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Old Saybrook: Houses, Cottages & More (170)

  • 1 - 50 of 170
Additional fees apply. Taxes may be added.
    • 5 BR
    • 2 BA
    • Sleeps 14
    55
      • 4 BR
      • 3 BA
      • Sleeps 10
      4
        Excellent! 4.7/5
        (15 reviews)
        avg/night
        • 1 BR
        • 1 BA
        • Sleeps 4
        15
          Wonderful! 4.9/5
          (17 reviews)
          avg/night
          • 3 BR
          • 2 BA
          • Sleeps 6
          17
            Wonderful! 4.8/5
            (5 reviews)
            avg/night
            • 3 BR
            • 1 BA
            • Sleeps 7
            5
              NEW!
              • 4 BR
              • 2 BA
              • 1 HF BA
              • Sleeps 8
              1 Review
                Wonderful! 4.8/5
                (5 reviews)
                avg/night
                • 3 BR
                • 1 BA
                • Sleeps 6
                5
                  • 5 BR
                  • 3 BA
                  • 1 HF BA
                  • Sleeps 12
                  6
                    • 3 BR
                    • 2 BA
                    • Sleeps 8
                      • 4 BR
                      • 2 BA
                      • Sleeps 8
                      11
                        Exceptional! 5.0/5
                        (11 reviews)
                        avg/night
                        • 3 BR
                        • 1 BA
                        • Sleeps 6
                        11
                          • 2 BR
                          • 1 BA
                          • Sleeps 6
                          43
                            • 4 BR
                            • 2 BA
                            • Sleeps 8
                            1 Review
                              • 3 BR
                              • 1 BA
                              • 1 HF BA
                              • Sleeps 6
                              3
                                Excellent! 4.7/5
                                (17 reviews)
                                avg/night
                                • 3 BR
                                • 1 BA
                                • Sleeps 5
                                17
                                  • 4 BR
                                  • 3 BA
                                  • Sleeps 10
                                  1 Review
                                    • 3 BR
                                    • 1 BA
                                    • 1 HF BA
                                    • Sleeps 6
                                    1 Review
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 8
                                      3
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 6
                                        2 Reviews
                                          • 3 BR
                                          • 1 BA
                                          • 1 HF BA
                                          • Sleeps 6
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 8
                                              • 3 BR
                                              • 1 BA
                                              • Sleeps 8
                                              4
                                                Exceptional! 5.0/5
                                                (6 reviews)
                                                View details for price
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 6
                                                6
                                                  • 3 BR
                                                  • 1 BA
                                                  • Sleeps 6
                                                    • 3 BR
                                                    • 3 BA
                                                    • 1 HF BA
                                                    • Sleeps 6
                                                      • 5 BR
                                                      • 1 BA
                                                      • Sleeps 12
                                                      4
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                          • 3 BR
                                                          • 3 BA
                                                          • 1 HF BA
                                                          • Sleeps 7
                                                            • Studio
                                                            • 1 BA
                                                            • Sleeps 8
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 6
                                                                • 3 BR
                                                                • 1 BA
                                                                • 1 HF BA
                                                                • Sleeps 6
                                                                2 Reviews
                                                                  • 4 BR
                                                                  • 1 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 8
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 6
                                                                    1 Review
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                        Wonderful! 4.8/5
                                                                        (14 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 7
                                                                        14
                                                                          • 4 BR
                                                                          • 1 BA
                                                                          • 2 HF BA
                                                                          • Sleeps 8
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 6
                                                                            9
                                                                              Wonderful! 4.9/5
                                                                              (15 reviews)
                                                                              avg/night
                                                                              • 4 BR
                                                                              • 2 BA
                                                                              • Sleeps 8
                                                                              15
                                                                                • 6 BR
                                                                                • 5 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 12
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                  2 Reviews
                                                                                    • 5 BR
                                                                                    • 1 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 10
                                                                                      • 3 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 8
                                                                                      4
                                                                                        • 4 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 7
                                                                                        2 Reviews
                                                                                          • 3 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 8
                                                                                          2 Reviews
                                                                                            • 3 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 6
                                                                                            4
                                                                                              • 3 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 6
                                                                                              2 Reviews
                                                                                                Exceptional! 5.0/5
                                                                                                (7 reviews)
                                                                                                avg/night
                                                                                                • 4 BR
                                                                                                • 3 BA
                                                                                                • Sleeps 9
                                                                                                7
                                                                                                  NEW!
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 8
                                                                                                  1 Review
                                                                                                    Excellent! 4.6/5
                                                                                                    (30 reviews)
                                                                                                    $85
                                                                                                    avg/night
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    30
                                                                                                    • 1 - 50 of 170
                                                                                                     

                                                                                                    Recent Old Saybrook Reviews

                                                                                                    Amazing beachfront property!

                                                                                                    5 of 5
                                                                                                    Gorgeous waterfront property! The sunsets from the lawn/deck were to die for! You have your own small private beach, with kayak and paddleboard to use. The Cornfield Assoc Beach is steps away! Water view from 2 bedrooms, living room, dining room, and decks!
                                                                                                    • Submitted: Sep 24, 2016
                                                                                                    • Stayed: Sep 2016

                                                                                                    Such a great house!

                                                                                                    5 of 5
                                                                                                    As soon as I walked into the house I felt so lucky to have found it. So well kept and bright I knew me and my friends would be comfortable staying there. Every night we ate dinner on the back patio, love the huge table! The speaker system throughout the house was a great way to listen to music and a nice feature you don't normally see. Everyone loved the outdoor shower as well. The house comes with everything you need to head to the beach. every day we loaded up the beach trolley, filled the cooler and enjoyed the incredible weather we had. I grew up spending summers on the Connecticut shoreline but none of my friends had ever been there. They loved that you walked out the front door and could see the water. We rented paddle boards at Action Sports who will bring them right to the beach for you. Don't forget to go to go to Christys for pancakes! Sarah couldn't have made herself more available when I had questions. I had a great week and hope to repeat the same vacation next year! I like a house that you feel comfortable in and this one is like that.
                                                                                                    • Submitted: Sep 17, 2016
                                                                                                    • Stayed: Aug 2016

                                                                                                    Wonderful Property

                                                                                                    5 of 5
                                                                                                    We live in Connecticut and love being able to drive to "The Little Jewel". This is the second consecutive year that we have been welcomed by owners, Steve and Lisa. They are gracious and mindful owners of this beautifully located and well maintained property. We enjoy the peacefulness of the area (including many fantastic dinners in the lounge of Cafe Routier) and so enjoy walking the beach. During low tide you can walk out to Salt Island. In addition to being able to walk right off the patio on to the beach, the most amazing aspect of this home is the third floor deck. The views are spectacular!! Spending time there is the perfect way to start and end each day. We find the accommodations clean and comfortable; truly an excellent value! We look forward to our 2017 vacation at "The Little Jewel" !
                                                                                                    • Submitted: Sep 17, 2016
                                                                                                    • Stayed: Sep 2016