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  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
    Wonderful! 4.8/5
    (6 reviews)
    avg/night
    • 3 BR
    • 1 BA
    • Sleeps 7
    House #4226268
    6
    Viewed 44 times in the last 48 hours
      Wonderful! 4.9/5
      (11 reviews)
      avg/night
      • 5 BR
      • 3 BA
      • 1 HF BA
      • Sleeps 12
      House #773702vb
      11
      Viewed 129 times in the last 48 hours
        • 3 BR
        • 1 BA
        • 1 HF BA
        • Sleeps 6
        Cottage #4113546
        1
        Viewed 26 times in the last 48 hours
          Excellent! 4.7/5
          (18 reviews)
          avg/night
          • 1 BR
          • 1 BA
          • Sleeps 4
          Cottage #192222
          18
          Viewed 40 times in the last 48 hours
            Wonderful! 4.9/5
            (12 reviews)
            avg/night
            • 4 BR
            • 2 BA
            • Sleeps 8
            House #644923vb
            12
            Viewed 15 times in the last 48 hours
              • 4 BR
              • 2 BA
              • 1 HF BA
              • Sleeps 8
              House #902441vb
              3
              Viewed 32 times in the last 48 hours
                Exceptional! 5.0/5
                (11 reviews)
                avg/night
                • 3 BR
                • 1 BA
                • Sleeps 6
                Cottage #191306
                11
                Viewed 17 times in the last 48 hours
                  Wonderful! 4.8/5
                  (6 reviews)
                  avg/night
                  • 3 BR
                  • 1 BA
                  • Sleeps 6
                  Cottage #862727vb
                  6
                  Viewed 43 times in the last 48 hours
                    avg/night
                    • 4 BR
                    • 2 BA
                    • Sleeps 8
                    House #724305vb
                    1
                    Viewed 64 times in the last 48 hours
                      avg/night
                      • 3 BR
                      • 1 BA
                      • 1 HF BA
                      • Sleeps 6
                      Cottage #825735vb
                      4
                      Viewed 6 times in the last 48 hours
                        Excellent! 4.6/5
                        (45 reviews)
                        avg/night
                        • 2 BR
                        • 1 BA
                        • Sleeps 6
                        Cottage #135387
                        45
                        Viewed 57 times in the last 48 hours
                          Wonderful! 4.8/5
                          (56 reviews)
                          avg/night
                          • 5 BR
                          • 2 BA
                          • Sleeps 14
                          House #179793
                          56
                          Viewed 61 times in the last 48 hours
                            Excellent! 4.7/5
                            (17 reviews)
                            avg/night
                            • 3 BR
                            • 1 BA
                            • Sleeps 5
                            House #125510
                            17
                            Viewed 27 times in the last 48 hours
                              • 3 BR
                              • 2 BA
                              • Sleeps 6
                              House #3495820
                              4
                              Viewed 45 times in the last 48 hours
                                • 3 BR
                                • 3 BA
                                • 1 HF BA
                                • Sleeps 7
                                House #4085662
                                Viewed 19 times in the last 48 hours
                                  • 3 BR
                                  • 1 BA
                                  • 1 HF BA
                                  • Sleeps 6
                                  House #220640vb
                                  1
                                    avg/night
                                    • 3 BR
                                    • 3 BA
                                    • 1 HF BA
                                    • Sleeps 6
                                    House #805146vb
                                    1
                                    Viewed 11 times in the last 48 hours
                                      Exceptional! 5.0/5
                                      (7 reviews)
                                      avg/night
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 6
                                      Cottage #3790478
                                      7
                                      Viewed 17 times in the last 48 hours
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 8
                                        House #4009958
                                        3
                                        Viewed 24 times in the last 48 hours
                                          avg/night
                                          • 5 BR
                                          • 1 BA
                                          • Sleeps 12
                                          Cottage #4211430
                                          4
                                          Viewed 26 times in the last 48 hours
                                            Wonderful! 4.9/5
                                            (8 reviews)
                                            avg/night
                                            • 4 BR
                                            • 4 BA
                                            • Sleeps 10
                                            House #990122
                                            8
                                            Viewed 37 times in the last 48 hours
                                              • 3 BR
                                              • 3 BA
                                              • Sleeps 6
                                              House #3830256
                                              Viewed 16 times in the last 48 hours
                                                • 3 BR
                                                • 1 BA
                                                • Sleeps 8
                                                House #964542
                                                4
                                                Viewed 32 times in the last 48 hours
                                                  • 3 BR
                                                  • 1 BA
                                                  • Sleeps 6
                                                  House #926382vb
                                                  Viewed 27 times in the last 48 hours
                                                    View details for price
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 8
                                                    House #957530
                                                    Viewed 7 times in the last 48 hours
                                                      avg/night
                                                      • 4 BR
                                                      • 1 BA
                                                      • Sleeps 10
                                                      Cottage #928603vb
                                                      Viewed 23 times in the last 48 hours
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        House #644323vb
                                                          • 3 BR
                                                          • 1 BA
                                                          • 1 HF BA
                                                          • Sleeps 7
                                                          House #964935vb
                                                            avg/night
                                                            • 3 BR
                                                            • 1 BA
                                                            • Sleeps 5
                                                            Cottage #973567vb
                                                            Viewed 11 times in the last 48 hours
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              Cottage #587005vb
                                                              1
                                                              Viewed 7 times in the last 48 hours
                                                                avg/night
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 6
                                                                House #236222
                                                                4
                                                                Viewed 17 times in the last 48 hours
                                                                  Exceptional! 5.0/5
                                                                  (23 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 8
                                                                  House #828761vb
                                                                  23
                                                                  Viewed 73 times in the last 48 hours
                                                                    Exceptional! 5.0/5
                                                                    (32 reviews)
                                                                    avg/night
                                                                    • 4 BR
                                                                    • 3 BA
                                                                    • Sleeps 10
                                                                    House #648890vb
                                                                    32
                                                                    Viewed 96 times in the last 48 hours
                                                                      Wonderful! 4.8/5
                                                                      (13 reviews)
                                                                      avg/night
                                                                      • Studio
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      Apartment #344287vb
                                                                      13
                                                                      Viewed 29 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (25 reviews)
                                                                        avg/night
                                                                        • 5 BR
                                                                        • 3 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 10
                                                                        House #694143vb
                                                                        25
                                                                        Viewed 122 times in the last 48 hours
                                                                          Excellent! 4.6/5
                                                                          (21 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 6
                                                                          House #238066
                                                                          21
                                                                          Viewed 32 times in the last 48 hours
                                                                            • 4 BR
                                                                            • 2 BA
                                                                            • Sleeps 8
                                                                            Farmhouse #926155vb
                                                                            1
                                                                            Viewed 14 times in the last 48 hours
                                                                              Exceptional! 5.0/5
                                                                              (10 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 6
                                                                              Cottage #794843vb
                                                                              10
                                                                              Viewed 35 times in the last 48 hours
                                                                                $95
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                House #321313vb
                                                                                2
                                                                                Viewed 64 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (17 reviews)
                                                                                  avg/night
                                                                                  • 4 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 8
                                                                                  House #619892vb
                                                                                  17
                                                                                  Viewed 24 times in the last 48 hours
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    Cottage #830421vb
                                                                                    4
                                                                                    Viewed 10 times in the last 48 hours
                                                                                      Exceptional! 5.0/5
                                                                                      (59 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                      Apartment #246865
                                                                                      59
                                                                                      Viewed 48 times in the last 48 hours
                                                                                        avg/night
                                                                                        • 4 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 10
                                                                                        House #906820vb
                                                                                        Viewed 8 times in the last 48 hours
                                                                                          Excellent! 4.7/5
                                                                                          (20 reviews)
                                                                                          avg/night
                                                                                          • 4 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 12
                                                                                          House #673611vb
                                                                                          20
                                                                                          Viewed 30 times in the last 48 hours
                                                                                            Exceptional! 5.0/5
                                                                                            (7 reviews)
                                                                                            avg/night
                                                                                            • 4 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 10
                                                                                            House #575273vb
                                                                                            7
                                                                                            Viewed 12 times in the last 48 hours
                                                                                              Wonderful! 4.8/5
                                                                                              (15 reviews)
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              House #3888751
                                                                                              15
                                                                                              Viewed 7 times in the last 48 hours
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 2
                                                                                                Studio #4049919
                                                                                                3
                                                                                                  Exceptional! 5.0/5
                                                                                                  (28 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  House #159006
                                                                                                  28
                                                                                                  Viewed 29 times in the last 48 hours
                                                                                                    Excellent! 4.5/5
                                                                                                    (26 reviews)
                                                                                                    avg/night
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 3
                                                                                                    Cottage #354538
                                                                                                    26
                                                                                                    Viewed 14 times in the last 48 hours
                                                                                                      Exceptional! 5.0/5
                                                                                                      (13 reviews)
                                                                                                      avg/night
                                                                                                      • 4 BR
                                                                                                      • 3 BA
                                                                                                      • Sleeps 8
                                                                                                      House #693288vb
                                                                                                      13
                                                                                                      Viewed 14 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Old Saybrook: Vacation Rentals (459)

                                                                                                       

                                                                                                      Recent Old Saybrook Reviews

                                                                                                      Well-stocked getaway

                                                                                                      4 of 5
                                                                                                      My husband and I rented this house over the Christmas holiday. It was extremely well-stocked with whatever you might need in the kitchen and lots of games and puzzles for hanging out. Beach access was very easy, and the neighborhood was quiet, given the time of year. It was also just right for bringing the dogs along--there is a backyard bordered by woods for easy potty breaks, and the sofas have removable pet covers for snuggling a puppy when you want to. The reason I gave it 4 stars instead of 5 is that 2 of the 3 beds were uncomfortable (I didn't try the twin bed), so I couldn't sleep well. The master bed problem would be an easy fix (sheets too small, so you wake up knotted in them). The mattress on the double bed in the second bedroom was not supported by the frame, but a new support slat would probably fix that too. I suspect the owners have fixed these problems already. Overall, it was a nice house, and we had a good time.
                                                                                                      • Submitted: Jan 9, 2017
                                                                                                      • Stayed: Dec 2016

                                                                                                      Seaside sanctuary in CT

                                                                                                      5 of 5
                                                                                                      We spent Christmas weekend here while visiting our daughter in New Haven. This is truly a lovely home right on the ocean. It is quaint, nicely decorated, with 3 cozy bedrooms and 2 baths. It is also well insulated despite the full length windows which give you an unobstructed view of the water. The kitchen is very well furnished so easy and fun to cook and dine in together. The owner Judy was excellent and quickly responsive to us. We hope to be back again, I highly recommend it.
                                                                                                      • Submitted: Dec 26, 2016
                                                                                                      • Stayed: Dec 2016

                                                                                                      Great place to celebrate our nine year wedding anniversary!

                                                                                                      5 of 5
                                                                                                      The studio was private, well appointed and immaculate! it was also in a great location making it possible to walk to some great restaurants, shops, bars and the water. We were also a quick drive to many wineries and Harbes Farm. We had never been out the North Fork before and were looking for a quiet (and kid free!) place to stay and enjoy the fall and LI wine country. Rosselle's studio retreat was everything promised and more. Our hosts were gracious and thought of the little things like a bag of coffee in the room to go along with the coffee pot, great soaps and lotions, a true luxury for parents of young twins. If you're looking for a romantic getaway, I highly recommend.
                                                                                                      • Submitted: Nov 3, 2016
                                                                                                      • Stayed: Oct 2016