Entire home

Wintergreen Resort: Weeping Rock Retreat

Photo gallery for Wintergreen Resort: Weeping Rock Retreat

A wooden deck with outdoor furniture, surrounded by trees.
Exterior
A spacious living area with a high ceiling, a dining table with chairs, a sofa with patterned cushions, and a kitchen in the background.
A spacious living room with a large Christmas tree, a leather sofa, and a coffee table.
A modern kitchen with a central island, bar stools, and a ceiling fan.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Firepit available
    One of the few properties with a dedicated outdoor firepit.

Popular amenities

  • Balcony
  • Dog-friendly
  • Swimming pool
  • Toys
  • Barbecue
  • Air-conditioning

Explore the area

View map
Wintergreen, VA
  • Place, George Washington National Forest
    ‪1 min walk‬
  • Place, Wintergreen Resort
    ‪6 min drive‬
  • Place, Bold Rock Hard Cider Nellysford Cidery
    ‪22 min drive‬
  • Airport, Weyers Cave, VA (SHD-Shenandoah Valley Regional)
    ‪55 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 Queen Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Queen Bed

Bedroom 4

2 Single Beds

3 bathrooms

Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 3

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchen
Balcony
Dining area

Add dates for prices

Similar properties

Interior
Newly Built Designer Home in Wintergreen
Wintergreen Resort
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
10.0 out of 10, Exceptional, (8 reviews)
Newly Built Designer Home in Wintergreen

About the area

Wintergreen

Located in Wintergreen, this holiday home is next to a golf course and in the mountains. Wayne Theatre and Waynesboro Heritage Museum are cultural highlights, and some of the area's attractions include Wildlife Center of Virginia and Shenandoah Valley Art Center. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with mountain biking, mountain climbing and hunting nearby.
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Map
Wintergreen, VA

What's nearby

  • George Washington National Forest - 1 min walk - 0.0 km
  • Wintergreen Resort - 6 min drive - 4.1 km
  • Bold Rock Hard Cider Nellysford Cidery - 22 min drive - 21.4 km
  • University of Virginia - 45 min drive - 58.2 km
  • Monticello - 56 min drive - 68.1 km

Getting around

  • Staunton Station - 46 min drive
  • Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 70 min drive

Restaurants

  • ‪Belties - ‬25 min drive
  • ‪Devils Backbone Brewing Company - ‬18 min drive
  • ‪Paulie's Pig Out - ‬28 min drive
  • ‪Iron & Ale At Wintergreen Resort - ‬29 min drive
  • ‪Brewing Tree Beer Company - ‬31 min drive

Frequently asked questions

Does Wintergreen Resort: Weeping Rock Retreat have a pool?

Yes, this property has a pool.

How much does it cost to stay at Wintergreen Resort: Weeping Rock Retreat?

As of 30 October 2026, prices found for a 1-night stay for 2 adults at Wintergreen Resort: Weeping Rock Retreat on 8 November 2026 start from NZ$1,052, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Wintergreen Resort: Weeping Rock Retreat pet-friendly?

Yes, this property allows dogs (limit 2 total).

How much is parking at Wintergreen Resort: Weeping Rock Retreat?

On-site parking is available at the property.

What time is check-in at Wintergreen Resort: Weeping Rock Retreat?

Check-in begins at 4:00 PM.

What time is check-out at Wintergreen Resort: Weeping Rock Retreat?

Checkout is at 11:00 AM.

Where is Wintergreen Resort: Weeping Rock Retreat located?

Situated in Wintergreen, this golf holiday home is within 1 mile (2 km) of George Washington National Forest and Wintergreen Resort. Raven's Roost Overlook is 1.7 mi (2.7 km) away.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 16 out of 17 reviews
Rating 8 - Good. 0 out of 17 reviews
Rating 6 - Okay. 1 out of 17 reviews
Rating 4 - Poor. 0 out of 17 reviews
Rating 2 - Terrible. 0 out of 17 reviews

9.6/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

9.6/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a beautiful property and worth the trip! The amenities offered are fabulous and the host goes above and beyond to give you a great experience. Highly recommend!
Stayed 3 nights in Oct 2026
Response from VrboOwner on 12 October 2026
Thank you, Amy. We would love to host you again. Please reach out, and I can offer you a discount as a thank-you for being such a wonderful guest. Amber
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved this house, had a great stay. Only issue, which was minor, was some centipedes in the bottom level.
Stayed 3 nights in Jul 2026
Response from VrboOwner on 16 July 2026
Hi there, thank you for your review and yes, this time each summer we do get them. We have a pest service and I have called them to come back in, but it’s just part of living on the mountain.
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
The house was very clean, and plenty of room for 8 guests. We enjoyes the views
Stayed 2 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice, lots of room, good selection of games and streaming. One note is that the pool is outdoor and only open Memorial Day thru Labor Day.
Stayed 8 nights in May 2026
Response from VrboOwner on 5 June 2026
Thank you for your review and we hope you enjoyed your trip, despite the pool not being open yet. Spring can still be quite chilly in the high altitude. We hope you stay with us again.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host was very thoughtful and attentive. The location was perfect and the secluded “treehouse” feel was rejuvenating.
Stayed 7 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very well kept, roomy, welcoming home. Amber is a very gracious, attentive host.
Stayed 2 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property was well equipped. Spacious gathering areas and located close to the best wineries, cideries and eateries. Excellent communication by the host. Amazing views.
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

The host definitely put thought abd
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

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

Great property

Great property with plenty of space and sleeping options. Highly recommended. Property manager extremely responsive.
Stayed 4 nights in Oct 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
This was a wonderful place for my two friends and I to relax and reunite after our fortieth college reunion weekend. The proximity to hiking trails without having to get in the car was a plus. But the best was having so much space to spread out and relax. The kitchen is well appointed, and I truly appreciated the little unexpected extras such as spices, coffee pods, aluminum foil, etc. We were able to have a few meals in without worrying about the little things you might not think to pack. The best part for us was the expansive outdoor deck space with lots of seating set amid the trees. I highly recommend this beautiful house and would happily return.
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

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

Mountain top getaway

Very nice house, mountain top location, well suited for 6 adults as in our group. A lot of outdoor decking, very nice great room/gathering area, and 3 full bathrooms a plus. We found everything as represented in the listing. Excellent communications with owner.
Stayed 2 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The view of the sunrise was fantastic. The fall decorations in the house were a lovely, festive touch and the wall heaters in each of the bedrooms were a godsend, since we had some temps in the teens at night. The kitchen was one of the best-equipped that I've seen in a rental. Finally, the host was very helpful and quick to respond to messages.
Stayed 3 nights in Nov 2025
Response from VrboOwner on 15 December 2025
Thank you! We hope you stay with us again.
Verified review

6/10 Okay

Liked: Check-in, communication, location, listing accuracy
When coming into the home we noticed a strong smell of pet dander in the home but we were able to clean off enough surfaces and open windows. The heating system worked very well in the home but the cool air didn’t when we switched it. Other than that we enjoyed our stay of relaxing and snow activities.
Stayed 4 nights in Dec 2025
Response from VrboOwner on 29 December 2025
We are sorry to hear, through your review, that you experienced an issue. In the future, please reach out to us during your stay. I arrived after you, it was not pet dander, it was a mouse that had come in the ceiling of the first floor bedroom. I had to reach out to my pest service to come out and remedy the situation. I agree, the odor was strong. During the winter months and being in the rural mountains, small animals (squirrels, chipmunks, small mice) will come inside looking for warmth. We have a great past service that will always come out if there are issues. Also, regarding our mini splits, they are all connected to the same unit. They all have to be on heat or on AC. You can’t have one unit on AC and one on heat or it will not turn on. We have a great property manager that could have talked you through that process. Please, always reach out to hosts or property managers before leaving reviews. We take great pride in our home and have an exceptional cleaning team and property manager that will take care of any issues during our guest’s stay.
Verified review

10/10 Excellent

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

Perfect home for our family

This was a great home for our family to spend Thanksgiving. Plenty of space for everyone and we loved the open floor plan of the main level. Home was decorated nicely and had everything we needed, plus many special touches. Wish we could have enjoyed the deck but we were limited on time and weather. The trail to the waterfall is a must do... a nice quick little hike. If you're leary on renting as a "new" listing on VRBO, I realized this home has been rented out for years and the guest book supports many great experiences!
Stayed 4 nights in Nov 2024
Verified review

10/10 Excellent

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

Heavenly

This amazing home is even better than the photos. The property manager replied within minutes to ANY questions. There's plenty to do within 25 miles, but you could stay within the Wintergreen Resort area & there's still plenty to do for all ages. We hiked, visited breweries & wineries, went tubing, and relaxed on the huge deck with beautiful weather, in mid-July, while people in the valley experienced a heat wave. It was at least 12 degrees cooler at the cabin than in town. Bottom line, this home is clean, stocked with everything you need (and more) to cook, and ideal for family & friends to stay under one roof. I give it 10 out of 10 and highly recommend it.
Stayed 5 nights in Jul 2025
Response from VrboOwner on 30 July 2025
Thank you for your review and for being a great guest. The house was immaculate and even a load of laundry was complete. We hope you stay with us again and I highly recommend to other hosts.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property, with a well equipped kitchen, comfortable bedrooms, beautiful views, and just very relaxing!
Stayed 5 nights in Jul 2026
Verified review

10/10 Excellent

Stayed 4 nights in Nov 2024
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