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Check prices for these dates

Next weekend
31 Muh. - 2 Saf.
In two weeks
7 Saf. - 9 Saf.
In one month
21 Saf. - 23 Saf.
In two months
21 Rab. I - 23 Rab. I

Compare 13 Chalets in Wintergreen with updated reviews, rates, and availability.

Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.
Exterior

Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.

10.0 out of 10, Exceptional, (117)
"The cabin is exactly as pictured- it is beautiful, spacious yet cozy, and very clean. The host was attentive and pleasant. Three generations were in the house and all were very pleased. We thoroughly enjoyed our stay!"
Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.
Epic Mountain Views, Hot Tub and Privacy at Harvest Moon Lodge and Retreat!
Exterior

Epic Mountain Views, Hot Tub and Privacy at Harvest Moon Lodge and Retreat!

10.0 out of 10, Exceptional, (10)
"We had a wonderful time at the Harvest Moon. Good location for a mountain getaway. The house is decorated nicely and is cozy. Basement is a plus with the pool table, air hockey and hot tub. The owners were easy to reach and answered all my questions in a timely manner. I hope to go again one day!"
The price is SAR 1,122
SAR 2,317 total
includes taxes & fees
23 Jan - 24 Jan
Epic Mountain Views, Hot Tub and Privacy at Harvest Moon Lodge and Retreat!
Majestic Mtn Cabin + sunset view & 5 minutes to slopes
Exterior

Majestic Mtn Cabin + sunset view & 5 minutes to slopes

10.0 out of 10, Exceptional, (1)
"We had a great two day stay at the cabin with our family and friends! The property was clean, had ample sleeping space and in a great location-5 min drive to Wintergreen Resort. The host was responsive when we had questions during the stay and even beforehand. Would recommend for those with families! "
Majestic Mtn Cabin + sunset view & 5 minutes to slopes
Elk Mountain Overlook: Breathtaking Views
Property grounds

Elk Mountain Overlook: Breathtaking Views

2.0 out of 10, (1)
Elk Mountain Overlook: Breathtaking Views
Luxury Chalet, Best Views in Virginia
Terrace/patio

Luxury Chalet, Best Views in Virginia

9.8 out of 10, Exceptional, (27)
"Quiet neighborhood with a heavenly view. It snowed while we were there, and the area roads management was impressive.Property is reasonably well-appointed. Perhaps geared more toward an adult party venue, we did find family-oriented supplies limited. Bring your own games, books. I would not recommend this property for families with young children for obvious reasons. The price of the view is a higher risk of slip/falls on the back incline, especially in snow.This rental is a special blessing...
Luxury Chalet, Best Views in Virginia
2min to Ski! DogsOK Wood Stove Grill Fire Pit Hike
Exterior

2min to Ski! DogsOK Wood Stove Grill Fire Pit Hike

10.0 out of 10, Exceptional, (5)
"I enjoyed the home, however unfortunately I could not give a full five star review for this property due to cleanliness. House seemed unkept, not cleaned or checked prior to stay. Stove and oven not clean (setting off smoke detector upon use); Floors not vacuumed, food on kitchen floor; All surfaces dusty; Windows inside dirty; Several light bulbs burnt out. "
2min to Ski! DogsOK Wood Stove Grill Fire Pit Hike
Opulent Retreat Amidst Blue Ridge's Serenity * Dog Friendly * Hot Tub

Opulent Retreat Amidst Blue Ridge's Serenity * Dog Friendly * Hot Tub

10.0 out of 10, Exceptional, (9)
"We all loved the home. We were so comfortable and enjoyed all of the upgrades throughout the house. It was perfect for our gathering, and we hated to leave. The host was remarkably responsive, and went out of his way to ensure that we had a pleasant stay."
Opulent Retreat Amidst Blue Ridge's Serenity * Dog Friendly * Hot Tub
Hot Tub EV Charger Golden Tee Gig WiFi Pool Tennis
Outdoor spa tub

Hot Tub EV Charger Golden Tee Gig WiFi Pool Tennis

9.4 out of 10, Exceptional, (3)
"We live locally but had friends and family coming to town for my birthday so we rented Riley’s retreat. Our weekend was filled with visits to all the food and beverages on 151. I loved the fun amenities at the house ( hot tub, pool table, games, etc). My initial investigation I didn’t realize we we so far up Wintergreen but in the end it did not matter and was a perfect house for the weekend ! Thank you !!"
Hot Tub EV Charger Golden Tee Gig WiFi Pool Tennis
Hot Tub EV Charger Golden Tee Gig WiFi Pool Tennis
Outdoor dining

Hot Tub EV Charger Golden Tee Gig WiFi Pool Tennis

10.0 out of 10, Exceptional, (3)
"The communication was excellent before and during the stay - they checked in and followed up with us. The property had everything we needed for a great weekend. A quick 2 minute drive to the Wintergreen restaurants and small store. "
Hot Tub EV Charger Golden Tee Gig WiFi Pool Tennis
Sleepy Bear Chalet
Living area

Sleepy Bear Chalet

9.0 out of 10, Wonderful, (2)
"The property was overall nice with minor issues. It had a funky smell upon entering, most likely due to moisture and several outlets were not working. Access to the property was very difficult for my mother with mobility issues since it went down wooden stairs that were slippery after the rain. The third bedroom is a loft with no privacy (door or enclosed walls) and due to the vaulted ceiling adults can’t comfortably be up there. "
Sleepy Bear Chalet
Fam-Friendly Mountain Chalet: Hot Tub, Sauna, Gameroom, Adventure Bunkbeds
Outdoor dining

Fam-Friendly Mountain Chalet: Hot Tub, Sauna, Gameroom, Adventure Bunkbeds

10.0 out of 10, Exceptional, (3)
"Chris was a wonderful host. The house is clean and very well proportioned. Our kids had a blast playing games and enjoying the other amenities. "
The price is SAR 1,782
SAR 3,973 total
includes taxes & fees
4 Feb - 5 Feb
Fam-Friendly Mountain Chalet: Hot Tub, Sauna, Gameroom, Adventure Bunkbeds
A charming 2-bedroom chalet with outstanding view in the Shenandoah Valley.
View from property

A charming 2-bedroom chalet with outstanding view in the Shenandoah Valley.

2.0 star property
A charming 2-bedroom chalet with outstanding view in the Shenandoah Valley.
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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Other property types in Wintergreen

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Fresh Private Hot Tub Lower Deck Relaxing Location in woods with Beautiful Views

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

9.6 out of 10, Exceptional, (288)
"Second time we have stayed at this house and we had a great time!!"
The price is SAR 559
SAR 1,441 total
includes taxes & fees
12 Feb - 13 Feb
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
Our upper-floor condo is just steps to the car & firewood, provided nearby

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

10.0 out of 10, Exceptional, (303)
"This was an amaizng VRBO. Heather was very responsive and accommodating. The codo itself is perfect for a family, or if you are a couple. As a family my kids, 8, 4 and 2 e joted the playroom nook with the Wii and the queen and twin beds. The views were spectacular. We arrived im the middle of Winter Storm Blair and got about a foot of snow dumped on us so the wood burning fireplace and board games were a hit as night creeped in. We are very thankful for heather and her VRBO and highly recommend....
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
Best views on Mountain! Breathtaking 5 Star. Available Dec 13-15! Ski! BOOK NOW!
Good morning! Spectacular sunrise from the living room and deck!

Best views on Mountain! Breathtaking 5 Star. Available Dec 13-15! Ski! BOOK NOW!

10.0 out of 10, Exceptional, (229)
"Maureen was incredibly kind and helpful through out our stay. The place is beautifully decorated with amazing views! Our family had a wonderful stay together! We will definetly look to stay here again! "
Best views on Mountain! Breathtaking 5 Star. Available Dec 13-15! Ski! BOOK NOW!
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.