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Wintergreen: Houses, Condos & More (288)

  • 1 - 50 of 288
Additional fees apply. Taxes may be added.
    • 1 BR
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      • 4 BR
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        • 6 BR
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        33
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                    • 3 BR
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                    • Sleeps 10
                    69
                      • 2 BR
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                      25
                        • 2 BR
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                        39
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                          • Sleeps 10
                          17
                            • 4 BR
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                              • 3 BR
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                              • Sleeps 8
                              40
                                • 3 BR
                                • 3 BA
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                                37
                                  • 6 BR
                                  • 4 BA
                                  • 1 HF BA
                                  • Sleeps 14
                                  33
                                    • 7 BR
                                    • 7 BA
                                    • 1 HF BA
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                                      • 5 BR
                                      • 4 BA
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                                      29
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                                        10
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                                                75
                                                  • 5 BR
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                                                  5
                                                    • 3 BR
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                                                    • Sleeps 12
                                                      • 6 BR
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                                                      6
                                                        • 2 BR
                                                        • 2 BA
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                                                        37
                                                          • 1 BR
                                                          • 1 BA
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                                                          31
                                                            • 2 BR
                                                            • 2 BA
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                                                            27
                                                              • 1 BR
                                                              • 1 BA
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                                                              19
                                                                • 5 BR
                                                                • 4 BA
                                                                • 1 HF BA
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                                                                118
                                                                  • 4 BR
                                                                  • 2 BA
                                                                  • Sleeps 10
                                                                  14
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    58
                                                                      View details for price
                                                                      • 6 BR
                                                                      • 4 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 12
                                                                      3
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 4
                                                                        10
                                                                          NEW!
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                                                                          6
                                                                            • 4 BR
                                                                            • 3 BA
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                                                                            67
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 8
                                                                              42
                                                                                • 3 BR
                                                                                • 2 BA
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                                                                                22
                                                                                  • 2 BR
                                                                                  • 2 BA
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                                                                                  12
                                                                                    • 2 BR
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                                                                                    30
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      39
                                                                                        • 5 BR
                                                                                        • 5 BA
                                                                                        • 1 HF BA
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                                                                                        26
                                                                                          NEW!
                                                                                          • 2 BR
                                                                                          • 2 BA
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                                                                                            • 2 BR
                                                                                            • 2 BA
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                                                                                            95
                                                                                              • 3 BR
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                                                                                              22
                                                                                                • 5 BR
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                                                                                                  • 1 BR
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                                                                                                    NEW!
                                                                                                    • 4 BR
                                                                                                    • 3 BA
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                                                                                                    • Sleeps 10
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                                                                                                    • 1 - 50 of 288
                                                                                                     

                                                                                                    Recent Wintergreen Reviews

                                                                                                    The perfect spot for our "Big Chill" Weekend!

                                                                                                    5 of 5
                                                                                                    We rented this property with several couples in hopes of finding a quiet, spacious place to reconnect, share great meals, and relax. We couldn't have been more pleased. The decor was gorgeous with an obvious effort made to make each room unique and inviting. LOVED the huge deck, the well-stocked kitchen, the pool table and just the feeling of being 'at home' on the top of the mountain. The home is immaculate, spacious and tucked away just enough to feel like you have some privacy. We enjoyed walking around the neighborhood and looking onto the golf course. Would definitely recommend it and hope to come back again soon!
                                                                                                    • Submitted: Aug 26, 2016
                                                                                                    • Stayed: Aug 2016

                                                                                                    Ritz Carlton of Wintergreen

                                                                                                    5 of 5
                                                                                                    Our stay at Five Peaks felt like a stay at the Ritz Carlton. The spa bath (stocked with spa type soaps), high quality bed and linens, and wonderful amenities, made this so much more than your average house rental. Debra also provides concierge like service, with great recommendations, and it feels like she knows your exact interests. We loved spending our days seeing the beautiful sites, including the nearby pool, and evenings relaxing in the screened in (i.e. bug free!) gazebo. Great vacation for us, our 4 year old daughter, and even our puppy! We're already talking about our return.
                                                                                                    • Submitted: Aug 25, 2016
                                                                                                    • Stayed: Aug 2016

                                                                                                    Perfect for that weekend getaway!

                                                                                                    5 of 5
                                                                                                    Exactly what I expected! Everything went smoothly from booking to checking out. Property is well maintained and owner was prompt in every aspect of the rental process. 5 stars from me!!
                                                                                                    • Submitted: Aug 24, 2016
                                                                                                    • Stayed: Aug 2016