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Modern Luxury Mountain Home within Wintergreen Retreat Collection

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Luxurious Wintergreen Home with gorgeous wall of windows on main level.
Lots of outdoor entertaining space!
Window to majestic Shenandoah Valley Views!
Living area
View of the mountains between the trees in the back deck!

Reviews

9.8 out of 10
Exceptional
5 bedrooms3+ bathroomsSleeps 18390.2 sq m

Popular amenities

  • Parking available
  • Pool
  • Pet-friendly
  • Dryer
  • Barbecue grill
  • Air conditioning

Explore the area

Map
Wintergreen Resort, VA
  • Wintergreen Resort
    ‪1 min walk‬
  • Raven's Roost Overlook
    ‪14 min drive‬
  • Bold Rock Hard Cider Nellysford Cidery
    ‪16 min drive‬
  • Weyers Cave, VA (SHD-Shenandoah Valley Regional)
    ‪63 min drive‬

Rooms & beds

5 bedrooms (sleeps 18)

Lower Level - Bedroom

+1
1 Double Bed, 3 Single Beds and 1 Queen Bed

Lower Level - Master Bedroom

1 King Bed

Main Floor - Master Bedroom

1 King Bed

Upper Level - Bedroom 1

1 Queen Bed and 1 Single Bed

Upper Level - Bedroom 2

2 Queen Beds

3 bathrooms, 2 half bathrooms

Lower Level - Half Bath

Toilet

Lower Level - Master Bath

Bathtub or shower · Bathtub · Toilet · Shower only

Main Level - Half Bath

Toilet

Main Level - Master Bath

Bathtub or shower · Bathtub · Toilet · Shower only

Upper Level - Bathroom 3

Bathtub or shower · Bathtub · Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Dining area

About this property

Modern Luxury Mountain Home within Wintergreen Retreat Collection

With gorgeous mountain views of the Blue Ridge and Blackrock Village this luxury mountain home is one of the largest in the Wintergreen Retreat Luxury Home collection. Featuring 5 bedrooms, 3 full baths, and 2 half baths. The level drive and one step access into the main level allows for easy access. Once inside you will be impressed with the gracious open floor plan and spacious rooms throughout.

The main level master bedroom suite is great for family members with limited mobility. The home also features a backup generator and advanced water conditioning system for our guests comfort and convenience.

The main level includes the soaring, light filled Great Room with cathedral ceiling & stone fireplace, large eat in kitchen with granite, handsome cabinets, tile floors & beautiful master suite with steam shower. Upstairs includes 2 guest bedrooms with multiple sleeping options, full bath and loft with a desk.

The lower level allows for more activities in an additional family room with fireplace, a master suite with full bath, a separate bedroom with a large sleeping capacity, and a half bath. Beautifully maintained and tastefully furnished so you can just walk in and begin enjoying your new Wintergreen vacation!

Property manager

Nathan Van Orden
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Pet-friendly
Free WiFi

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House Rules

Check in after 4:00 PM
Minimum age to rent: 30
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock

About the area

Nellysford

Located in Chestnut Springs, a neighbourhood in Nellysford, this holiday home is in a rural area and in the mountains. Wintergreen Resort and Bold Rock Hard Cider Nellysford Cidery are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Shenandoah National Park and George Washington National Forest. Kayaking and rafting offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and cycling nearby.
Map
Wintergreen Resort, VA

What's nearby

  • Wintergreen Resort - 1 min walk - 0.0 km
  • Raven's Roost Overlook - 14 min drive - 13.4 km
  • Bold Rock Hard Cider Nellysford Cidery - 16 min drive - 16.6 km
  • Sherando Lake Recreation Area - 21 min drive - 16.9 km
  • Stoney Creek Golf Course - 22 min drive - 21.2 km

Getting around

  • Staunton Station - 42 min drive
  • Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 63 min drive

Restaurants

  • ‪Hill Top Berry Farm & Winery - ‬23 min drive
  • ‪Paulie's Pig Out - ‬25 min drive
  • ‪Bold Rock Nellysford Cidery - ‬17 min drive
  • ‪Devils Backbone Brewing Company - ‬15 min drive
  • ‪Trager Brothers Coffee 2.0 - ‬24 min drive

Frequently asked questions

Does Modern Luxury Mountain Home within Wintergreen Retreat Collection have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Modern Luxury Mountain Home within Wintergreen Retreat Collection pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 23 kg per pet.

What time is check-in at Modern Luxury Mountain Home within Wintergreen Retreat Collection ?

Check-in begins at 4:00 PM.

What time is check-out at Modern Luxury Mountain Home within Wintergreen Retreat Collection ?

Checkout is at 10:00 AM.

Where is Modern Luxury Mountain Home within Wintergreen Retreat Collection located?

Located in Chestnut Springs, this holiday home is steps away from Wintergreen Resort and George Washington National Forest. Raven's Roost Overlook is 2.9 mi (4.7 km) away.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 43 out of 46 reviews
Rating 8 - Good. 2 out of 46 reviews
Rating 6 - Okay. 0 out of 46 reviews
Rating 4 - Poor. 0 out of 46 reviews
Rating 2 - Terrible. 1 out of 46 reviews

9.6/10

Cleanliness

9.8/10

Check-in

9.6/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Lynn C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Multi-family ski weekend

Spacious home that worked well for our group of 15. Having a separate hangout area for the teenagers was a big bonus. Nice, flat parking with a short drive down to the slopes. Functional kitchen with plenty of plates and silverware for all the guests. Only wished for a few more hooks to hang up everyone’s ski gear.
Stayed 3 nights in Feb 2025

10/10 Excellent

Libby C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

ski vacation

Kitchen was well stocked. Owner was responsive about keyboard. House and beds were comfortable.
Stayed 4 nights in Jan 2025

10/10 Excellent

Linda H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

This VRBO was well stocked and spacious.

This is a beautiful property. The manager was very responsive to any questions.
Stayed 3 nights in Dec 2024

10/10 Excellent

Rosanna W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Harry Potter Weekend with Hurricane Helene!

Awesome place to wait out Hurricane Helene! And oh the views after the fog lifted! This house was the perfect distance for Staunton’s Queen City Mischief and Magic weekend! Plenty of vineyards, breweries, and a few yummy places to eat. I do recommending bringing all your planned meals up with you as shopping is not real close. We will def be coming back!
Stayed 3 nights in Sep 2024

10/10 Excellent

Lisa O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Scenery and Home With Nice Touches

We gathered as old friends and were able to catch up on the expansive deck with a breathtaking view. The living room and kitchen were also the perfect size for our gathering of 8 adults. The kitchen was well outfitted with upgraded extras. We would love to visit again!
Stayed 2 nights in Sep 2024

10/10 Excellent

Mary K P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

13 people stayed the weekend

It was great again. This is our 3rd or 4th year. A few items needing repair on the deck and the door leading to it.Very comfortable and well equipped kitchen and bathrooms.
Stayed 3 nights in Aug 2024

10/10 Excellent

Judith O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Truly an Awesome Home!

We had an amazing time at the “Retreat” house. The balcony has a great view and plenty of seating for a crowd, and the 5 bedrooms gave everyone their own little sanctuary at bed time. We loved having the piano there, and enjoyed jam sessions after dinner each night. During the day we visited wineries and breweries, in the valley and attended Wintergreen Music Festival concerts. The kitchen was well stocked for a large crowd of foodies, too. Great hosts and fabulous home. Hoping to return!
Stayed 7 nights in Jul 2024

10/10 Excellent

Janae N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family trip in the mountains

My family and I stayed at this property and it was perfect for our occasion! The home is beautiful, spacious, and has amazing views in the mountains. Everything was very clean and the home had everything we needed. The host was responsive and accommodating with a late check out that gave us more time for a morning brunch before leaving :) thanks for the great trip!
Stayed 2 nights in May 2024

10/10 Excellent

mike q.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ski Trip

Great property with excellent sunrise views.
Stayed 3 nights in Feb 2024

10/10 Excellent

Deedie W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Happy New Year

This property met all of our needs and then some. It was above our expectations! Excellent floor plan; privacy on all floors; cupboards were well stocked & even had charging pads for cell phones. It is beautiful/modern amenities! Thank you for helping us create memories & ringing in 2024!
Stayed 3 nights in Dec 2023

10/10 Excellent

Becky B., Kill Devil Hills, NC USA

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect for our group

Clean house lots room to play games and bedrooms more than adequate
Stayed 4 nights in Dec 2023

10/10 Excellent

Tara P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great home for a fun weekend!

We loved our stay for a weekend visiting wineries and breweries. It was a great home!
Stayed 3 nights in Nov 2023

8/10 Good

Janet S.

Liked: Check-in, communication, location, listing accuracy

Family apple picking

Property was very nice and a great location!
Stayed 3 nights in Oct 2023

10/10 Excellent

Olivia H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

It was all that!!

The home and community was exactly as it was advertised!! My family enjoyed all the amenities. We were impressed by the comfort of the beds! Had everything in the kitchen you needed and more! I recommend this house everytime
Stayed 3 nights in Oct 2023

10/10 Excellent

Mary P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

lovely, comfortable weekend stay

The house was clean and well-appointed. All 12 of us had comfortable beds, and loved the balconies & decks around the house. Nathan, the host was accommodating and easy to deal with. Can't wait to come back!
Stayed 3 nights in Sep 2023

10/10 Excellent

David P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic

Property was exceptional and felt like someone actually lived there vs. a unit which is strictly for a rental investment. The manager Nathan was an excellent host and very timely on responses. He was very helpful related to some access issues for our special needs son (to the pool, house, etc.). Even though it rained every day of our stay, the house was large, well stocked and comfortable. The owners must be great cooks because the kitchen was well equipped with pro-grade knives, pots, pans and appliances. Would definitely recommend and stay there again.
Stayed 7 nights in Jun 2023

10/10 Excellent

Bill L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect for a milestone birthday!

As described, spacious, and generously supplied with everything needed for our large group aged 2 years to 80! Loved the mature hardwood forest ambiance with birds, bears (nearby) and even a bobcat! Thanks and hope we can return someday soon.
Stayed 4 nights in Jun 2023

8/10 Good

Tug M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Good short stay

Nice property that fit the bill for what we needed. Lots of beds for our annual uncles and cousins guys trip for golf. Great view for sun rises in the morning. Some cracks in walls from settlement showing but other wise well maintained. Had an issue with opening up the two doors onto the main deck. But property manager had someone out in the early AM to fix (they were off their runners). No separate thermostat for downstairs but space heaters were enough and were provided.
Stayed 3 nights in Mar 2023

10/10 Excellent

Christine H., Chesterfield

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home!

Wonderful ski trip and great views
Stayed 3 nights in Feb 2022

10/10 Excellent

Deanna R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great ski weekend

We enjoyed a wonderful weekend with friends. At Wintergreen Retreat. It was a beautiful home with lots of bedroom space and easy to get to everything nearby. Thanks for everything!
Stayed 4 nights in Jan 2023

10/10 Excellent

Jennifer B., Arlington, Virginia

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ski getaway

Great house to spread out a big group. Teens have basement adults had main level. Skiing was good and easy drive from house. Not much parking 2 or 3 cars would be max but we only had 2 so we were good. House needs a pizza cutter that was the only thing we missed.
Stayed 3 nights in Dec 2022

10/10 Excellent

Joan P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay at Chestnut Springs

Really enjoyed our time at this lovely home in Wintergreen. It met our expectations in every way--beautiful house and view, fully equipped kitchen for cooking for a large family, very spacious rooms. We particularly appreciated the host's accessibility for questions and readiness to help.
Stayed 3 nights in Jan 2023

10/10 Excellent

Tamika L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Winter getaway

We had a great time. Home was as described. Plenty of space for my friends and family. Home was clean. Had a great view of the sunrise in the morning. More than enough appliances and accessories for cooking and serving. Would definitely stay here again.
Stayed 3 nights in Dec 2022

10/10 Excellent

Courtney R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay!

The house was very clean and aligned perfectly with online descriptions. We were impressed with how fully stocked the kitchen was with everything you need to make all meals. Perfect vacation rental!
Stayed 7 nights in Nov 2022

10/10 Excellent

Debbie G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

JUST PERFECT!

I want to start with the owner, Nathan, he could not been more accommodating. There were 8 of us coming for a girls weekend that we had been planning for 6 months. We booked this property at the last minute (3 days prior to our arrival) because the property we originally rented had a flood and repairs could not be made in time for our arrival. Nathan was very responsive to all my communications and we had all the necessary check in information with minutes of making the reservation. He saved our weekend - THANK YOU Nathan! The house itself was fabulous - it is well maintained and it was immaculate. The kitchen was very well stocked, the linens and towels were very nice, and the furniture was clean and comfortable. It was a beautiful weekend and we spent a lot of time out on the deck - even the cushions for the deck chairs were clean and very comfortable. There was plenty of room for all of us to spread out. We get together at least once a year and this house was one of the nicest houses we have rented. Would highly recommend and would definitely stay here again.
Stayed 3 nights in Oct 2022

About the host

Hosted by Nathan Van Orden

Host profile image
The owners purchased Chestnut at Wintergreen Resort in 2020 to provide an option for multiple families to rent a larger house within the Wintergreen Retreat collection of homes. We hope other families will enjoy this latest addition and appreciate our attention to detail as we strive to make your vacation on the mountain as enjoyable as possible.

Why they chose this property

The owners chose Wintergreen they grew up with a family home on the mountain. They enjoy the four seasons resort with hiking, fishing, skiing and year around activities. They also enjoy being near the Virginia Horse Center and the variety of horse activities close to Wintergreen. They find the central location ideal for day trips within the region.



Languages:

English

Premier Host

They consistently provide great experiences for their guests
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