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Dec 13 - Dec 15
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Dec 20 - Dec 22

Cheap Shelter Island Kayak Hotels

Shelter Island Retreat

Shelter Island Retreat

0.8 km from Shelter Island Kayak
     
     

    With a stay at this vacation home in Shelter Island, you'll be within a 15-minute walk of Shelter Island Historical Society and Havens House.

    Shelter Island RetreatGet Rates

    Immaculate New Construction Summer Getaway Home on Shelter Is. With Heated Pool

    Immaculate New Construction Summer Getaway Home on Shelter Is. With Heated Pool

    0.8 km from Shelter Island Kayak
       
       

      Located in Shelter Island, this vacation home is within a 15-minute walk of Shelter Island Historical Society and Havens House.

      Immaculate New Construction Summer Getaway Home on Shelter Is. With Heated PoolGet Rates

      Stylish, Country 4 BR Retreat August Preferable

      Stylish, Country 4 BR Retreat August Preferable

      0.7 km from Shelter Island Kayak
         
         

        Located in Shelter Island, this vacation home is within a 5-minute drive of Sylvester Manor and Havens House.

        Stylish, Country 4 BR Retreat August PreferableGet Rates

        Nature Lovers Cottage Close To All Shelter Island Has To Offer

        Nature Lovers Cottage Close To All Shelter Island Has To Offer

        0.7 km from Shelter Island Kayak
           
           

          Located in Shelter Island, this cottage is in a rural location, within a 15-minute walk of Shelter Island Historical Society and Havens House.

          Nature Lovers Cottage Close To All Shelter Island Has To OfferGet Rates

          Gorgeous and Fun Shelter Island Summer Cottage

          Gorgeous and Fun Shelter Island Summer Cottage

          1.3 km from Shelter Island Kayak
             
             

            Located in Shelter Island Heights, this vacation home is within a 15-minute walk of Shelter Island Whale's Tail and Sylvester Manor.

            Gorgeous and Fun Shelter Island Summer CottageGet Rates

            NEW Listing: Farmhouse Renovated w/ Convenience + Comfort, Stylish and Charming Living

            NEW Listing: Farmhouse Renovated w/ Convenience + Comfort, Stylish and Charming Living

            1.6 km from Shelter Island Kayak
               
               

              With a stay at this vacation home in Shelter Island (Coecles Harbor), you'll be within a 5-minute drive of Shelter Island Whale's Tail and Sylvester Manor.

              NEW Listing: Farmhouse Renovated w/ Convenience + Comfort, Stylish and Charming LivingGet Rates

              New Listing: Technicolor Paradise, Architectural Masterpiece Amidst Woodlands & Beaches, Heated Pool

              New Listing: Technicolor Paradise, Architectural Masterpiece Amidst Woodlands & Beaches, Heated Pool

              1.7 km from Shelter Island Kayak
                 
                 

                A stay at this vacation home places you in the heart of Shelter Island, within a 5-minute drive of Shelter Island Whale's Tail and Sylvester Manor.

                New Listing: Technicolor Paradise, Architectural Masterpiece Amidst Woodlands & Beaches, Heated PoolGet Rates

                Waterfront Home on Beautiful Shelter Island W/large Deep Water Dock

                Waterfront Home on Beautiful Shelter Island W/large Deep Water Dock

                2.0 km from Shelter Island Kayak
                   
                   

                  With a stay at this vacation home in Shelter Island Heights, you'll be within a 5-minute drive of Havens House and Shelter Island Historical Society.

                  Waterfront Home on Beautiful Shelter Island W/large Deep Water DockGet Rates

                  Relax By The Pool, Or Walk To The Beach And Restaurants

                  Relax By The Pool, Or Walk To The Beach And Restaurants

                  2.1 km from Shelter Island Kayak
                     
                     

                    Located in Shelter Island Heights (The Heights), this vacation home is within a 5-minute drive of Sylvester Manor and Sunset Beach.

                    Relax By The Pool, Or Walk To The Beach And RestaurantsGet Rates

                    Shelter Island Cottage With Pool, Walk to Beaches and Mashomack Preserve

                    Shelter Island Cottage With Pool, Walk to Beaches and Mashomack Preserve

                    2.5 km from Shelter Island Kayak
                       
                       

                      Located in Shelter Island, this vacation home is within a 5-minute drive of Havens House and Shelter Island Historical Society.

                      Shelter Island Cottage With Pool, Walk to Beaches and Mashomack PreserveGet Rates

                      West Neck Guesthouse

                      West Neck Guesthouse

                      2.4 km from Shelter Island Kayak
                        3.5 out of 5.0
                         
                         

                        With a stay at West Neck Guesthouse in Shelter Island Heights, you'll be within a 10-minute walk of Sunset Beach and Shelter Island Country Club.

                        West Neck GuesthouseGet Rates

                        Dering Harbor Inn

                        Dering Harbor Inn

                        2.1 km from Shelter Island Kayak
                          2.5 out of 5.0
                           
                           

                          Located in Shelter Island Heights, Dering Harbor Inn is on the waterfront, within a 5-minute drive of Sylvester Manor and Havens House.

                          Dering Harbor InnGet Rates

                          Map

                          Often, one of the most difficult things about booking a hotel is finding the best time to go. The cost of staying in hotels in could vary significantly, depending on the time of the year chosen. If you would like to figure out the most suitable time to take a trip then using CheapTickets could be the best option for you. We will be able to provide information on hotels in to ensure that you get the best deal possible. So if you are looking for a booking website that will streamline the process and offer good prices, then log in and get booking.

                          *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.