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Old Saybrook Vacation Rentals & Homes - 40 Rentals Available

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1 Vacation rentals

(1)

1 / 19

Old Saybrook House

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

$260

Excellent (1 reviews)

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from $260 / night

Your search has been expanded 46.2 miles to include more rentals

(1)

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Old Lyme Cottage - 8.6 miles away

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

$274

Excellent (1 reviews)

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from $274 / night

(3)

1 / 18

Orient House - 18.8 miles away

  • 4
  • 8
  • 14 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$454

Excellent (3 reviews)

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from $454 / night

(1)

1 / 24

Greenport House - 20.9 miles away

  • 3
  • 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$1008

Excellent (1 reviews)

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from $1008 / night

1 / 34

Southold House - 22.6 miles away

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $503 / night

(2)

1 / 5

Southold House - 23.3 miles away

  • 4
  • 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$324

Excellent (2 reviews)

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from $324 / night

(6)

1 / 21

New London House - 23.5 miles away

  • 6
  • 13
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly

$303

Excellent (6 reviews)

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from $303 / night

1 / 17

Shelter Island House - 25.6 miles away

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1344

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from $1344 / night

(9)

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Shelter Island House - 26 miles away

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$404

Excellent (9 reviews)

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from $404 / night

(7)

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Shelter Island Heights Cottage - 26 miles away

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$343

Very Good (7 reviews)

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from $343 / night

(4)

1 / 22

Guilford Cottage - 26.1 miles away

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$274

Excellent (4 reviews)

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from $274 / night

1 / 10

Montville Cottage - 29.1 miles away

  • 1
  • 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children

from $126 / night

1 / 14

Cutchogue Cottage - 31.6 miles away

  • 2
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly

from $298 / night

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East Hampton House - 32 miles away

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $374 / night

1 / 13

East Hampton House - 32.9 miles away

  • 4
  • 7
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $731 / night

(4)

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East Hampton House - 33 miles away

  • 3
  • 6
  • 14 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$360

Excellent (4 reviews)

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from $360 / night

1 / 12

Sag Harbor House - 33.1 miles away

  • 4
  • 6
  • 3 nights min
  • Ask about children
  • Air conditioning

from $807 / night

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Springs House - 33.3 miles away

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$504

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from $504 / night

1 / 28

Sag Harbor House - 33.4 miles away

  • 5
  • 10
  • 6 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $433 / night

(3)

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East Hampton House - 35.2 miles away

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

$278

Excellent (3 reviews)

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from $278 / night

1 / 14

East Hampton House - 35.4 miles away

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

from $260 / night

(1)

1 / 14

Branford House - 35.7 miles away

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

$115

Excellent (1 reviews)

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from $115 / night

(3)

1 / 20

Stonington Cottage - 35.9 miles away

  • 2
  • 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$252

Very Good (3 reviews)

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from $252 / night

(1)

1 / 8

Sag Harbor House - 36.1 miles away

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

$793

Excellent (1 reviews)

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from $793 / night

1 / 30

East Hampton House - 36.2 miles away

  • 6
  • 14
  • 6 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1441

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from $1441 / night

1 / 11

East Hampton House - 36.4 miles away

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1059

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from $1059 / night

1 / 21

Mystic Cottage - 36.9 miles away

  • 1
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning

from $165 / night

(2)

1 / 12

Stonington House - 38 miles away

  • 5
  • 12
  • Min stay varies
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning

$368

Excellent (2 reviews)

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from $368 / night

(1)

1 / 13

East Hampton House - 39.6 miles away

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

$1008

Excellent (1 reviews)

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from $1008 / night

1 / 15

East Hampton Cottage - 39.7 miles away

  • 4
  • 7
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $504 / night

1 / 11

Amagansett House - 41.5 miles away

  • 6
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $504 / night

1 / 12

Water Mill House - 42.5 miles away

  • 5
  • 8
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1441

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from $1441 / night

(1)

1 / 27

Amagansett House - 42.6 miles away

  • 4
  • 12
  • Min stay varies
  • Ask about children
  • Air conditioning

$749

Excellent (1 reviews)

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from $749 / night

(6)

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Riverhead House - 44.2 miles away

  • 5
  • 10
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

$353

Excellent (6 reviews)

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from $353 / night

1 / 19

Southampton Villa - 44.7 miles away

  • 4
  • 9
  • Min stay varies
  • Ask about children
  • Ask about pets

$1260

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from $1260 / night

(6)

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Montauk House - 44.8 miles away

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

$303

Very Good (6 reviews)

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from $303 / night

1 / 11

Southampton House - 44.9 miles away

  • 3
  • 10
  • 1 night min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $504 / night

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Montauk House - 45.7 miles away

  • 4
  • 8
  • 6 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $972 / night

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Southampton Cottage - 46 miles away

  • 1
  • 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $121 / night

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Hampton Bays House - 46.2 miles away

  • 8
  • 20
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $901 / night