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Wintergreen Vacation Rentals(95)

95 Results
$150 - $295
per night
2 - 3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
    (24)
    2 night minimum stay
    • 3 BR,
    • 3 BA,
    • Sleeps 8
      (28)
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      2 night minimum stay
      • 3 BR,
      • 3 BA,
      • 1 HF BA,
      • Sleeps 8
        (20)
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        2 night minimum stay
        • 2 BR,
        • 2 BA,
        • Sleeps 6
          (20)
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          2 night minimum stay
          • 6 BR,
          • 4 BA,
          • Sleeps 12
            (18)
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            2 - 3 night minimum stay
            • 4 BR,
            • Sleeps 9
              (22)
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              2 night minimum stay
              • 4 BR,
              • 2 BA,
              • Sleeps 8
                (10)
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                2 night minimum stay
                • 4 BR,
                • 3 BA,
                • Sleeps 8
                  (17)
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                  2 - 3 night minimum stay
                  • 5 BR,
                  • 4 BA,
                  • 1 HF BA,
                  • Sleeps 14
                    (15)
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                    • 2 BR,
                    • 2 BA,
                    • Sleeps 8
                      (5)
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                      2 - 3 night minimum stay
                      • 1 BR,
                      • 1 BA,
                      • Sleeps 4
                        (3)
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                        3 night minimum stay
                        • 5 BR,
                        • 5 BA,
                        • 1 HF BA,
                        • Sleeps 12
                          1 Review
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                          2 - 3 night minimum stay
                          • 2 BR,
                          • 1 BA,
                          • 1 HF BA,
                          • Sleeps 6
                            (8)
                            2 night minimum stay
                            • 3 BR,
                            • 3 BA,
                            • 1 HF BA,
                            • Sleeps 8
                              (11)
                              1 - 2 night minimum stay
                              • 5 BR,
                              • 2 BA,
                              • Sleeps 14
                                (6)
                                $300 - $400
                                per night
                                Book it Now!
                                2 night minimum stay
                                • 2 BR,
                                • 2 BA,
                                • Sleeps 4
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                                  2 night minimum stay
                                  • 3 BR,
                                  • 2 BA,
                                  • Sleeps 9
                                    1 Review
                                    Book it Now!
                                    2 night minimum stay
                                    • 1 BR,
                                    • 1 BA,
                                    • Sleeps 4
                                      1 Review
                                      2 - 3 night minimum stay
                                      • 5 BR,
                                      • 4 BA,
                                      • 1 HF BA,
                                      • Sleeps 12
                                        (95)
                                        $210 - $500
                                        per night
                                        Book it Now!
                                        2 - 3 night minimum stay
                                        • 5 BR,
                                        • 2 BA,
                                        • 1 HF BA,
                                        • Sleeps 10
                                          (31)
                                          Book it Now!
                                          2 night minimum stay
                                          • 3 BR,
                                          • 2 BA,
                                          • Sleeps 8
                                            (5)
                                            • 4 BR,
                                            • 2 BA,
                                            • Sleeps 10
                                              (8)
                                              Book it Now!
                                              2 night minimum stay
                                              • 4 BR,
                                              • 2 BA,
                                              • Sleeps 11
                                                (5)
                                                Book it Now!
                                                2 - 4 night minimum stay
                                                • 2 BR,
                                                • 2 BA,
                                                • Sleeps 6
                                                  2 Reviews
                                                  2 night minimum stay
                                                  • 2 BR,
                                                  • Sleeps 4
                                                    (5)
                                                    Book it Now!
                                                    2 night minimum stay
                                                    • 1 BR,
                                                    • 1 BA,
                                                    • Sleeps 4
                                                      2 Reviews
                                                      2 night minimum stay
                                                      • 5 BR,
                                                      • 3 BA,
                                                      • Sleeps 10
                                                        (4)
                                                        • 4 BR,
                                                        • 3 BA,
                                                        • Sleeps 8
                                                          (36)
                                                          67 more choices from the HomeAway Network
                                                          Book it Now!
                                                          2 night minimum stay
                                                          • 2 BR,
                                                          • 2 BA,
                                                          • Sleeps 6
                                                            (43)
                                                            Book it Now!
                                                            2 night minimum stay
                                                            • 4 BR,
                                                            • 3 BA,
                                                            • Sleeps 8
                                                              (40)
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                                                              Recent Wintergreen Reviews

                                                              GORGEOUS VIEWS!

                                                              5 of 5
                                                              We had a wonderful weekend on top of the mountain, greeted each morning by beautiful sunrises and cool breezy weather. The views from the balcony are truly spectacular! The owner replied quickly to all our emails and was very pleasant to deal with. The condo is beautifully decorated and has all the comforts of home, including hair products and shower gel in the showers, dishes and all the cookware you could possibly need, and very comfortable beds! and despite all the people staying in the condos that weekend, the unit itself was very quiet and peaceful. We had a wonderful relaxing time and look forward to visiting again.
                                                              • Submitted: Jul 22, 2014
                                                              • Stayed: Jul 2014

                                                              IT DOESN'T GET BETTER THAN THIS!

                                                              5 of 5
                                                              My husband and I (and our 3 dogs) have had the pleasure of staying here several times. We truly don't want to stay anywhere else! From the mountain views out of almost every window and the gorgeous deck and hot tub, to the perfect kitchen for foodies- It's hard not to relax and unwind. The master bedroom and bathroom make you feel like you're in a spa, and the bed is the most comfortable bed we have ever slept on! The dogs even seem to relax, with a large yard for them to play in. This house is also just a minute or two from the market, which has just about anything you could need, and a great farmers market on Saturday mornings in the spring and summer. A little more driving will take you to numerous breweries, wineries, Monticello, downtown Charlottesville, waterfalls, and so many cool things to check out. And, if you love to ski- it's so convenient! We have been all around the world, but cherish our time spent here in the mountains the most.
                                                              • Submitted: Jul 20, 2014
                                                              • Stayed: Jun 2014

                                                              GREAT WEEKEND!

                                                              5 of 5
                                                              I thoroughly enjoyed my stay at Serenity on Top of Wintergreen Mountain Resort this past weekend. The house was beautiful and clean, the beds were comfortable, there were several bathrooms and there was plenty of space to eat/relax/play games/etc. I would recommend this house to any group of people looking for an affordable weekend away!
                                                              • Submitted: May 21, 2014
                                                              • Stayed: May 2014