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Canaan: Houses, Cottages & More (485)

  • 1 - 50 of 485
Additional fees apply. Taxes may be added.
    Exceptional! 5.0/5
    (7 reviews)
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 8
    7
      • 6 BR
      • 5 BA
      • 1 HF BA
      • Sleeps 16
      3
        Excellent! 4.7/5
        (7 reviews)
        avg/night
        • 3 BR
        • 3 BA
        • 1 HF BA
        • Sleeps 10
        7
          • 4 BR
          • 3 BA
          • Sleeps 12
          9
            • 1 BR
            • 1 BA
            • Sleeps 2
            4
              Exceptional! 5.0/5
              (6 reviews)
              avg/night
              • 6 BR
              • 5 BA
              • 1 HF BA
              • Sleeps 13
              6
                Wonderful! 4.8/5
                (21 reviews)
                avg/night
                • 3 BR
                • 2 BA
                • Sleeps 11
                21
                  • 3 BR
                  • 2 BA
                  • Sleeps 9
                  3
                    NEW!
                    • 3 BR
                    • 2 BA
                    • 1 HF BA
                    • Sleeps 8
                    2 Reviews
                      • 4 BR
                      • 4 BA
                      • Sleeps 12
                      5
                        • 4 BR
                        • 2 BA
                        • 1 HF BA
                        • Sleeps 7
                        6
                          • 3 BR
                          • 2 BA
                          • 1 HF BA
                          • Sleeps 8
                            • 3 BR
                            • 2 BA
                            • 1 HF BA
                            • Sleeps 7
                            7
                              • 3 BR
                              • 4 BA
                              • Sleeps 10
                              3
                                Wonderful! 4.8/5
                                (18 reviews)
                                avg/night
                                • 2 BR
                                • 2 BA
                                • Sleeps 8
                                18
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 7
                                  3
                                    • 3 BR
                                    • 2 BA
                                    • 1 HF BA
                                    • Sleeps 8
                                    7
                                      • 3 BR
                                      • 1 BA
                                      • Sleeps 6
                                      12
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 6
                                        1 Review
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 8
                                          3
                                            • 3 BR
                                            • 2 BA
                                            • 1 HF BA
                                            • Sleeps 9
                                              Excellent! 4.7/5
                                              (7 reviews)
                                              avg/night
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 5
                                              7
                                                • 4 BR
                                                • 3 BA
                                                • Sleeps 10
                                                2 Reviews
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  5
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    2 Reviews
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      3
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 2
                                                        1 Review
                                                          • Studio
                                                          • 1 BA
                                                          • Sleeps 2
                                                          25
                                                            • 3 BR
                                                            • 3 BA
                                                            • Sleeps 10
                                                            13
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              21
                                                                • 3 BR
                                                                • 3 BA
                                                                • Sleeps 8
                                                                1 Review
                                                                  • 4 BR
                                                                  • 4 BA
                                                                  • Sleeps 10
                                                                  2 Reviews
                                                                    • 5 BR
                                                                    • 5 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 8
                                                                    18
                                                                      NEW!
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                        • 5 BR
                                                                        • 4 BA
                                                                        • Sleeps 10
                                                                        2 Reviews
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 7
                                                                          7
                                                                            Wonderful! 4.9/5
                                                                            (27 reviews)
                                                                            avg/night
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 3
                                                                            27
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              3
                                                                                • 4 BR
                                                                                • 2 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 9
                                                                                4
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 5
                                                                                  2 Reviews
                                                                                    Exceptional! 5.0/5
                                                                                    (6 reviews)
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 6
                                                                                    6
                                                                                      Wonderful! 4.9/5
                                                                                      (16 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 7
                                                                                      16
                                                                                        • 4 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 8
                                                                                        6
                                                                                          • 5 BR
                                                                                          • 5 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 14
                                                                                          13
                                                                                            • 3 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 9
                                                                                            4
                                                                                              Exceptional! 5.0/5
                                                                                              (9 reviews)
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 7
                                                                                              9
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 8
                                                                                                13
                                                                                                  NEW!
                                                                                                  • 6 BR
                                                                                                  • 5 BA
                                                                                                  • Sleeps 20
                                                                                                  7
                                                                                                    • 6 BR
                                                                                                    • 5 BA
                                                                                                    • Sleeps 10
                                                                                                    12
                                                                                                      Wonderful! 4.9/5
                                                                                                      (10 reviews)
                                                                                                      avg/night
                                                                                                      • 4 BR
                                                                                                      • 1 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 7
                                                                                                      10
                                                                                                      • 1 - 50 of 485
                                                                                                       

                                                                                                      Recent Canaan Reviews

                                                                                                      Incredible place to stay

                                                                                                      5 of 5
                                                                                                      Some college friends and I spent a long weekend at the Playhouse. It was an incredible experience. The owner and property managers were both very responsive. It's still very new - I think we were only the 6th or 7th group to rent the place, so they're working out some minor kinks, but I have no doubt that they'll be resolved soon. There was no HDMI port accessible on either TV, but the owner has said he will get a port wired soon. Highly recommended!
                                                                                                      • Submitted: Sep 19, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      Great Stay...

                                                                                                      5 of 5
                                                                                                      Great family trip. The house was clean and well appointed. Owner Ed's info was on target. Would highly recommend, great value and all expectations were met. Thank you Ed.
                                                                                                      • Submitted: Sep 15, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      Wonderfully relaxing

                                                                                                      5 of 5
                                                                                                      A beautiful place to spend a few days and get away from it all, but close enough to everything fun and exciting in the Berkeshires! We had a lovely stay!
                                                                                                      • Submitted: Sep 10, 2016
                                                                                                      • Stayed: Aug 2016