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Areas near Shelter Island

Travelers going to Shelter Island are booking August dates now. Secure your vacation rental today and have the perfect trip.

Great rentals within 20 miles that match your search

1 / 11

Hamptons Summer Rental - East Quogue

  • 4
  • 10
  • 6 nights min

$501

Details

1 / 14

Charmimg Beach cottage in Sagaponack

  • 3
  • 6
  • 5 nights min

$573

Details

1 / 14

North Fork House with Private Beach Access

  • 4
  • 8
  • 7 nights min

$300

Details

1 / 14

Villa Clara - Exquisite Charming East Hampton Abode

  • 4
  • 8
  • 7 nights min

$3500

Details

1 / 30

Private Beachfront Dream Location

  • 3
  • 6
  • Min stay varies

$1501

Details

1 / 13

Lushly Landscaped Contemporary With Pool

  • 4
  • 8
  • Min stay varies

$501

Details

1 / 24

Beach Front, spacious 5 Bedrooms, North Fork, Long Island

  • 5
  • 14
  • Min stay varies

$496

Details

1 / 34

Luxury 6BR Southampton Home sleeps 12 Located miniutes to the town and beach

  • 6
  • 12
  • Min stay varies

$900

Details

1 / 29

Lovely 3BR, 3BA, Pool, Tennis, Home Theater, Sonos Music System

  • 3
  • 8
  • 14 nights min

$300

Details

1 / 23

Adorable, Renovated 1890's Farmhouse... Walk to Beaches & Town!

  • 3
  • 6
  • 7 nights min

$186

Details

1 / 10

Private 2 Bedroom Cottage - Walk to Beach & River

  • 2
  • 5
  • 7 nights min

$229

Details

1 / 27

Fabulous Retreat With Saltwater heated pool, tennis, close to beach and town

  • 4
  • 8
  • 3 nights min

$800

Details

1 / 13

Soundview - Academic Rental AVAILABLE starting September! Summer 2018 is Open!

  • 4
  • 10
  • Min stay varies

$83

Details

1 / 9

3 BR Charming CT shore Beach House at Black Point

  • 3
  • 7
  • 7 nights min

$201

Details

1 / 18

Southampton Beach Home -Great Location

  • 4
  • 8
  • Min stay varies

$1201

Details

1 / 15

Walk to Beach, Contemporary, Amagansett, Eash Hamp

  • 2
  • 4
  • 7 nights min

$644

Details

1 / 15

Why Share? Beautiful guest house! Hamptons - Sag Harbor

  • 1
  • 2
  • Min stay varies

$250

Details

1 / 46

Large swimming pool/Walking distance to the bay

  • 4
  • 10
  • 14 nights min

$686

Details

1 / 15

Modern 3 Bedroom 2 Bath Waterfront House with Private Beach!

  • 3
  • 6
  • 14 nights min

$470

Details

1 / 23

SECLUDED BEACH CONTEMPORARY ESTATE

  • 7
  • 16
  • 7 nights min

$786

Details

1 / 38

4BR Southampton Home, Heated Pool & long Jacuzzi sleeps 10.

  • 4
  • 10
  • Min stay varies

$800

Details

1 / 24

Amagansett Estate 4BR 60ft pool

  • 4
  • 8
  • Min stay varies

$800

Details

1 / 16

SOUTHAMPTON POOL & TENNIS

  • 5
  • 12
  • 14 nights min

$1930

Details

1 / 30

3BR Southampton Home, Heated Pool & Jacuzzi

  • 3
  • 10
  • Min stay varies

$701

Details

1 / 14

Charming Hamptons Retreat June 1 - Sept. 5, 2017

  • 2
  • 6
  • 14 nights min

$800

Details

1 / 10

Unique English Country Cottage

  • 2
  • 5
  • 1 night min

$401

Details

1 / 18

Ideal Bridgehamtpon Getway with Pool & Tennis

  • 4
  • 8
  • Min stay varies

$750

Details

1 / 36

East Hampton Luxury Home PERFECT FOR FAMILIES

  • 5
  • 11
  • 7 nights min

$1430

Details

1 / 16

Steps away from beautiful ocean beach

  • 6
  • 3
  • 30 nights min

$268

Details

1 / 8

Retreat in The Hamptons

  • 5
  • 9
  • 7 nights min

$425

Details

1 / 16

Greenport Village Home Walking Distance to All

  • 3
  • 8
  • 30 nights min

$517

Details

1 / 15

Our Villa Palace

  • 7
  • 10
  • 7 nights min

$9920

Details

1 / 19

in town of east hampton, bike to beach

  • 4
  • 10
  • 30 nights min

$950

Details

1 / 26

Sunshine Bungalow Shelter Island Retreat

  • 2
  • 6
  • Min stay varies

$401

Details

1 / 19

Waterfront Charmer on idyllic Shelter Island

  • 3
  • 8
  • 14 nights min

$929

Details

1 / 20

>>> ROMANTIC Beach Getaway! Seclusion, Waterfalls

  • 2
  • 6
  • Min stay varies

$396

Details

1 / 25

Fabulous Beach Getaway

  • 3
  • 6
  • 7 nights min

$644

Details

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