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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Condo Rentals in Wintergreen

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Escape to a serene natural setting surrounded by lush greenery and rolling hills.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

9.0 out of 10, Wonderful, (288)
"The condo has just the right amenities, nicely decorated, and yes, a million dollar view."
The price is AU$381
includes taxes & fees
5 Aug - 6 Aug
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes
Enjoy cooking in this well-equipped kitchen with a dishwasher, oven, and stainless steel sink.

Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes

9.6 out of 10, Exceptional, (42)
"We took our two kids and our poodle, Rocky, for a few days of hiking and unplugging! It was the perfect spot!"
Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
Stunning mountain views surround this modern residential building with balconies and mature trees in a serene suburban setting.

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

10.0 out of 10, Exceptional, (321)
"I’ve stayed here a few times now with various members of my family and all of us love this place! The accommodations are great, the place is well stocked with careful attention to detail, and we always look forward to returning. Thanks again for a great stay!"
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!
Escape to a serene mountain landscape with breathtaking views.

Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!

10.0 out of 10, Exceptional, (238)
"Tremendous view and perfect accommodations. We used for a base to visit Staunton and Charlottesville. "
Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!
WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS
Enjoy breathtaking views of the surrounding mountains from this room's expansive window.

WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS

10.0 out of 10, Exceptional, (71)
"What a beautiful view and location! We appreciated the details Della shared prior to our arrival and made navigating our weekend getaway super simple and enjoyable! Beautiful view! "
WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS
You deserve it all! Awesome Views, Comfy Condo & Elevator!
Enjoy breathtaking views of the surrounding mountains from this balcony, featuring a comfortable chair for the perfect vantage point.

You deserve it all! Awesome Views, Comfy Condo & Elevator!

9.8 out of 10, Exceptional, (185)
"Great condo with a great view, would definitely stay here again."
You deserve it all! Awesome Views, Comfy Condo & Elevator!
Wintergreen Condo -Steps to Ski and restaurants
Relax on the covered patio with wicker furniture and enjoy the tranquil outdoor space.

Wintergreen Condo -Steps to Ski and restaurants

9.8 out of 10, Exceptional, (21)
"My brother and his friend stayed here to go snow skiing and loved it "
The price is AU$399
includes taxes & fees
20 Aug - 21 Aug
Wintergreen Condo -Steps to Ski and restaurants
Top of Mountain 2 BR Condo, Short Walk to Highlands Ski Lift and Scenic Views
Enjoy a serene forest view from this deck with a metal table and two comfortable chairs.

Top of Mountain 2 BR Condo, Short Walk to Highlands Ski Lift and Scenic Views

9.8 out of 10, Exceptional, (48)
"Great place, easy to find, and quick drive to the Wontergreen Resort!"
Top of Mountain 2 BR Condo, Short Walk to Highlands Ski Lift and Scenic Views
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
Relax by the pool surrounded by lush greenery and shaded lounge areas.

New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

9.6 out of 10, Exceptional, (130)
"This property is one of the best prperties we have ever stayed at. The owner is very responsive and goes the extra mile. We will definitely rent this property again!!"
The price is AU$386
includes taxes & fees
5 Aug - 6 Aug
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
Mountain View Vista: Resort Condo w/ Views
Relax in this inviting living room with a fireplace and sliding glass door leading to a patio area with outdoor seating.

Mountain View Vista: Resort Condo w/ Views

10.0 out of 10, Exceptional, (4)
"Beautiful view!"
The price is AU$446
includes taxes & fees
17 Aug - 18 Aug
Mountain View Vista: Resort Condo w/ Views
Ski-In/Ski-Out Comfy Condo
Compact kitchen with a microwave, oven, and coffee maker, featuring wooden cabinets and a patterned backsplash.

Ski-In/Ski-Out Comfy Condo

10.0 out of 10, Exceptional, (24)
"We We're able. To cook and hand have a good time there"
Ski-In/Ski-Out Comfy Condo
Charming 2-bedroom condo in beautiful Wintergreen Resort
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel range hood, microwave, and dishwasher.

Charming 2-bedroom condo in beautiful Wintergreen Resort

10.0 out of 10, Exceptional, (1)
"We stayed here for a couple of nights over July 4th and it was a nice short getaway. The condo is in a good location - 5 min walk to resort restaurants - and is very comfortable. The kitchen is well-equipped with plenty of cooking tools. The living room seating space was comfortable and allowed for just hanging out. We really enjoyed our stay! "
The price is AU$596
includes taxes & fees
4 Aug - 5 Aug
Charming 2-bedroom condo in beautiful Wintergreen Resort
Wintergreen Resort Studio w/ Deck & Ski-Out Access
Compact kitchen with central island, sink, and seating area, featuring cabinetry, microwave, and coffee maker.

Wintergreen Resort Studio w/ Deck & Ski-Out Access

9.8 out of 10, Exceptional, (33)
"Awesome spot! Very clean, super close to the slopes like 1 minute walk."
Wintergreen Resort Studio w/ Deck & Ski-Out Access
View from the Top
Enjoy the serene mountain views from this balcony with a glass-top table and two comfortable chairs.

View from the Top

10.0 out of 10, Exceptional, (59)
"Great quick stay in a lovely area with an amazing view"
View from the Top
Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
Relax in the living room with expansive views of the surrounding landscape, a comfortable chair, and a foosball table.

Diamond Adventure at Wintergreen Resort *FULLY UPDATED*

10.0 out of 10, Exceptional, (24)
"The location is very convenient with amazing views of the slopes and terrain park. "
Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
Wintergreen. Sunset Vista Villa - Sea of Mountains
Relax by the fireplace in this inviting living room, featuring a cozy sofa and wine glasses on the mantel.

Wintergreen. Sunset Vista Villa - Sea of Mountains

10.0 out of 10, Exceptional, (75)
"Everything was great!"
The price is AU$412
includes taxes & fees
4 Aug - 5 Aug
Wintergreen. Sunset Vista Villa - Sea of Mountains
Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC
Residential complex with modern architecture and panoramic views of the surrounding landscape.

Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC

9.8 out of 10, Exceptional, (49)
"Had a great stay! Easy check-in/departure process. Great views and easy access to the slopes! 10/10 would recommend again. "
Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC
The Modern Mountain Condo
Guests can enjoy a peaceful retreat in this cabin-style lodging with a front porch and serene surroundings.

The Modern Mountain Condo

10.0 out of 10, Exceptional, (27)
"Ideal location for skiing at Wintergreen. "
The price is AU$375
includes taxes & fees
4 Aug - 5 Aug
The Modern Mountain Condo
Wintergreen Resort Vacation Rental w/ Balcony!
Interior

Wintergreen Resort Vacation Rental w/ Balcony!

10.0 out of 10, Exceptional, (12)
"Its a very nice and quiet area with lovely views. Its close Boldrock and Devils backbone "
Wintergreen Resort Vacation Rental w/ Balcony!
Escape to the Blue Ridge Mountains at Wine-tergreen!
Relax in a serene outdoor seating area surrounded by a lush garden and a well-maintained lawn.

Escape to the Blue Ridge Mountains at Wine-tergreen!

9.8 out of 10, Exceptional, (117)
"Good place for 4 people would rent again"
The price is AU$377
includes taxes & fees
17 Aug - 18 Aug
Escape to the Blue Ridge Mountains at Wine-tergreen!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

How much do condos in Wintergreen cost?
The price range for condos in Wintergreen is AU$375 to AU$596 per night. No matter your budget, you're sure to find someplace that suits your needs — as well as your entire squad! This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What is there to do in Wintergreen near my condo?
The ideal travel accessory is a well-planned to-do list. Bold Rock Hard Cider Nellysford Cidery is a great place to kick-start your sightseeing in Wintergreen.