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Make A Holiday Rental House in Shelter Island, USA, Your Home Away From Home

The Hamptons have long been a popular summer holiday destination for people from New York and beyond, and increasing numbers of foreign visitors are also deciding to take a vacation there. Anyone considering staying in the area, might like to stay in a holiday rental house in Shelter Island. Coming complete with all the mod-cons and comforts of a home away from home, the facilities include a fully fitted kitchen which will prove useful for those people that do not wish to depend on restaurants for every meal. The beautiful, relaxing surroundings are suitable for couples, families or groups of friends alike, and many Americans return not only year after year, but generation after generation.

Things to Do on Holiday in Shelter Island, USA

A holiday rental house in Shelter Island is the perfect base from which to enjoy some of the varied leisure activities which the area has to offer. As might be expected by such close proximity to the sea, water sports such as swimming, wind surfing, sailing and fishing are all popular ways to spend time. Other activities include cycling, hiking, tennis, horse riding and golf.

Places to Visit on Holiday in Shelter Island, USA

Shelter Island is quite an interesting place to explore, and in fact, much of it is protected wetlands and marshlands. The Preserve area has four official nature trails, which have informative boards describing the area, and present the chance to see some of the local wildlife. For a day trip with a difference, though, a visit to New York City might be in order. A distinct contrast to the quietness of the area surrounding the self catering accommodation in Shelter island, New York is a huge, thriving metropolis. The must-see sights here include the Statue of Liberty, Chinatown, The New York Stock Exchange and the Empire State Building.

Weather in Shelter Island, USA

Whilst people do live and work on the island all the year through, a holiday in Shelter Island is best taken during the summer months. The reason for this is that the winters can be long and cold, with snowfall quite common during December and January. Therefore, the months from May through to September are the best time to visit. Daily average highs measure between 23 and 28 degrees Celsius during this time, and rainfall no more than 70mm per month.

Travel to Shelter Island, USA

Anyone needing to fly into the Unites States in order to begin their holiday in Shelter Island would be advised to land at JFK airport in New York City. This large complex is the busiest airport in the US with regards to international traffic, and has connections with dozens of different countries around the world. Travellers from the UK can take their pick from a variety of airlines, with perhaps British Airways offering one of the more reliable flights out of London Heathrow (LHR).

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Shelter Island Holiday Homes & Cottages (300+)

  • 1 - 50 of 300+
Additional service fee may apply.
    • 4 BR
    • 3 BA
    • Separate Toilet
    • Sleeps 10
    House #722961vb
      Wonderful! 4.9/5
      (14 reviews)
      avg/night
      • 3 BR
      • 2 BA
      • Sleeps 5
      House #3554393
      14
      Viewed 29 times in the last 48 hours
        avg/night
        • 3 BR
        • 2 BA
        • Sleeps 7
        House #908170vb
        Viewed 6 times in the last 48 hours
          avg/night
          • 3 BR
          • 2 BA
          • Sleeps 6
          House #321313vb
          1 Review
          Viewed 15 times in the last 48 hours
            • 3 BR
            • 1 BA
            • Sleeps 6
            House #694738vb
            8
              avg/night
              • 3 BR
              • 2 BA
              • Sleeps 6
              House #698921vb
              1 Review
              Viewed 8 times in the last 48 hours
                Exceptional! 5.0/5
                (13 reviews)
                avg/night
                • 4 BR
                • 2 BA
                • Separate Toilet
                • Sleeps 9
                House #602844vb
                13
                Viewed 41 times in the last 48 hours
                  Wonderful! 4.9/5
                  (9 reviews)
                  avg/night
                  • 4 BR
                  • 3 BA
                  • Separate Toilets
                  • Sleeps 8
                  House #746110vb
                  9
                  Viewed 24 times in the last 48 hours
                    Exceptional! 5.0/5
                    (26 reviews)
                    avg/night
                    • 2 BR
                    • 1 BA
                    • Sleeps 4
                    House #239698vb
                    26
                    Viewed 12 times in the last 48 hours
                      Exceptional! 5.0/5
                      (5 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 8
                      House #3925407
                      5
                      Viewed 34 times in the last 48 hours
                        • 3 BR
                        • 2 BA
                        • Sleeps 6
                        Cottage #702619vb
                        7
                          • 4 BR
                          • 2 BA
                          • Sleeps 8
                          House #3931482
                          2 Reviews
                          Viewed 23 times in the last 48 hours
                            • 3 BR
                            • 2 BA
                            • Sleeps 6
                            House #891646vb
                              Exceptional! 5.0/5
                              (19 reviews)
                              avg/night
                              • 3 BR
                              • 2 BA
                              • Sleeps 8
                              Bungalow #804815vb
                              19
                              Viewed 5 times in the last 48 hours
                                Exceptional! 5.0/5
                                (5 reviews)
                                avg/night
                                • 5 BR
                                • 2 BA
                                • Sleeps 12
                                House #628856vb
                                5
                                Viewed 17 times in the last 48 hours
                                  Excellent! 4.6/5
                                  (7 reviews)
                                  avg/night
                                  • 4 BR
                                  • 3 BA
                                  • Separate Toilet
                                  • Sleeps 8
                                  House #137734vb
                                  7
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 8
                                    House #470387vb
                                    2 Reviews
                                      • 4 BR
                                      • 3 BA
                                      • Sleeps 8
                                      House #989574
                                      4
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 6
                                        Cottage #597850vb
                                        9
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 6
                                          Apartment #830564vb
                                          Viewed 20 times in the last 48 hours
                                            Excellent! 4.6/5
                                            (7 reviews)
                                            avg/night
                                            • 3 BR
                                            • 2 BA
                                            • Separate Toilet
                                            • Sleeps 8
                                            House #3621885
                                            7
                                            Viewed 8 times in the last 48 hours
                                              avg/night
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 6
                                              House #450883vb
                                              2 Reviews
                                              Viewed 14 times in the last 48 hours
                                                avg/night
                                                • 3 BR
                                                • 3 BA
                                                • Separate Toilets
                                                • Sleeps 6
                                                House #4327666
                                                Viewed 17 times in the last 48 hours
                                                  Exceptional! 5.0/5
                                                  (9 reviews)
                                                  avg/night
                                                  • 4 BR
                                                  • 3 BA
                                                  • Sleeps 12
                                                  House #313937vb
                                                  9
                                                  Viewed 12 times in the last 48 hours
                                                    • 4 BR
                                                    • 3 BA
                                                    • Sleeps 7
                                                    Chateau / Country House #4202867
                                                    1 Review
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 8
                                                      House #286069vb
                                                        • 3 BR
                                                        • 4 BA
                                                        • Sleeps 6
                                                        House #470694vb
                                                          avg/night
                                                          • 3 BR
                                                          • 2 BA
                                                          • Separate Toilet
                                                          • Sleeps 6
                                                          House #894525vb
                                                          Viewed 5 times in the last 48 hours
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            House #965493vb
                                                              Wonderful! 4.9/5
                                                              (9 reviews)
                                                              avg/night
                                                              • 4 BR
                                                              • 4 BA
                                                              • Sleeps 8
                                                              House #293917vb
                                                              9
                                                              Viewed 6 times in the last 48 hours
                                                                • 4 BR
                                                                • 4 BA
                                                                • Sleeps 11
                                                                House #872415vb
                                                                  • 5 BR
                                                                  • 3 BA
                                                                  • Sleeps 9
                                                                  House #412629vb
                                                                  4
                                                                    • 4 BR
                                                                    • 2 BA
                                                                    • Separate Toilet
                                                                    • Sleeps 8
                                                                    House #717523vb
                                                                    1 Review
                                                                    Viewed 5 times in the last 48 hours
                                                                      Excellent! 4.3/5
                                                                      (6 reviews)
                                                                      avg/night
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 5
                                                                      Cottage #236339
                                                                      6
                                                                        Exceptional! 5.0/5
                                                                        (21 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 8
                                                                        House #828761vb
                                                                        21
                                                                        Viewed 44 times in the last 48 hours
                                                                          Exceptional! 5.0/5
                                                                          (9 reviews)
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 2 BA
                                                                          • Separate Toilet
                                                                          • Sleeps 10
                                                                          House #360437
                                                                          9
                                                                          Viewed 24 times in the last 48 hours
                                                                            Exceptional! 5.0/5
                                                                            (32 reviews)
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 8
                                                                            House #559448vb
                                                                            32
                                                                            Viewed 23 times in the last 48 hours
                                                                              Wonderful! 4.8/5
                                                                              (5 reviews)
                                                                              avg/night
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              Condo #707455vb
                                                                              5
                                                                              Viewed 10 times in the last 48 hours
                                                                                avg/night
                                                                                • 6 BR
                                                                                • 4 BA
                                                                                • Separate Toilet
                                                                                • Sleeps 12
                                                                                House #171499
                                                                                1 Review
                                                                                Viewed 29 times in the last 48 hours
                                                                                  Exceptional! 5.0/5
                                                                                  (59 reviews)
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  Apartment #246865
                                                                                  59
                                                                                  Viewed 11 times in the last 48 hours
                                                                                    Exceptional! 5.0/5
                                                                                    (15 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 5
                                                                                    Cottage #3903339
                                                                                    15
                                                                                    Viewed 10 times in the last 48 hours
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 6
                                                                                      Cottage #740769vb
                                                                                      4
                                                                                      Viewed 8 times in the last 48 hours
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 1 BA
                                                                                        • Separate Toilet
                                                                                        • Sleeps 8
                                                                                        Farmhouse #881203vb
                                                                                        3
                                                                                        Viewed 17 times in the last 48 hours
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          House #4352908
                                                                                          1 Review
                                                                                          Viewed 15 times in the last 48 hours
                                                                                            Exceptional! 5.0/5
                                                                                            (21 reviews)
                                                                                            avg/night
                                                                                            • 4 BR
                                                                                            • 3 BA
                                                                                            • Separate Toilets
                                                                                            • Sleeps 10
                                                                                            Estate #973597
                                                                                            21
                                                                                            Viewed 10 times in the last 48 hours
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 5
                                                                                              Cottage #576766vb
                                                                                              4
                                                                                              Viewed 7 times in the last 48 hours
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 5
                                                                                                House #4023369
                                                                                                2 Reviews
                                                                                                Viewed 6 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (8 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 8
                                                                                                  House #4095004
                                                                                                  8
                                                                                                  Viewed 16 times in the last 48 hours
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    House #885558vb
                                                                                                    3
                                                                                                    Viewed 20 times in the last 48 hours
                                                                                                    • 1 - 50 of 300+
                                                                                                     

                                                                                                    Recent Reviews

                                                                                                    Terrific weekend getaway

                                                                                                    5 of 5
                                                                                                    We spent a lovely weekend at this home. Loved the nearby restaurants, the quick walk to the beach, and of course the property itself. It was a beautifully restored place, very roomy,, and the pictures don't do it justice. The location is peaceful and charming. We thoroughly enjoyed our short stay and would definitely return.
                                                                                                    • Review Submitted: 08-Oct-2009
                                                                                                    • Date of Stay: Sep 2009