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

Spacious, Guest Passes & Hot Tub. Reconnect Or Disconnect In Gracious Comfort

Wintergreen Resort, VA, USA
  • House3300 sqft
  • Bedrooms4
  • Sleeps10
  • Bathrooms3
  • Half Baths1
  • Minimum Stay2 nights

4 Bedrooms, 3 1/2 Baths, Valley View. Hot Tub, Kids Gaming Basement, New Kitchen

This is THE place to stay at Wintergreen! Rocky Playground is the ideal for extended or two families to catch up as well as hit the slopes or the lake together to make lifelong memories! Hiking trails, spa, golf course are all within walking distance.

GREAT SKIING and TUBING and ICE SKATING on the mountain this season! With easy parking access to both the rentals and slopes, you can be gliding over the snow before you know it.

Just minutes from the slopes and off of the 16th tee of the highest golf course in Virginia, Rocky Playground has breathtaking winter views of Shenandoah Valley... like Christmas lights every clear night in the winter! Amazing lush foliage offers color and privacy the rest of the year.

Three finished levels (3300sq') offers privacy and open space at the same time. The top floor is the Master Loft Suite with bedroom, private deck, bathroom and loft area. The main floor has a great room with wet bar, two back bedrooms, kitchen, dining area 1 1/2 baths. Adjacent is the wrap around deck with sitting area, dining area and hot tub. Basement entrance to mud and full laundry room is perfect for winter snowy transitions. The children are all set in the basement with foozeball table, dart board, bunk room and TV/DVD/game room.

Our redone kitchen has many solid wood cabinets, granite counter tops, slate floor and is fully stocked-including a steam expresso machine, mini food processor and crock pot. Perfect for feeding the crew a full feast! NEW ADDITION Kuerig...bring your favorite coffee tea pods!

Après ski, hike or your ideal fun, relax next to the mini waterfall in the 6 person hot tub, complete with optional rainbow "disco" lights, then watch a favorite DVD or big game by the wood burning stone fireplace in the great room.

With three noise buffering levels, a restful night’s sleep is just about guaranteed especially since each of the four bedrooms has its own base heat unit with controls.

Sleeps 10 comfortably, 13 altogether with pull out futon in basement den and 1 full mattress on the floor. 3 ½ baths easily accommodates everyone.

While it may feel secluded at Rocky Playground, it is really not the case with free wifi and cable TV. Also for a visitor’s fee, the Wintergarden (the resort's aquatic and fitness center, salon & spa) are within walking distance. Shuttle services or a short car ride can take you to the Mountain Village area and slopes, about a mile away.

HOME AMENITIES: individual room controlled base unit heating, free wifi, three televisions, fully stocked kitchen, stone wood burning fireplace, games, movies, DVD players, bluetooth speakers, foozeball table NOTE: while we have never missed it in 11 years (since it is usually 20º cooler at the top of the mountain during the summer) we do not have central AC. Every bedroom has good window ventilation and strong ceiling fans. In fact our 17 year old son, who had spent the last 11 summers there, did not realize we had no AC up there until about 5 minutes ago...

Provided with our home: hairdryer, towels, pillows, blankets, bedding, pack n' play, iron/ironing board, laundry detergent, dish soap, bath soap, toilet paper, paper towels. Fully equipped kitchen includes: pots, pans, cutting boards, toaster, crock pot, hand mixer, Krups steamed expresso maker, 12 cup programmable coffee pot, Keurig coffee maker (we take our caffeine very seriously ;) dish towels, pot holders, all serving & eating utensils, cooking utensils, tupperware, serving dishes, mixing bowls, measuring cups, glassware, barware, dishes, bowls, platters and much more…

Sleeps : two queen beds, two singles, four bunk mattresses, one futon, 1 loose mattress (sleeps 13)

House manager: We have a 24 hour service available for any problems or questions that might arise during your stay. The house will be professionally cleaned and prepared for your arrival. *GUEST PASS NOTE: Not for ski lifts and only good for 8 people maximum without prior arrangement and extra fee.*

PET FEE and Addendum: $120 per pet per visit. Spayed or neutered, house trained, with up to date flea/tick control Please ask to see addendum for further details

SERVICE FEE NOTE: This item listed in the quote is solely the responsibility and benefit of VRBO and HomeAway. The owners do not receive any part of it

Property Manager

Kathy and Bob Calhoun

Member Since 2016
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 a few hours
english, Aussi un peu de français
Calendar last updated:
Apr 01, 2018
About Kathy and Bob Calhoun

The Calhouns have loved rocky playground and wish they could get up more often. They have many many fond memories of dinners, and visits with good family and friends over the years. Kathy and Bob still get together there with friends who now have moved to other locations. Sharing that last glass of wine of night or talking over the morning coffee is truly the best way to stay connected with out-of-town friends and family. They hope that you get to carry on that tradition with yours.

Kathy and Bob Calhoun purchased this House in 2005

Why Kathy and Bob Calhoun chose Wintergreen

Having gone to college nearby, the Calhouns know the Blue Ridge Mountains' world renown ability to charm and re-charge the human spirit. The feel, architecture and lay out of Rocky Playground captures that and you will feel it as soon as you turn into the driveway.

What makes this House unique

Rocky Playground is the best of all worlds. The secluded mountain feeling right in the middle of a world class resort. While not the flashiest place on the mountain (nor the most $$$ ) it boasts a variety of amenities and is well kept up. Rocky Playground is constructed in a way that allows everyone to hang together in the great room or bunch off into other secluded parts of the house (for example- kids the basement, adults upstairs, babies sound asleep in the back bedrooms all at the same time). Nighttime toasts to the beautiful light show from the Shenandoah Valley from the loft area are the best way to end a perfect day at Wintergreen.


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


      • 4 Bedrooms, Sleeps 10
      • Loft Master Bedroom Suite
        1 queen, Most private of the bedrooms, up above the rest of the house
      • Master on Main Floor
        1 queen
      • "Snowflake" Room on Main
        2 twin/ single
      • Basement Bunk Room
        2 bunk bed, extra mattress can be brought from back owner's room for use


        • 3 Bathrooms, 1 Half Bath
        • Loft Master Bedroom Suite
          toilet, tub, shower, Recently repainted and base heat unit replaced. Double sink
        • Main Floor Full Bathroom
          toilet, shower, on the main floor, adjoins to that master and the hallway
        • Half Bath on Main Floor
        • Basement Full Bathroom
          toilet, shower, Toilet has sliding door area for privacy

          Location Type

            • Golf Course Front
              Our property backs up to the 16th green, ladies tee.
            • Mountain View
              Winter view of Shenandoah Valley. A short walk to gorgeous overlook of Rockfish Valley and George Washington National Forest.
            • Resort
              Right on Wintergreen Resort. One mile or less from the slopes, spa, tennis, golf, indoor pool, several fantastic restaurants.


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


                    • Guests provide their own meals


                        • Linens Provided
                        • Clothes Dryer
                          Full size
                        • Fitness Room / Equipment
                          Access at the Wintergarden less than 1 mile away
                        • Hair Dryer
                        • Heating
                          Base boards throughout the house. Each unit has a nearby wall control.
                        • Internet
                          Verizon wifi. Will give code when you arrive
                        • Iron & Board
                        • Fireplace
                          One woodburning stone fireplace in the great room. Wood stacked on deck nearby.
                        • Living Room
                          Great Room with fireplace and wet bar.
                        • Parking
                          Level gravel driveway with side area for up to 3 or 4 cars. Some street parking also available. No RV Campers allowed
                        • Telephone
                          No landline. Cell coverage is now as good as home.
                        • Towels Provided
                          For in house and hot tub use.
                        • Washing Machine
                          Full size
                        • Free Wifi


                            • Coffee Maker
                              Three. A 12 cup traditional drip, a steamed expresso Krups and a pod machine.
                            • Dishes & Utensils
                              Fully stocked. Can serve up to 20 people
                            • Dishwasher
                              New in 2016
                            • Kitchen
                              Renovated fully functional. Granite countertops, steam expresso coffee maker. Mini food processor, crock pot.
                            • Microwave
                              New in 2015
                            • Oven
                              Electric. New in 2015
                            • Pantry Items
                              Some spices. You will need to bring food and condiments. There are grocery stores on the mountain and in Nellysford, the little town at the base of the mountain.
                            • Refrigerator
                              New in 2015.
                            • Stove
                              Electric. New in 2015
                            • Toaster
                              2 Slotted


                                • Child's Highchair
                                • Dining
                                  Dining Table seats up to 8. Bar at kitchen sits 2.
                                • Dining Area
                                • comfy seating for 1 people


                                    • Books
                                      Historical and local interest books on shelves in Great Room, in Bedrooms and in the Basement
                                    • DVD Player
                                      In the Great Room and VCR (remember those?) in the Basement.
                                    • Game Room
                                      Not a formal room, but there are some games... foozeball table, magnetic dart board, wii fit, atari system spread throughout the Basement
                                    • Games
                                      Many board games like "Life" and some puzzles
                                    • Satellite / Cable
                                    • Stereo
                                      No stereo but there are two blue tooth speakers
                                    • Television
                                      Three. One in Great Room, one in the Basement and one in the Loft Master Bedroom.
                                    • Toys
                                      Some wooden train tracks and cars. A "Big Mouth" game and previously mentioned puzzles
                                    • Video Games
                                      Wii Fit and Atari gaming systems
                                    • Video Library
                                      Small collection of DVDs - various genres.


                                        • Balcony
                                          Interior loft and exterior deck off of Loft Master Bedroom
                                        • Deck / Patio
                                          2 decks. Wrap around off main floor and small private one off of Loft Master Bedroom Suite.
                                        • Golf
                                          Golf reservations 325-8240
                                        • Kayak / Canoe
                                          Short term rentals at Lake Monacan at the base of the mountain in Stoney Point section of Wintergreen
                                        • Outdoor Grill
                                          Gas Grill
                                        • Ski & Snowboard
                                          Mountain Conditions 325-8036 Ski Lessons 325-8180
                                        • Tennis
                                          Tennis call for reservations on top of mountain (Devil’s Knob) 434-325- 8235 at the bottom (Stoney Creek) 434-325- 8250


                                            • Long-term Renters Welcome
                                            • wheelchair inaccessible
                                              So sorry, it was the way we bought it :(

                                              Pool / Spa

                                                • Communal Pool
                                                  At Wintergarden. Guest Fee
                                                • Hot Tub
                                                  At the house
                                                • Sauna
                                                  At Wintergarden. Guest Fee


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

                                                      Leisure Activities

                                                        • antiquing
                                                        • miniature golf
                                                        • scenic drives
                                                        • shopping
                                                        • sledding
                                                        • walking

                                                          Local Services & Businesses

                                                            • ATM/bank
                                                            • Babysitter
                                                            • fitness center
                                                            • groceries
                                                            • massage therapist
                                                            • medical services

                                                              Sports & Adventure Activities

                                                                • golf
                                                                • hiking
                                                                • ice skating
                                                                • mountain climbing
                                                                • skiing
                                                                • snowboarding
                                                                • swimming
                                                                • tennis


                                                                    • 2 Unaccompanied Guest Passes are included. They will give you access to Lake Monacan. and the Wintergarden for $10 each adult.

                                                                      32 Reviews


                                                                      Latest reviews

                                                                      Great time.

                                                                      Taylor R.Charlottesville, VA

                                                                      We had a great time. The house was modern, clean and fully equipped with everything we could have needed. The hosts are nice and communicative. I'd highly recommend.

                                                                      What a great place!

                                                                      Jason S.

                                                                      Home came with everything we needed for a ski weekend for a family of nine. A quick 5 minute drive to the lifts and 3 minutes from the gym, pool, and spa. Great living room and fireplace to gather the family around. Would definitely stay here again.

                                                                      Great house for 2 families! Very spacious and it was an easy and quick drive to ski area.

                                                                      Sue L.Virginia

                                                                      Very pleased with overall experience. House was nice and clean and well stocked ! Thank you !

                                                                      Beautiful relaxed family winter retreat

                                                                      Kori F.

                                                                      I’m providing this review as this is such a beautiful home, and I hope this information will be useful to others planning a similar winter/ski vacation. We have stayed at Wintergreen many times and this home stands out as exceptionally well equipped and lovely, and we thought perfect for an extended family or group of 2 families. Here are some features that we thought made it especially great for a winter stay:

                                                                      • Beautiful, clean, and all supplies just as described. Well organized with clear directions about where to put/not put outdoor gear, and all of the kitchen equipment needed for a few winter meals

                                                                      • The wood fireplace and outdoor hot tub worked wonderfully and were a welcome addition to a winter stay

                                                                      • The first floor has a bunk bed arrangement, foosball table, and Wii. This was adored by 3 boys (ages 10 and 13)

                                                                      • Great layout with twin bedroom (enjoyed by 2 teen girls), and master bedroom

                                                                      • 3rd floor has especially spacious and luxurious master bed/bath/sitting area

                                                                      • Wooded site at top of mountain with nice views

                                                                      • For skiers: it’s necessary to drive 5 min to the slopes and park, but this was not a problem even on a holiday weekend, and was helped by the parking pass that Cathy and Bob provided

                                                                      • Cathy and Bob were a pleasure to communicate with

                                                                      We would have liked to have stayed longer! Highly recommended for a peaceful and relaxed family winter retreat.

                                                                      Great Home

                                                                      Stephanie H.Fox Island, WA

                                                                      We had a wonderful family gathering here. This property gives you plenty of space and enjoy time together. We recommend this property.

                                                                      Wonderful getaway!

                                                                      Sharon B.

                                                                      Great home!! Very pretty and quiet location!


                                                                      Wintergreen Resort, VA, USA

                                                                      Rocky Playground is within walking/short drive distance of all the amenities that the resort has to offer. Two unaccompanied guest passes (each of which are good for 4 people) come with the rental. From the Aquatic Center with its fitness center, indoor/outdoor pools, hot tubs, salon & spa services, sauna and steam rooms to the Mountain Village where you will find shopping, coffee shops, restaurants and don't forget, the slopes, ice rink and tubing run. There many hiking trails, all of levels and scenic views (including waterfalls) at your fingertips on the resort or a quick drive, the best being breathtaking views of the Devil's Knob lookout just a short walk from the house. (Area hiking maps are kept in the house.) Traveling down the mountain, there are many delightful antique stores, wineries, cideries, breweries that attract aficionados from all over the world and a great Saturday Farmer's Market during the April to October season. A short drive to Charlottesville to explore Jefferson's Monticello home or take in a UVA game makes for the perfect mini road trip.

                                                                      Rates & Availability

                                                                      Additional information about rental rates

                                                                      Cleaning Fee
                                                                      Pet Fee
                                                                      Damage Deposit

                                                                      Rates are subject to change until reservations are confirmed. Keys will not be given out until payment is received in full.

                                                                      32 Reviews
                                                                      Wonderful 4.9/5
                                                                      Premier Partner
                                                                      Enter dates for accurate pricing
                                                                      For booking assistance, call 888-640-7927

                                                                      Property # 867107