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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16

Condo Rentals in Wintergreen

Our top choices for Wintergreen condo rentals

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

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

9.0 out of 10, Wonderful, (290)
"The condo has just the right amenities, nicely decorated, and yes, a million dollar view."
The price is ￥15,499
￥35,971 total
includes taxes & fees
Aug 21 - Aug 22
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
Pool

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

9.6 out of 10, Exceptional, (131)
"This was such a beautiful, clean space. Every item had been thought of; there was even a closet with dog treats, flashlights, extra toothbrushes, etc! Parking and check in were a breeze. The host was incredibly responsive. Take the short walk to Fire and Frost for delicious pizza!"
The price is ￥16,237
￥36,801 total
includes taxes & fees
Aug 21 - Aug 22
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!
Miscellaneous

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

10.0 out of 10, Exceptional, (239)
"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 Pet-Friendly Condo: Walk to Mountain Inn & Slopes

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

10.0 out of 10, Exceptional, (323)
"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
Wintergreen. Sunset Vista Villa - Sea of Mountains
Interior

Wintergreen. Sunset Vista Villa - Sea of Mountains

10.0 out of 10, Exceptional, (77)
"Everything was great!"
The price is ￥17,270
￥38,623 total
includes taxes & fees
Sep 3 - Sep 4
Wintergreen. Sunset Vista Villa - Sea of Mountains
Walk to Market/Private community outdoor pool!
Fridge, microwave, oven, stovetop

Walk to Market/Private community outdoor pool!

9.8 out of 10, Exceptional, (71)
"Excellent location. Comfortable and clean."
Walk to Market/Private community outdoor pool!
Wintergreen Mountain Views - Diamond in the Slopes - Close to Breweries & Hiking
Smart TV, fireplace

Wintergreen Mountain Views - Diamond in the Slopes - Close to Breweries & Hiking

10.0 out of 10, Exceptional, (3)
"Exterior of the building is a bit dated, but this unit has a fresh and updated feel to it. Everything we needed was provided. Quiet and very clean. Host was easy to work with. I'll definitely check to see if this unit is available the next time I'm visiting.Note: As mentioned in the description, there are a lot of steps to go down (and then back up)."
Wintergreen Mountain Views - Diamond in the Slopes - Close to Breweries & Hiking
Mountain View Vista: Resort Condo w/ Views
TV, fireplace

Mountain View Vista: Resort Condo w/ Views

10.0 out of 10, Exceptional, (4)
"Beautiful view!"
The price is ￥20,559
￥43,353 total
includes taxes & fees
Aug 25 - Aug 26
Mountain View Vista: Resort Condo w/ Views
Top of Mountain 2 BR Condo, Short Walk to scenic overlooks of the Mtns. in Fall
Property grounds

Top of Mountain 2 BR Condo, Short Walk to scenic overlooks of the Mtns. in Fall

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 scenic overlooks of the Mtns. in Fall
Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC
Exterior

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

9.8 out of 10, Exceptional, (50)
"This was our second stay in Wintergreen. First time at this property. The condo was beautifully decorated, had all the necessities and the view was breathtaking. "
Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC
Time to Book for Spring and Summer...Amazing Views and 5-Star Amenities
Outdoor dining

Time to Book for Spring and Summer...Amazing Views and 5-Star Amenities

10.0 out of 10, Exceptional, (299)
"Amazing stay with everything g we needed. It would be nice to have access to a pool. "
Time to Book for Spring and Summer...Amazing Views and 5-Star Amenities
Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!
A heated pool

Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!

9.8 out of 10, Exceptional, (131)
"Great ski-in / ski-out."
Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!
Ski-In/Ski-Out Comfy Condo
Fridge, microwave, oven, stovetop

Ski-In/Ski-Out Comfy Condo

10.0 out of 10, Exceptional, (25)
"Great place with ski-in ski-out access! Well appointed and photos are accurate. Host was great! We would definitely stay again. "
Ski-In/Ski-Out Comfy Condo
WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS
Interior

WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS

10.0 out of 10, Exceptional, (72)
"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
Stylish-Updated-Central -Walk to Slopes-Dogs OK!
Smart TV, fireplace, books

Stylish-Updated-Central -Walk to Slopes-Dogs OK!

9.8 out of 10, Exceptional, (23)
"Clean, convenient to everything. Great place!"
Stylish-Updated-Central -Walk to Slopes-Dogs OK!
Panoramic Peak: Wintergreen Condo with Views
TV, fireplace

Panoramic Peak: Wintergreen Condo with Views

9.6 out of 10, Exceptional, (26)
"With its breathtaking views, this property is a hidden gem. It is also very well maintained. "
The price is ￥20,518
￥43,432 total
includes taxes & fees
Aug 21 - Aug 22
Panoramic Peak: Wintergreen Condo with Views
Prime Spring Retreat: Walk, Sip, Hike, Relax, Explore at Dobie Slopeside
Pool

Prime Spring Retreat: Walk, Sip, Hike, Relax, Explore at Dobie Slopeside

10.0 out of 10, Exceptional, (16)
"Our stay was fantastic. All the little details made the stay even better. Hand soap, bathroom and kitchen supplies, extra blankets. Beds were very comfortable too! Will definitely stay here again. "
Prime Spring Retreat: Walk, Sip, Hike, Relax, Explore at Dobie Slopeside
Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (45)
"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 Condo -Steps to Ski and restaurants
Terrace/patio

Wintergreen Condo -Steps to Ski and restaurants

9.8 out of 10, Exceptional, (23)
"My brother and his friend stayed here to go snow skiing and loved it "
The price is ￥15,425
￥37,547 total
includes taxes & fees
Aug 21 - Aug 22
Wintergreen Condo -Steps to Ski and restaurants
Breathtaking views! Beautifully decorated.
Property grounds

Breathtaking views! Beautifully decorated.

9.8 out of 10, Exceptional, (139)
"We enjoyed our time at Wintergreen. Lovely location."
Breathtaking views! Beautifully decorated.
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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Top Wintergreen Hotel Reviews

Sleep Inn Staunton

Sleep Inn Staunton

10/10 Excellent
"The check in staff was amazing and super friendly and helpful. "
Christopher 1-night trip
Posted 21 hours ago
Sleep Inn Staunton

Frequently asked questions

How much do condos in Wintergreen cost?
You can expect to pay from ￥15,425 to ￥20,559 per night for condos in Wintergreen. No matter your budget, a terrific stay is a click away on Expedia. These prices were 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.
Why book your condo in Wintergreen with Expedia?
Booking a condo in Wintergreen is as simple as clicking on your travel dates and selecting a place suited to your needs. Chasing something low cost or luxurious, or a property that also comes with a pool and free WiFi? Use Expedia's search filters to narrow your results even further and find your dream fit.
How can I find cheap condos in Wintergreen?
Expedia can help you easily source cheap condos in Wintergreen. To lock in a terrific stay in a matter of clicks, try out our handy filter tool to refine your search results by budget, amenities and star rating.