Vacation Rentals with Hot Tub in Wintergreen

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Filtering by: Jacuzzi or hot tub

20 vacation rentals
    23

    Ski-in/Ski-out Wintergreen House w/ Hot Tub!

    Virginia / Wintergreen

    Wintergreen house

    3 8 min stay varies

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

    Price per night from

    $218

    Responds fast!
    avg. 58 minutes

    Price per night from

    $218

    (3) Very Good 

      16

      Down On 18th! Walk to Golf Clubhouse, Spa, Pool, Membership Access to Facilities

      Virginia / Wintergreen

      Wintergreen condo

      2 6 1 night min

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

      Price per night from

      $115

      Responds fast!
      avg. 3 hours 28 minutes

      Price per night from

      $115

        26

        Wintergreen Cabin w/Private Hot Tub, Deck & Views!

        Virginia / Wintergreen

        Wintergreen house

        3 8 min stay varies

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

        Price per night from

        $271

        Responds fast!
        avg. 21 minutes

        Price per night from

        $271

        (7) Excellent 

          13

          Book Sprin/Summer: Luxury Mountain House on Golf Course w/ Resort Membership

          Virginia / Wintergreen

          Wintergreen house

          3 8 min stay varies

          • 3 bedrooms
          • sleeps 8
          • min stay varies
          • Swimming pool
          • Child Friendly
          • Air conditioning
          “Mountain Resort in Va” Cozy ski getaway or family retreat. Soaring wood ceilings and stone fireplace; huge windows. Lovely views of lush green lawn and several tall trees. Peaceful and quiet. Huge kitchen and dining area, full amenites, and very clean
          …see more

          Price per night from

          $305

          Responds fast!
          avg. 3 hours 28 minutes

          Price per night from

          $305

            26

            22 Tyro: Family Ski-In/Ski-Out Mountain Lodge on Upper Tyro Slope at Wintergreen

            Virginia / Wintergreen

            Wintergreen house

            4 10 3 nights min

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

            Price per night from

            $573

            Price per night from

            $573

            (25) Very Good 

              24

              Cabin at Wintergreen - VA Mt. Resort Luxury Rental

              Virginia / Wintergreen

              Wintergreen house

              5 10 2 nights min

              • 5 bedrooms
              • sleeps 10
              • 2 nights min
              • Ski
              • Child Friendly
              “All we needed in a cabin for a great weekend getaway.” This place was great! I took a group of young adults from my church, and they were all impressed with the house. They kept asking me, "Where did you find this place?" The cabin feels very rustic a
              …see more

              Price per night from

              $400

              Price per night from

              $400

              (4) Very Good 

                15

                Up-On 18th! Walk to Golf Clubhouse, Spa, Pool, Membership Access to Facilities

                Virginia / Wintergreen

                Wintergreen condo

                2 6 1 night min

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

                Price per night from

                $115

                Responds fast!
                avg. 3 hours 28 minutes

                Price per night from

                $115

                  38

                  '5 Peaks' Luxury Wintergreen Resort Home w/Hot Tub

                  Virginia / Wintergreen

                  Wintergreen house

                  3 8 min stay varies

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

                  Price per night from

                  $277

                  Responds fast!
                  avg. 21 minutes

                  Price per night from

                  $277

                  (10) Excellent 

                    41

                    CRAZY AMAZING get-a-way! (Crazy, in a GOOD way)

                    Virginia / Wintergreen

                    Wintergreen house

                    5 13 min stay varies

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

                    Price per night from

                    $678

                    Responds fast!
                    avg. 12 minutes

                    Price per night from

                    $678

                      28

                      NEW! Lavish Wintergreen Home w/Hot Tub by Skiing!

                      Virginia / Wintergreen

                      Wintergreen house

                      4 12 min stay varies

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

                      Price per night from

                      $346

                      Responds fast!
                      avg. 58 minutes

                      Price per night from

                      $346

                        9

                        Mountain Retreat

                        Virginia / Wintergreen

                        Wintergreen house

                        5 8 min stay varies

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

                        Price per night from

                        $344

                        Price per night from

                        $344

                        (26) Excellent 

                          17

                          WINTERGREEN MOUNTAIN HOUSE

                          Virginia / Wintergreen

                          Wintergreen house

                          4 8 2 nights min

                          • 4 bedrooms
                          • sleeps 8
                          • 2 nights min
                          • Ski
                          • Child Friendly

                          Price per night from

                          $229

                          Responds fast!
                          avg. 1 hour 40 minutes

                          Price per night from

                          $229

                          (10) Very Good 

                            24

                            Top of the Resort (Discounted Rates Available)

                            Virginia / Wintergreen

                            Wintergreen house

                            6 14 2 nights min

                            • 6 bedrooms
                            • sleeps 14
                            • 2 nights min
                            • Child Friendly
                            • Air conditioning

                            Price per night from

                            $331

                            Price per night from

                            $331

                            Great rentals within 20 miles that match your search

                            Distance approx 11.4 km from Wintergreen

                            (1) Excellent 

                              32

                              Shenandoah Valley Farmhouse

                              Virginia / Waynesboro

                              Waynesboro house

                              4 9 3 nights min

                              • 4 bedrooms
                              • sleeps 9
                              • 3 nights min
                              • Child Friendly
                              • Car not necessary
                              • Air conditioning

                              Price per night from

                              $288

                              Price per night from

                              $288

                              Distance approx 12.64 km from Wintergreen

                                13

                                Rock-n-Creek Cabin mile post 27 off BR Pkwy

                                Virginia / Montebello

                                Montebello log cabin

                                3 11 2 nights min

                                • 3 bedrooms
                                • sleeps 11
                                • 2 nights min
                                • Child Friendly
                                • Air conditioning
                                • Pet Friendly

                                Price per night from

                                $224

                                Price per night from

                                $224

                                Distance approx 7.74 km from Wintergreen

                                  17

                                  Country escape in the heart of the Blue Ridge Mountains

                                  Virginia / Afton

                                  Afton house

                                  4 8 min stay varies

                                  • 4 bedrooms
                                  • sleeps 8
                                  • min stay varies
                                  • Child Friendly
                                  • Air conditioning
                                  • Private garden

                                  Price per night from

                                  $156

                                  Price per night from

                                  $156

                                  Distance approx 19.59 km from Wintergreen

                                  (1) Excellent 

                                    30

                                    Four Seasons Annex | Beautifully Decorated, Ivy Area Central to Town & Wineries

                                    Virginia / Ivy

                                    Ivy house

                                    3 6 min stay varies

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

                                    Price per night from

                                    $460

                                    Price per night from

                                    $460

                                    Distance approx 19.59 km from Wintergreen

                                      31

                                      The Library Suite | Luxurious Suite Convenient to C'ville & Wineries

                                      Virginia / Ivy

                                      Ivy house

                                      1 2 min stay varies

                                      • 1 bedroom
                                      • sleeps 2
                                      • min stay varies
                                      • Swimming pool
                                      • Child Friendly
                                      • Air conditioning

                                      Price per night from

                                      $184

                                      Price per night from

                                      $184

                                      Distance approx 10.14 km from Wintergreen

                                      (1) Excellent 

                                        24

                                        Maren Estate (Mountain Estate 20 min to UVA)

                                        Virginia / Afton

                                        Afton house

                                        6 14 3 nights min

                                        • 6 bedrooms
                                        • sleeps 14
                                        • 3 nights min
                                        • Beach / lakeside relaxation
                                        • Swimming pool
                                        • Child Friendly

                                        Price per night from

                                        $1,954

                                        Price per night from

                                        $1,954

                                        Distance approx 9.82 km from Wintergreen

                                          64

                                          The Inn at Blue Mountain Brewery

                                          Virginia / Afton

                                          Afton house

                                          5 12 2 nights min

                                          • 5 bedrooms
                                          • sleeps 12
                                          • 2 nights min
                                          • Child Friendly

                                          Price per night from

                                          $804

                                          Price per night from

                                          $804