Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Cabins
Chalets
Condos
Cottages
Homes
Apartments
Barns
Boats
Bungalows
Castles
Estates
Farmhouses
Hotels
Lodges
Studios
Townhomes
Villas
Yachts

Location Type

Even More Filters

Features

Managed By

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

Wintergreen Vacation Rentals(36)

36 Results
Book it Now!
2 - 3 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
    (20)
    Book it Now!
    2 - 3 night minimum stay
    • 2 BR,
    • 2 BA,
    • Sleeps 6
      (20)
      Book it Now!
      2 - 3 night minimum stay
      • 4 BR,
      • Sleeps 9
        (22)
        Book it Now!
        2 night minimum stay
        • 6 BR,
        • 4 BA,
        • Sleeps 12
          (18)
          Book it Now!
          2 night minimum stay
          • 4 BR,
          • 2 BA,
          • Sleeps 8
            (10)
            Book it Now!
            2 - 3 night minimum stay
            • 5 BR,
            • 4 BA,
            • 1 HF BA,
            • Sleeps 14
              (22)
              2 night minimum stay
              • 3 BR,
              • 3 BA,
              • Sleeps 8
                (28)
                Book it Now!
                2 night minimum stay
                • 4 BR,
                • 3 BA,
                • Sleeps 8
                  (17)
                  $150 - $295
                  per night
                  2 - 3 night minimum stay
                  • 3 BR,
                  • 2 BA,
                  • Sleeps 10
                    (25)
                    Book it Now!
                    • 2 BR,
                    • 2 BA,
                    • Sleeps 8
                      (5)
                      Book it Now!
                      3 night minimum stay
                      • 5 BR,
                      • 5 BA,
                      • 1 HF BA,
                      • Sleeps 12
                        (4)
                        Book it Now!
                        2 - 3 night minimum stay
                        • 1 BR,
                        • 1 BA,
                        • Sleeps 4
                          (3)
                          2 - 3 night minimum stay
                          • 3 BR,
                          • 3 BA,
                          • Sleeps 8
                            • 6 BR,
                            • 4 BA,
                            • 1 HF BA,
                            • Sleeps 14
                              (23)
                              2 night minimum stay
                              • 5 BR,
                              • 4 BA,
                              • Sleeps 12
                                (26)
                                1 - 3 night minimum stay
                                • 2 BR,
                                • 1 BA,
                                • Sleeps 8
                                  2 night minimum stay
                                  • 3 BR,
                                  • 3 BA,
                                  • 1 HF BA,
                                  • Sleeps 8
                                    (11)
                                    2 night minimum stay
                                    • 6 BR,
                                    • 4 BA,
                                    • 1 HF BA,
                                    • Sleeps 14
                                      (5)
                                      2 night minimum stay
                                      • 5 BR,
                                      • 4 BA,
                                      • 1 HF BA,
                                      • Sleeps 12
                                        2 Reviews
                                        $245 - $335
                                        per night
                                        2 night minimum stay
                                        • 3 BR,
                                        • 2 BA,
                                        • 1 HF BA,
                                        • Sleeps 12
                                          2 night minimum stay
                                          • 2 BR,
                                          • 2 BA,
                                          • Sleeps 6
                                            (6)
                                            15 more choices from the HomeAway Network
                                            Book it Now!
                                            2 - 3 night minimum stay
                                            • 3 BR,
                                            • 2 BA,
                                            • Sleeps 10
                                              (22)
                                              Book it Now!
                                              2 night minimum stay
                                              • 2 BR,
                                              • 2 BA,
                                              • Sleeps 6
                                                (23)
                                                Book it Now!
                                                2 night minimum stay
                                                • 3 BR,
                                                • 2 BA,
                                                • Sleeps 10
                                                  (9)
                                                  Book it Now!
                                                  2 night minimum stay
                                                  • 3 BR,
                                                  • 2 BA,
                                                  • Sleeps 8
                                                    (8)
                                                    2 - 3 night minimum stay
                                                    • 3 BR,
                                                    • 2 BA,
                                                    • Sleeps 6
                                                      (62)
                                                      Book it Now!
                                                      2 - 3 night minimum stay
                                                      • 3 BR,
                                                      • 3 BA,
                                                      • Sleeps 10
                                                        (3)
                                                        Book it Now!
                                                        2 - 3 night minimum stay
                                                        • 1 BR,
                                                        • Sleeps 4
                                                          1 Review
                                                          Book it Now!
                                                          2 - 3 night minimum stay
                                                          • 3 BR,
                                                          • 2 BA,
                                                          • Sleeps 12
                                                            Book it Now!
                                                            2 night minimum stay
                                                            • 3 BR,
                                                            • 2 BA,
                                                            • Sleeps 8
                                                              (11)
                                                              Advertisement
                                                               

                                                              Recent Wintergreen Reviews

                                                              Perfection!

                                                              5 of 5
                                                              We were lucky enough to stay in this gorgeous home for my 40th birthday and we can't wait to return! The pictures do not even do it justice, it is simply perfect. Every room is comfortable and beautifully decorated. The views from the master suite are amazing! We did not want to leave. The owners were a joy, like I said perfection!
                                                              • Submitted: Sep 17, 2014
                                                              • Stayed: Aug 2014

                                                              Second time around - still highly recommend this house!

                                                              5 of 5
                                                              We stayed here for the second time in two years and found the house to be exactly as we remembered. Love the location, cleanliness and comfort of this home. It is one of the best finds we have had through VRBO. We cooked meals in the kitchen and on the grill, but also recommend the Copper Mine Bistro for a good upscale meal. Be aware the Devils Knob golf course and dining room have recently gone private, but the Stoney Creek course about 25 minutes down the mountain is still accessible, as are several local brew pubs. Consensus among the locals is that this experiment might not last long, so you might check with Peter; he has always been extremely helpful to us.
                                                              • Submitted: Jul 21, 2014
                                                              • Stayed: Jul 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