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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

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

Bedrooms 4
Half Baths1
Space 3,300 sq ft
Property type house
Minimum Stay 2 nights


About the property

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

More Details

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.

Speaks: english, Aussi un peu de français
Response time:
Within a day
Response rate:
Calendar last updated:
September 25, 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 Resort

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.


Wintergreen Resort House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 3300 sq ft
House Rules:
  • Max. occupancy: 10
  • Minimum Age Limit for Renters ...
  • pets considered ...
  • children welcome ...
  • non smoking only ...
Location Type:
  • Golf Course Front ...
  • Mountain View ...
  • Resort ...
  • Away From It All
  • Family
  • Romantic
  • Sports & Activities
  • Clothes Dryer ...
  • Fireplace ...
  • Fitness Room / Equipment ...
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Linens Provided
  • Living Room ...
  • Parking ...
  • Telephone ...
  • Towels Provided ...
  • Washing Machine ...
  • Free Wifi
  • Coffee Maker ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Kitchen ...
  • Microwave ...
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Toaster ...
  • Child's Highchair
  • Dining ...
  • Dining Area
  • seating for 1 people
  • 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 - toilet
    Basement Full Bathroom - toilet , shower , Toilet has sliding door area for privacy
  • 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
  • Books ...
  • DVD Player ...
  • Game Room ...
  • Games ...
  • Satellite / Cable ...
  • Stereo ...
  • Television ...
  • Toys ...
  • Video Games ...
  • Video Library ...
  • Balcony ...
  • Deck / Patio ...
  • Golf ...
  • Kayak / Canoe ...
  • Outdoor Grill ...
  • Ski & Snowboard ...
  • Tennis ...
  • Long-term Renters Welcome
  • wheelchair inaccessible ...
Pool / Spa:
  • Communal Pool ...
  • Hot Tub ...
  • Sauna ...
  • 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.


Wonderful! 4.9/5 -
(39 traveler reviews)

92% Complete
5% Complete
2% Complete
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Spacious, Guest Passes & Hot Tub. Reconnect Or Disconnect In Gracious Comfort
average rating of 4.8974357 based on 39 reviews

Beautiful, spacious, and exactly what is advertised

  • 5 of 5

We had such a great weekend at Bob and Cathy's place in Wintergreen! All the towels, sheets, plates, paper goods, and anything else you could need are provided. Cathy is super responsive and so kind. The house itself is quite large (we had 10 and it was plenty of room). It's also really close to trail heads that provided fun hikes and beautiful vistas. The hot tub is awesome when you get back, as is the fire pit for some s'mores. Honestly, we had an amazing time and would definitely go back and rent from them again!

  • Submitted: May 20, 2017
  • Stayed: May 2017
  • Source: HomeAway
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1 0

Plenty of room very cozy

  • 5 of 5

We thoroughly enjoyed our stay! Kathy was easy to work with and very responsive. The house does need a few small updates/repairs but nothing that distracts from your stay. We would absolutely recommend to other families staying in Wintergreen!!!

  • Submitted: Sep 3, 2018
  • Stayed: August 2018
  • Source: VRBO, from HomeAway
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0 0

Perfect place to stay at Wintergreen!

  • 5 of 5

It was a fantastic relaxing weekend and the cabin fit that style perfectly.

  • Submitted: Aug 26, 2018
  • Stayed: August 2018
  • Source: VRBO, from HomeAway
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A Lovey Week In The Mountains.

  • 5 of 5

This home fit our extended family's needs perfectly. We never felt crowded as there are three large levels of space. The views of the woods were gorgeous and the spa, trails and other facilities of Wintergreen were close by. The house itself is very roomy and accommodating. Although there is no a/c we never really noticed as it was 15 to 20 degrees cooler than our home in Fairfax. There are lots of windows and fans. It was actually very nice to not have a/c, as we were able to open the house up and enjoy the fresh mountain air all week. So do not let the lack of a/c stop you from renting this home. It felt like early Fall.

The home is very well equipped and the hot tub was really nice after a full day of activity.

Also the owners are very easy to contact and are obviously interested in the comfort of their guests.

Vince M

  • Submitted: Aug 18, 2018
  • Stayed: August 2018
  • Source: VRBO, from HomeAway
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Beautiful home in a beautiful location

  • 5 of 5

We loved our month at Rocky Playground. Away from it all, beautiful setting, very comfortable. Hot tub every night!

  • Submitted: Jul 31, 2018
  • Stayed: June 2018
  • Source: VRBO, from HomeAway
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Great place to relax

  • 4 of 5

We loved our stay at Wintergreen. Rocky Playground was a spacious and comfortable place to stay. We enjoyed the hot tub and also used the fire ring several evenings. Would recommend it to any family wanted to "get away from it all". Very relaxing.

Vince and Judy

  • Submitted: Jul 2, 2018
  • Stayed: June 2018
  • Source: HomeAway
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Nearest Airport
44 Miles
Shenandoah Regional Airport
Nearest Barpub
1 Miles
The Edge
Nearest Golf
1 Miles
Devil's Knob
Nearest Train
31 Miles
Staunton Station
Nearest Restaurant
1 Miles
Devil's Knob Grill
Nearest Ski
1 Miles
Wintergreen Slopes
Car: necessary

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

Taxes and fees are additional

Additional information about rental rates

Cleaning Fee $175
Pet Fee $120
Refundable Damage Deposit $300

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

Manager's Cancellation Policy

Please ask the manager or check their rental agreement when booking the property.

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