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  • 1 - 50 of 76
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    • 3 BR
    • 3 BA
    • 1 HF BA
    • Sleeps 8
    House #3992428
    2
      Wonderful! 4.8/5
      (11 reviews)
      avg/night
      • 5 BR
      • 2 BA
      • 1 HF BA
      • Sleeps 9
      House #3519755
      11
      Viewed 15 times in the last 48 hours
        • 4 BR
        • 3 BA
        • 1 HF BA
        • Sleeps 10
        House #3883676
        4
          Exceptional! 5.0/5
          (15 reviews)
          avg/night
          • 3 BR
          • 2 BA
          • Sleeps 8
          House #3894411
          15
          Viewed 8 times in the last 48 hours
            Exceptional! 5.0/5
            (12 reviews)
            avg/night
            • 3 BR
            • 2 BA
            • Sleeps 6
            House #3588714
            12
              Exceptional! 5.0/5
              (67 reviews)
              avg/night
              • 1 BR
              • 1 BA
              • Sleeps 2
              Cottage #399427
              67
              Viewed 10 times in the last 48 hours
                Exceptional! 5.0/5
                (45 reviews)
                avg/night
                • 2 BR
                • 2 BA
                • Sleeps 4
                Cottage #474727vb
                45
                Viewed 8 times in the last 48 hours
                  Exceptional! 5.0/5
                  (56 reviews)
                  avg/night
                  • 2 BR
                  • 1 BA
                  • 1 HF BA
                  • Sleeps 4
                  Cottage #365670vb
                  56
                  Viewed 27 times in the last 48 hours
                    avg/night
                    • 3 BR
                    • 3 BA
                    • 1 HF BA
                    • Sleeps 8
                    Chateau / Country House #794156vb
                    2
                    Viewed 9 times in the last 48 hours
                      • 2 BR
                      • 1 BA
                      • 1 HF BA
                      • Sleeps 4
                      Cottage #386108vb
                      14
                        Exceptional! 5.0/5
                        (43 reviews)
                        avg/night
                        • 2 BR
                        • 2 BA
                        • Sleeps 4
                        Cottage #699134vb
                        43
                        Viewed 21 times in the last 48 hours
                          Exceptional! 5.0/5
                          (14 reviews)
                          avg/night
                          • 2 BR
                          • 1 BA
                          • Sleeps 4
                          House #835101vb
                          14
                          Viewed 7 times in the last 48 hours
                            Wonderful! 4.9/5
                            (39 reviews)
                            avg/night
                            • 3 BR
                            • 2 BA
                            • Sleeps 6
                            House #624062vb
                            39
                            Viewed 11 times in the last 48 hours
                              Exceptional! 5.0/5
                              (65 reviews)
                              avg/night
                              • 3 BR
                              • 2 BA
                              • Sleeps 6
                              House #126592vb
                              65
                              Viewed 14 times in the last 48 hours
                                Exceptional! 5.0/5
                                (5 reviews)
                                avg/night
                                • 3 BR
                                • 2 BA
                                • Sleeps 6
                                House #883538vb
                                5
                                Viewed 5 times in the last 48 hours
                                  Wonderful! 4.9/5
                                  (19 reviews)
                                  avg/night
                                  • 5 BR
                                  • 2 BA
                                  • Sleeps 12
                                  House #646802vb
                                  19
                                  Viewed 22 times in the last 48 hours
                                    Excellent! 4.7/5
                                    (7 reviews)
                                    avg/night
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 6
                                    House #804247vb
                                    7
                                    Viewed 10 times in the last 48 hours
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 8
                                      House #699524vb
                                      6
                                        Exceptional! 5.0/5
                                        (25 reviews)
                                        avg/night
                                        • 2 BR
                                        • 1 BA
                                        • 1 HF BA
                                        • Sleeps 4
                                        Cottage #355956vb
                                        25
                                        Viewed 5 times in the last 48 hours
                                          Exceptional! 5.0/5
                                          (10 reviews)
                                          avg/night
                                          • 3 BR
                                          • 3 BA
                                          • Sleeps 6
                                          House #3591722
                                          10
                                          Viewed 7 times in the last 48 hours
                                            avg/night
                                            • 5 BR
                                            • 4 BA
                                            • Sleeps 10
                                            Estate #4201657
                                            1
                                            Viewed 5 times in the last 48 hours
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 4
                                              House #761955vb
                                              2
                                              Viewed 15 times in the last 48 hours
                                                • 1 BR
                                                • 1 BA
                                                • 1 HF BA
                                                • Sleeps 4
                                                Cottage #392152vb
                                                32
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 2
                                                  Cabin #752781vb
                                                  2
                                                  Viewed 5 times in the last 48 hours
                                                    Wonderful! 4.8/5
                                                    (17 reviews)
                                                    avg/night
                                                    • 5 BR
                                                    • 4 BA
                                                    • 1 HF BA
                                                    • Sleeps 10
                                                    House #702904vb
                                                    17
                                                    Viewed 14 times in the last 48 hours
                                                      Wonderful! 4.8/5
                                                      (6 reviews)
                                                      avg/night
                                                      • 3 BR
                                                      • 2 BA
                                                      • 1 HF BA
                                                      • Sleeps 8
                                                      House #750486vb
                                                      6
                                                      Viewed 14 times in the last 48 hours
                                                        Exceptional! 5.0/5
                                                        (29 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        Cottage #801340vb
                                                        29
                                                        Viewed 21 times in the last 48 hours
                                                          Exceptional! 5.0/5
                                                          (16 reviews)
                                                          avg/night
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 2
                                                          Cottage #684880vb
                                                          16
                                                          Viewed 13 times in the last 48 hours
                                                            Exceptional! 5.0/5
                                                            (7 reviews)
                                                            avg/night
                                                            • 3 BR
                                                            • 2 BA
                                                            • 1 HF BA
                                                            • Sleeps 8
                                                            House #823032vb
                                                            7
                                                            Viewed 7 times in the last 48 hours
                                                              Exceptional! 5.0/5
                                                              (16 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 8
                                                              House #368854vb
                                                              16
                                                              Viewed 11 times in the last 48 hours
                                                                • 3 BR
                                                                • 1 BA
                                                                • 1 HF BA
                                                                • Sleeps 10
                                                                Cottage #747183vb
                                                                2
                                                                Viewed 7 times in the last 48 hours
                                                                  Excellent! 4.6/5
                                                                  (14 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 6
                                                                  Cottage #690788vb
                                                                  14
                                                                  Viewed 12 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (66 reviews)
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    House #387670vb
                                                                    66
                                                                    Viewed 17 times in the last 48 hours
                                                                      Exceptional! 5.0/5
                                                                      (35 reviews)
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      Farmhouse #631484vb
                                                                      35
                                                                      Viewed 14 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (9 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 3 BA
                                                                        • Sleeps 7
                                                                        Farmhouse #669132vb
                                                                        9
                                                                        Viewed 8 times in the last 48 hours
                                                                          avg/night
                                                                          • 5 BR
                                                                          • 5 BA
                                                                          • Sleeps 14
                                                                          House #4282612
                                                                          Viewed 22 times in the last 48 hours
                                                                            Exceptional! 5.0/5
                                                                            (40 reviews)
                                                                            avg/night
                                                                            • 4 BR
                                                                            • 3 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 8
                                                                            Chateau / Country House #372964vb
                                                                            40
                                                                            Viewed 29 times in the last 48 hours
                                                                              Excellent! 4.4/5
                                                                              (7 reviews)
                                                                              avg/night
                                                                              • 4 BR
                                                                              • 3 BA
                                                                              • Sleeps 8
                                                                              House #706567vb
                                                                              7
                                                                              Viewed 5 times in the last 48 hours
                                                                                Excellent! 4.7/5
                                                                                (36 reviews)
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                House #319610vb
                                                                                36
                                                                                Viewed 29 times in the last 48 hours
                                                                                  Exceptional! 5.0/5
                                                                                  (54 reviews)
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 4
                                                                                  House #360898vb
                                                                                  54
                                                                                  Viewed 11 times in the last 48 hours
                                                                                    Excellent! 4.7/5
                                                                                    (6 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 4
                                                                                    Apartment #847978vb
                                                                                    6
                                                                                    Viewed 24 times in the last 48 hours
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      House #903952vb
                                                                                      1
                                                                                      Viewed 10 times in the last 48 hours
                                                                                        Wonderful! 4.8/5
                                                                                        (20 reviews)
                                                                                        avg/night
                                                                                        • 4 BR
                                                                                        • 2 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 10
                                                                                        Chateau / Country House #757601vb
                                                                                        20
                                                                                        Viewed 9 times in the last 48 hours
                                                                                          Wonderful! 4.9/5
                                                                                          (19 reviews)
                                                                                          avg/night
                                                                                          • 6 BR
                                                                                          • 4 BA
                                                                                          • Sleeps 12
                                                                                          House #783824vb
                                                                                          19
                                                                                          Viewed 7 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (17 reviews)
                                                                                            avg/night
                                                                                            • 4 BR
                                                                                            • 3 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 8
                                                                                            House #768783vb
                                                                                            17
                                                                                            Viewed 29 times in the last 48 hours
                                                                                              Exceptional! 5.0/5
                                                                                              (6 reviews)
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 8
                                                                                              House #782829vb
                                                                                              6
                                                                                              Viewed 6 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (52 reviews)
                                                                                                avg/night
                                                                                                • 5 BR
                                                                                                • 2 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 12
                                                                                                Farmhouse #441651vb
                                                                                                52
                                                                                                Viewed 36 times in the last 48 hours
                                                                                                  Exceptional! 5.0/5
                                                                                                  (35 reviews)
                                                                                                  avg/night
                                                                                                  • Studio
                                                                                                  • 1 BA
                                                                                                  • Sleeps 2
                                                                                                  Studio #504489vb
                                                                                                  35
                                                                                                  Viewed 20 times in the last 48 hours
                                                                                                    Exceptional! 5.0/5
                                                                                                    (15 reviews)
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    House #743987vb
                                                                                                    15
                                                                                                    Viewed 5 times in the last 48 hours
                                                                                                      Wonderful! 4.9/5
                                                                                                      (8 reviews)
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 12
                                                                                                      Estate #620312vb
                                                                                                      8
                                                                                                      Viewed 22 times in the last 48 hours
                                                                                                      • 1 - 50 of 76
                                                                                                       

                                                                                                      Recent Los Olivos Reviews

                                                                                                      A Fabulous Stay

                                                                                                      5 of 5
                                                                                                      We just spent a lovely week at Gentleman’s Vineyard with our children and grandchildren. The house, tucked away on a quiet road, was both elegant and comfortable. Phil, the owner, kindly met us when we arrived and made us feel very welcome. The large kitchen, superbly equipped, made cooking easy for our large group and there was plenty of beautifully furnished living, dining and bedroom space to spread out in. Our children and grandkids stayed in the house and my husband and I enjoyed the separate retreat overlooking the garden. We all spent a lot of time in the expansive, grassy yard bordered by the small vineyard. The kids especially loved the pool and jacuzzi. Quaint, downtown Los Olivos, walking distance from the house, offered a lot to explore both on foot and on bikes. Every evening we gathered around the table with the fire lit, music streaming and glasses of local wine to savor. It felt like we spent a week at a luxurious resort with all the comforts of home. This place is an absolute gem.
                                                                                                      • Submitted: Nov 30, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Lovely cottage in a great spot with very nice hosts

                                                                                                      5 of 5
                                                                                                      We loved the little cottage, with a front lawn with views of the vinyard. It was a very charming spot. Our friendly host Sam, gave us a tour of the vinyard that felt much closer to the soil than just visting a winery and was very insightful. And it's a 15 minute walk to the center of Los Olivos which helps when you are done with driving!
                                                                                                      • Submitted: Nov 25, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Beautiful home!

                                                                                                      5 of 5
                                                                                                      We absolutely LOVED this property. It is a wonderful home, beautifully and comfortably furnished. The beds are exceptional. The location could not be better. This home is so well equipped and the welcome book so informative. A terrific property management to work with too. Would definitely stay again and HIGHLY recommend.
                                                                                                      • Submitted: Nov 15, 2016
                                                                                                      • Stayed: Nov 2016