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  • Showing 1-50 of 300+
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    Exceptional! 5.0/5
    (41 reviews)
    avg/night
    • 1 BR
    • 1 BA
    • Sleeps 4
    Cabin #643371vb
    41
    Viewed 19 times in the last 48 hours
      Viewed 14 times in the last 48 hours
        Wonderful! 4.9/5
        (14 reviews)
        avg/night
        • 1 BR
        • 1 BA
        • Sleeps 2
        Cabin #669998vb
        14
        Viewed 9 times in the last 48 hours
          • 1 BR
          • 1 BA
          • Sleeps 2
          Cottage #698189vb
          1
            Wonderful! 4.9/5
            (69 reviews)
            avg/night
            • 4 BR
            • 2 BA
            • Sleeps 10
            House #111118
            69
            Viewed 680 times in the last 48 hours
              Wonderful! 4.8/5
              (67 reviews)
              avg/night
              • 5 BR
              • 3 BA
              • Sleeps 10
              House #117991
              67
              Viewed 941 times in the last 48 hours
                Wonderful! 4.9/5
                (75 reviews)
                avg/night
                • 1 BR
                • 1 BA
                • Sleeps 4
                House #162988vb
                75
                Viewed 42 times in the last 48 hours
                  Wonderful! 4.9/5
                  (82 reviews)
                  avg/night
                  • 3 BR
                  • 1 BA
                  • 1 HF BA
                  • Sleeps 12
                  House #423584vb
                  82
                  Viewed 115 times in the last 48 hours
                    Excellent! 4.6/5
                    (28 reviews)
                    avg/night
                    • 1 BR
                    • 1 BA
                    • Sleeps 2
                    Cottage #816098vb
                    28
                    Viewed 57 times in the last 48 hours
                      Exceptional! 5.0/5
                      (61 reviews)
                      avg/night
                      • 1 BR
                      • 1 BA
                      • Sleeps 2
                      Cabin #694776vb
                      61
                      Viewed 39 times in the last 48 hours
                        $83
                        avg/night
                        • 2 BR
                        • 1 BA
                        • Sleeps 5
                        Cottage #826995vb
                        1
                        Viewed 7 times in the last 48 hours
                          Wonderful! 4.9/5
                          (49 reviews)
                          avg/night
                          • 3 BR
                          • 1 BA
                          • 1 HF BA
                          • Sleeps 8
                          House #212356
                          49
                          Viewed 951 times in the last 48 hours
                            avg/night
                            • 4 BR
                            • 3 BA
                            • 1 HF BA
                            • Sleeps 12
                            House #714201vb
                            4
                            Viewed 11 times in the last 48 hours
                              Excellent! 4.7/5
                              (45 reviews)
                              avg/night
                              • 2 BR
                              • 2 BA
                              • Sleeps 7
                              House #254616vb
                              45
                              Viewed 32 times in the last 48 hours
                                Exceptional! 5.0/5
                                (12 reviews)
                                avg/night
                                • 2 BR
                                • 2 BA
                                • Sleeps 4
                                House #873680vb
                                12
                                Viewed 150 times in the last 48 hours
                                  Excellent! 4.7/5
                                  (15 reviews)
                                  avg/night
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 6
                                  House #3837868
                                  15
                                  Viewed 13 times in the last 48 hours
                                    Excellent! 4.7/5
                                    (28 reviews)
                                    avg/night
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 6
                                    House #679057vb
                                    28
                                    Viewed 18 times in the last 48 hours
                                      Wonderful! 4.9/5
                                      (30 reviews)
                                      avg/night
                                      • 6 BR
                                      • 7 BA
                                      • 1 HF BA
                                      • Sleeps 14
                                      Estate #553758vb
                                      30
                                      Viewed 149 times in the last 48 hours
                                        Wonderful! 4.8/5
                                        (8 reviews)
                                        avg/night
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 6
                                        House #262017vb
                                        8
                                        Viewed 23 times in the last 48 hours
                                          Wonderful! 4.9/5
                                          (20 reviews)
                                          avg/night
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 4
                                          Cottage #744030vb
                                          20
                                          Viewed 34 times in the last 48 hours
                                            Excellent! 4.7/5
                                            (42 reviews)
                                            avg/night
                                            • 3 BR
                                            • 3 BA
                                            • Sleeps 6
                                            House #485927vb
                                            42
                                            Viewed 20 times in the last 48 hours
                                              Very Good! 4.2/5
                                              (42 reviews)
                                              avg/night
                                              • 3 BR
                                              • 2 BA
                                              • 1 HF BA
                                              • Sleeps 8
                                              House #212357
                                              42
                                              Viewed 624 times in the last 48 hours
                                                Wonderful! 4.8/5
                                                (57 reviews)
                                                avg/night
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 6
                                                Cottage #481556vb
                                                57
                                                Viewed 10 times in the last 48 hours
                                                  Excellent! 4.7/5
                                                  (35 reviews)
                                                  avg/night
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  Cottage #91570vb
                                                  35
                                                  Viewed 38 times in the last 48 hours
                                                    Wonderful! 4.9/5
                                                    (41 reviews)
                                                    avg/night
                                                    • Studio
                                                    • 1 BA
                                                    • Sleeps 2
                                                    Estate #502874vb
                                                    41
                                                    Viewed 52 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (38 reviews)
                                                      avg/night
                                                      • 3 BR
                                                      • 2 BA
                                                      • 1 HF BA
                                                      • Sleeps 8
                                                      House #396803vb
                                                      38
                                                      Viewed 56 times in the last 48 hours
                                                        Excellent! 4.6/5
                                                        (48 reviews)
                                                        avg/night
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 3
                                                        House #906281
                                                        48
                                                        Viewed 67 times in the last 48 hours
                                                          Excellent! 4.5/5
                                                          (39 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 13
                                                          House #36248vb
                                                          39
                                                          Viewed 56 times in the last 48 hours
                                                            Exceptional! 5.0/5
                                                            (47 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            Villa #450777vb
                                                            47
                                                            Viewed 48 times in the last 48 hours
                                                              Wonderful! 4.8/5
                                                              (9 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 5
                                                              Villa #4109036
                                                              9
                                                              Viewed 32 times in the last 48 hours
                                                                Exceptional! 5.0/5
                                                                (9 reviews)
                                                                avg/night
                                                                • 4 BR
                                                                • 3 BA
                                                                • Sleeps 8
                                                                House #3882070
                                                                9
                                                                Viewed 27 times in the last 48 hours
                                                                  Exceptional! 5.0/5
                                                                  (41 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  House #724740vb
                                                                  41
                                                                  Viewed 44 times in the last 48 hours
                                                                    Exceptional! 5.0/5
                                                                    (20 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 4
                                                                    House #810869vb
                                                                    20
                                                                    Viewed 15 times in the last 48 hours
                                                                      avg/night
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      Apartment #714588vb
                                                                      1
                                                                      Viewed 10 times in the last 48 hours
                                                                        Wonderful! 4.8/5
                                                                        (6 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 3 BA
                                                                        • Sleeps 6
                                                                        House #3861426
                                                                        6
                                                                        Viewed 10 times in the last 48 hours
                                                                          Wonderful! 4.9/5
                                                                          (33 reviews)
                                                                          avg/night
                                                                          • 5 BR
                                                                          • 3 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 8
                                                                          Villa #651209vb
                                                                          33
                                                                          Viewed 29 times in the last 48 hours
                                                                            Exceptional! 5.0/5
                                                                            (22 reviews)
                                                                            avg/night
                                                                            • 4 BR
                                                                            • 3 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 8
                                                                            Villa #506285vb
                                                                            22
                                                                            Viewed 106 times in the last 48 hours
                                                                              Exceptional! 5.0/5
                                                                              (20 reviews)
                                                                              avg/night
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              Cottage #3929855
                                                                              20
                                                                              Viewed 29 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (12 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 6
                                                                                House #766992vb
                                                                                12
                                                                                Viewed 38 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (28 reviews)
                                                                                  avg/night
                                                                                  • 4 BR
                                                                                  • 5 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 10
                                                                                  House #137919vb
                                                                                  28
                                                                                  Viewed 28 times in the last 48 hours
                                                                                    Excellent! 4.7/5
                                                                                    (44 reviews)
                                                                                    avg/night
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    Cottage #410293vb
                                                                                    44
                                                                                    Viewed 36 times in the last 48 hours
                                                                                      • 7 BR
                                                                                      • 7 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 14
                                                                                      House #4250683
                                                                                      3
                                                                                      Viewed 74 times in the last 48 hours
                                                                                        Exceptional! 5.0/5
                                                                                        (24 reviews)
                                                                                        avg/night
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 2
                                                                                        Cottage #836161vb
                                                                                        24
                                                                                        Viewed 12 times in the last 48 hours
                                                                                          Wonderful! 4.8/5
                                                                                          (19 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          Condo #694356vb
                                                                                          19
                                                                                          Viewed 18 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (9 reviews)
                                                                                            $98
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            House #430444vb
                                                                                            9
                                                                                            Viewed 7 times in the last 48 hours
                                                                                              Wonderful! 4.9/5
                                                                                              (48 reviews)
                                                                                              avg/night
                                                                                              • 4 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 10
                                                                                              Chateau / Country House #380038vb
                                                                                              48
                                                                                              Viewed 55 times in the last 48 hours
                                                                                                Exceptional! 5.0/5
                                                                                                (73 reviews)
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 8
                                                                                                Farmhouse #479920vb
                                                                                                73
                                                                                                Viewed 30 times in the last 48 hours
                                                                                                  • 4 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 8
                                                                                                  House #4054642
                                                                                                  11
                                                                                                  Viewed 62 times in the last 48 hours
                                                                                                    Exceptional! 5.0/5
                                                                                                    (25 reviews)
                                                                                                    avg/night
                                                                                                    • 5 BR
                                                                                                    • 6 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 12
                                                                                                    House #804129vb
                                                                                                    25
                                                                                                    Viewed 23 times in the last 48 hours
                                                                                                      Exceptional! 5.0/5
                                                                                                      (15 reviews)
                                                                                                      avg/night
                                                                                                      • 4 BR
                                                                                                      • 2 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 12
                                                                                                      Chateau / Country House #484020vb
                                                                                                      15
                                                                                                      Viewed 57 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Middletown: Houses, Cottages & More (300+)

                                                                                                       

                                                                                                      Recent Middletown Reviews

                                                                                                      Romantic getaway

                                                                                                      5 of 5
                                                                                                      We came here in December for my partner's birthday. We had a wonderful time. The house is beautiful. I was a little worried about the note about the natural disaster. You can see some of the damage when you drive up from the Bay Area, but the place itself was beautiful with beautiful views of forests. The woman who owns the place was very helpful and accommodating. All in all a wonderful getaway!
                                                                                                      • Submitted: Jan 8, 2017
                                                                                                      • Stayed: Dec 2016

                                                                                                      Well-equipped and felt like home

                                                                                                      5 of 5
                                                                                                      This stay was amazing! We were welcomed and greeted so warmly and every detail was taken care of. The house is fully stocked and I felt like it was the perfect place for us to spend our time. I loved the recommendations for wine tasting! The decor was perfect and made me feel right at home. Thank you for a wonderful, relaxing stay!! I look forward to visiting again!
                                                                                                      • Submitted: Jan 6, 2017
                                                                                                      • Stayed: Dec 2016

                                                                                                      The house was perfect! Clean & nice...the perfect vacation home.

                                                                                                      5 of 5
                                                                                                      The house is exactly what was pictured online. We stayed over New Years and there was holiday decorations up which made it so cozy. They also had a highchair and pack n play ready for my one year old which made my traveling with 2 kids so much easier. It is like 5-7 mins from downtown Healdsburg. This is the perfect vacation house for a magical trip to Healdsburg. We definitely will be back.
                                                                                                      • Submitted: Jan 3, 2017
                                                                                                      • Stayed: Dec 2016