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

Serene Golf Chalet: Resort PASS/Bunk&Slide!/Parks4/Walk2Tennis,Swim,Hike,Dine

Bedrooms 3
Half Baths2
Space 1,977 sq ft
Property type house
Minimum Stay 2 nights


About the property


1) PROCRASTINATORS' SPECIAL: - 15% OFF nightly rates for bookings within 8 days of rental!

2) 10% OFF Nightly Rates for Veterans & Active Duty Military, as well as VA Employees (not applicable with other specials; excludes holidays)


Enjoy Wintergreen hiking, tennis, skiing and snow sports and other outdoor adventures, or simply relaxing and rejuvenating with those close in your realm, from the comforts of our ideally located and serene golf-front haven in this beautiful nature preserve. Whispering Oaks offers you access for 8 to ALL EXCLUSIVE WINTERGREEN AND STONEY CREEK RESORT AMENITIES (included with use of our Resort Membership Guest Passes)...and, at super affordable special rates! Please note that some resort fees and restrictions apply.

Wintergreen Wonderland, Whispering Oaks - in the heart of Virginia's Blue Ridge Mountains - welcomes you! Located in Wintergreen Resort within a few minutes of the Mountain Inn Hub/Ski Center-Slopes (shops & restaurants & outdoor concerts/festivals hub) & The Adventure Center, our home is just a short walk to Chestnut Springs outdoor pool/picnic area and Shamokin Springs Nature Preserve trail/access, 15-20 minute walk to Devil's Grill (club restaurant) and indoor/outdoor tennis, and is also convenient to Wintergarden Aquatics/Fitness/Spa Center and The Nature Center. At Whispering Oaks, we provide abundant firewood/fire starters and ample parking, and a nicely stocked kitchen. Shampoo/soap/conditioner are also provided, for your convenience, as is laundry detergent. Pack light, and make yourself right at home!

We were lucky to find and secure this special mountain home after falling in love (again) with Wintergreen over a hiking weekend in fall 2012. - We had selected and stayed in a VRBO rental property that was cute on-line, but dingy and run-down on site. Inspired to own at Wintergreen, we considered and visited a nice view condo, but were deterred when we couldn't escape the party next door. We vowed to create a haven in this beautiful natural enclave that would be serene, but also accessible, and necessarily comfortable and clean and welcoming... We sought high ceilings and an open feel bathed in natural light, with appealing views inside and out... And, we wanted to create a special mountain respite offering fabulous indoor and outdoor gathering areas... - Welcome to Whispering Oaks!

Please take a moment to read some of our reviews. We are fortunate and proud that Whispering Oaks has earned so many positive - even, glowing - reviews from lots of our thoughtful guests. We well appreciate that much can be learned from folks who have experienced the very getaway you are contemplating. Thanks so much for your interest in Whispering Oaks!


**NOTE: Resort Membership Guest Passes are included in Rates! (Wintergreen Resort Membership Guest Passes grant access to the exclusive resort amenities such as Devil's Knob and Stoney Creek Golf Courses, Indoor/Outdoor Tennis, Devil's Grill Restaurant, nearby Aquatics & Fitness Center, exclusive Pass holders reserved Saturdays at Lake Monocan. PLEASE NOTE: Resort fees apply.)**


-Please check out our GREAT WEEKLY/MONTHLY RATES!


UPDATES: For your added enjoyment, we have upgraded to flat screen t.v.'s in bedrooms #1 and #2 and, each bedroom, in addition to the main living area, is equipped with a DVD player. We continuously add to our evolving collections of DVD's and books. Our level driveway is recently paved, so access to skiing and other mountain and local activities is great no matter what Mother Nature has in store!



-GOLF FRONT (3rd Fairway Devils Knob Golf Course)

-Comfortably sleeps and accommodates for meals a party of 10 (8 adults/4 couples + 2 kids/tweens in bunk slide bed). 3 couples in private bdrms/queen beds with 1 couple in downstairs main living area on queen pull-out sofa.

-Resort Membership Guest Passes for 8

-NEW TENT BUNK BED WITH SLIDE!!! It's awesome FUN for toddlers to tweens!

-Picturesque home and surroundings

-Ideally situated; private, serene, wooded and in a distinctive Wintergreen neighborhood, but only minutes from indoor/outdoor tennis courts, dining, Nature Center, Wintergarden Aquatics and Fitness Center and Spa, Mountain Inn hub/SKI, Adventure Center and The Market (at Blackrock).

-Spacious and well-furnished rear deck that looks onto golf course; cozy front covered porch

-Level lot/ample parking (3+ cars), newly paved!

-Only a few steps for entry and first floor master make Whispering Oaks ideal for seniors and others with limited mobility

-Flat screen t.v.'s (t.v. reception only available in main living area and master bedroom)

-DVD players in each bedroom and main living room

-Free HBO

-Free Wi-Fi

-Family games, family/child/adult DVD collection, book/periodicals library = always evolving…

-Gas Grill

-Beautiful walnut hardwood floors throughout general living areas on 1st Floor

-Commonplace wildlife sightings

-Walk to hiking trail heads

-Walk to neighborhood outdoor pool/park (Chestnut Springs; use is free!)

-Walk to dining (up-hill, with nature, valley and distant mountain views, 17 - 20 minutes to Devils Grill)

-'Wall of windows' - beautiful wooded and golf views, with frequent wildlife sightings, abound throughout Whispering Oaks. Sky lights add sunshine, enhancing the ambiance in this spacious and open nature-immersed retreat...

-Open, spacious and comfortable gathering areas

-Charming native stone floor-to-ceiling wood burning fireplace and hearth

-Spacious,well-appointed kitchen with ample counter space opens to main great room living area; easily accommodates multiple cooks/hosts at once

-Well-appointed; tastefully and comfortably decorated

-Bedrooms are situated to offer maximum privacy, and each is spacious and bright with natural light and views

-2nd queen bedroom (upstairs) has private half bath

-Master bedroom has sitting area…one of you can lounge in the bed as another snuggles up with the kids to read or to watch out the window for scampering or lumbering animals, with all sharing in the experience...

-Convenient utility area/mud room with in-built bench and tiled floor, just off of the welcoming foyer. This smart design allows you to easily manage messy or wet outer clothing worn by the skiers, hikers and other adventurers in your party.

-Free local/national phone calls

-Affordable; excellent rates for longer stays

-Included, for your comfort and convenience, are all beddings and towel sets, shampoo, conditioner and soap, fire starters and wood logs for your fire, laundry detergent and a fully stocked kitchen & coffee. Welcome!



Whispering Oaks is centrally located on a private wooded parcel in a distinctive neighborhood on the third hole of Devil’s Knob Golf Course (at 3800 feet, the highest golf course in the state), and offers three bedrooms with two full baths and two half baths. Our home features a bright, open floor plan and spacious bedrooms. The master is located on the first floor. Two additional upstairs bedrooms are situated to offer maximum privacy. One of these has a half bath, making the home especially well suited for several couples, or couples with kids. The bedrooms provide private accommodations for 7 - 8 and a Queen Sofa Sleeper in the living room sleeps an additional 2 people. (We suggest 7 - 8 as the 3rd bedroom top bunk will safely support an adult but may be more comfortable and accessible for a child/teen, so it depends on your party or how spry your adults are!...)

Upon entering the foyer, you will find to your left a convenient utility area. The inviting living room, with its soaring cathedral ceiling of inlaid wood and floor-to-ceiling stone fireplace, opens to the dining area, which in turn flows into an immaculate, spacious kitchen. The whole first floor offers splendid nature views. The dining room provides comfortable seating for nine. An adjacent breakfast bar accommodates additional diners. Early risers can enjoy morning coffee at the breakfast bar, or opt for a seat in the cozy breakfast nook flanked by windows with idyllic morning scenes. The fully appointed kitchen offers everything you need for preparing snacks and meals. Please use our supply of coffee, and spices, oils and condiments/dressings.

Customary check-in is 4:00 p.m. and check-out is 11:00 a.m., but we gladly offer early check-ins and late check-outs unless precluded by adjacent reservations.

In appreciation for those who have sacrificed to defend our freedoms, and those who care for our Nation's heroes, we offer special discounts (10%) to all Active Duty Military, Veterans and Veterans Administration (VA) employees. (Offer not applicable with other rate specials or on holidays.)

Let us delight in enriching your Wintergreen experience by sharing with you the offerings of our special mountain home.

-Jennifer and Maurice

Keyword: Wintergreen, Wintergreen VA, vacation rental, VRBO, mountain home, mountain getaway, vacation home, ski getaway, late check-out, Military Discount, Veteran, Veterans Discount, Ski Special, VA Employee Discount, hiking, hike, stone fireplace, dining, dine, wineries, breweries, nature, easy access, accessible, senior, shops, kids, golf, vaulted

More Details

Maurice Dean and Jennifer Garrison-Dean
Member since: 2012
Premier Partner

This VRBO partner has demonstrated and is committed to fast response times, the best rates, and a great guest experience.

Speaks: english
Response time:
Within an hour
Response rate:
Calendar last updated:
April 17, 2018

About Maurice Dean and Jennifer Garrison-Dean

We are a family of three - a retired State Probation Officer, a Licensed Clinical Social Worker formerly serving as a Suicide Prevention Coordinator - presently serving our vulnerable elders in Geriatrics - with Veterans Affairs Medical Center in Richmond, and a very special 13-year-old girl who loves family, friends, her dog Luke, piano and gymnastics. We all love the outdoors and outdoor adventures.

Maurice Dean and Jennifer Garrison-Dean purchased this house in 2012

Why Maurice Dean and Jennifer Garrison-Dean chose Chestnut Springs

Wonderful Wintergreen! - I love the outdoors and hiking, and I love a hiker. These affections brought me to Wintergreen in September, 2012. While my husband and I were hiking, I recalled weekend trips to the resort with my parents as a teen. Those fond memories of skiing, laughter, and hot chocolate kindled a desire in me and my husband to create similar life experiences for our young daughter. For us, Wintergreen is a place filled with energy and excitement, but our new home also provides a wooded getaway in which we can cleanse our souls. It is a lovely retreat where we can sit and enjoy the sounds of silence; it is a sanctuary for watching heaven’s snow gently touch the earth. We love our time on the mountain, and are pleased to share with others these precious pleasures.

What makes this house unique

It offers the best of Wintergreen diversity. The location is quiet, private and tranquil. A short walk takes you to the serene entrance of the Shamokin Nature Reserve, to dining (15 - 20 minutes), and to the shuttle (7-8 minutes, up-hill, picturesque views). A short drive takes you to all of the energy and excitement of the Mountain Center. The summer temperatures on the mountain offer a nice respite from the heat and humidity of Richmond where we live. And, of course, there is the beautiful snow that falls in Wintergreen, when other parts of the state are getting rain. There are several cozy sitting areas with special views, and we love the open spaces and feeling so close to nature.


Chestnut Springs House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
  • Housekeeper Included
Floor Area:
  • 1977 sq ft
House Rules:
  • Max. occupancy: 10
  • Minimum Age Limit for Renters ...
  • Events Allowed
  • children welcome ...
  • pets not allowed
  • non smoking only
Location Type:
  • Golf Course Front ...
  • Golf Course View ...
  • Mountain View ...
  • Resort ...
  • Adventure
  • Away From It All
  • Budget
  • Family
  • Historic
  • Romantic
  • Spa
  • Sports & Activities
  • Tourist Attractions
  • Clothes Dryer ...
  • Fireplace ...
  • Fitness Room / Equipment ...
  • Hair Dryer
  • Heating
  • Internet ...
  • 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
  • Dining ...
  • Dining Room
  • seating for 12 people
  • 2 Bathrooms
  • 2 Half Baths
  • Master Bath - toilet , combination tub/shower
    Upstairs Bath - toilet , combination tub/shower
    Downstairs Half - toilet
    Private Queen Bedroom Bath - toilet
  • 2 Full 2 Half
  • 3 Bedrooms, Sleeps 10
  • Upstairs Queen - 1 queen , Located on second floor, it has a private half-bath.
    Master Bedroom - 1 queen , Located on First Floor. It has a Private Full Bath
    Queen Futon & 2 singles/bunk - 1 queen , 1 sleep sofa /futon , 1 bunk bed , Loft SLIDE bunk (sleeps 2/singles) plus queen futon (8 Inch)
  • All linens are supplied. Extra bedding can be found in each bedroom closet.
  • Books ...
  • DVD Player ...
  • Game Room ...
  • Games ...
  • Music Library ...
  • Satellite / Cable ...
  • Stereo ...
  • Television ...
  • Video Library ...
  • Boat ...
  • Deck / Patio ...
  • Golf ...
  • Kayak / Canoe ...
  • Outdoor Grill ...
  • Ski & Snowboard ...
  • Tennis ...
  • Long-term Renters Welcome
Pool / Spa:
  • Communal Pool ...
  • Heated Pool
  • Indoor Pool
  • Sauna ...
Onsite Services:
  • Massage
  • churches
  • cinemas
  • festivals
  • health/beauty spa
  • museums
  • playground
  • recreation center
  • restaurants
  • winery tours
Leisure Activities:
  • antiquing
  • bird watching
  • boating
  • eco tourism
  • horseback riding
  • miniature golf
  • paddle boating
  • photography
  • scenic drives
  • shopping
  • shuffleboard
  • sight seeing
  • sledding
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • fishing
  • fly fishing
  • freshwater fishing
  • golf
  • golf privileges optional
  • hiking
  • hot air ballooning
  • hunting
  • ice skating
  • jet skiing
  • kayaking
  • mountain biking
  • mountain climbing
  • mountaineering
  • rafting
  • rock climbing
  • ski lift privileges
  • ski privileges optional
  • skiing
  • snowboarding
  • snowmobiling
  • spelunking
  • swimming
  • tennis
  • water tubing
  • whitewater rafting
3 bedrooms; 2nd bedroom has queen bed and 3rd bedroom has 3 twins; 2 full baths and 1 half bath on first floor and another half bath in 2nd/queen bedroom **Horseback riding is available at Stoney Creek at Rhodes Farm.**


Wonderful! 4.9/5 -
(114 traveler reviews)

94% Complete
5% Complete
0% Complete
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Serene Golf Chalet: Resort PASS/Bunk&Slide!/Parks4/Walk2Tennis,Swim,Hike,Dine
average rating of 4.9473686 based on 114 reviews

Kid friendly and relaxing

  • 5 of 5

We enjoyed our stay over Labor Day weekend. The bunk bed with a slide was a real hit for my 3 and 5 year olds. They asked to go to bed at 6:30pm because they wanted to be in that room. It was like having a free babysitter! My kids also really enjoyed all of the board games. When we got home from our trip my daughter screamed “not this house the other one!” Safe to say she had a great time!

  • Submitted: Nov 17, 2017
  • Stayed: November 2017
  • Source: VRBO, from HomeAway
Owner's Response: Heather, We are so glad they had fun! Thanks so much for sharing your experience with us and prospective guests, with your sweet and informative review. We look most forward to hosting your family again! -Jennifer and Maurice with Whispering Oaks in Wintergreen
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Nice house in great location

  • 4 of 5

House was great overall. Plenty of plates, silverware and glasses. Great proximity to all the amenities that Wintergreen has to offer. Down side is that the dishwasher was broken. Hard to tell if that just happened or has been like that for a while. I would recommend buy a grill brush also as it was pretty dirty and I had to use a ball of foil to clean it off so that I could grill dinner.

  • Submitted: Mar 29, 2018
  • Stayed: March 2018
  • Source: VRBO, from HomeAway
Owner's Response: Greg, thanks so much for your valued feedback! - Though uncommon for us, we have been unable to visit Whispering Oaks recently and were unaware the dishwasher was in disrepair. I have addressed both issues with our property managers and we plan to visit and assess next weekend. Please see additional follow-up in separate correspondence. Glad you enjoyed your stay! -Jennifer & Maurice with Whispering Oaks
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  • 5 of 5

The house was clean, exactly as described and in a great location. Having a golf course as a back yard was wonderful, and it only took a few minutes to get to the lodge, skiing and hiking. I would definitely stay here again.

  • Submitted: Mar 17, 2018
  • Stayed: March 2018
  • Source: VRBO, from HomeAway
Owner's Response: Jeff, we sure do appreciate you submitting this awesome review! It’s been a pleasure to host you and you are always welcome at whispering Oaks. Thanks again!
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  • 5 of 5

Property was excellent

  • Submitted: Feb 25, 2018
  • Stayed: February 2018
  • Source: VRBO, from HomeAway
Owner's Response: Andrew, Thanks so much for your review! We look forward to our next opportunity to host you folks at Whispering Oaks! -Jennifer & Maurice, Whispering Oaks in Wintergreen
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Very welcoming and cozy!

  • 5 of 5

Beautiful home ... very clean and well kept. It had everything you could need and more. Our family had a wonderful time!

  • Submitted: Jan 30, 2018
  • Stayed: January 2018
  • Source: VRBO, from HomeAway
Owner's Response: Thanks so much for your lovely review, Chris! We are delighted your family enjoyed your getaway. Please do visit again! Jennifer & Maurice with Whispering Oaks in Wintergreen
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  • 5 of 5

Everything was perfect! The house is beautiful, confortable and cozy! The comunication worked just fine! I strongly recomend!

  • Submitted: Jan 23, 2018
  • Stayed: January 2018
  • Source: VRBO, from HomeAway
Owner's Response: Thanks so much for your review and strong recommendation, Ana! Please visit us again! Jennifer & Maurice with Whispering Oaks in Wintergreen
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Nearest Barpub
1.5 Miles
Devil's Grill - 1.5 min by car or 15-20 min walk
Nearest Golf
back yard
Nearest Motorway
20 Miles
Interstate 64
Nearest Restaurant
1.5 Miles
Devil's Grill - 1.5 min by car or 15-20 min walk
Nearest Beach
11 Miles
Stoney Creek ,Lake, Lake Monocan
Car: necessary

Horseback riding

Full Spa services offered at Wintergreen Resort

Adventure Center activities include bungee trampoline, arcade,

rock climbing wall, zip-line, summer and snow tubing


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning Fee $135
Damage Deposit $399


1) PROCRASTINATORS SPECIAL: - 15% OFF nightly rates for bookings within 5 days of rental
2) VETERANS/MILITARY/VA Employees = 10% Discount on Nightly Rates (Excludes holidays and other specials)**

-MONTHLY RATES = ALWAYS include post-departure cleaning at NO additional cost!

-3 NT Minimum stay for all Federal Holidays

-$135 cleaning fee is added to ALL bookings of 7 days or less (unless otherwise specified in special offer)

-NOTE: We appreciate your adherence with all VRBO requirements, thus affording us this opportunity to share with you our special mountain home.

Owner's Cancellation Policy

100% refund if canceled at least 30 days before arrival date.

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