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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.

1 / 19

Waterfront Charmer on idyllic Shelter Island

  • 3
  • 8
  • 14 nights min

$929

Details

1 / 26

Sunshine Bungalow Shelter Island Retreat

  • 2
  • 6
  • Min stay varies

$400

Details

1 / 20

>>> ROMANTIC Beach Getaway! Seclusion, Waterfalls

  • 2
  • 6
  • Min stay varies

$395

Details

1 / 25

Fabulous Beach Getaway

  • 3
  • 6
  • 7 nights min

$643

Details

1 / 31

->HAMPTONS - Shelter Island 4+Bdrm Euro Beach Home

  • 4
  • 10
  • Min stay varies

$325

Details

Great rentals within 20 miles that match your search

1 / 26

CHIC RETREAT!! Walk to Desirable Bay BEACH!!

  • 3
  • 6
  • 1 night min

Inquire for Rates

Details

1 / 4

Modern Cottage top of house

  • 3
  • 6
  • 1 night min

Inquire for Rates

Details

1 / 25

White Sandy Beach at your Door

  • 4
  • 11
  • 7 nights min

$569

Details

1 / 18

Cutchogue Beach Cottage

  • 2
  • 6
  • 14 nights min

$151

Details

1 / 22

Newley Renovated Coastal Retreat

  • 4
  • 6
  • 14 nights min

$1001

Details

1 / 19

No 14% booking fee! / Summer 2017! Beautiful East Hampton Home

  • 3
  • 9
  • Min stay varies

$750

Details

1 / 6

Beautiful French Country Cottage

  • 2
  • 5
  • 1 night min

$400

Details

1 / 38

5 Bedroom Amagansett Estate

  • 5
  • 10
  • 3 nights min

$901

Details

1 / 19

THE PERFECT HAMPTON'S BEACH HOUSE 200 FT TO OCEAN

  • 3
  • 6
  • 14 nights min

$786

Details

1 / 12

Pail and Shovel Inn 3 bedrm 2 bath Saturday to Saturday in season Weekly rental

  • 3
  • 7
  • 7 nights min

$265

Details

1 / 15

Our Villa Palace

  • 7
  • 10
  • 7 nights min

$9920

Details

1 / 15

chic, comfortable home with pool

  • 3
  • 6
  • 14 nights min

$516

Details

1 / 19

Victorian Seasons Stirling

  • 5
  • 9
  • 1 night min

$850

Details

1 / 16

Villa Helena - Secluded Lake Front Villa

  • 10
  • 16
  • 4 nights min

$3501

Details

1 / 11

Hamptons Summer Rental - East Quogue

  • 4
  • 10
  • 6 nights min

$500

Details

1 / 19

5 Min to Bridgehampton n Sag Harbor 8 Min Ocean

  • 4
  • 9
  • 2 nights min

$1751

Details

1 / 9

Cliffside Resort Greenport Luxurious Waterfront Condo- with Pool!

  • 2
  • 6
  • 2 nights min

$390

Details

1 / 18

Hampton's House on the Bay. Pool, playset and plenty of room for your family!

  • 5
  • 14
  • 5 nights min

$850

Details

1 / 24

Classic Hamptons Beach Retreat

  • 5
  • 10
  • 7 nights min

$2001

Details

1 / 14

Waterfront Paradise for boaters & family reunions!

  • 6
  • 12
  • 14 nights min

$1001

Details

1 / 30

Private Beachfront Dream Location

  • 3
  • 6
  • Min stay varies

$1500

Details

1 / 8

FABULOUS POST MODERN HOME--HANDS CREEK FARM- DESIGNER DECORATED AND LANDSCAPED

  • 4
  • 7
  • 14 nights min

$1001

Details

1 / 17

Relaxing Retreat in Hampton Bays

  • 4
  • 8
  • Min stay varies

$451

Details

1 / 14

North Fork House with Private Beach Access

  • 4
  • 8
  • 7 nights min

$299

Details

1 / 6

East Hampton Guest Cottage SOH

  • 1
  • 2
  • 3 nights min

$750

Details

1 / 22

East Hampton Cottage-Now Booking for Summer 2017

  • 4
  • 8
  • 7 nights min

$515

Details

1 / 21

White glove, private, romantic with waterview

  • 3
  • 6
  • 7 nights min

$901

Details

1 / 9

Amagansett Beach House 2 minutes from Ocean

  • 5
  • 10
  • 3 nights min

$650

Details

1 / 15

STEPS TO THE BEACH

  • 6
  • 12
  • 7 nights min

$1430

Details

1 / 15

Southold Summer Home for rent

  • 3
  • 6
  • 7 nights min

$464

Details

1 / 13

Peaceful, charming, convenient

  • 5
  • 10
  • 5 nights min

$1201

Details

1 / 5

Sophisticated Village Home - Serene Setting - Lovely Pool and Garden

  • 2
  • 6
  • Min stay varies

$572

Details

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