expand arrow-rightsvg-balloonsvg-carsvg-dogsvg-fireplacesvg-flat-screensvg-heatersvg-laundry-washing-machinesvg-snowflakesvg-hot-tubsvg-swimming-poolsvg-wheelchairsvg-wifiarrow-right

Your Year-Round Escape - Steps To Summer Festivals & Ski In/Out

Treeloft, Wintergreen, VA, USA
  • Chalet1152 sqft
  • Bedrooms3
  • Sleeps8
  • Bathrooms2
  • Half Baths0
  • Minimum Stay4 nights

Treetop Joy Is Your Escape, No Matter The Season. Ski, Golf, Hike, And More!

Truly escape from it all in this adorable treehouse within the Wintergreen Resort. This ski chalet is perfectly located on the mountain, so you can take advantage of being steps from the slopes, but away from the ski traffic and noise during the winter.

#1 Best Resort in Virginia! Wintergreen Resort was recently voted the best resort in Virginia. Come explore and see why!

During the summer, escape from the heat and enjoy the cool mountain breeze. Either spend a weekend getting away or experience one of the many festivals that call Wintergreen home. Our home is conveniently located just a quick walk from the lodge and festival grounds.

Treetop Joy is a three bedroom, two bath ski chalet that sleeps up to eight people in a range of beds from a queen in the master to twin bunk beds.

Whether you want a romantic weekend get-away or bring your family for an outdoor retreat, this vacation home is perfect. Being within the Wintergreen resort, guests of all ages can walk to the ski slopes or the nearby restaurants and lodge.

Wintergreen is the perfect get-away for all seasons. Explore the snowy slopes in the winter or the abundant trails for hiking and exploring in the summer. Wintergreen is also home to a variety of festivals year-round. This centrally-located escape is the perfect home-base to explore the variety of wineries, breweries, and cider houses nearby.

Property Manager

Guesthouses Reservation Services

Member Since 2010
Premier Partner
This VRBO partner has demonstrated and is committed to fast response times, the best rates, and a great guest experience.
Response rate:
Response time:
within one day
Calendar last updated:
Nov 27, 2017


    • Internet
    • Heater
    • Fireplace
    • Satellite or Cable
    • Kids Welcome
    • Washer & Dryer
    • Parking
    • TV
    • No Smoking


      • 3 Bedrooms, Sleeps 8
      • Guest Room
        2 twin/ single
      • Loft
        2 twin/ single, 2 sleep sofa /futon, 2 bunk bed, Two bunk-beds: bottom is a full futon, top is a twin
      • Master Suite
        1 queen


        • 2 Bathrooms
        • Master Bath
          toilet, combination tub/shower
        • Guest Bath
          toilet, combination tub/shower

          Location Type

            • Mountain View
            • Resort
              Within the Wintergreen Mountain Resort area
            • Ski-In
              Just steps from the Tyro lift at Wintergreen Ski Resort
            • Ski-Out
              Just steps from the Tyro lift at Wintergreen Ski Resort


                • Adventure
                • Away From It All
                • Family
                • Romantic
                • Spa
                • Sports & Activities


                    • Guests provide their own meals


                        • Clothes Dryer
                        • Fireplace
                          Hand-crafted fireplace
                        • Heating
                        • Internet
                        • Living Room
                        • Parking
                          Off-street parking available for two cars
                        • Washing Machine


                            • Coffee Maker
                            • Dishes & Utensils
                            • Dishwasher
                            • Kitchen
                              Fully stocked kitchen with enough dishes to serve up to eight people.
                            • Microwave
                            • Oven
                            • Refrigerator
                            • Stove
                            • Toaster


                                • Dining
                                • Dining Area
                                • comfy seating for 8 people


                                    • Satellite / Cable
                                    • Television


                                        • Deck / Patio
                                        • Golf
                                          Wintergreen Resort
                                        • Ski & Snowboard
                                          Ski In/Out from the Tyro lifts at Wintergreen Resort - just steps from Treetop Joy!
                                        • Tennis
                                          Wintergreen Resort


                                            • Long-term Renters Welcome
                                            • wheelchair inaccessible

                                              Onsite Services

                                                • Massage


                                                    • festivals
                                                    • health/beauty spa
                                                    • playground
                                                    • recreation center
                                                    • restaurants
                                                    • winery tours

                                                      Leisure Activities

                                                        • antiquing
                                                        • bird watching
                                                        • scenic drives
                                                        • sledding
                                                        • walking
                                                        • wildlife viewing

                                                          Local Services & Businesses

                                                            • fitness center
                                                            • groceries

                                                              Sports & Adventure Activities

                                                                • mountaineering
                                                                • cycling
                                                                • golf
                                                                • hiking
                                                                • mountain biking
                                                                • mountain climbing
                                                                • fishing
                                                                • rock climbing
                                                                • skiing
                                                                • snowboarding
                                                                • swimming
                                                                • tennis

                                                                  House Rules

                                                                  Check-in: 4:00 PM

                                                                  Check-out: 11:00 AM

                                                                  Cancellation Policy

                                                                  100% refund if canceled at least 60 days before arrival date. 50% refund if canceled at least 30 days before arrival date. You must contact the owner directly to request cancellation.

                                                                  6 Reviews


                                                                  Latest reviews

                                                                  Treetop paradise

                                                                  Shari M.

                                                                  Our stay at the Treetop has been absolutely amazing, the house was very well equipt with every convienince that we needed. The owners were extremely thoughtful upon our arival with a sweet welcome basket.

                                                                  The views are stunning, we enjoyed coffee on the deck watching the deer graze each morning.

                                                                  I highly recommend staying at this quaint getaway home in the mountains!

                                                                  A beautiful and peaceful retreat!

                                                                  Ilsa F.

                                                                  Wonderfully furnished and equipped -- perfect getaway with wooded mountain views. Owners have thought of everything. Definitely recommend!

                                                                  The view was beautiful, and everything was great. The few minor issues were fixed quickly.

                                                                  Jonathan E.

                                                                  Everything was just as expected. It was a wonderful view, and very relaxing. Highly recommend.

                                                                  Quiet Retreat in the Heart of Wintergreen

                                                                  Christina R.

                                                                  We traveled for the Summer's End festival over Labor Day Weekend and absolutely loved the location of TreeTop Joy! Located on a quiet cul-de-sac close to the Mountain Inn, this was perfect for our family. The floor plan is great, plenty of room for a couple and our two children. Updated kitchen is nice and you can tell the owners take care to see that everything is fully stocked in the kitchen in terms of utensils, tableware, appliances, etc. The house was very neat without very many knickknacks which is always nice when you have small children! We were concerned that the house did not have air-conditioning, however during our stay we didn't need it anyway-the mountain air was wonderful and cool in the evening, the perfect temperature to open the windows. We would imagine this location is perfect for skiers in the winter-the fireplace looks perfect for a cold winter night! Great communication from the property manager on this rental, we would definitely recommend it if you are looking for a nice getaway at Wintergreen!

                                                                  July 4 Get-away

                                                                  Andrew T.

                                                                  Like the reviewer above, several friends and I decided to come out to Wintergreen for the Fourth of July. Treetop Joy was a great place to stay. There was plenty of space for everyone, both for just hanging out and sleeping. The property was also within easy walking distance of the event grounds, so that we could easily make it up to the fireworks show - which was fantastic. Treetop Joy also made a nice base camp for exploring the many wineries and breweries in the area. Overall, we had no problems with our stay, would gladly come again, and would recommend the property to others looking to stay at/around Wintergreen.

                                                                  Great location for the 4th of July

                                                                  Happy CamperArlington

                                                                  A group of friends and I decided to make the trek from the DC area for the July 4th weekend. Treetop Joy was in a great location at the top of the mountain. It was well kept with plenty of space for us all. There were plenty of hiking trails around the cabin and we were able to walk to the resort for the amazing fireworks show on the 4th. Would happily stay here again for anytime of the year.


                                                                  Treeloft, Wintergreen, VA, USA

                                                                  Treetop Joy is nestled in the middle of the Wintergreen Mountain area. We're just steps from the Tyro ski lift and walking distance from the lodge and festival attractions for extra convenience. Our location is unique in that it is in a secluded area, away from all of the mountain traffic and noise.


                                                                  Additional information about rental rates

                                                                  Tax Rate

                                                                  Rates are subject to change until reservation is confirmed. In the event of a cancellation, we do not refund any rental payment received unless we are able to book any or all of your stay with another guest. In that event, you will receive a refund in the amount of the new guest's stay up to the amount you paid.

                                                                  6 Reviews
                                                                  Wonderful 4.8/5
                                                                  Premier Partner
                                                                  Enter dates for accurate pricing
                                                                  For booking assistance, call 888-640-7927

                                                                  Property # 602417