HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled

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).

    Exceptional! 5/5
    (13 reviews)
    avg/night
    • 4 BR
    • 2 BA
    • Separate Toilet
    • Sleeps 9
    House #602844vb
    13
    Viewed 39 times in the last 48 hours
      Wonderful! 4.9/5
      (14 reviews)
      avg/night
      • 3 BR
      • 2 BA
      • Sleeps 6
      House #3554393
      14
      Viewed 35 times in the last 48 hours
        • 4 BR
        • 3 BA
        • Separate Toilet
        • Sleeps 10
        House #722961vb
          Exceptional! 5/5
          (9 reviews)
          avg/night
          • 4 BR
          • 3 BA
          • Sleeps 8
          Farmhouse #3767828
          9
          Viewed 33 times in the last 48 hours
            Exceptional! 5/5
            (8 reviews)
            avg/night
            • 3 BR
            • 1 BA
            • Sleeps 6
            House #694738vb
            8
            Viewed 42 times in the last 48 hours
              Wonderful! 4.9/5
              (10 reviews)
              avg/night
              • 4 BR
              • 3 BA
              • Separate Toilets
              • Sleeps 8
              House #746110vb
              10
              Viewed 21 times in the last 48 hours
                Exceptional! 5/5
                (5 reviews)
                avg/night
                • 5 BR
                • 2 BA
                • Sleeps 12
                House #628856vb
                5
                Viewed 29 times in the last 48 hours
                  Exceptional! 5/5
                  (4 reviews)
                  avg/night
                  • 3 BR
                  • 2 BA
                  • Sleeps 6
                  House #321313vb
                  4
                  Viewed 75 times in the last 48 hours
                    Exceptional! 5/5
                    (6 reviews)
                    avg/night
                    • 4 BR
                    • 3 BA
                    • Sleeps 8
                    House #411447vb
                    6
                    Viewed 19 times in the last 48 hours
                      Exceptional! 5/5
                      (8 reviews)
                      avg/night
                      • 4 BR
                      • 2 BA
                      • Sleeps 10
                      House #446286vb
                      8
                      Viewed 74 times in the last 48 hours
                        avg/night
                        • 3 BR
                        • 2 BA
                        • Sleeps 6
                        House #891646vb
                        Viewed 7 times in the last 48 hours
                          avg/night
                          • 3 BR
                          • 2 BA
                          • Separate Toilet
                          • Sleeps 6
                          House #894525vb
                          Viewed 17 times in the last 48 hours
                            Exceptional! 5/5
                            (6 reviews)
                            avg/night
                            • 3 BR
                            • 3 BA
                            • Sleeps 8
                            House #3925407
                            6
                            Viewed 35 times in the last 48 hours
                              Exceptional! 5/5
                              (14 reviews)
                              avg/night
                              • 4 BR
                              • 3 BA
                              • Sleeps 10
                              House #425548vb
                              14
                              Viewed 21 times in the last 48 hours
                                Excellent! 4.7/5
                                (7 reviews)
                                avg/night
                                • 3 BR
                                • 2 BA
                                • Sleeps 6
                                Cottage #702619vb
                                7
                                Viewed 17 times in the last 48 hours
                                  Wonderful! 4.8/5
                                  (6 reviews)
                                  avg/night
                                  • 4 BR
                                  • 2 BA
                                  • Sleeps 6
                                  House #363251vb
                                  6
                                  Viewed 64 times in the last 48 hours
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 4
                                    House #3596889
                                    Viewed 24 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 19 times in the last 48 hours
                                        Exceptional! 5/5
                                        (5 reviews)
                                        avg/night
                                        • 4 BR
                                        • 3 BA
                                        • Sleeps 8
                                        House #485451vb
                                        5
                                        Viewed 21 times in the last 48 hours
                                          Exceptional! 5/5
                                          (19 reviews)
                                          avg/night
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 6
                                          Bungalow #804815vb
                                          19
                                          Viewed 38 times in the last 48 hours
                                            • 4 BR
                                            • 3 BA
                                            • Sleeps 8
                                            Chateau / Country House #817980vb
                                            3
                                            Viewed 15 times in the last 48 hours
                                              Wonderful! 4.9/5
                                              (8 reviews)
                                              avg/night
                                              • 3 BR
                                              • 3 BA
                                              • Sleeps 10
                                              House #305998vb
                                              8
                                              Viewed 38 times in the last 48 hours
                                                Exceptional! 5/5
                                                (5 reviews)
                                                avg/night
                                                • 5 BR
                                                • 4 BA
                                                • Sleeps 12
                                                House #344072vb
                                                5
                                                Viewed 14 times in the last 48 hours
                                                  avg/night
                                                  • 4 BR
                                                  • 2 BA
                                                  • Sleeps 8
                                                  Cottage #556885vb
                                                  1
                                                  Viewed 6 times in the last 48 hours
                                                    avg/night
                                                    • 4 BR
                                                    • 2 BA
                                                    • Sleeps 8
                                                    Cottage #4062137
                                                    2
                                                    Viewed 20 times in the last 48 hours
                                                      avg/night
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 7
                                                      House #908170vb
                                                      1
                                                      Viewed 105 times in the last 48 hours
                                                        Exceptional! 5/5
                                                        (8 reviews)
                                                        avg/night
                                                        • 5 BR
                                                        • 3 BA
                                                        • Separate Toilet
                                                        • Sleeps 10
                                                        House #716643vb
                                                        8
                                                        Viewed 5 times in the last 48 hours
                                                          Excellent! 4.7/5
                                                          (10 reviews)
                                                          avg/night
                                                          • 4 BR
                                                          • 3 BA
                                                          • Sleeps 10
                                                          House #476247vb
                                                          10
                                                          Viewed 12 times in the last 48 hours
                                                            Excellent! 4.7/5
                                                            (9 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 6
                                                            Cottage #597850vb
                                                            9
                                                            Viewed 9 times in the last 48 hours
                                                              Exceptional! 5/5
                                                              (4 reviews)
                                                              avg/night
                                                              • 4 BR
                                                              • 3 BA
                                                              • Sleeps 8
                                                              House #989574
                                                              4
                                                                Wonderful! 4.9/5
                                                                (17 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 6
                                                                Cottage #360888vb
                                                                17
                                                                Viewed 13 times in the last 48 hours
                                                                  • 4 BR
                                                                  • 2 BA
                                                                  • Sleeps 8
                                                                  House #3931482
                                                                  2
                                                                  Viewed 69 times in the last 48 hours
                                                                    Exceptional! 5/5
                                                                    (4 reviews)
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    Cottage #3525659
                                                                    4
                                                                    Viewed 11 times in the last 48 hours
                                                                      • 4 BR
                                                                      • 2 BA
                                                                      • Sleeps 5
                                                                      House #474895vb
                                                                        • 3 BR
                                                                        • 3 BA
                                                                        • Separate Toilets
                                                                        • Sleeps 8
                                                                        House #4327666
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Separate Toilet
                                                                          • Sleeps 8
                                                                          House #733981vb
                                                                          1
                                                                          Viewed 27 times in the last 48 hours
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 4
                                                                            House #593484vb
                                                                            2
                                                                            Viewed 24 times in the last 48 hours
                                                                              avg/night
                                                                              • 4 BR
                                                                              • 2 BA
                                                                              • Separate Toilet
                                                                              • Sleeps 5
                                                                              House #826790vb
                                                                              Viewed 7 times in the last 48 hours
                                                                                avg/night
                                                                                • 4 BR
                                                                                • 4 BA
                                                                                • Separate Toilet
                                                                                • Sleeps 7
                                                                                House #3757374
                                                                                3
                                                                                Viewed 15 times in the last 48 hours
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                  House #965493vb
                                                                                  Viewed 12 times in the last 48 hours
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • 4 BA
                                                                                    • Sleeps 8
                                                                                    House #631622vb
                                                                                    1
                                                                                    Viewed 59 times in the last 48 hours
                                                                                      Exceptional! 5/5
                                                                                      (7 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      House #553290vb
                                                                                      7
                                                                                      Viewed 5 times in the last 48 hours
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 6
                                                                                        House #803084vb
                                                                                        1
                                                                                        Viewed 17 times in the last 48 hours
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 7
                                                                                          House #326053
                                                                                          2
                                                                                          Viewed 32 times in the last 48 hours
                                                                                            • 4 BR
                                                                                            • 2 BA
                                                                                            • Separate Toilet
                                                                                            • Sleeps 8
                                                                                            House #717523vb
                                                                                            2
                                                                                            Viewed 8 times in the last 48 hours
                                                                                              Exceptional! 5/5
                                                                                              (5 reviews)
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 4
                                                                                              House #3684564
                                                                                              5
                                                                                              Viewed 5 times in the last 48 hours
                                                                                                Wonderful! 4.8/5
                                                                                                (6 reviews)
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                House #118075vb
                                                                                                6
                                                                                                Viewed 14 times in the last 48 hours
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 8
                                                                                                  House #286069vb
                                                                                                  Viewed 21 times in the last 48 hours
                                                                                                    Exceptional! 5/5
                                                                                                    (13 reviews)
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 3 BA
                                                                                                    • Separate Toilet
                                                                                                    • Sleeps 6
                                                                                                    Farmhouse #304851vb
                                                                                                    13
                                                                                                    Viewed 9 times in the last 48 hours
                                                                                                      • 5 BR
                                                                                                      • 3 BA
                                                                                                      • Sleeps 10
                                                                                                      House #3781403
                                                                                                      2
                                                                                                      Viewed 25 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Shelter Island Holiday Homes & Cottages (300+)