Entire home
Wintergreen Resort: Weeping Rock Retreat
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Reviews
9.8 out of 10
Exceptional
4 bedrooms3 bathroomsSleeps 8207.9 sq m
Popular amenities
Explore the area

Wintergreen, VA
- Place, Wintergreen Resort20 min walk
- Place, Bold Rock Hard Cider Nellysford Cidery22 min drive
- Place, University of Virginia46 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
About this property
Wintergreen Resort: Weeping Rock Retreat
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- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
9.8 out of 10, Exceptional, (136 reviews)
House Rules
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
Long-term renters welcome
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
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 War Fields. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with mountain climbing, mountain biking and hunting nearby.

Wintergreen, VA
What's nearby
- Wintergreen Resort - 20 min walk - 1.7 km
- Bold Rock Hard Cider Nellysford Cidery - 22 min drive - 21.4 km
- University of Virginia - 46 min drive - 59.6 km
- Downtown Mall - 55 min drive - 63.3 km
- Monticello - 56 min drive - 68.1 km
Getting around
Restaurants
- Belties - 25 min drive
- Hill Top Berry Farm & Winery - 26 min drive
- Iron & Ale At Wintergreen Resort - 29 min drive
- The Edge - 11 min drive
- The Market - 8 min drive
Frequently asked questions
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 window9.6/10
Cleanliness
10/10
Amenities
10/10
Property conditions & facilities
9.8/10
Check-in
10/10
Communication
9.4/10
Location
9.8/10
Listing accuracy
Reviews
Verified
31 January 2026
Liked: Cleanliness, amenities, property conditions & facilities, communication
Stayed 2 nights in Jan 2026
Verified
10/10 Excellent
Michael L.
1 November 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Michael L.
Stayed 7 nights in Oct 2025
Verified
10/10 Excellent
Chris L.
16 March 2026
Chris L.
Stayed 3 nights in Feb 2026
Verified
10/10 Excellent
Michael B.
17 October 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Michael B.
Stayed 2 nights in Oct 2025
Verified
10/10 Excellent
Angela H.
28 October 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Angela H.
Stayed 3 nights in Oct 2025
Verified
10/10 Excellent
Katherine B.
30 November 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Katherine B.
Stayed 3 nights in Nov 2025
Verified
10/10 Excellent
Robert K.
7 October 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property
Robert K.
Stayed 4 nights in Oct 2024
Verified
10/10 Excellent
Baxter J.
29 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Mountain top getaway
Baxter J.
Stayed 2 nights in Jul 2025
Verified
6/10 Okay
Kiasten M.
27 December 2025
Liked: Check-in, communication, location, listing accuracy
Kiasten M.
Stayed 4 nights in Dec 2025
Verified
10/10 Excellent
Michelle A.
6 December 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect home for our family
Michelle A.
Stayed 4 nights in Nov 2024
Verified
10/10 Excellent
Bill H.
27 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Heavenly


Bill H.
Stayed 5 nights in Jul 2025
Verified
10/10 Excellent
Rico A.
3 December 2024
Rico A.
Stayed 4 nights in Nov 2024
About the host
Hosted by Amber P. Hester
As a child, I had the wonderful opportunity to ski in Wintergreen and go on annual trips to the mountains. I especially cherished our fall trips, when we could admire the breathtaking foliage. I am passionate about sharing my upbringing with others, as I believe every family deserves to create similar cherished memories.
Why they chose this property
Wintergreen is situated in the breathtaking Blue Ridge mountains, providing a plethora of outdoor activities to indulge in. Whether it's carving through pristine powder on the ski slopes, tackling rugged trails on a mountain bike, or embarking on a serene and captivating hike, there truly is something for everyone. You can also take in stunning panoramic views while sightseeing or simply unwind and escape into a compelling book. Wintergreen offers an abundance of opportunities to cater to any interest you may have.
What makes this property unique
Our charming home is nestled atop a picturesque hill, offering a breathtaking treehouse-like experience. Step out onto the expansive deck and listen to the soothing sounds of a nearby waterfall, creating a tranquil ambiance. Inside, the open-concept layout provides ample space for both families and guests to relax and enjoy quality time together.
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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