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Wintergreen Chalets

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

Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.
10.0 out of 10, Exceptional, (105)
"Clean, comfortable, relaxing, well equipped and perfect location. Totally enjoyable well laid out home."
Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.
2min to Ski! DogsOK+Wood Stove+Grill+Fire Pit+Hike
10.0 out of 10, Exceptional, (1)
"We booked this getaway on a whim and wasn’t quite sure what to expect, but the property and location was the PERFECT spot for our family of four, plus a family friend. The wood interior of the cabin is gorgeous and had all the perfect touches to make us feel right at home. All the information we needed was provided without asking and everything was a breeze. We had such a great time. 10/10! Would recommend and plan to book again!"
2min to Ski! DogsOK+Wood Stove+Grill+Fire Pit+Hike
Luxury Chalet, Best Views in Virginia
10.0 out of 10, Exceptional, (25)
"We had a fabulous time at Blackrock Manor to celebrate a 90th birthday. The house works well for an elderly person as no steps are required to enter the house and the primary bedroom is located on the main level. The house is very nice, beautifully decorated, nicely equipped but the real show stopper are the views from the huge rear decks! Absolutely stunning!"
Luxury Chalet, Best Views in Virginia
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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 $399
$741 total
includes taxes & fees
Jun 6 - Jun 7
Epic Mountain Views, Hot Tub and Privacy at Harvest Moon Lodge and Retreat!
Majestic Mtn Cabin + Quick hiking trail access & wedding overlook
Majestic Mtn Cabin + Quick hiking trail access & wedding overlook
*Hiking trails,winery/ Brewery nearby/pet allowed*
10.0 out of 10, Exceptional, (3)
"Great family Property, we loved this house. Great communication with the owner. Clean and well maintained. Perfect for family with children. We will revisit in the future."
The price is $254
$524 total
includes taxes & fees
Jun 3 - Jun 4
*Hiking trails,winery/ Brewery nearby/pet allowed*
Opulent Retreat Amidst Blue Ridge's Serenity * Dog Friendly * Hot Tub
10.0 out of 10, Exceptional, (8)
"Property was as advertised and well equipped. Driveway is kind of steep, beware if you have a low riding vehicle. We would stay there again. Convenient to Blue Ridge Parkway and wineries. Highly recommend Hazy Mountain, it is beautiful."
Opulent Retreat Amidst Blue Ridge's Serenity * Dog Friendly * Hot Tub
3min to Ski: Hot Tub+EV Charger+GoldenTee+Gig WiFi
9.0 out of 10, Wonderful, (2)
"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 !!"
3min to Ski: Hot Tub+EV Charger+GoldenTee+Gig WiFi
3min to Ski: Hot Tub+EV Charger+GoldenTee+Gig WiFi
10.0 out of 10, Exceptional, (1)
"This property was great for a weekend girls trip! We had a group of 13 and it comfortably accommodated us all! It was also a great location to the 151 Brew trail and the house had everything we needed. The only thing was the driveway was a little tight for a large vehicle."
3min to Ski: Hot Tub+EV Charger+GoldenTee+Gig WiFi
Sleepy Bear Chalet
8.0 out of 10, Very Good, (1)
"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
6BR Woodland Retreat: Hot Tub, Sauna, Game Room, Firepit, Bunk Bed w/Slide!
The price is $450
$1,008 total
includes taxes & fees
Jun 9 - Jun 10
6BR Woodland Retreat: Hot Tub, Sauna, Game Room, Firepit, Bunk Bed w/Slide!
Cottage in the Woods near Wintergreen Resort and Blue Ridge Parkway
Cottage in the Woods near Wintergreen Resort and Blue Ridge Parkway
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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.

Other property types in Wintergreen

SNOW! Hot Tub! FAST WiFi, Firepit! Hiking off Property! 60" HDTV Cozy 4BR House.
9.6 out of 10, Exceptional, (264)
"We had a great time. The house was comfortable and the area is beautiful! The only issues we had were a humming of the fan in the master bedroom upstairs, the door lock didn’t work for us (but the owners helped with this and all was well), and we had a hard time finding where to dump trash. The hot tub was wonderful, the wifi works great (we had one doing online school and one work), and all was just as the listing described. It was a great place to stay for a Liberty University graduation. If...
The price is $179
$414 total
includes taxes & fees
Jun 2 - Jun 3
SNOW! Hot Tub! FAST WiFi, Firepit! Hiking off Property! 60" HDTV Cozy 4BR House.
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
10.0 out of 10, Exceptional, (272)
"We thoroughly enjoyed our stay at this condo. Quiet neighborhood and very comfortable. Appreciated all the basics offered that other rentals do not such as soap, garbage bags, toilet paper. But the owners went above that and had lotions, specialty soaps, cleaning supplies etc. Well stocked kitchen for cooking. While it was just the two of us we liked that there were games available for families and there was a nook upstairs for kids to get away. Highly recommend and would definitely come visit...
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
Best views on Mountain! Breathtaking 5 Star. Open March weekends! BOOK NOW!
10.0 out of 10, Exceptional, (209)
"This is at least the third time we have stayed in this condo unit in the last two years. There is a reason we keep coming back; it is absolutely beautiful, both the accommodations and Mountain Views. I highly recommend!"
Best views on Mountain! Breathtaking 5 Star. Open March weekends! 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.

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