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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
    Viewed 7 times in the last 48 hours
      Exceptional! 5.0/5
      (26 reviews)
      avg/night
      • 2 BR
      • 1 BA
      • Sleeps 4
      House #239698vb
      26
      Viewed 20 times in the last 48 hours
        avg/night
        • 3 BR
        • 2 BA
        • Sleeps 6
        House #321313vb
        1 Review
        Viewed 10 times in the last 48 hours
          Wonderful! 4.9/5
          (14 reviews)
          avg/night
          • 3 BR
          • 2 BA
          • Sleeps 5
          House #3554393
          14
          Viewed 15 times in the last 48 hours
            avg/night
            • 3 BR
            • 2 BA
            • Sleeps 7
            House #908170vb
            1 Review
            Viewed 29 times in the last 48 hours
              • 2 BR
              • 1 BA
              • Sleeps 6
              Cottage #597850vb
              9
                • 3 BR
                • 2 BA
                • Sleeps 6
                House #891646vb
                  Exceptional! 5.0/5
                  (13 reviews)
                  avg/night
                  • 4 BR
                  • 2 BA
                  • Separate Toilet
                  • Sleeps 9
                  House #602844vb
                  13
                  Viewed 21 times in the last 48 hours
                    Exceptional! 5.0/5
                    (19 reviews)
                    avg/night
                    • 3 BR
                    • 2 BA
                    • Sleeps 8
                    Bungalow #804815vb
                    19
                    Viewed 26 times in the last 48 hours
                      • 4 BR
                      • 2 BA
                      • Sleeps 8
                      House #3931482
                      2 Reviews
                      Viewed 11 times in the last 48 hours
                        Exceptional! 5.0/5
                        (8 reviews)
                        avg/night
                        • 3 BR
                        • 1 BA
                        • Sleeps 6
                        House #694738vb
                        8
                        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 46 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 28 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 14 times in the last 48 hours
                                • 3 BR
                                • 2 BA
                                • Sleeps 6
                                Apartment #830564vb
                                Viewed 9 times in the last 48 hours
                                  avg/night
                                  • 4 BR
                                  • 3 BA
                                  • Sleeps 8
                                  House #3942991
                                  4
                                  Viewed 9 times in the last 48 hours
                                    • 4 BR
                                    • 3 BA
                                    • Sleeps 8
                                    House #989574
                                    4
                                      avg/night
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 6
                                      House #698921vb
                                      1 Review
                                      Viewed 6 times in the last 48 hours
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 6
                                        Cottage #702619vb
                                        7
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 8
                                          House #470387vb
                                          2 Reviews
                                            • 3 BR
                                            • 3 BA
                                            • Sleeps 6
                                            House #803084vb
                                              Exceptional! 5.0/5
                                              (5 reviews)
                                              avg/night
                                              • 5 BR
                                              • 4 BA
                                              • Sleeps 12
                                              House #344072vb
                                              5
                                              Viewed 9 times in the last 48 hours
                                                • 4 BR
                                                • 2 BA
                                                • Sleeps 5
                                                House #474895vb
                                                  Exceptional! 5.0/5
                                                  (5 reviews)
                                                  avg/night
                                                  • 5 BR
                                                  • 2 BA
                                                  • Sleeps 12
                                                  House #628856vb
                                                  5
                                                  Viewed 12 times in the last 48 hours
                                                    Excellent! 4.7/5
                                                    (10 reviews)
                                                    avg/night
                                                    • 4 BR
                                                    • 3 BA
                                                    • Sleeps 10
                                                    House #476247vb
                                                    10
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      House #450883vb
                                                      2 Reviews
                                                        avg/night
                                                        • 3 BR
                                                        • 3 BA
                                                        • Separate Toilets
                                                        • Sleeps 6
                                                        House #4327666
                                                        Viewed 9 times in the last 48 hours
                                                          • 4 BR
                                                          • 2 BA
                                                          • Sleeps 8
                                                          Cottage #556885vb
                                                          1 Review
                                                            • 5 BR
                                                            • 3 BA
                                                            • Sleeps 10
                                                            House #425548vb
                                                            14
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 4
                                                              House #3596889
                                                                • 3 BR
                                                                • 2 BA
                                                                • Sleeps 8
                                                                House #676220vb
                                                                1 Review
                                                                  Wonderful! 4.9/5
                                                                  (8 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 3 BA
                                                                  • Sleeps 10
                                                                  House #305998vb
                                                                  8
                                                                  Viewed 12 times in the last 48 hours
                                                                    Exceptional! 5.0/5
                                                                    (9 reviews)
                                                                    avg/night
                                                                    • 4 BR
                                                                    • 3 BA
                                                                    • Sleeps 12
                                                                    House #313937vb
                                                                    9
                                                                    Viewed 6 times in the last 48 hours
                                                                      • 4 BR
                                                                      • 3 BA
                                                                      • Sleeps 8
                                                                      House #857206vb
                                                                        Exceptional! 5.0/5
                                                                        (8 reviews)
                                                                        avg/night
                                                                        • 4 BR
                                                                        • 2 BA
                                                                        • Sleeps 10
                                                                        House #446286vb
                                                                        8
                                                                        Viewed 13 times in the last 48 hours
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 4 BA
                                                                          • Separate Toilet
                                                                          • Sleeps 7
                                                                          House #3757374
                                                                          3
                                                                          Viewed 8 times in the last 48 hours
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Separate Toilet
                                                                            • Sleeps 6
                                                                            House #90560vb
                                                                            2 Reviews
                                                                              Excellent! 4.6/5
                                                                              (7 reviews)
                                                                              avg/night
                                                                              • 4 BR
                                                                              • 3 BA
                                                                              • Separate Toilet
                                                                              • Sleeps 8
                                                                              House #137734vb
                                                                              7
                                                                                • 5 BR
                                                                                • 3 BA
                                                                                • Sleeps 10
                                                                                House #3781403
                                                                                2 Reviews
                                                                                Viewed 5 times in the last 48 hours
                                                                                  avg/night
                                                                                  • 4 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 10
                                                                                  House #422449vb
                                                                                  4
                                                                                  Viewed 5 times in the last 48 hours
                                                                                    Wonderful! 4.8/5
                                                                                    (6 reviews)
                                                                                    avg/night
                                                                                    • 4 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    House #363251vb
                                                                                    6
                                                                                    Viewed 18 times in the last 48 hours
                                                                                      Excellent! 4.6/5
                                                                                      (5 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 7
                                                                                      House #338964vb
                                                                                      5
                                                                                        • 4 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 8
                                                                                        House #829820vb
                                                                                          • 4 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 6
                                                                                          Chateau / Country House #472283vb
                                                                                          2 Reviews
                                                                                            • 4 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 7
                                                                                            Chateau / Country House #4202867
                                                                                            1 Review
                                                                                              • 3 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 6
                                                                                              House #885475vb
                                                                                                • 4 BR
                                                                                                • 3 BA
                                                                                                • Sleeps 8
                                                                                                Chateau / Country House #817980vb
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  Cottage #3525659
                                                                                                  4
                                                                                                    • 4 BR
                                                                                                    • 4 BA
                                                                                                    • Separate Toilet
                                                                                                    • Sleeps 10
                                                                                                    House #573696vb
                                                                                                    • 1 - 50 of 300+