check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr
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!

Windham: Houses, Cabins & More (429)

  • 1 - 50 of 429
Additional fees apply. Taxes may be added.
    • 4 BR
    • 4 BA
    • Sleeps 12
    3
      • 4 BR
      • 3 BA
      • Sleeps 16
      21
        • 2 BR
        • 2 BA
        • Sleeps 6
        4
          • 3 BR
          • 2 BA
          • Sleeps 10
          18
            • 2 BR
            • 2 BA
            • 1 HF BA
            • Sleeps 8
            1 Review
              • 4 BR
              • 4 BA
              • 1 HF BA
              • Sleeps 14
              45
                • 17 BR
                • 14 BA
                • Sleeps 55
                9
                  • 4 BR
                  • 3 BA
                  • Sleeps 12
                  1 Review
                    • 5 BR
                    • 3 BA
                    • Sleeps 10
                    20
                      • 3 BR
                      • 2 BA
                      • Sleeps 10
                      3
                        • 3 BR
                        • 2 BA
                        • Sleeps 10
                        2 Reviews
                          • 3 BR
                          • 3 BA
                          • Sleeps 10
                          12
                            • 4 BR
                            • 3 BA
                            • Sleeps 14
                            18
                              • 4 BR
                              • 3 BA
                              • Sleeps 12
                              22
                                • 4 BR
                                • 2 BA
                                • Sleeps 8
                                9
                                  • 4 BR
                                  • 2 BA
                                  • 1 HF BA
                                  • Sleeps 15
                                  4
                                    • 2 BR
                                    • 1 BA
                                    • 1 HF BA
                                    • Sleeps 8
                                    13
                                      • 8 BR
                                      • 6 BA
                                      • 1 HF BA
                                      • Sleeps 22
                                      4
                                        • 3 BR
                                        • 2 BA
                                        • 1 HF BA
                                        • Sleeps 10
                                        3
                                          • 3 BR
                                          • 2 BA
                                          • 1 HF BA
                                          • Sleeps 9
                                          13
                                            • 3 BR
                                            • 1 BA
                                            • Sleeps 6
                                            11
                                              • 3 BR
                                              • 2 BA
                                              • 1 HF BA
                                              • Sleeps 10
                                              9
                                                • 4 BR
                                                • 2 BA
                                                • Sleeps 14
                                                6
                                                  • 3 BR
                                                  • 1 BA
                                                  • Sleeps 8
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 12
                                                    22
                                                      • 5 BR
                                                      • 2 BA
                                                      • 1 HF BA
                                                      • Sleeps 15
                                                      31
                                                        • 4 BR
                                                        • 3 BA
                                                        • Sleeps 8
                                                          • 5 BR
                                                          • 6 BA
                                                          • 1 HF BA
                                                          • Sleeps 12
                                                          8
                                                            • 7 BR
                                                            • 4 BA
                                                            • 1 HF BA
                                                            • Sleeps 16
                                                              • 5 BR
                                                              • 2 BA
                                                              • Sleeps 10
                                                              16
                                                                • 4 BR
                                                                • 2 BA
                                                                • Sleeps 8
                                                                37
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  3
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 9
                                                                    8
                                                                      • 4 BR
                                                                      • 2 BA
                                                                      • Sleeps 9
                                                                      3
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 7
                                                                        11
                                                                          • 4 BR
                                                                          • 2 BA
                                                                          • Sleeps 10
                                                                          5
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 8
                                                                            21
                                                                              • 4 BR
                                                                              • 2 BA
                                                                              • Sleeps 12
                                                                              6
                                                                                • 4 BR
                                                                                • 3 BA
                                                                                • Sleeps 12
                                                                                2 Reviews
                                                                                  • 4 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 8
                                                                                  9
                                                                                    • 4 BR
                                                                                    • 2 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 8
                                                                                      • 4 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 10
                                                                                      26
                                                                                        • 4 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 12
                                                                                        4
                                                                                          • 4 BR
                                                                                          • 2 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 12
                                                                                          6
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            1 Review
                                                                                              • 5 BR
                                                                                              • 4 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 20
                                                                                              3
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                2 Reviews
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 12
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 6
                                                                                                      6
                                                                                                      • 1 - 50 of 429
                                                                                                       

                                                                                                      Recent Windham Reviews

                                                                                                      Wow. A Must Stay.

                                                                                                      5 of 5
                                                                                                      The property is somehow nicer than the photographs?! The detail is incredible. Very spacious and private. A few of us never even left the property. Great for a getaway with a few couples or for a family/friends reunion. It’s like having your own personal hotel. I would highly recommend this place in the summer and I imagine it’s even better in the winter when the mountain is open. A heads up, the kitchen is stocked with darn near anything you could need (besides food in fridge). The owner Mark is very organized and responsive which was very helpful when trying to organize a group of people. Tremendous.
                                                                                                      • Submitted: Aug 26, 2016
                                                                                                      • Stayed: Jul 2016

                                                                                                      Cozy, cute house!

                                                                                                      4 of 5
                                                                                                      We had such a wonderful time staying at this house. Its location is perfect; very quiet, surrounded by the mountain, yet close enough to the sweet town of Windham. Having a nice pond in its back yard, we really liked the house!
                                                                                                      • Submitted: Aug 21, 2016
                                                                                                      • Stayed: Aug 2016

                                                                                                      Great Windham Stay

                                                                                                      5 of 5
                                                                                                      We had a wonderful time in this home. Owner was amazing since this was a last minute booking. House skept all 6 of us confortably without us using the loft area or the basement/ganeroom. Loved having everything labeled so i didn't have to spend time searching for stuff. You won't go wrong here. We hope to be back in the winter.
                                                                                                      • Submitted: Aug 14, 2016
                                                                                                      • Stayed: Aug 2016