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

Year Round Family Retreat

Bedrooms 5
Half Baths1
Space 3,400 sq. ft.
Property type house
Minimum Stay 2 nights


About the property

House, 5 Bedrooms, 3.5 Baths (Sleeps 11)

This home has everything a family is looking for. Room for everyone with 5 bedrooms. 3 separate living areas with a recreation room that has a pool table, ping pong table, and dart board. The adults can enjoy a movie or quiet time by the fire while the kids are downstairs enjoying their own movie or playing a game. Right outside the door provides rocks to climb, hiding places, and forts to build for the kids while the adults join in or sit on one of three decks looking at the wonderful viewof nearly 7,000 acres on the Nature Preserve. Skiing, tubing, and snowboarding are just a couple of minutes away.

The main floor has a cozy open floor plan, with a brand new kitchen. The living room has a wood stove and TV. The kitchen has a breakfast bar and the dining table is positioned in front of the new sliding glass doors so you can enjoy the view while eating. The master bedroom/bath, second bedroom, bathroom, and large laundry room are also on this floor. The sliding doors open to a large wrap around deck overlooking the Nature Preserve.

The stairs take you up to our favorite room, the great room. There are dark hardwood floors, a large stone fireplace, wetbar, beverage refrigerator, TV, and floor to ceiling windows/glass doors. You can see for miles. There is a large deck to go out on and gaze at the stars. They are incredible. No city lights to lessen the view. There is a full bath and two bedrooms on this floor.

The bottom floor is the kids' favorite area. This room features a dart board, ping pong table, pool table, and a sitting area with TV. They love the fact that they have their own space. Little do they know that the adults have just as much fun down there. A half bath and a bedroom are on this floor. You can walk out to the back of the house or on to a deck in the front of the house.

Right off to the side of the house is a gazebo. It is great to sit out there. The kids play on the rocks surrounding the house. We are located at the end on a private drive so we are in our own world.

If you walk down the mountain directly behind our house you end up on the Shamokin Springs trails. We hike it all the time. We love going to the springs and falls.

This is the perfect home for us. We know you will find it just as enjoyable as we do.

More Details

Property Manager
Holly Proto
Member since: 2012
Speaks: english
Response time:
Within a few hours
Response rate:
Calendar last updated:
March 3, 2018

About Holly Proto

We live in Virginia Beach. We have two great boys that love the outdoors as much as we do. We have been going to Wintergreen for years. We have used VRBO ourselves to stay at great places each time we went. We have been looking for a home for about 5 years. We finally found the perfect house for us. We wanted to open up our home to others who want to experience all that Wintergreen has to offer.

Holly Proto purchased this house in 2012

Why Holly Proto chose Chestnut Springs

This house was exactly what we were looking for. It has mountain views, plenty of room for our friends and family to visit, separate living areas, a game room, and lots of outdoor fun for the family.

What makes this house unique

Great room with large windows to enjoy the view. A beautiful stone fireplace and wetbar to make the great room a 'perfect room'.


Chestnut Springs House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 3400 sq. ft.
House Rules:
  • Max. occupancy: 11
  • Minimum Age Limit for Renters ...
  • children welcome ...
  • pets not allowed
  • non smoking only
Location Type:
  • Mountain View ...
  • Adventure
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Spa
  • Sports & Activities
  • Tourist Attractions
  • Clothes Dryer ...
  • Fireplace ...
  • Heating
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room
  • Parking
  • Telephone ...
  • Towels Provided
  • Washing Machine ...
  • Wood Stove
  • Coffee Maker ...
  • Dishes & Utensils
  • Dishwasher ...
  • Kitchen ...
  • Microwave
  • Refrigerator ...
  • Stove
  • Toaster
  • Dining
  • Dining Area
  • 3 Bathrooms
  • 1 Half Bath
  • Bathroom 1 - Main floor in master bedroom.
    Bathroom 2 - Main floor
    Bathroom 3 - Third floor
    Bathroom 4 - Lower level/game room
  • 5 Bedrooms, Sleeps 11
  • Master Bedroom 1 - 1 king , Walk-in closet and full bath. Main floor.
    Bedroom 2 - 2 twin/ single , Main floor
    Bedroom 3 - 1 queen , Upper floor
    Bedroom 4 - 2 twin/ single , Upper floor
    Bedroom 5 - 1 double , 1 twin/ single , Lower floor
  • Books
  • DVD Player
  • Game Room ...
  • Games
  • Ping Pong Table
  • Pool Table
  • Satellite / Cable ...
  • Stereo ...
  • Television ...
  • Toys
  • Video Library
  • Deck / Patio ...
  • Golf ...
  • Lanai / Gazebo ...
  • Outdoor Grill ...
  • Porch / Veranda ...
  • Ski & Snowboard ...
  • Tennis
Pool / Spa:
  • Communal Pool ...
  • health/beauty spa
  • playground
  • restaurants
  • winery tours
Leisure Activities:
  • antiquing
  • bird watching
  • eco tourism
  • horseback riding
  • scenic drives
  • shopping
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • groceries
Sports & Adventure Activities:
  • golf
  • hiking
  • ice skating
  • mountain biking
  • ski privileges optional
  • skiing
  • snowboarding
  • swimming
  • tennis


Wonderful! 4.9/5 -
(12 traveler reviews)

91% Complete
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Year Round Family Retreat
average rating of 4.9166665 based on 12 reviews

Wonderful getaway!

  • 5 of 5

This was our family’s first time going to Wintergreen and we wanted a house (cabin) for the full experience. Holly’s cabin was everything we wanted and needed! The home was clean and well stocked. We had an amazing time and our kids finally got to experience Wintergreen. We would love to come back next season. Holly was wonderful about everything and I highly recommend their home!

  • Submitted: Feb 26, 2018
  • Stayed: February 2018
  • Source: HomeAway
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Ski Weekend

  • 5 of 5

The house was well appointed and clean. The upstairs living room was a great place for the adults to hang out while the kids spent time playing in the basement. We would love to come back in the fall during leaf season or in the summer to play tennis. We loved our stay.

  • Submitted: Feb 4, 2018
  • Stayed: February 2018
  • Source: VRBO, from HomeAway
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Just lovely

  • 4 of 5

We had a great girls weekend on the top of Wintergreen! The only thing missing was a hot tub!!! We hope to do it again!

  • Submitted: Jan 28, 2018
  • Stayed: January 2018
  • Source: VRBO, from HomeAway
Owner's Response: We are so glad you had a good time! Wintergreen is a great place for a girls get away!
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Kid friendly and hiking accessible!

  • 5 of 5

Loved our Thanksgiving getaway at this home. The kitchen was perfectly equipped and we prepared a wonderful Thanksgiving dinner there. The kids loved the basement activities and we were steps away from a wonderful hiking access point. We would definitely come back!

  • Submitted: Dec 14, 2017
  • Stayed: November 2017
  • Source: HomeAway
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Fairfax, VA

We had a great time!

  • 5 of 5

The house was great - had everything we needed, and more!!

  • Submitted: Aug 17, 2017
  • Stayed: August 2017
  • Source: HomeAway
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San Diego

We thoroughly enjoyed our stay and recommend this terrific home.

  • 5 of 5

Beautiful setting, welcoming, very cozy, clean, comfortable with wonderful views. Good hiking too.

  • Submitted: Nov 7, 2016
  • Stayed: October 2016
  • Source: VRBO, from HomeAway
Owner's Response: We are so happy you enjoyed your stay!
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Nearest Golf
2 Miles
Wintergreen Courses
Nearest Restaurant
2 Miles
Several choices on the mountain.
Nearest Ski
2 Miles
Wintergreen Resort
Car: recommended

We love this home so much because we love to hike. There are trails to Humpback Mountain and Shamokin Springs just below the house. The Old Appalachian Trail runs along just below the house as well.

The Nature Foundation at Wintergreen is a great place to

visit. There are exhibits and hands on activities there for everyone. They offer nature programs and educational programs. Wintergreen resort is always hopping with a variety activities. There are wineries, orchards, and breweries nearby.


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Security deposit $200
cleaning fee $190

Thanksgiving minimum stay 4 nights. Holiday weekends minimum stay is 3 nights.
Cancellation Policy
14 days or less notice will result in loss of security deposit and cleaning fee.
14 days notice for full refund of rental fee.
7 days notice for half of the rental fee.

Manager's Cancellation Policy

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

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