Condo
Book Now for Spring and Summer....Awesome Views and 5-Star Amenities
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Reviews
10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
3 bedrooms3 bathroomsSleeps 8149.6 sq m
Popular amenities
Explore the area

Roseland, VA
- Place, Wintergreen Resort3 min walk
- Place, University of Virginia55 min drive
- Place, John Paul Jones Arena58 min drive
- Airport, Charlottesville, VA (CHO-Charlottesville-Albemarle)73 min drive
Rooms & beds
3 bedrooms (sleeps 8)
Bedroom 3
1 Queen Bed
Master Bedroom 1
1 King Bed
Master Bedroom 2
1 King Bed
Sleeper Sofa in Living Room
1 Queen Bed
3 bathrooms
Bathroom 3
Bathtub or shower · Toilet
Master Bath 1
Toilet · Shower only · Jetted bathtub
Master Bath 2
Bathtub or shower · Toilet
Spaces
Deck or patio
Kitchen
Dining area
About this property
Book Now for Spring and Summer....Awesome Views and 5-Star Amenities
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9.8 out of 10, Exceptional, (6 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
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
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
About the area
Wintergreen
Located in Chestnut Springs, a neighbourhood in Wintergreen, this condo is in the mountains. Wintergreen Resort and Sherando Lake Recreation Area are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Wildlife Center of Virginia and War Fields. Take in the nearby slopes with cross-country skiing, snowboarding and skiing, or try out other outdoor activities such as sledging.

Roseland, VA
What's nearby
- Wintergreen Resort - 3 min walk - 0.3 km
- Blue Ridge Parkway North Entrance - 29 min drive - 36.0 km
- University of Virginia - 55 min drive - 77.3 km
- John Paul Jones Arena - 58 min drive - 77.6 km
- Scott Stadium - 60 min drive - 76.9 km
Getting around
Restaurants
- Belties - 19 min drive
- Hill Top Berry Farm & Winery - 22 min drive
- Iron & Ale At Wintergreen Resort - 23 min drive
- The Edge - 5 min drive
- The Market - 4 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Verified
16 February 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Feb 2026
Verified
10/10 Excellent
Scott H.
17 January 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Scott H.
Stayed 3 nights in Dec 2025
Verified
10/10 Excellent
Sydney H.
7 January 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy

Sydney H.
Stayed 2 nights in Dec 2025
Verified
10/10 Excellent
Sharon C.
31 October 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy


Sharon C.
Stayed 5 nights in Oct 2025
Verified
10/10 Excellent
josh l.
1 September 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
josh l.
Stayed 3 nights in Aug 2025
Verified
10/10 Excellent
Corrie M.
13 October 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Corrie M.
Stayed 3 nights in Oct 2025
Verified
10/10 Excellent
Courtney H.
1 September 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Courtney H.
Stayed 3 nights in Aug 2025
Verified
10/10 Excellent
Aubrey W.
1 January 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy




Aubrey W.
Stayed 3 nights in Dec 2025
Verified
10/10 Excellent
Scott
19 January 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Birthday getaway
Scott
Stayed 2 nights in Jan 2025
Verified
8/10 Good
wendy f.
22 September 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
wendy f.
Stayed 2 nights in Sep 2025
Verified
10/10 Excellent
Daphne S.
24 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Under promises, over delivers!
Daphne S.
Stayed 3 nights in Jul 2025
Verified
10/10 Excellent
Michael L.
29 October 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Property
Michael L.
Stayed 4 nights in Oct 2024
Verified
10/10 Excellent
Patti B.
5 January 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Condo
Patti B.
Stayed 3 nights in Jan 2025
Verified
10/10 Excellent
Mike P.
23 June 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Relaxing & Quiet


Mike P.
Stayed 4 nights in Jun 2025
Verified
10/10 Excellent
Rebecca B.
11 February 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wintergreen
Rebecca B.
Stayed 2 nights in Feb 2024
Verified
10/10 Excellent
Verified traveller
9 January 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Weekend and Holiday Getaway
Verified traveller
Stayed 2 nights in Dec 2024
Verified
10/10 Excellent
Daphne S.
30 June 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fabulous views
Daphne S.
Stayed 3 nights in Jun 2024
Verified
10/10 Excellent
Amy D.
5 January 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
New Year's Eve at Wintergreen
Amy D.
Stayed 2 nights in Dec 2022
Verified
10/10 Excellent
Tom M.
2 October 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful weekend
Tom M.
Stayed 2 nights in Sep 2020
Verified
10/10 Excellent
Lori L.
25 August 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lori L.
Stayed 3 nights in Aug 2025
Verified
10/10 Excellent
Missy O.
2 February 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing! Can't wait to return!!
Missy O.
Stayed 3 nights in Jan 2025
Verified
8/10 Good
Jason B.
11 February 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful views
Jason B.
Stayed 3 nights in Jan 2023
Verified
10/10 Excellent
Susan P.
8 October 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Highridge is terrific
Susan P.
Stayed 3 nights in Oct 2023
Verified
10/10 Excellent
Tim and Margie S.
29 December 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful vacation
Tim and Margie S.
Stayed 4 nights in Dec 2020
Verified
10/10 Excellent
Jean T.
20 February 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellence
Jean T.
Stayed 2 nights in Feb 2023
About the host
Hosted by Lee Stocks
Why they chose this property
We have owned a condo at High Ridge Court next door since 2004, and have enjoyed renting it out so much that we purchased this condo as an additional rental property. Both buildings are the newest on the Mountain, and offer our guests the nicest accomodations and the best views at Wintergreen!
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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