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Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop

Family-friendly holiday home in Nellysford with an outdoor pool

Photo gallery for Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop

Living area
Great Room Dining Area
Luxury Kitchen with new Wolf Stove
New Tesla L2 charging station.
View of the house through the trees

Reviews

10 out of 10
Exceptional
4 bedrooms3 bathroomsSleeps 122850 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Fireplace
  • Washer

Explore the area

View in a map
  • Place, Wintergreen Resort
  • Place, Raven's Roost Overlook
  • Place, Bold Rock Hard Cider Nellysford Cidery
  • Airport, Weyers Cave, VA (SHD-Shenandoah Valley Regional)

Rooms & beds

4 bedrooms (sleeps 12)

Bedroom 3

1 Queen Bed

Bedroom 4

1 Single Bunk Bed

Convertible bed(s)

1 Double Futon

Main Floor Bedroom

1 Queen Bed

Master Bedroom

1 King Bed

3 bathrooms

Lower Level Bathroom

Bathtub · Toilet · Shower only

Main Floor Bathroom

Toilet · Shower only

Master Bedroom Bath

Bathtub · Bidet · Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Garden
Dining area

About this property

Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop

The Wintergreen Retreat is a vacation rental home within the Wintergreen Resort in Virginia in the prestigious Devil's Knob Loop area. This modern meets rustic elegant mountain getaway is just a few hundred yards from gorgeous scenic overlooks. The house comfortably sleeps 10 - 12 in 4 bedrooms and 3 full baths. Luxury furnishings throughout and a thoughtful home layout for family entertainment.

Wintergreen Retreat is equipped with a whole-house germicidal UVC air purification and cleansing system. We have also worked closely with our housekeeping team to update our already high cleaning standards and have implemented an enhanced cleaning and disinfecting program.

The house features many upscale amenities, including:
Kitchen and Dining area - A chefs delight: Luxury Kitchenaid and Wolf appliances and accessories. Honed Granite countertops and large dining table with chairs for 8 and 4 additional stools at kitchen island.

Main Great Room with hand-scraped large plank wood floors, soaring ceilings with wood beams. 55' 4K LG OLED TV, Apple TV, cultured masonry stone fireplace, leather sofa, recliner and love seat. In addition to

Downstairs Great Room - 82' Home Theater with Dolby Atmos Surround Sound System, Apple TV, Nintendo Wii, HDMI connection for a game console, and solid teak billiard table.

Relax with wooded mountain views and grill out on in either of the 2 outdoor seating areas, including an upper deck and lower screened porch.

Master Bedroom Suite - soaring vaulted ceilings, a 55" 4K OLED Flatscreen, King Westin Heavenly bed, soaker tub, upgraded master bath suite.

We built this house with attention to details, so you can be assured of a comfortable stay with quality furnishings and accessories.

Please explore our site for pictures, rates and general Wintergreen Resort information. If you have any questions - please do not hesitate to reach out to us. We are here to make sure you have the vacation you deserve.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning

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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

No pets allowed
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Smoking

Smoking is not permitted
When booking, if any guest is under 30 years old, please provide the ages of the members of the entire group.

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, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Nellysford

Located in Nellysford, this holiday home is in the mountains. Swannanoa Palace and Crozet Tunnel are local landmarks, and the area's natural beauty can be seen at Shenandoah National Park and Rockfish Gap Entrance Shenandoah. Travelling with kids? Consider Wildlife Center of Virginia and War Fields. Enjoy the area's slopes with snowboarding and skiing, and don't miss out on the sledging.
Map
Wintergreen Resort, VA

What's nearby

  • Wintergreen Resort - 13 min walk - 1.1 km
  • Raven's Roost Overlook - 4 min drive - 2.0 km
  • Reids Gap Trailhead - 8 min drive - 6.8 km
  • Bold Rock Hard Cider Nellysford Cidery - 17 min drive - 17.1 km
  • Sherando Lake Recreation Area - 23 min drive - 14.6 km

Getting around

  • Staunton Station - 42 min drive
  • Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 62 min drive

Restaurants

  • ‪Devils Backbone Brewing Company - ‬16 min drive
  • ‪Belties - ‬20 min drive
  • ‪The Market - ‬5 min drive
  • ‪Blue Ridge Pig - ‬18 min drive
  • ‪The Edge - ‬6 min drive

Frequently asked questions

Does Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop have a pool?

Yes, this property has an outdoor pool.

Is Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop?

Check-in begins at 4:00 PM.

What time is check-out at Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop?

Checkout is at 10:00 AM.

Where is Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop located?

This family-friendly Nellysford holiday home is located in the mountains, within a 15-minute walk of George Washington National Forest and Wintergreen Resort. Reids Gap Trailhead and Raven's Roost Overlook are also within 9 miles (15 km).

Reviews

10

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. 298 out of 300 reviews
Rating 8 - Good. 1 out of 300 reviews
Rating 6 - Okay. 0 out of 300 reviews
Rating 4 - Poor. 0 out of 300 reviews
Rating 2 - Terrible. 1 out of 300 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Jessika P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed the kitchen amenities and basement billiards area. The living room windows were impressive.
Stayed 4 nights in Sep 2025

10/10 Excellent

Jeff H.

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

Relaxing stay

The house was perfect for us. Plenty of space for everyone to hang out together.
Stayed 2 nights in May 2025

10/10 Excellent

Jack M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The home was very clean and beautiful. There were many great views in the mountains. Nathan and Kelly were very helpful with setting up tee times and getting pool passes. The resort has a few restaurants that were close and delicious. Wasn't chilly enough to use the fireplace but it did look inviting.
Stayed 7 nights in Aug 2025

10/10 Excellent

Anne B.

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

Loved the house! Our family had a wonderful stay celebrating a birthday.

Excellent weekend. Loved the house and all it offered
Stayed 2 nights in Oct 2023

10/10 Excellent

Steven H.

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

Fantastic

We had a great time.
Stayed 3 nights in Aug 2023

10/10 Excellent

Rachel G.

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

Beautiful property with all the things

A lovely home exactly as advertised. Great to be able to use the pool and indoor fitness center. Hope to come back!
Stayed 3 nights in Mar 2024

10/10 Excellent

Nancy S.

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

Wonderful home

Came for a wedding. Loved the home. So comfortable and close to everything. Than you so much!
Stayed 3 nights in Sep 2024

10/10 Excellent

Pat B.

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

A Wonderful Family Trip!

Great Family hope. Was very comfortable and inviting. Plenty of supplies in the kitchen for a Great Thanksgiving meal!! Great Times!
Stayed 3 nights in Nov 2023

10/10 Excellent

Jessica B.

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

AMAZING PLACE

Perfect stay at this wonderful home. Very clean and comfortable. The host is very helpful. Everything we needed was provided. Will definitely go back!
Stayed 4 nights in Mar 2023

10/10 Excellent

Nancy A.

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

Excellent accommodations

The house was superior! The house was well stocked with everything we needed to cook, watch football, play pool and hit the slopes. The beds were comfortable and the bathrooms were clean and updated. In fact the whole house was updated and in superior condition. Beautiful home!
Stayed 3 nights in Jan 2025

10/10 Excellent

CHRIS L.

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

Perfection

We always enjoy staying here and looking forward to next year. It’s become an annual tradition. Beautiful and well appointed. We just love relaxing after the stress of Christmas!
Stayed 7 nights in Dec 2024

10/10 Excellent

Gary P.

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

All around outstanding experience

We just stayed at the Wintergreen Retreat and can't say enough good things about the cabin, location and host! The cabin was beautiful inside and out, and perfectly described per VRBO. It is located within easy distance to many of Wintergreen's amazing outdoor attractions - we especially enjoyed Lake Monacan and the Shamokin Falls hiking trail. If you're looking for a beautiful, relaxing stay in Wintergreen, you definitely won't be disappointed staying here!
Stayed 3 nights in May 2024

10/10 Excellent

Steven S.

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

Awesome place, Awesome host

Property was as advertised. Not just the home, but the attention to detail by the host made our stay very relaxing and enjoyable. The host made himself available if needed to ensure we had all our concerns/questions answered. I would definitely recommend this to my family, friends, and anyone looking for an enjoyable and relaxing stay!
Stayed 3 nights in Feb 2024

10/10 Excellent

Sharon B.

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

Wow!

It was perfect. We loved the place and my grandkids did not want to leave. It had everything we needed for cooking and relaxing.
Stayed 4 nights in Jan 2023

10/10 Excellent

Douglas M.

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

so great!

Fabulous
Stayed 3 nights in May 2023

10/10 Excellent

Timothy K., Tipp City, Ohio 45371

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

Replacement Trip

Great home for family in resort with numerous hiking trails and close to Blueridge Parkway and Skyline Drive for outstanding hiking in National Park. We had to cancel trip to Canada and feel very lucky to have found this home that grandparents, kids, and grandkids enjpyed immensely.
Stayed 7 nights in Jun 2020

10/10 Excellent

Ronald B.

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

Lovely home in WIntergreen

Well appointed lovely home in Wintergreen. Near the slopes and other activities. Home is very well maintained and exquisitely decorated and well equipped for a large group/ family. The owner was very responsive. Would highly recommend to others!
Stayed 2 nights in Jan 2020

10/10 Excellent

Stephanie W.

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

Birthday Ski Trip

This was our second time staying at the property. Pictures well represent the home. The home is well stocked with high end furniture kitchen appliances including dishes. Would love to see a crockpot. Great for 4 teenagers even though skiing was terrible this year. They enjoyed the pool passes, movies and pool table. It is a great weekend getaway.
Stayed 3 nights in Feb 2023

10/10 Excellent

David W.

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

a slice of heaven

Wow! Just an amazing ten day stay at the Wintergreen Retreat. The home was amazing and the resort has incredible facilities and is on the doorstep of Shenandoah National Park. We barely got to discover all of the treasures but did get to hike on the resort property and in Shenandoah, kayak, swim, go peach picking and so much more. The house is beyond belief, so comfortable, roomy, well appointed with everything one could need. Definitely on our list to return, hopefully soon!
Stayed 10 nights in Aug 2023

10/10 Excellent

Joan Q., Roxborough Park, CO

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

Wonderful Home

This home was awesome... so comfortable with everything you need. So many thoughtful details! And, very important to 4 members of our group who were doing working vacations, the internet was great! They were all doing video conferences, etc. at the the same time with no problems at all! We can't say enough good about this home... And we are looking forward to returning!!
Stayed 4 nights in Sep 2020

10/10 Excellent

Susan S.

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

Perfect!

It was an absolute pleasure staying in this quiet house for the weekend. It was extremely well-stocked, well-maintained, and spotless. Staying at this house was easy - everything was organized and ready for guests. It felt like home - the owners have done a tremendous job ensuring that guests are comfortable. My kids enjoyed playing videos games downstairs in the evenings while we watched movies on the cozy main floor. It was the perfect way to unwind after a busy few days. If we need to stay in Wintergreen again for a long weekend, we would absolutely choose this house. Thank you for sharing your home - it was lovely!
Stayed 2 nights in Oct 2023

10/10 Excellent

Danielle L.

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

wonderful time, perfect resort experience for learning to ski

We had 9 people in this house, half of whom never ssaw snow before. Wintergreen is an amazingly cute, small resort that was still decorated for Christmas, had no lines on ski lifts, no issues with renting equipment and no issues with getting lessons for those learning to ski or snowboard. This house was located in a great spot, literally one minute drive to ski area. They provided salt and tools for us to de-ice the driveway during the sleet storm that came on our last day and the property manager let us know about the coming storm. The resort community did a great job of keeping the roads clear as well.
Stayed 4 nights in Jan 2024

10/10 Excellent

Traci S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Enjoyed the house. Plenty of room for everyone to relax & have their own private space & bathroom. Kitchen offered everything you would need. Although we only utilized the pool table, there were lots of choices for games & activities for all ages. Would stay again.
Stayed 2 nights in Oct 2025

10/10 Excellent

Michele M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property with lots of different areas to spread out.
Stayed 3 nights in Oct 2025

10/10 Excellent

Kristen S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Large well appointed home. Perfect for our family who likes to hang out and cook together and play games in the evening. Beautiful area! Recommended!
Stayed 6 nights in Sep 2025

About the host

Hosted by Nathan Van Orden

Host profile image
We purchased land at Wintergreen Resort in 2005 with the intention of building a Family Retreat. Soon after we built the house we decided to try renting the house on a limited basis. We really enjoyed the stories and good times that other families were having and decided to keep renting the house. We now have several families that enjoy the house as much as we do and continue to come back.

Why they chose this property

We chose Wintergreen because my wife and I went on one of our first overnight dates to Nelson County. We toured the vineyards, went on a hot air balloon ride, and fell in love with each other and the area. We hope you enjoy Wintergreen and Nelson County as much as we do.

What makes this property unique

My wife and I are both in the hospitality industry and we strive to make your stay as enjoyable as possible. We continually re-invest in the house, furnishings and accessories. We offer a free Local Area Guide on our website, to help you be aware of everything that is going on during your stay.

Languages:

English

Premier Host

They consistently provide great experiences for their guests