Shelter Island Vacation Rentals

Welcome to Shelter Island. Scroll down this page to find your favorite travel destination in Shelter Island and browse our extensve inventory of accommodations in Shelter Island. Leisure travelers planning their family vacations can get offers directly from owners of Shelter Island vacation homes or houses in Shelter Island. Sometimes these single rental units are referred to as Shelter Island cabins or Shelter Island villas. Other popular lodging options include vacation rentals in Shelter Island, Shelter Island apartments and condos in Shelter Island. For business travelers we offer several convenient hotels in Shelter Island or small boutique hotels in Shelter Island area, many with the ability to book online. If you are planning a romantic getaway in Shelter Island, we highy recommend our unique inventory of bed and breakfasts in Shelter Island. B&Bs can also referred as small country inns in Shelter Island.

Finding the perfect vacation rental property can be very time consuming. Unlike many other sites out there that demand travelers (like you) to invest countless hours browsing though each vacation rental listing, at we make it easy for travelers to find best Shelter Island vacation rentals using our free inquiry service or Shelter Island lodging locator service. Save time searching for Shelter Island rental vacations and Shelter Island accommodations! Simply click the "Inquire Now" button, complete a short inquiry form, and within minutes you will start receiving multiple offers from Shelter Island vacation home rentals owners as well as from Shelter Island resorts, Shelter Island cabin rentals, and Shelter Island vacation homes.

Let Rentalo help you find the perfect place to stay for your next family vacation in New York area. Our engine will match your specific inquiry criteria with each Shelter Island vacation rental listing, Shelter Island vacation house or Shelter Island villa in our Shelter Island rental vacations inventory. Finding Shelter Island vacation rentals by owner is easy with our free inquiry service. However, you can also browse our inventory of Shelter Island accommodation listings (as listed below) or use the SmartSearch tool to narrow down your search for Shelter Island lodging in New York.

Enter your travel dates and number of people traveling (sleeps) and use one of the following search options:

  1. Inquire on ALL Vacation Rentals in Shelter Island. Click "Inquire Now" (Fastest Option - Receive the most Offers)
  2. Inquire on Selected Vacation Rentals in Shelter Island. Click "Check to inquire", then click "Inquire Now" (Time-Saving Option - Receive Offers from Selected Properties)
  3. Inquire only on a Specific Shelter Island Vacation Rental (Take the time to review each property - Receive an offer on the Property you like)
Inquire on multiple properties - Save time! Inquire, Compare offers, and Book.

ID: 171994
Shelter Island Vacation Rental - Vacation Rental in Shelter Island
3 Bedrooms
Sleeps 6
Country house sits on one full acre. Walk to cresent/sunset beach. short ferry ride from greenport or sag habor. only 2 1/2 hours from nyc. come and enjoy a vacation in the country!...large wrap aroun ...Read Full Description
ID: 263145
House On Chase Creek - Bed and Breakfast in Shelter Island
Top rated b&b on shelter island, the best place to stay in the hamptons.... ...Read Full Description
ID: 320923
Shelter Island Hideaway -  Hamptons Vacation Renta - Vacation Rental in Shelter Island
this past year we were booked solid from may through september, judging by the early bookings this year we expect the same. Here is some additional information about the cottage, please let me know i ...Read Full Description
Inquire on multiple properties - Save time! Inquire, Compare offers, and Book.

Smart Search

*Traveling Dates:

Flexible Dates
1+ (1)
3+ (1)
6+ (1)

(vacation rentals only)
3 (1)

Vacation Rental Types:
Home (1)

Lodging Types:
Bed and Breakfasts (1)
Vacation Rentals (2)

Fireplace (1)
Cable/Satellite TV (1)
BBQ (1)
Utensils (1)
Refrigerator (1)
Full Kitchen (1)

Things To Do:
Fishing (1)
Tennis (1)
Miniature golf (1)
Golf (1)
Biking (1)
Sailing (1)

Special Features:
Children Welcome (3)
Smoking Permitted (2)
Pet friendly (2)
Handicap accesibility (3)

Add these vicinities to my search:
Note: Use Search Destination box (above) to browse listings in these vicinities.
Greenport (3)
East Marion (1)
Sag Harbor (3)
Cutchogue (1)
Bridgehampton (2)
East Hampton (4)
Amagansett (1)
Southampton (6)
Westbrook (1)
Old Saybrook (9)
Hamptons (13)
Springville (1)

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