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Gloucester Waterfront Apartments, Vacation Rentals & More - 36 Rentals Available.

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36 Vacation rentals

Filters applied: Waterfront

(5)

1 / 53

Gloucester House

  • 4
  • 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“We had a truly wonderful vacation at Buoy 23. The house was perfect, it had everything we needed, was very clean and comfortable. We loved the maritime décor and rich history of the house. We especially enjoyed boating, kayaking, paddleboarding and...”
- Review left on 08/08/2016

$311

Excellent (5 reviews)

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from $311 / night

(1)

1 / 11

Gloucester Cottage

  • 3
  • 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
“This home is located on one of the most beautiful coastal properties I've seen -- complete with sunrise and sunset views, tide pools just just steps from the deck, and a wonderful dining room for eating way too much seafood from the local lobster...”
- Review left on 08/08/2016

$280

Excellent (1 reviews)

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from $280 / night

1 / 10

Gloucester House

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

from $373 / night

1 / 20

Gloucester House

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

from $539 / night

1 / 24

Gloucester House

  • 5
  • 8
  • 7 nights min
  • Ask about children
  • Pet friendly

from $715 / night

1 / 27

Gloucester House

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

from $629 / night

1 / 38

Gloucester House

  • 6
  • 16
  • Min stay varies
  • Ask about children
  • Air conditioning

$1024

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from $1024 / night

1 / 28

Gloucester House

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

from $408 / night

1 / 37

Gloucester House

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Pet friendly

from $468 / night

1 / 31

Gloucester House

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

from $633 / night

1 / 34

Gloucester House

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

from $956 / night

1 / 33

Gloucester House

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

from $480 / night

1 / 25

Gloucester Apartment

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

from $584 / night

(1)

1 / 17

Gloucester House

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Pet friendly

$268

Average (1 reviews)

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from $268 / night

1 / 34

Gloucester House

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

from $459 / night

1 / 40

Gloucester House

  • 5
  • 9
  • Min stay varies
  • Ask about children
  • Pet friendly

from $500 / night

1 / 28

Gloucester House

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

from $268 / night

1 / 37

Gloucester House

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

from $551 / night

1 / 20

Gloucester Apartment

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

from $236 / night

1 / 12

Gloucester House

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

from $625 / night

1 / 17

Gloucester Villa

  • 5
  • 10
  • Min stay varies
  • Ask about children

$1276

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from $1276 / night

1 / 21

Gloucester House

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

from $556 / night

1 / 24

Gloucester Studio

  • -1
  • 2
  • 7 nights min
  • Ask about children

from $89 / night

1 / 11

Gloucester Apartment

  • 1
  • 3
  • Min stay varies
  • Ask about children

from $260 / night

1 / 21

Gloucester House

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

from $320 / night

1 / 27

Gloucester Cottage

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

$1068

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from $1068 / night

1 / 23

Gloucester Cottage

  • 3
  • 6
  • Min stay varies
  • Ask about children

from $440 / night

1 / 22

Gloucester Cottage

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

from $384 / night

1 / 21

Gloucester House

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

from $288 / night

1 / 19

Gloucester Cottage

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

from $469 / night

1 / 36

Gloucester House

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

$1100

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from $1100 / night

1 / 17

Gloucester House

  • 4
  • 8
  • Min stay varies
  • Ask about children

$1276

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from $1276 / night

1 / 31

Gloucester House

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

from $748 / night

1 / 27

Gloucester House

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

$1173

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from $1173 / night

1 / 18

Gloucester House

  • 2
  • 6
  • 3 nights min
  • Ask about children
  • Air conditioning

from $620 / night

1 / 17

Gloucester House

  • 4
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning

from $383 / night

Your search has been expanded 5.3 miles to include more rentals

1 / 23

Rockport House - 4.5 miles away

  • 4
  • 6
  • Min stay varies
  • Ask about children
  • Pet friendly

from $439 / night

1 / 23

Rockport Cottage - 4.5 miles away

  • 2
  • 6
  • 7 nights min
  • Ask about children

from $192 / night

(5)

1 / 26

Rockport Cottage - 5 miles away

  • 4
  • 10
  • 3 nights min
  • Beach/lakeside relaxation
  • Ask about children
“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

$200

Excellent (5 reviews)

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from $200 / night

(3)

1 / 46

Rockport House - 5.3 miles away

  • 4
  • 14
  • Min stay varies
  • 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

$251

Excellent (3 reviews)

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from $251 / night