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% based on
3 bedrooms3 bathroomsSleeps 81610 sq ft
Popular amenities
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
While it may be getting hot where you live, at Wintergreen the spring and summer are much cooler and very pleasant.
Wintergreen Resort, high in Virginia's Blue Ridge Mountains, features many outdoor and indoor activities, or you can just sit back and enjoy the scenery. This fantastic condo will provide a great base to help you enjoy it all!
This condo was completely renovated with no expense spared. We've been successful VRBO owners at Wintergreen for over 16 years (see VRBO Listing #51147), and have used experience gleaned to create a truly unique vacation place on the mountain. This three-bedroom condo is perfect for groups needing a little more room than our two bedroom unit next door. Have a larger group, requiring up to five bedrooms, five bathrooms, and two kitchens? Then rent both units at a special combined rate! They're only a 90 second walk door-to-door. Close, but not TOO close!
Whether you are a skier, boarder,golfer, tennis player, hiker, or cyclist, or perhaps you merely enjoy reading a good book on the deck, a Wintergreen getaway is just what you need. At 3,500 feet astride the Blue Ridge Mountains, adjacent to the Appalachian Trail and Blue Ridge Parkway, Wintergreen has become a four-season resort that will provide a natural backdrop for whatever you like to do. And what better way to enjoy all that Wintergreen has to offer than a stay at a luxury, three bedroom condominium with a view that can only be described as 'breathtaking?'
The first master suite features a king-size pillowtop bed, with luxurious bedding and Egyptian cotton sheets. It has its own HiDef satellite TV., with beautiful views of the mountains and valleys. The en suite master bath has a double tile vanity, Jacuzzi tub, huge walk-in shower, and closet.
The second master suite also features a king-size pillowtop bed, with luxurious bedding and Egyptian cotton sheets. It too has a HD TV with DirecTV access.This bedroom also features an en suite bathroom, with full shower/tub.
The third bedroom features a queen sized pillowtop bed, with luxurious bedding, and an HD DirecTV set. It has a bathroom adjacent off the hallway.
The living room is large and airy, and the views are stunning. You can see Charlottesville to the northeast, the Shenandoah Valley to the northwest, and even the glow of Richmond on moonless nights some 70 miles away. It has a floor-to-ceiling stone fireplace (with all the free firewood you can use), a 55-inch, 4k Ultra HiDef DirecTV with the ability to play streaming Netflix movies (account included), over 300 satellite channels, BluRay discs, DVDs, CDs; a leather sleeper sofa (queen-size bed); and three side chairs. The living room has three doors opening to the deck, which has a 6-person bar-height table for dining in the warmer months, a Weber grill for outdoor cooking, and a sofa, two side chairs, and coffee table for enjoying the magnificent views. The dining room has a six-person table
The kitchen has completely new stainless steel Samsung appliances, including refrigerator, electric range with smooth cooking surface, dishwasher, disposal, combination range hood/microwave, and most every small appliance and utensil you could need. The countertops are granite. We have a Keurig coffee maker, with a selection of complimentary coffees and hot chocolates.The condominium has new full-size front-loading Samsung washer and dryer, and an outside ski locker for storing wet and icy gear out of the way. The unit is on the ground floor on the parking lot side, so zero steps to navigate. Our condominium is No Smoking, No Pets for everyone’s enjoyment.
Our guests have access to the Chestnut Springs Pool in the summer, as well as the Stoney Creek Golf Course. Please note--as of December 1, 2020, the Resort, in an effort to steer visitors to the privately-owned rental properties that they manage, has eliminated access to the Devils Knob Golf Course, Devils Grill Restaurant, Devils Knob Tennis facilities, and the Wintergarden pools, to guests staying at non-Resort-managed properties. They charge an additional 10% over their published rates for this access as a "Resort Fee" . But if you decide these amenities are crucial to you, then your only choice is to rent through the Resort.
We have a WiFi hi-speed internet connection in the condo, so you can use your laptop inside or on the deck to keep up with e-mail and the office. The land line phone in the condo has unlimited long distance in the US and Canada.
Our building is down the street from the Wintergarden Spa for massages and personal grooming services. The ski area, shopping, and other restaurants are a five-minute drive, or you can take a free shuttle bus that runs every 15 minutes and stops outside our door. There are numerous hikes that you can tackle without driving at all (including the Appalachian Trail), while the nearby Blue Ridge Parkway is perfect for cycling or cross country skiing.
Sorry, resort policies prohibit motorcycles and RVs.
Wintergreen Resort, high in Virginia's Blue Ridge Mountains, features many outdoor and indoor activities, or you can just sit back and enjoy the scenery. This fantastic condo will provide a great base to help you enjoy it all!
This condo was completely renovated with no expense spared. We've been successful VRBO owners at Wintergreen for over 16 years (see VRBO Listing #51147), and have used experience gleaned to create a truly unique vacation place on the mountain. This three-bedroom condo is perfect for groups needing a little more room than our two bedroom unit next door. Have a larger group, requiring up to five bedrooms, five bathrooms, and two kitchens? Then rent both units at a special combined rate! They're only a 90 second walk door-to-door. Close, but not TOO close!
Whether you are a skier, boarder,golfer, tennis player, hiker, or cyclist, or perhaps you merely enjoy reading a good book on the deck, a Wintergreen getaway is just what you need. At 3,500 feet astride the Blue Ridge Mountains, adjacent to the Appalachian Trail and Blue Ridge Parkway, Wintergreen has become a four-season resort that will provide a natural backdrop for whatever you like to do. And what better way to enjoy all that Wintergreen has to offer than a stay at a luxury, three bedroom condominium with a view that can only be described as 'breathtaking?'
The first master suite features a king-size pillowtop bed, with luxurious bedding and Egyptian cotton sheets. It has its own HiDef satellite TV., with beautiful views of the mountains and valleys. The en suite master bath has a double tile vanity, Jacuzzi tub, huge walk-in shower, and closet.
The second master suite also features a king-size pillowtop bed, with luxurious bedding and Egyptian cotton sheets. It too has a HD TV with DirecTV access.This bedroom also features an en suite bathroom, with full shower/tub.
The third bedroom features a queen sized pillowtop bed, with luxurious bedding, and an HD DirecTV set. It has a bathroom adjacent off the hallway.
The living room is large and airy, and the views are stunning. You can see Charlottesville to the northeast, the Shenandoah Valley to the northwest, and even the glow of Richmond on moonless nights some 70 miles away. It has a floor-to-ceiling stone fireplace (with all the free firewood you can use), a 55-inch, 4k Ultra HiDef DirecTV with the ability to play streaming Netflix movies (account included), over 300 satellite channels, BluRay discs, DVDs, CDs; a leather sleeper sofa (queen-size bed); and three side chairs. The living room has three doors opening to the deck, which has a 6-person bar-height table for dining in the warmer months, a Weber grill for outdoor cooking, and a sofa, two side chairs, and coffee table for enjoying the magnificent views. The dining room has a six-person table
The kitchen has completely new stainless steel Samsung appliances, including refrigerator, electric range with smooth cooking surface, dishwasher, disposal, combination range hood/microwave, and most every small appliance and utensil you could need. The countertops are granite. We have a Keurig coffee maker, with a selection of complimentary coffees and hot chocolates.The condominium has new full-size front-loading Samsung washer and dryer, and an outside ski locker for storing wet and icy gear out of the way. The unit is on the ground floor on the parking lot side, so zero steps to navigate. Our condominium is No Smoking, No Pets for everyone’s enjoyment.
Our guests have access to the Chestnut Springs Pool in the summer, as well as the Stoney Creek Golf Course. Please note--as of December 1, 2020, the Resort, in an effort to steer visitors to the privately-owned rental properties that they manage, has eliminated access to the Devils Knob Golf Course, Devils Grill Restaurant, Devils Knob Tennis facilities, and the Wintergarden pools, to guests staying at non-Resort-managed properties. They charge an additional 10% over their published rates for this access as a "Resort Fee" . But if you decide these amenities are crucial to you, then your only choice is to rent through the Resort.
We have a WiFi hi-speed internet connection in the condo, so you can use your laptop inside or on the deck to keep up with e-mail and the office. The land line phone in the condo has unlimited long distance in the US and Canada.
Our building is down the street from the Wintergarden Spa for massages and personal grooming services. The ski area, shopping, and other restaurants are a five-minute drive, or you can take a free shuttle bus that runs every 15 minutes and stops outside our door. There are numerous hikes that you can tackle without driving at all (including the Appalachian Trail), while the nearby Blue Ridge Parkway is perfect for cycling or cross country skiing.
Sorry, resort policies prohibit motorcycles and RVs.
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Pool
Hot Tub
Kitchen
Washer
Dryer
Air conditioning
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10.0 out of 10, Exceptional, (1 review)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
Children
Children allowed: ages 0-17
Events
No events allowed
Pets
No pets allowed
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
Onsite 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 there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
We should mention
A car is required for transportation to and from this property
About the neighborhood
Wintergreen
Located in Chestnut Springs, a neighborhood 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. Be sure to check out the area's animals with activities such as game walks and birdwatching.

Roseland, VA
What's nearby
- Wintergreen Resort - 3 min walk - 0.3 km
- Shenandoah National Park - 17 min drive - 21.8 km
- University of Virginia - 36 min drive - 60.6 km
- John Paul Jones Arena - 39 min drive - 63.6 km
- Monticello - 43 min drive - 68.9 km
Getting around
Restaurants
- Belties - 19 min drive
- Hill Top Berry Farm & Winery - 22 min drive
- Iron & Ale At Wintergreen Resort - 23 min drive
- Devils Backbone Brewing Company - 15 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 labeled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Jan 17, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Dec 2025
10/10 Excellent
Sydney H.
Jan 7, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy

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


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




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


Mike P.
Stayed 4 nights in Jun 2025
10/10 Excellent
Rebecca B.
Feb 11, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wintergreen
Rebecca B.
Stayed 2 nights in Feb 2024
10/10 Excellent
Verified traveler
Jan 9, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Weekend and Holiday Getaway
Verified traveler
Stayed 2 nights in Dec 2024
10/10 Excellent
Daphne S.
Jun 30, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fabulous views
Daphne S.
Stayed 3 nights in Jun 2024
10/10 Excellent
Amy D.
Jan 5, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
New Year's Eve at Wintergreen
Amy D.
Stayed 2 nights in Dec 2022
10/10 Excellent
Tom M., Norfolk, VA
Oct 2, 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful weekend
Tom M.
Stayed 2 nights in Sep 2020
10/10 Excellent
Missy O.
Feb 2, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing! Can't wait to return!!
Missy O.
Stayed 3 nights in Jan 2025
10/10 Excellent
Lori L.
Aug 25, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lori L.
Stayed 3 nights in Aug 2025
8/10 Good
Jason B.
Feb 11, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful views
Jason B.
Stayed 3 nights in Jan 2023
10/10 Excellent
Susan P.
Oct 8, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Highridge is terrific
Susan P.
Stayed 3 nights in Oct 2023
10/10 Excellent
Tim and Margie S.
Dec 29, 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful vacation
Tim and Margie S.
Stayed 4 nights in Dec 2020
10/10 Excellent
Jean T.
Feb 20, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellence
Jean T.
Stayed 2 nights in Feb 2023
10/10 Excellent
Brian G.
Apr 30, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Get away for the family
Brian G.
Stayed 3 nights in Apr 2024
10/10 Excellent
Mary C.
Dec 19, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Outstanding property
Mary C.
Stayed 3 nights in Dec 2022
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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