremendous views, with a sand backyard and steps that descend to the beach. Walking distance to local restaurants and...”
- Review left on 06/21/2015

$350.00

Excellent (7 reviews)

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from $350.00 / night

(6)

1 / 26

Rockport Cottage - 3.1 miles away

  • 4
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
“This is a home that provides all you need for a wonderful vacation seaside. It has a peaceful and serene quality to it by virtue of its location and decor. Bedrooms are spacious and modern and the living space is open and comfortable. Most necessary...”
- Review left on 06/15/2016

$250.00

Excellent (6 reviews)

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from $250.00 / night

(4)

1 / 46

Rockport House - 3.1 miles away

  • 4
  • 14
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
“The house was beautiful, well kept, maintained and in a terrific location!!! It had everything a vacationer would need and want for a relaxing time. My family and I look forward to making this home an annual vacation spot...”
- Review left on 08/29/2016

$582.00

Excellent (4 reviews)

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from $582.00 / night

1 / 6

Beverly Apartment - 11.8 miles away

  • 4
  • 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden

$150.00

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from $150.00 / night

(1)

1 / 6

Beverly Apartment - 11.8 miles away

  • 4
  • 4
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning

$150.00

Very Good (1 reviews)

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from $150.00 / night

1 / 29

Rockport House - 4.8 miles away

  • 4
  • 7
  • 3 nights min
  • Ask about children

$513.00

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from $513.00 / night

1 / 31

Rockport House - 5.4 miles away

  • 6
  • 10
  • min stay varies
  • Ask about children
  • Pet friendly

$561.00

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from $561.00 / night

1 / 11

Rockport House - 4.3 miles away

  • 3
  • 6
  • min stay varies
  • Ask about children
  • Air conditioning

$432.00

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from $432.00 / night

1 / 35

Rockport House - 3.6 miles away

  • 3
  • 7
  • min stay varies
  • Ask about children
  • Pet friendly

$890.00

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from $890.00 / night

1 / 25

Rockport House - 3.9 miles away

  • 4
  • 7
  • 3 nights min
  • Ask about children

$363.00

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from $363.00 / night

1 / 21

Rockport House - 3.2 miles away

  • 3
  • 9
  • 3 nights min
  • Ask about children
  • Pet friendly

$248.00

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from $248.00 / night