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Old Saybrook Vacation Rentals & Homes - 1 Rentals Available

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1 Vacation rentals

1 / 10

Old Saybrook Cottage

  • 3
  • 6
  • 7 nights min
  • Child friendly

$257

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from $257 / night

Your search has been expanded 30.4 miles to include more rentals

(2)

1 / 5

Southold House - 14.5 miles away

  • 4
  • 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“My friends and I came out to the North Fork for a relaxing, fun weekend and could not have been more pleased with this rental house. It is a beautiful house which was centrally located just minutes away from Greenport with easy access to both the...”
- Review left on 09/01/2015

$321

Excellent (2 reviews)

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from $321 / night

(6)

1 / 21

New London House - 14.6 miles away

  • 6
  • 13
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
“My family rented the home for a polka festival that was taking place at Ocean Beach Park. We stayed at a different home last year and was not happy with the property. Immediately after returning home, I contacted Gloria about renting her property...”
- Review left on 07/09/2016

$300

Excellent (6 reviews)

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from $300 / night

1 / 25

Shelter Island House - 15.3 miles away

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

from $643 / night

(10)

1 / 31

Shelter Island House - 16.2 miles away

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
“This home was absolutely stunning. Photos don't do it any justice. It's grand in person. My girlfriends and I decided to take a mini getaway and we could not have chosen a better home. Super spacious, more than enough room for 8-10 people. Pool area...”
- Review left on 06/09/2015

$325

Excellent (10 reviews)

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from $325 / night

(7)

1 / 20

Shelter Island Cottage - 16.2 miles away

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Wonderful cottage. It was an incredible vacation, the cottage was so secluded, the pond, pools, outdoor shower was incredible. The cottage was completely open, clean and completely accomodated my husband and 2 year old daughter. We cant wait to go...”
- Review left on 07/21/2010

$395

Very Good (7 reviews)

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from $395 / night

(2)

1 / 16

Southold Cottage - 17 miles away

  • 2
  • 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
“An absolutely stunning and comfortable home, perfect for peace and relaxation. This home is just beautifully and tastefully done, and the bright and spacious sun room is perfect for gathering. Small beach is houses away making the location ideal. I...”
- Review left on 05/03/2015

$325

Excellent (2 reviews)

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from $325 / night

1 / 24

Southold House - 18 miles away

  • 5
  • 14
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

$495

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from $495 / night

1 / 14

Cutchogue House - 19.7 miles away

  • 2
  • 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$275

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from $275 / night

1 / 22

East Hampton House - 19.9 miles away

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$350

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from $350 / night

1 / 20

East Hampton House - 20.4 miles away

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

$655

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from $655 / night

(4)

1 / 22

East Hampton House - 20.5 miles away

  • 3
  • 6
  • 14 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“Lovely home, with a great pool. Easy living. Owners were great and accommodating. Would recommend highly...”
- Review left on 08/16/2016

$357

Excellent (4 reviews)

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from $357 / night

1 / 12

Sag Harbor House - 20.5 miles away

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

from $800 / night

1 / 13

Springs House - 20.7 miles away

  • 4
  • 8
  • Min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly

$426

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from $426 / night

1 / 28

Sag Harbor House - 20.8 miles away

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

from $858 / night

1 / 14

East Hampton House - 22 miles away

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

from $257 / night

(1)

1 / 17

Branford House - 22.2 miles away

  • 2
  • 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
“The house is very nice, clean, and has everything for an awesome beach vacation! It is right next to the beach and Owenego Beach club with a park, tennis courts, and a playground. There are three restaurants and a fish market within walking...”
- Review left on 08/21/2016

$125

Excellent (1 reviews)

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from $125 / night

1 / 30

East Hampton House - 22.5 miles away

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

$1429

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from $1429 / night

(3)

1 / 21

Mystic Cottage - 22.9 miles away

  • 1
  • 6
  • Min stay varies
  • Nearest beach 23 mi
  • Child friendly
  • Air conditioning

$163

Very Good (3 reviews)

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from $163 / night

(3)

1 / 12

Stonington House - 23.6 miles away

  • 5
  • 12
  • Min stay varies
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
“we rented this wonderful house as a family getaway for my husbands 70th birthday. everything we needed for the weekend was provided by the host. no need to purchase soap, detergent, paper towels all of this was there for our use. the rooms are all...”
- Review left on 06/02/2016

$346

Excellent (3 reviews)

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from $346 / night

(1)

1 / 13

East Hampton House - 24.6 miles away

  • 4
  • 10
  • Min stay varies
  • Ask about children
  • Air conditioning
“We rented this property for 2 weeks in July/August 2015 and I can highly recommend it. The house is fantastic and there is a super pool and fully equipment outdoor area. The location is excellent for exploring the entire Hamptom area and the house is...”
- Review left on 08/08/2015

$1000

Excellent (1 reviews)

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from $1000 / night

1 / 15

East Hampton Cottage - 24.7 miles away

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

from $571 / night

(7)

1 / 55

Southampton Villa - 27.4 miles away

  • 7
  • 18
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

$1214

Excellent (7 reviews)

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from $1214 / night

(7)

1 / 37

Aquebogue House - 27.4 miles away

  • 5
  • 10
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
“This is a very cozy house. from the moment you walk in, you will notice how warm and inviting the house is. All rooms are spacious with large beds and the back yard is very large and included a barbeque/grilling area and a seperate tiki hut like area...”
- Review left on 01/17/2010

$350

Excellent (7 reviews)

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from $350 / night

(3)

1 / 23

Hampton Bays House - 27.7 miles away

  • 7
  • 16
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning

$786

Excellent (3 reviews)

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from $786 / night

1 / 18

Southampton Villa - 27.8 miles away

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

$1750

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from $1750 / night

(1)

1 / 22

Hampton Bays House - 29.5 miles away

  • 5
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“The house was amazing, the views spectacular. Would definitely go back again. Owner was a great guy! Grounds keeper helpful”
- Review left on 06/29/2016

$1500

Excellent (1 reviews)

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from $1500 / night

1 / 24

Hampton Bays House - 30.4 miles away

  • 8
  • 20
  • 7 nights min
  • Pet friendly

$1036

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from $1036 / night