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Bring on Spring and Summer - So Many Beautiful Days to Come on the Mountain

(38 Reviews)

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Living Room, Cathedral Ceiling, Pella Windows and blinds.


Last updated: 03/27/2017
Check availability
23 Available
21 Unavailable
22 Today
23 Selected dates
  • Minimum stay:3-4 nights
  • Sleeps:16
  • Bedrooms:5
  • Bathrooms:3.75
  • Property type:House
  • Internet:Yes
  • Pets considered:Yes
  • Wheel chair accessible:Yes

About the Property

3 Levels - Ping Pong - 2 fireplaces, Chiminea - GUEST REVIEWS say it ALL

Hello Prospective Guests! Welcome to information about the Chestnut Place Memories Home, activities at Wintergreen Resort, the Rockfish Valley, the George Washington National Forest - all of the Blue Ridge Playground.

Are you ready for an "Unforgettable Weekend or Vacation"?

Come to the mountains, great weather, have fun, be comfortable, soak up the sun and shade, ski, ride, or hike, make romance, soak up the history and adventure in one of Virginia's best kept secrets. Make awesome memories with family, kids, and friends, and avoid the crowds. Relax when you can, watch movies or sports on the best cable channels, best reception and high-speed wi-fi.

Guests check out and I ask: How was everything? This is what I hear: "Everyone loved the home."

The Chestnut Place Memories home is a spacious, executive/family friendly home that has 3 unique levels with 3 Master Bedrooms. There are 5 bedrooms, 3 full baths, and 2 half baths making up 2567 square feet of living space. Two levels with wrap around decks add to the outdoor living space in the forest. Pack your bags, bring your personal items and groceries, the home is stocked with everything else you will need to run the home and extras.

The Family Room is also a Game Room with a wide screen TV, gas fireplace, games, movies, comfortable furniture, sliding glass doors and a Ping Pong Table.

Extraordinary modern home with cathedral ceilings, fine comfortable furnishings, and meticulously cleaned for your stay. This home is spacious with a chef-equipped kitchen and take your choice of elegant, romantic dinnerware and stemware or quick paper or plastic. Kids have lots of indoor family room with games and their own outdoor deck to play. Enjoy beautiful decorations indoors and trees and mountains outdoors. Family pets are considered with a pet fee for additional cleaning. Pet Friendly trails and walks. Please check our Reviews to see what Guests say about the home. Let your family/friends enjoy plenty of indoor and outdoor get together space, yet plenty of private space.

Quick and Easy Booking of this Home with electronic quick quotes, VRBO Online Book It Now and Lease Acceptance. All credit cards and electronic checks accepted. We are proud to announce that we have a 100% response rate to your Inquiry within 1 hour and losing count of wonderful remarks and 5 Star Reviews.

The Chestnut Place Memories Home is an excellent home for Vacation/Weekend/Special Celebrations like Birthdays, Anniversary, Wedding Guests, or any event that interests you. An easy few minute drive to the ski trails. Are you a hiker? The home is close to the Shamokin Springs Nature Preserve. There are plenty of choices of trails marked easy, moderate, or difficult. Do you like to fish? Lakes and River choices are here. Do you have a tennis tournament to attend at Wintergreen Resort? Do you cycle the Blue Ridge Mountains with a group?

Summer, Fall, Winter, and Spring Vacation Specials include a stay for 7 days, yet only pay for 5 days at The Chestnut Place Memories Home.

Make the most of your days off. We offer and encourage early check-ins and late check-outs whenever possible.

Let us help you understand Wintergreen Resort Property Owners/Guest Activities. Very few activities are not open to the public. Just ask and we will help. Here is what the Weekly Events Publication by Wintergreen Resort says: Not Included for Property Owners & Guests - marked Exclusive on Weekly Publication - *Exclusive: Devils Knob Golf, Tennis, Devils Grill, Aquatics & Fitness Center and Saturdays at Lake Monocan have exclusive access for registered Wintergreen Resort guests, Wintergreen Members and guests of Members."

Summer Pool; Hike Wintergreen Resort wonderful trails, drive or hike the Blue Ridge Mountains or Skyline Drive, Eat or Drink in the growing Rockfish Valley, attend weddings or go to museums, rivers, historical spots in the Charlottesville area. Or it might be time JUST RELAX, lounge on the decks in the sun or the shade, listen to birds, the wind and catch up on reading, walking, cooking.....

Great kitchen, but you don't have to cook. Fine or casual dining in or out - on or off the Mountain with a growing variety of restaurants, wineries, and breweries, if that is what you like.

Come and make forever memories with your family and friends at the Chestnut Place Memories Home.

Three Levels, a living room on one, a family/game room on another. Fireplaces (1 gas and 1 wood-burning) with sliding glass doors onto 2 huge decks that wrap around the house. Each of the three levels has a Master bedroom and full bathroom. Easy access for anyone through the front door and the main floor with Master bedroom, full bath, and deck.

This open, spacious home with awesome hardwood floors is ideal for 1 or more families vacationing together with plenty of get together space and individual privacy. TVs are setup with high-end Nelson Cable and movies. High speed internet. A large TV in the living room, the family room and each Master Bedroom on the 1st and 2nd floor.

The third floor has a Master bedroom with a Queen bed, skylights and side chair. The third floor extra Guest bedroom has a Queen bed, a twin bed, and a crib with a large closet. Each bedroom has room for 1-2 additional roll-away cots. Extra cots can be provided with an early request.

The Ski Lodge is located about two miles from the property, with restaurants, shops, and ski/snowboard rental and ice skating rink.

Wintergreen offers something for everyone! It is truly a four season resort, offering skiing, snowboarding, tubing, ice skating, walking, hiking, The Spa, bird-watching, nature viewing, mountain biking and more.

The growing Rockfish Valley is known for their numerous wineries, breweries, history and new fine-dining restaurants and don't forget Charlottesville for its history and shopping.

The Skyline Drive and the Blue Ridge Parkway are close by with breathtaking scenic stops.

Nature abounds everywhere in the George Washington National Forest, where Wintergreen Resort resides. All of its nature and beauty live and thrive for those who want to take it, appreciate it and make memories.

Keywords: Wintergreen Resort Vacation Rental, Chestnut Place Memories, Blue Sky Memories, Blue Ridge Mountains, Ski, Snowboard, Hiking, Biking, Golf, Nature Views, Virginia, Skyline Drive, Blue Ridge Mountains, George Washington National Forest, Shenandoah National Forest, Rockfish Valley, Monticello, Stony Creek, Charlottesville, Afton Mountain, Virginia Is For Lovers, National Trails Day, Father's Day, Mother's Day
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Member since: 2003

Speaks: english
Response time: Within an hour
Response Rate: 100%
Calendar last updated: 03/27/2017

Property Type

  • House
  • 2567 sq. ft.

House Rules

  • Max. occupancy 16
  • Events Allowed
  • Minimum Age Limit For Renters:

    Renter signing the lease and responsible for all guests and responsible for the property must be at least 25 years of age....moreless

  • Children Welcome
  • Non Smoking Only
  • Pets Considered:

    Must discuss at or near time of reservation. Generally approved. Guest responsible for dog bites, will always crate pet when not at the home. Must purchase $59 insurance policy. Lease addendum for pet rules. ...moreless

Accommodation Type

  • Vacation Rental


  • Guests Provide Their Own Meals


  • Wheelchair Accessible

Bedrooms: 5 Bedrooms, Sleeps 16, Beds for 16

  • Blue Skylight 3rd Floor large Master Bedroom: 1 queen

    Skylights, Table and 2 chairs, side comfort chair, lamps...moreless

  • Salmon Sliding Glass Deck Main 2nd flr Large Master Bedroom: 1 queen

    Dressing Area, Private Full Steam Shower/Tub Bath/TV...moreless

  • Yellow Skylight 3rd floor OTHER large bedroom: 1 queen, 1 twin/ single, 1 baby crib

    Spacious, walk-in closet, 2 dressers, skylights...moreless

  • 1st floor - Iron Full Bed, Large OTHER Bedroom: 1 double, 3 twin/ single

    Spacious,near game room, with door to outside & small deck...moreless

  • Sliding Doors/Deck GREEN 1st Floor Large Master Bedroom: 1 queen

    Dressing Area, Private Full Bath with Shower/Tub; TV, Rocker...moreless

  • All bedrooms are Spacious. All have a large area rug on hardwood floors. 2 Masters are located off the 2 decks with views of the forest. Sliding Glass doors to the decks. Lots of natural light and all Pella blinds that can be raised, lowered. or let some light in. 4 of the 5 bedrooms have Walk-In Closets. Home has Central Heat (new furnace), gas fireplace on 1st floor, Wood burning on 2nd floor and 2 additional infrared space heaters on 1st floor for an even cozier feel for those that are cold natured. ...moreless

Bathrooms: 3 Bathrooms, 2 Half Bathrooms

  • 2nd Floor (Main) Floor Bathroom in Hall: toilet

    Pedestal sink, mirror...moreless

  • 1st Floor Master Bathroom: toilet, combination tub/shower

    Mirror, sink, and dressing area outside bath; linen closet...moreless

  • 2nd Floor (Main) Master Bathroom: toilet, combination tub/shower

    Mirror, sink, and dressing area, STEAM BATH!, Linen closet...moreless

  • 1st Floor Bathroom in Hall: toilet

    Mirror, sink, vanity, counter top...moreless

  • 3rd Floor Bathroom in Hall: toilet, combination tub/shower

    Large Mirror, large vanity...moreless

  • 3 full baths, 2 half baths

Other Amenities

  • Our Guests say a lot. Check our Reviews on this site. VRBO takes Reviews very seriously. Only those with Reservations are allowed to Review....moreless


  • Books
  • DVD Player
  • Game Room:

    Ping Pong Table; ...moreless

  • Games:

    Ping pong table; some board games...moreless

  • Ping Pong Table
  • Satellite / Cable:

    Nelson Cable ...moreless


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


  • Churches
  • Health/Beauty Spa
  • Playground
  • Recreation Center
  • Restaurants
  • Winery Tours

Local Services & Businesses

  • ATM/Bank
  • Groceries
  • Hospital
  • Massage Therapist
  • Medical Services

Leisure Activities

  • Antiquing
  • Bird Watching
  • Horseback Riding
  • Paddle Boating
  • Photography
  • Scenic Drives
  • Shopping
  • Sight Seeing
  • Walking
  • Wildlife Viewing

Location Type

  • Downtown:

    Waynesboro closest; Charlottesville next; both have Walmarts and grocery stores...moreless

  • Golf Course View:

    Walking distance to Mountaintop Golf Course. Golf Golf Cart Paths make great walking and photographic trails. ...moreless

  • Mountain View:

    Can see some of the ski slopes from the decks during ski season....moreless

  • Resort
  • Rural:

    Many beautiful walks, hikes, trails....moreless

Sports & Adventure Activities

  • Cycling
  • Fishing
  • Freshwater Fishing
  • Golf
  • Golf Privileges Optional
  • Hiking
  • Ice Skating
  • Mountain Biking
  • Mountain Climbing
  • Mountaineering
  • Rafting
  • Rock Climbing
  • Roller Blading
  • Skiing
  • Snowboarding
  • Swimming
  • Water Tubing


  • Dining:

    2 Dining Tables can be arranged together to seat 12 and 2 at nearby island....moreless

  • Dining Area
  • Seating for 12 people


  • Air Conditioning:

    Central Air available, 10 degree lower temperature than the valley, and normally a breeze. Sleep like a baby with the open windows. Ceiling fans in all bedrooms....moreless

  • Clothes Dryer
  • Fireplace:

    Wood burning fireplace on the main level living room off the kitchen.Gas burning fireplace in lower level family room. Wood provided with notice. $50 delivered, stacked. Qty photo upon request....moreless

  • Hair Dryer
  • Heating:

    Heat Pump ...moreless

  • Internet:

    High speed, unlimited, great for streaming movies/Netflix - Nelson Cable Company...moreless

  • Iron & Board
  • Linens Provided:

    All linens provided....moreless

  • Living Room:

    Wood burning fireplace. Sofa, love seat, Wide Screen TV, cathedral ceilings, 2 sliding glass doors to large wrap around deck. Table and chairs for 6 by the windows....moreless

  • Parking:

    Nice parking of about 4 vehicles. No difficult incline to deal with like most homes. Homes were built at the top and side of the mountain for the breathtaking views....moreless

  • Towels Provided:

    All towels are provided...moreless

  • Washing Machine:

    Complimentary washing detergent and fabric softener provided....moreless

  • Wood Stove:

    Chiminea located on Main Floor (2nd) deck with fire starters....moreless


  • Coffee Maker:

    2 Coffee Makers: 1. Hamilton Beach Dual coffee maker: 2 Way Flex Brew - Choose Single K-Cup packs or a 12 cup full pot 2. 12 cup full pot...moreless

  • Dishes & Utensils:

    Fine dining and drinking; Some paper and plastic....moreless

  • Dishwasher


  • Deck / Patio:

    Large decks with lots of furniture nestled in the forest. Also large glass table and umbrella...moreless

  • Golf:

    Stoney Creek Golf is open to the public....moreless

  • Outdoor Grill:

    New gas grill with extra full tank....moreless

  • Ski & Snowboard: for everything you want to know about slopes, levels, tickets, equipment, lessons....moreless

Pool / Spa

  • Communal Pool:

    .4 mile level walk to Chestnut Springs outdoor summertime pool nestled in the forest. Life Guard(s), heated. Large Pavillion with seating and a grill....moreless



Write a review 5
from 38 traveler reviews
Rental basis: Per property
Dates Nightly Weekend Night Weekly Monthly * Event
Memorial Day 2017
May 26 - Jun 29, 2017
3 night min stay
Fourth of July 2017
Jun 30 - Jul 6, 2017
3 night min stay
Labor Day 2017
Sep 1 - Sep 7, 2017
3 night min stay
Fall Leaves
Oct 1 - Oct 31, 2017
3 night min stay
Nov 19 - Nov 27, 2017
4 night min stay
Dec 19 - Jan 7, 2018
4 night min stay
Jan 11 - Jan 17, 2018
4 night min stay
My Standard Rate
3 night min stay

Additional information about rental rates


  • Refundable Damage Deposit $300
  • Cleaning - 2 nights only $200 + tax
  • Pet Fee $50
  • Tax Rate 10.3%


2017 Holiday Rates and Special Event dates have not all been set yet. Inquire if you are interested in certain dates where the Stay 7, Pay for 5 Rate would apply. We will approve 2 night rentals only with the $200 cleaning fee. The Commonwealth of Virginia charges 5% Sales Tax. The County of Nelson charges 5.3% Lodging Tax. That is why you see the tax at 10.3%.

Manager's cancellation policy:

50% refund for cancellations more than 30 days before check-in date.

100% refund for cancellations more than 60 days before check-in date.

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Last updated: 03/27/2017
Check availability
23 Available
21 Unavailable
22 Today
23 Selected dates


Car: Necessary

A few of the activities are more than 15 minutes away if out of Resort and off the Mountain.


Manager info

About: About Us: We, Ken and Karen Barber of Vacation Rentals At Wintergreen Resort are the Guest Experience and Vacation Property Managers for The Chestnut Place Memories Guest Home (602015), The Black Bear Mountain Retreat (928714), and The TreeTop Flyer Guest Home (795870). The Chestnut Place Memories Guest Home is owned by a working Mom and Dad and kids. Although the owners built this home for the family, the kids are now grown. They put their heart and souls into designing and building this beautiful and comfortable mountain home. Rather than let her go, they have decided to let us manage and share the home, the Resort and the area with weekend and vacationing Guests. We worked and raised our children mostly in Richmond, Virginia, always making time to come to this beautiful Blue Ridge Playground. Ken is still active on the National Ski Patrol , going on about 30 years now. Ken and Karen are both PSIA Certified Ski Instructors, hikers, campers and Licensed Coast Guard Captains. For several seasons we chartered sailboats Windancer and Proud Mary, taking Guests out on the water in the Northern Neck of Virginia and the Chesapeake Bay. Virginia Is For Lovers. We believe that Wintergreen Resort and The Blue Ridge Playground is a best kept secret. A secret for families and friends to enjoy every season of the year. Whether it be ski/ride or Guided Hikes or Guided Fly Fishing or Adventure Horseback riding or Native American History & more, we will help arrange any activity that you love or want to experience. It is time and we are trying to let the secret out. Please follow us on social media or our website for all the current activities or news in the area.

Why Wintergreen, VA, USA:
Why This Property? Check the Reviews. Previous Guests say it best. Sitting on the side of a mountain is what you would expect and get. Long, wrap around decks, floor to ceiling windows overlooking the forest and ski slopes on the distant mountain take your breath away. A base camp where you can renew your resources, ever important place to eat, to sleep, to rest in between all the things that you want to do, or hide and enjoy from a distance. We love and try to do everything possible for Guests to enjoy the home and area. The Guests reward us with returning year after year and writing those treasured Reviews. Nestled in the George Washington Forest, with wildflowers all around in a relatively flat area, choose this property because it is has so much light, shared and private space, is modern, and easily accommodates one to three or more families or group easily for group get-togethers, reunions, wedding preparation or individual privacy when needed. Bring your bike or walk for great exercise and easy or difficult trails. It is .4 mile to the Chestnut Summer Heated Outdoor POOL open from Memorial Day to Labor Day. The pool is in a wooded area with Life Guards, a large pavilion, seating and grill. Wintergreen Resort is unusually cool in the summer with lots of sun, but lots of shade and a breeze. Normally 10-12 degrees cooler than the Valley, thus the heated pool. This home is filled with windows, cathedral ceilings, hardwood floors, except the kitchen tile. The kitchen is modern and there is a new gas grill on the deck. Easy parking. Each floor has a Master bedroom. Floors 1 and 2 have two side by side sliding glass doors onto large covered wrap around decks. Floors 1 and 2 have Master Bedrooms with full baths and a 1/2 bath for the other bedroom on that floor. Floor 3 has a Master Bedroom, a full bath and an extra bedroom with a Queen bed, a twin bed and a crib. Each bedroom is quite large and each could accommodate an extra cot.

The Unique Benefits at this House:
Unique Benefits include passes and close proximity to the summer-time pool, the Shamokin Nature Preserve, the Nature Foundation, the Post Office, the Spa, and a dog park. This home is on the Mountaintop part of Wintergreen, near Sherando Lake (a National Park), the Blue Ridge Parkway and The Skyline Drive, but the Valley and remaining Blue Ridge Playground has so much to offer. Plan your vacation and take advantage of the incentive: "Pay for 5 days but Stay for 7. There is so much to do in the Blue Ridge Playground." Although this is a popular home and booked frequently, check back on a Thursday. If she is not booked for that upcoming weekend, please ask for the Special Getaway incentive: "Stay for 2, Pay for 1 and part of a Cleaning Fee of $145." Pack your bags with personal items and groceries. Paper towels, trash bags, dishwashing detergent, soaps, aluminum foil, and spices are a few of the items included with the home. We have stocked the home with everything you will need to have a grand time. If you want to order your groceries and pick them up on the way, just ask and we will help you with this Harris Teeter special offer. Wintergreen Resort, Rockfish Valley, Monticello, and area activities and calendar of events and more are bookmarked on our website. Thank you for looking at our listing. Please inquire through this site or call if you have questions about booking or activities or the area. We thank VRBO and HomeAway for promoting and advertising this property. We support and honor the Service Fee for each inquiry through this website. We welcome you, your family, your friends, and your pets to this lovely, spacious, bright and warm and meticulously and sparkling clean home in the heart of Wintergreen Resort, in the heart of The Blue Ridge Playground. A base camp place to make memories lasting a life time. Thank you. Questions? Please call or write. Ken and Karen Barber Guest Experience and Vacation Property Managers

Contact us

Speaks: english
Response time: Within an hour
Response Rate: 100%
Calendar last updated: 03/27/2017

Send email



  • Living Room, Cathedral Ceiling, Pella Windows and blinds.

    Living Room, Cathedral Ceiling, Pella Windows and blinds.

  • Well equipped kitchen

    Well equipped kitchen

  • The level back of the home - parking area for about 4 cars

    The level back of the home - parking area for about 4 cars

  • The Front of the home from the street below - green, green, green.

    The Front of the home from the street below - green, green, green.

  • Scenic Overlook near the home.

    Scenic Overlook near the home.

  • A place to eat or play in the central air conditioning.

    A place to eat or play in the central air conditioning.

  • Sit and eat or talk or sun bathe

    Sit and eat or talk or sun bathe

  • Lower floor family room with gas fireplace.

    Lower floor family room with gas fireplace.

  • Main Floor Master, sliding glass doors to deck.

    Main Floor Master, sliding glass doors to deck.

  • Top floor Master with Skylights, table and chairs, closet, side chair

    Top floor Master with Skylights, table and chairs, closet, side chair

  • Bottom floor Master with sliding glass doors to deck

    Bottom floor Master with sliding glass doors to deck

  • One of our many neighbors

    One of our many neighbors

  • Dining Area across from kitchen.

    Dining Area across from kitchen.

  • Wintergreen Resort, Bear Walk Trail, The Blue Ridge Playground - Wildlife Camera

    Wintergreen Resort, Bear Walk Trail, The Blue Ridge Playground - Wildlife Camera

  • The Front of the home from the street below during the cold months

    The Front of the home from the street below during the cold months

  • Ski Season View from the Deck - Eagles Swoop Ski Trail

    Ski Season View from the Deck - Eagles Swoop Ski Trail

  • View from the back door to deck at dusk.  Tiled kitchen floor & hardwood floor

    View from the back door to deck at dusk. Tiled kitchen floor & hardwood floor

  • Top Deck with outdoor eating and chiminea

    Top Deck with outdoor eating and chiminea

  • Ping Pong anyone, sit on the lower deck

    Ping Pong anyone, sit on the lower deck

  • Top Floor extra bedroom with a queen, twin, crib, walk-in closet

    Top Floor extra bedroom with a queen, twin, crib, walk-in closet

  • Bottom Level - Extra Bedroom - 3 singles - 1 full

    Bottom Level - Extra Bedroom - 3 singles - 1 full

VRBO #602015

This listing was first published here in 2014.

Date last modified - Tuesday, March 28, 2017

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