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Westport: Cottages, Condos & More (186)

  • 1 - 50 of 186
Additional fees apply. Taxes may be added.
    NEW!
    • 2 BR
    • 2 BA
    • Sleeps 6
    4
      Wonderful! 4.8/5
      (33 reviews)
      avg/night
      • 3 BR
      • 2 BA
      • Sleeps 9
      33
        • 2 BR
        • 2 BA
        • Sleeps 6
        9
          • 4 BR
          • 3 BA
          • Sleeps 8
          9
            • 1 BR
            • 1 BA
            • Sleeps 6
            13
              Excellent! 4.7/5
              (22 reviews)
              avg/night
              • 2 BR
              • 2 BA
              • Sleeps 6
              22
                Excellent! 4.7/5
                (7 reviews)
                avg/night
                • 2 BR
                • 2 BA
                • Sleeps 6
                7
                  • 5 BR
                  • 4 BA
                  • Sleeps 10
                  19
                    Excellent! 4.6/5
                    (16 reviews)
                    $99
                    avg/night
                    • 2 BR
                    • 1 BA
                    • Sleeps 5
                    16
                      Wonderful! 4.9/5
                      (45 reviews)
                      avg/night
                      • 2 BR
                      • 2 BA
                      • Sleeps 6
                      45
                        Wonderful! 4.9/5
                        (16 reviews)
                        avg/night
                        • 2 BR
                        • 2 BA
                        • Sleeps 6
                        16
                          Very Good! 4.0/5
                          (5 reviews)
                          avg/night
                          • 2 BR
                          • 1 BA
                          • Sleeps 5
                          5
                            Wonderful! 4.9/5
                            (20 reviews)
                            avg/night
                            • 2 BR
                            • 2 BA
                            • Sleeps 8
                            20
                              • 2 BR
                              • 1 BA
                              • Sleeps 6
                              3
                                Wonderful! 4.9/5
                                (7 reviews)
                                avg/night
                                • 3 BR
                                • 2 BA
                                • Sleeps 8
                                7
                                  • 3 BR
                                  • 3 BA
                                  • Sleeps 8
                                  3
                                    Excellent! 4.6/5
                                    (58 reviews)
                                    $96
                                    avg/night
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 8
                                    58
                                      • 3 BR
                                      • 2 BA
                                      • 1 HF BA
                                      • Sleeps 8
                                      2 Reviews
                                        Excellent! 4.4/5
                                        (5 reviews)
                                        avg/night
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 8
                                        5
                                          • 3 BR
                                          • 1 BA
                                          • Sleeps 7
                                          22
                                            • 3 BR
                                            • 2 BA
                                            • 1 HF BA
                                            • Sleeps 8
                                              • 4 BR
                                              • 3 BA
                                              • Sleeps 8
                                              4
                                                • 3 BR
                                                • 2 BA
                                                • 1 HF BA
                                                • Sleeps 8
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 8
                                                    • 2 BR
                                                    • 1 BA
                                                    • Sleeps 8
                                                      • 3 BR
                                                      • 3 BA
                                                      • Sleeps 8
                                                      1 Review
                                                        • 3 BR
                                                        • 2 BA
                                                        • 1 HF BA
                                                        • Sleeps 8
                                                          NEW!
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 8
                                                            View details for price
                                                            • 4 BR
                                                            • 3 BA
                                                            • Sleeps 8
                                                              Wonderful! 4.9/5
                                                              (30 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 3 BA
                                                              • Sleeps 8
                                                              30
                                                                Excellent! 4.5/5
                                                                (32 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 6
                                                                32
                                                                  Excellent! 4.4/5
                                                                  (60 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 6
                                                                  60
                                                                    Exceptional! 5.0/5
                                                                    (7 reviews)
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    7
                                                                      Exceptional! 5.0/5
                                                                      (6 reviews)
                                                                      avg/night
                                                                      • Studio
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      6
                                                                        • 4 BR
                                                                        • 3 BA
                                                                        • Sleeps 14
                                                                        9
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 6
                                                                          1 Review
                                                                            Exceptional! 5.0/5
                                                                            (26 reviews)
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            26
                                                                              Excellent! 4.6/5
                                                                              (8 reviews)
                                                                              avg/night
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 2
                                                                              8
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                90
                                                                                  • Studio
                                                                                  • 1 BA
                                                                                  • Sleeps 3
                                                                                  79
                                                                                    Wonderful! 4.9/5
                                                                                    (45 reviews)
                                                                                    avg/night
                                                                                    • Studio
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    45
                                                                                      Wonderful! 4.9/5
                                                                                      (28 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 8
                                                                                      28
                                                                                        Exceptional! 5.0/5
                                                                                        (5 reviews)
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        5
                                                                                          Excellent! 4.4/5
                                                                                          (38 reviews)
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 8
                                                                                          38
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 10
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 4
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 6
                                                                                                8
                                                                                                  Excellent! 4.7/5
                                                                                                  (13 reviews)
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  13
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 5
                                                                                                    • 1 - 50 of 186
                                                                                                     

                                                                                                    Recent Westport Reviews

                                                                                                    The perfect combination of fun and relaxation!

                                                                                                    5 of 5
                                                                                                    I have stayed at this property twice now -- once in August with 3 lifelong girlfriends, and now, in September, with my husband and another couple. Both times created the most wonderful memories! Walking on a wonderful beach (sand, driftwood, agates, sand dollars, shells); flying kites; watching the ocean -- including whales! -- from the large picture windows; visiting the nearby Westport Winery; cooking delicious meals in the well equipped kitchen; watching movies on the huge projector screen. (The owners were very helpful when we had a little trouble figuring out the projector the first time -- we called and they were happy to talk us through it! The next day the housekeeper dropped by to make sure all was OK.) We would love to visit again!
                                                                                                    • Submitted: Sep 22, 2016
                                                                                                    • Stayed: Sep 2016

                                                                                                    Clean & Simple!

                                                                                                    5 of 5
                                                                                                    At 1st we were hesitant about renting a condo for our lil getaway bcz we used to do rental homes, I think we made the right choice on staying at Helens condo, now we are thinking of going back to the same condo, my 9yo daughter luved it so much she's still asking if we can go back everyday (this was 8/22 thru 8/26) !! Thnk you again Helen! You were so kind to us and your place is so simple and clean, just the way we like it! Thnk you again!! ~Pino Family~
                                                                                                    • Submitted: Sep 5, 2016
                                                                                                    • Stayed: Aug 2016

                                                                                                    Beautiful home, amazing views!

                                                                                                    4 of 5
                                                                                                    My family and I stayed here for a long weekend and overall were very pleased with our accommodations. The home is beautiful and the views are spectacular. The master suite is divine and the guest rooms on the lower level are perfect for multigenerational family vacations. The beds were very comfortable and the linens clean and crisp. We loved walking the beach at low tide. Falling asleep to the crashing waves was so peaceful. The kitchen utensils are basic and showing signs of wear. Overall, we had a really fun weekend in a beautiful place and hope to stay here again! Thank you for sharing your home with us!
                                                                                                    • Submitted: Jul 25, 2016
                                                                                                    • Stayed: Jul 2016