Houses in Wintergreen and Condos – Holiday Lettings - Holiday Rentals Wintergreen

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81 Holiday homes

(1) Excellent 

    39

    Ski home to rent in Wintergreen

    Virginia / Wintergreen

    5 12 min stay varies

    • 5 bedrooms
    • sleeps 12
    • min stay varies
    • Swimming pool
    • Ski
    • Child friendly

    from £307 / night

    £2,147 / week

    Book View

    Responds fast!
    avg. 29 minutes

    from £307 / night

      27

      Wintergreen ski home to rent.

      Virginia / Wintergreen

      3 7 min stay varies

      • 3 bedrooms
      • sleeps 7
      • min stay varies
      • Swimming pool
      • Ski
      • Child friendly

      from £187 / night

      £1,303 / week

      Book View

      Responds fast!
      avg. 29 minutes

      from £187 / night

      (4) Excellent 

        19

        Wintergreen holiday home rental

        Virginia / Wintergreen

        3 8 2 nights min

        • 3 bedrooms
        • sleeps 8
        • 2 nights min
        • Nearest beach 3 km
        • Swimming pool
        • Child friendly

        from £132 / night

        £925 / week

        Book View

        Responds fast!
        avg. 2 hours 12 minutes

        from £132 / night

          23

          Wintergreen ski home to rent.

          Virginia / Wintergreen

          3 8 min stay varies

          • 3 bedrooms
          • sleeps 8
          • min stay varies
          • Swimming pool
          • Ski
          • Child friendly

          from £169 / night

          £1,179 / week

          Book View

          Responds fast!
          avg. 1 hour 57 minutes

          from £169 / night

          (1) Excellent 

            10

            Ski condo to rent in Wintergreen

            Virginia / Wintergreen

            1 4 2 nights min

            • 1 bedroom
            • sleeps 4
            • 2 nights min
            • Nearest beach 265 km
            • Ski
            • Child friendly

            from £79 / night

            £553 / week

            Book View

            from £79 / night

            (1) Excellent 

              9

              Home letting in Wintergreen

              Virginia / Wintergreen

              5 12 2 nights min

              • 5 bedrooms
              • sleeps 12
              • 2 nights min
              • Nearest beach 16 km
              • Swimming pool
              • Child friendly

              from £244 / night

              £1,064 / week

              Book View

              Responds fast!
              avg. 1 hour 19 minutes

              from £244 / night

              (2) Excellent 

                22

                Ski home to rent in Wintergreen

                Virginia / Wintergreen

                3 8 min stay varies

                • 3 bedrooms
                • sleeps 8
                • min stay varies
                • Ski
                • Child friendly
                • Air conditioning

                from £164 / night

                £1,148 / week

                Book View

                Responds fast!
                avg. 8 minutes

                from £164 / night

                (4) Very Good 

                  16

                  Holiday home in Wintergreen

                  Virginia / Wintergreen

                  3 8 2 nights min

                  • 3 bedrooms
                  • sleeps 8
                  • 2 nights min
                  • Child friendly
                  • Air conditioning

                  from £151 / night

                  £798 / week

                  Book View

                  from £151 / night

                  (34) Excellent 

                  Certificate of Excellence

                    11

                    Ski condo to rent in Wintergreen

                    Virginia / Wintergreen

                    2 4 2 nights min

                    • 2 bedrooms
                    • sleeps 4
                    • 2 nights min
                    • Swimming pool
                    • Ski
                    • Child friendly

                    Certificate of Excellence

                    from £88 / night

                    £532 / week

                    Book View

                    Responds fast!
                    avg. 2 hours 34 minutes

                    from £88 / night

                    (3) Very Good 

                      16

                      Ski condo to rent in Wintergreen

                      Virginia / Wintergreen

                      2 6 1 night min

                      • 2 bedrooms
                      • sleeps 6
                      • 1 night min
                      • Swimming pool
                      • Ski
                      • Child friendly

                      from £89 / night

                      £594 / week

                      Book View

                      Responds fast!
                      avg. 3 hours 28 minutes

                      from £89 / night

                        24

                        Wintergreen ski townhouse to rent.

                        Virginia / Wintergreen

                        2 5 min stay varies

                        • 2 bedrooms
                        • sleeps 5
                        • min stay varies
                        • Swimming pool
                        • Ski
                        • Child friendly

                        from £125 / night

                        £869 / week

                        Book View

                        Responds fast!
                        avg. 29 minutes

                        from £125 / night

                        (6) Excellent 

                        Certificate of Excellence

                          15

                          Holiday home in Wintergreen

                          Virginia / Wintergreen

                          3 8 min stay varies

                          • 3 bedrooms
                          • sleeps 8
                          • min stay varies
                          • Child friendly

                          Certificate of Excellence

                          from £346 / night

                          £1,419 / week

                          Book View

                          Responds fast!
                          avg. 14 minutes

                          from £346 / night

                          (1) Excellent 

                            20

                            Wintergreen holiday log cabin rental

                            Virginia / Wintergreen

                            2 4 2 nights min

                            • 2 bedrooms
                            • sleeps 4
                            • 2 nights min
                            • Nearest beach 3 km
                            • Swimming pool
                            • Child friendly

                            from £132 / night

                            £925 / week

                            Book View

                            Responds fast!
                            avg. 2 hours 12 minutes

                            from £132 / night

                            (7) Excellent 

                              13

                              Holiday home in Wintergreen

                              Virginia / Wintergreen

                              3 8 min stay varies

                              • 3 bedrooms
                              • sleeps 8
                              • min stay varies
                              • Swimming pool
                              • Child friendly
                              • Air conditioning

                              from £235 / night

                              £1,241 - £1,596 / week

                              Book View

                              Responds fast!
                              avg. 3 hours 28 minutes

                              from £235 / night

                                26

                                Wintergreen ski home to rent.

                                Virginia / Wintergreen

                                3 8 min stay varies

                                • 3 bedrooms
                                • sleeps 8
                                • min stay varies
                                • Swimming pool
                                • Ski
                                • Child friendly

                                from £209 / night

                                £1,459 / week

                                Book View

                                Responds fast!
                                avg. 29 minutes

                                from £209 / night

                                  26

                                  Ski home to rent in Wintergreen

                                  Virginia / Wintergreen

                                  4 10 3 nights min

                                  • 4 bedrooms
                                  • sleeps 10
                                  • 3 nights min
                                  • Ski
                                  • Child friendly
                                  • Air conditioning

                                  from £444 / night

                                  £3,103 / week

                                  Book View

                                  from £444 / night

                                    22

                                    Holiday apartment in Wintergreen

                                    Virginia / Wintergreen

                                    2 4 2 nights min

                                    • 2 bedrooms
                                    • sleeps 4
                                    • 2 nights min
                                    • Child friendly
                                    • Air conditioning

                                    from £133 / night

                                    £630 / week

                                    Book View

                                    Responds fast!
                                    avg. 1 hour 19 minutes

                                    from £133 / night

                                    (3) Very Good 

                                      19

                                      Ski apartment to rent in Wintergreen

                                      Virginia / Wintergreen

                                      2 5 2 nights min

                                      • 2 bedrooms
                                      • sleeps 5
                                      • 2 nights min
                                      • Swimming pool
                                      • Ski
                                      • Child friendly

                                      from £98 / night

                                      £665 - £758 / week

                                      Book View

                                      Responds fast!
                                      avg. 1 hour 10 minutes

                                      from £98 / night

                                      (17) Excellent 

                                      Certificate of Excellence

                                        20

                                        Holiday log cabin rental

                                        Virginia / Wintergreen

                                        3 6 2 nights min

                                        • 3 bedrooms
                                        • sleeps 6
                                        • 2 nights min
                                        • Swimming pool
                                        • Child friendly
                                        • Air conditioning

                                        Certificate of Excellence

                                        from £156 / night

                                        £1,086 / week

                                        Book View

                                        Responds fast!
                                        avg. 1 hour 33 minutes

                                        from £156 / night

                                          25

                                          Wintergreen ski studio to rent.

                                          Virginia / Wintergreen

                                          Studio 2 min stay varies

                                          • Studio
                                          • sleeps 2
                                          • min stay varies
                                          • Ski
                                          • Child friendly
                                          • Air conditioning

                                          from £76 / night

                                          £528 / week

                                          Book View

                                          Responds fast!
                                          avg. 29 minutes

                                          from £76 / night

                                          (4) Very Good 

                                            15

                                            Wintergreen ski condo to rent.

                                            Virginia / Wintergreen

                                            2 6 1 night min

                                            • 2 bedrooms
                                            • sleeps 6
                                            • 1 night min
                                            • Swimming pool
                                            • Ski
                                            • Child friendly

                                            from £89 / night

                                            £594 / week

                                            Book View

                                            Responds fast!
                                            avg. 3 hours 28 minutes

                                            from £89 / night

                                            (1) Average 

                                              24

                                              Ski home to rent in Wintergreen

                                              Virginia / Wintergreen

                                              4 10 min stay varies

                                              • 4 bedrooms
                                              • sleeps 10
                                              • min stay varies
                                              • Swimming pool
                                              • Ski
                                              • Child friendly

                                              from £253 / night

                                              £1,769 / week

                                              Book View

                                              Responds fast!
                                              avg. 29 minutes

                                              from £253 / night

                                              (1) Excellent 

                                                21

                                                Wintergreen ski home to rent.

                                                Virginia / Wintergreen

                                                4 12 3 nights min

                                                • 4 bedrooms
                                                • sleeps 12
                                                • 3 nights min
                                                • Ski
                                                • Child friendly
                                                • Private garden

                                                from £351 / night

                                                £2,305 / week

                                                Book View

                                                from £351 / night

                                                (2) Excellent 

                                                  24

                                                  Ski home to rent in Wintergreen

                                                  Virginia / Wintergreen

                                                  5 15 min stay varies

                                                  • 5 bedrooms
                                                  • sleeps 15
                                                  • min stay varies
                                                  • Swimming pool
                                                  • Ski
                                                  • Child friendly

                                                  from £488 / night

                                                  £2,482 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 14 minutes

                                                  from £488 / night

                                                  (11) Excellent 

                                                    68

                                                    Holiday home in Wintergreen

                                                    Virginia / Wintergreen

                                                    5 10 min stay varies

                                                    • 5 bedrooms
                                                    • sleeps 10
                                                    • min stay varies
                                                    • Swimming pool
                                                    • Child friendly

                                                    from £435 / night

                                                    £2,039 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 14 minutes

                                                    from £435 / night

                                                    (10) Excellent 

                                                      41

                                                      Holiday home in Wintergreen

                                                      Virginia / Wintergreen

                                                      5 13 min stay varies

                                                      • 5 bedrooms
                                                      • sleeps 13
                                                      • min stay varies
                                                      • Swimming pool
                                                      • Child friendly
                                                      • Air conditioning

                                                      from £523 / night

                                                      £2,926 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 14 minutes

                                                      from £523 / night

                                                        38

                                                        Ski home to rent in Wintergreen

                                                        Virginia / Wintergreen

                                                        3 8 min stay varies

                                                        • 3 bedrooms
                                                        • sleeps 8
                                                        • min stay varies
                                                        • Swimming pool
                                                        • Ski
                                                        • Child friendly

                                                        from £213 / night

                                                        £1,490 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 54 minutes

                                                        from £213 / night

                                                        (1) Excellent 

                                                          29

                                                          Wintergreen ski home to rent.

                                                          Virginia / Wintergreen

                                                          3 10 min stay varies

                                                          • 3 bedrooms
                                                          • sleeps 10
                                                          • min stay varies
                                                          • Swimming pool
                                                          • Ski
                                                          • Child friendly

                                                          from £235 / night

                                                          £1,645 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 29 minutes

                                                          from £235 / night

                                                            24

                                                            Ski condo to rent in Wintergreen

                                                            Virginia / Wintergreen

                                                            3 8 min stay varies

                                                            • 3 bedrooms
                                                            • sleeps 8
                                                            • min stay varies
                                                            • Ski
                                                            • Child friendly
                                                            • Air conditioning

                                                            from £125 / night

                                                            £869 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 29 minutes

                                                            from £125 / night

                                                            (1) Excellent 

                                                              32

                                                              Holiday home in Wintergreen

                                                              Virginia / Wintergreen

                                                              4 8 min stay varies

                                                              • 4 bedrooms
                                                              • sleeps 8
                                                              • min stay varies
                                                              • Swimming pool
                                                              • Child friendly
                                                              • Air conditioning

                                                              from £435 / night

                                                              £2,217 - £2,748 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 14 minutes

                                                              from £435 / night

                                                              (1) Excellent 

                                                                23

                                                                Wintergreen ski condo to rent.

                                                                Virginia / Wintergreen

                                                                2 6 min stay varies

                                                                • 2 bedrooms
                                                                • sleeps 6
                                                                • min stay varies
                                                                • Swimming pool
                                                                • Ski
                                                                • Child friendly

                                                                from £98 / night

                                                                £683 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 29 minutes

                                                                from £98 / night

                                                                  24

                                                                  Ski condo to rent in Wintergreen

                                                                  Virginia / Wintergreen

                                                                  4 8 min stay varies

                                                                  • 4 bedrooms
                                                                  • sleeps 8
                                                                  • min stay varies
                                                                  • Ski
                                                                  • Child friendly
                                                                  • Air conditioning

                                                                  from £222 / night

                                                                  £1,552 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 29 minutes

                                                                  from £222 / night

                                                                    26

                                                                    Wintergreen ski home to rent.

                                                                    Virginia / Wintergreen

                                                                    3 10 min stay varies

                                                                    • 3 bedrooms
                                                                    • sleeps 10
                                                                    • min stay varies
                                                                    • Swimming pool
                                                                    • Ski
                                                                    • Child friendly

                                                                    from £218 / night

                                                                    £1,521 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 29 minutes

                                                                    from £218 / night

                                                                      25

                                                                      Holiday cottage in Wintergreen

                                                                      Virginia / Wintergreen

                                                                      3 6 min stay varies

                                                                      • 3 bedrooms
                                                                      • sleeps 6
                                                                      • min stay varies
                                                                      • Swimming pool
                                                                      • Child friendly
                                                                      • Air conditioning

                                                                      from £138 / night

                                                                      £962 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 29 minutes

                                                                      from £138 / night

                                                                        32

                                                                        Wintergreen ski cottage to rent.

                                                                        Virginia / Wintergreen

                                                                        3 6 min stay varies

                                                                        • 3 bedrooms
                                                                        • sleeps 6
                                                                        • min stay varies
                                                                        • Swimming pool
                                                                        • Ski
                                                                        • Child friendly

                                                                        from £160 / night

                                                                        £1,117 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 29 minutes

                                                                        from £160 / night

                                                                          28

                                                                          Wintergreen ski home to rent.

                                                                          Virginia / Wintergreen

                                                                          4 12 min stay varies

                                                                          • 4 bedrooms
                                                                          • sleeps 12
                                                                          • min stay varies
                                                                          • Swimming pool
                                                                          • Ski
                                                                          • Child friendly

                                                                          from £253 / night

                                                                          £1,769 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 29 minutes

                                                                          from £253 / night

                                                                            9

                                                                            Holiday home with golf nearby in Wintergreen

                                                                            Virginia / Wintergreen

                                                                            5 8 min stay varies

                                                                            • 5 bedrooms
                                                                            • sleeps 8
                                                                            • min stay varies
                                                                            • Child friendly

                                                                            from £266 / night

                                                                            £1,995 / week

                                                                            Book View

                                                                            from £266 / night

                                                                            Great rentals within 20 miles that match your search

                                                                            Distance approx 18.6 miles from Wintergreen

                                                                            (12) Excellent 

                                                                              22

                                                                              Holiday apartment in Staunton

                                                                              Virginia / Staunton

                                                                              1 3 2 nights min

                                                                              • 1 bedroom
                                                                              • sleeps 3
                                                                              • 2 nights min
                                                                              • Car not necessary
                                                                              • Air conditioning

                                                                              from £89 / night

                                                                              £466 - £590 / week

                                                                              Book View

                                                                              from £89 / night

                                                                              Distance approx 19.31 miles from Wintergreen

                                                                                13

                                                                                Holiday home in Crozet

                                                                                Virginia / Crozet

                                                                                4 10 min stay varies

                                                                                • 4 bedrooms
                                                                                • sleeps 10
                                                                                • min stay varies
                                                                                • Child friendly
                                                                                • Air conditioning
                                                                                • Private garden

                                                                                from £355 / night

                                                                                £1,906 / week

                                                                                Book View

                                                                                from £355 / night

                                                                                Distance approx 5.69 miles from Wintergreen Show on Map

                                                                                (4) Very Good 

                                                                                  36

                                                                                  Tyro holiday home rental

                                                                                  Virginia / Tyro

                                                                                  3 8 2 nights min

                                                                                  • 3 bedrooms
                                                                                  • sleeps 8
                                                                                  • 2 nights min
                                                                                  • Nearest beach 3 km
                                                                                  • Swimming pool
                                                                                  • Child friendly

                                                                                  from £159 / night

                                                                                  £1,111 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 2 hours 12 minutes

                                                                                  from £159 / night

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