check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar
Cancel Clear Filters Apply Filters

Property Type

Booking Options

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Madison: Houses, Cottages & More (93)

  • 1 - 50 of 93
Additional fees apply. Taxes may be added.
    • 2 BR
    • 1 BA
    • Sleeps 6
    16
      Excellent! 4.7/5
      (11 reviews)
      avg/night
      • 3 BR
      • 2 BA
      • Sleeps 8
      11
        • 3 BR
        • 1 BA
        • Sleeps 6
        11
          Exceptional! 5.0/5
          (23 reviews)
          avg/night
          • 3 BR
          • 1 BA
          • Sleeps 8
          23
            • 3 BR
            • 1 BA
            • Sleeps 8
            23
              Exceptional! 5.0/5
              (7 reviews)
              avg/night
              • 5 BR
              • 2 BA
              • 1 HF BA
              • Sleeps 16
              7
                • 1 BR
                • 1 BA
                • Sleeps 2
                2 Reviews
                  • 5 BR
                  • 3 BA
                  • 2 HF BA
                  • Sleeps 10
                  4
                    • 2 BR
                    • 2 BA
                    • Sleeps 6
                    24
                      • 1 BR
                      • 1 BA
                      • Sleeps 4
                        Excellent! 4.7/5
                        (13 reviews)
                        avg/night
                        • 2 BR
                        • 1 BA
                        • 1 HF BA
                        • Sleeps 6
                        13
                          Wonderful! 4.9/5
                          (37 reviews)
                          avg/night
                          • 3 BR
                          • 2 BA
                          • Sleeps 10
                          37
                            • 2 BR
                            • 1 BA
                            • 1 HF BA
                            • Sleeps 11
                            27
                              • 4 BR
                              • 2 BA
                              • Sleeps 8
                              15
                                Wonderful! 4.9/5
                                (30 reviews)
                                avg/night
                                • 4 BR
                                • 2 BA
                                • Sleeps 10
                                30
                                  NEW!
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 4
                                    Very Good! 4.1/5
                                    (10 reviews)
                                    avg/night
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 4
                                    10
                                      Excellent! 4.5/5
                                      (19 reviews)
                                      $87
                                      avg/night
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 8
                                      19
                                        • 2 BR
                                        • 1 BA
                                        • 1 HF BA
                                        • Sleeps 6
                                        29
                                          Wonderful! 4.9/5
                                          (33 reviews)
                                          avg/night
                                          • 4 BR
                                          • 3 BA
                                          • Sleeps 12
                                          33
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 7
                                            34
                                              • 2 BR
                                              • 1 BA
                                              • Sleeps 5
                                              1 Review
                                                Excellent! 4.5/5
                                                (13 reviews)
                                                avg/night
                                                • 3 BR
                                                • 1 BA
                                                • Sleeps 7
                                                13
                                                  • 2 BR
                                                  • 3 BA
                                                  • Sleeps 6
                                                  2 Reviews
                                                    Exceptional! 5.0/5
                                                    (5 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 1 BA
                                                    • Sleeps 6
                                                    5
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 8
                                                      7
                                                        NEW!
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 10
                                                        3
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          36
                                                            Excellent! 4.4/5
                                                            (27 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 6
                                                            27
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 6
                                                              2 Reviews
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 6
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  16
                                                                    Excellent! 4.7/5
                                                                    (18 reviews)
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 8
                                                                    18
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      7
                                                                        • Studio
                                                                        • 1 BA
                                                                        • Sleeps 2
                                                                        14
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          3
                                                                            Exceptional! 5.0/5
                                                                            (54 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            54
                                                                              Wonderful! 4.9/5
                                                                              (49 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              49
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                35
                                                                                  Wonderful! 4.9/5
                                                                                  (35 reviews)
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                  35
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    2 Reviews
                                                                                      • 3 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 7
                                                                                      2 Reviews
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 4
                                                                                          Excellent! 4.3/5
                                                                                          (6 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 6
                                                                                          6
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            42
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              39
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                4
                                                                                                  Excellent! 4.7/5
                                                                                                  (28 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 9
                                                                                                  28
                                                                                                    • 4 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 8
                                                                                                    9
                                                                                                      • 3 BR
                                                                                                      • 3 BA
                                                                                                      • Sleeps 8
                                                                                                      11
                                                                                                      • 1 - 50 of 93
                                                                                                       

                                                                                                      Recent Madison Reviews

                                                                                                      James Place

                                                                                                      4 of 5
                                                                                                      Property was well kept and as advertised. Martha was very quick to respond to a text sent to her.
                                                                                                      • Submitted: Sep 29, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      Perfect!

                                                                                                      5 of 5
                                                                                                      My two girlfriends and I LOVE this cottage! We have stayed many places in our 30+ years of taking bi-yearly getaway trips but this has become our favorite! It's SO peaceful and relaxing in this home. We have rented from Paul before and knew we would be walking into a well-equipped and pristine home. The rental process is completely hassle-free! Paul was so attentive to making sure our stay was enjoyable by recommending local wineries and letting us know we were welcome to use the gas logs as the weather was expected to turn chilly. We can't wait to stay here again next year!
                                                                                                      • Submitted: Sep 26, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      In the heart of it all!

                                                                                                      5 of 5
                                                                                                      I came with my family about a year ago and love this house! I decided to come back this year with some friends (couples weekend!) and we had a really beautiful fall weekend. We really enjoyed all the games outside - kan jam, cornhole - along with the huge fire pit and chairs. The house was very clean and well kept. It is very close to all the wineries which made "winery hopping" all day Saturday very easy. The only complaint we have is that there is no wifi. We had poor cell service so wifi would be a nice added touch. Tammy was very wonderful and responded quickly to all my emails as well. I would definitely recommend this house to all my family and friends and hopefully will be back next year and many more to come!
                                                                                                      • Submitted: Sep 25, 2016
                                                                                                      • Stayed: Sep 2016