Southold Vacation Rentals are Perfect for NY Residents

Long Island runs along the coast of New York as a barrier island and hot vacation destination for northeastern residents. With numerous villages on the island, it might be hard to choose just one. However, you might consider Southold vacation rentals. Southold North Fork rentals are located in the North Fork of Long Island, which is one of the most northern villages. From Southold beach house rentals, you can explore the entire island and its beaches.

The History of Southold North Fork Rentals


Southold was settled in the 1640s, and is considered the first English settlement on Long Island, though East Hampton was actually settled a year earlier. Surprisingly, many of the residents on the island came from New Haven Colony in Connecticut to settle in Southold. When you visit Southold North Fork rentals, you can learn more about the history of the early town, including its Dutch roots. Or consider Southold golf rentals for a convenient golf vacation with friends. Many rentals are located on the green for easy access.

Southold Beach House Rentals Close to Long Island Hamlets


Every day you can leave Southold house rentals to explore the villages and hamlets on the island. A short drive from Southold North Fork rentals are Greenport, Cutchogue, East Marion, and Fishers Island. Each of these hamlets will have beaches, boating, and water attractions to keep you and your family entertained for the day. Do not forget to bring your picnic lunch from Southold vacation rentals to enjoy a little meal in one of the local parks.

Southold Vacation Rentals by Souvenir Shops


Shopping near Southold vacation rentals is mostly filled with tourist souvenirs but every once in a while you can find some antiques, artist prints, and other treasures. If you can stay at Southold beach house rentals for a few weeks, you might take some of the ferries in the area to Connecticut or New York for a different flavor of shopping.

Check out additional vacation rentals on Long Island such as house rentals on Fire Island, Greenport Long Island rentals, or Long Beach Island house rental to find the perfect vacation home on the coast of New York.


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Southold, New York House Rental(32)

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3 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 6

    $2,500 week
    • Viewed
    2 Bedrooms,
  • 1 Bathroom
  • , 1 Half Bath
  • , Sleeps 6

    $1,800 - $2,100 week
     
    Accepts HomeAway Payments℠
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    • Viewed
    4 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 8

    $500 - $825 night
    $2,500 - $4,800 week
     
    Accepts HomeAway Payments℠
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    • Viewed
    1 Bedrooms,
  • 1 Bathroom
  • , Sleeps 4

    $175 - $250 night
    $1,200 - $1,500 week
     
    Accepts HomeAway Payments℠
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    • Viewed
    3 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 8

    $1,980 - $2,100 week
    $7,500 - $8,300 month
     
    Accepts HomeAway Payments℠
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    • Viewed
    2 Bedrooms,
  • 1 Bathroom
  • , Sleeps 4

    $150 - $175 night
    $900 week
    $3,500 month
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    4 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 8

    $2,400 - $3,300 week
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    2 Bedrooms,
  • 1 Bathroom
  • , Sleeps 4

    $175 night
    $900 week
    $3,500 month
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    3 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 6

    $235 - $275 night
    $1,300 - $1,650 week
    $3,500 month
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    3 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 7

    No rental rates available - please contact the owner
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    2 Bedrooms,
  • 1 Bathroom
  • , Sleeps 6

    $1,800 - $2,175 week
    • Viewed
    2 Bedrooms,
  • 1 Bathroom
  • , Sleeps 4

    $210 - $245 night
    $1,195 - $1,645 week
    • Viewed
    3 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 7

    $2,200 week
    • Viewed
    5 Bedrooms,
  • 5 Bathrooms
  • , 1 Half Bath
  • , Sleeps 12

    $250 - $1,500 night
    • Viewed
    5 Bedrooms,
  • 4 Bathrooms
  • , Sleeps 10

    No rental rates available - please contact the owner
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    3 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 6

    $300 - $400 night
    $1,800 - $2,300 week
    $5,500 - $6,500 month
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    3 Bedrooms,
  • 1 Bathroom
  • , Sleeps 10

    $350 - $500 night
    $2,450 - $3,500 week
    $8,000 - $14,000 month
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    3 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 6

    $1,800 - $2,250 week
    $6,500 - $8,000 month
    • Viewed
    3 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 10

    $500 - $750 night
    $2,800 - $3,500 week
    $10,500 month
    • Viewed
    3 Bedrooms,
  • 1 Bathroom
  • , 1 Half Bath
  • , Sleeps 6

    $399 - $599 night
    $2,250 - $4,200 week
    $3,200 - $16,500 month
    • Viewed
    2 Bedrooms,
  • 1 Bathroom
  • , Sleeps 6

    $250 - $400 night
    $1,800 - $2,600 week
    $6,000 - $10,000 month
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    2 Bedrooms, Sleeps 4

    $275 - $300 night
    $1,900 week
    • Viewed
    3 Bedrooms,
  • 3 Bathrooms
  • , Sleeps 6

    $10,000 - $15,000 month
    • Viewed
    4 Bedrooms,
  • 2 Bathrooms
  • , 1 Half Bath
  • , Sleeps 8

    $4,600 week
    $16,000 month
    • Viewed
    3 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 6

    $1,400 - $2,300 week
    $5,000 - $8,000 month
    • Viewed
    4 Bedrooms,
  • 1 Bathroom
  • , 2 Half Baths
  • , Sleeps 8

    $1,800 - $4,200 week
    • Viewed
    4 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 8

    $5,000 - $8,500 month
    • Viewed
    4 Bedrooms,
  • 2 Bathrooms
  • , 1 Half Bath
  • , Sleeps 8

    $1,800 - $2,500 week
    • Viewed
    4 Bedrooms,
  • 3 Bathrooms
  • , Sleeps 6

    $500 night
    $2,800 week
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    2 Bedrooms,
  • 1 Bathroom
  • , Sleeps 4

    $195 - $235 night
    $1,095 - $1,545 week
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