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Vacation Homes in Wintergreen

Our top choices for Wintergreen vacation homes

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 AED 551
AED 1,374 total
includes taxes & fees
4 Sep - 5 Sep
Charming 2-bedroom condo in beautiful Wintergreen Resort

Spacious 5 bedroom modern home with mountain views galore. Sauna + EV charger.

10.0 out of 10, Exceptional, (3)
"We chose this property to celebrate our sons 26th birthday. Cant beat the location, fresh snow at Wintergreen made for great snowboarding. Loved the proximity to local restaurants/breweries. Definitely would recommend!"
Spacious 5 bedroom modern home with mountain views galore. Sauna + EV charger.

Cozy chalet w/ king beds, fireplace, and hot tub. Dog-friendly! Close to hiking.

10.0 out of 10, Exceptional, (22)
"The bed was very comfortable and the hot tub was perfect. Enjoyed the views"
The price is AED 347
AED 1,153 total
includes taxes & fees
9 Sep - 10 Sep
Cozy chalet w/ king beds, fireplace, and hot tub. Dog-friendly! Close to hiking.

The Distinguished Squirrel Chalet walking distance

9.8 out of 10, Exceptional, (6)
"The house was beautiful and well stocked. The owner thought of everything and all the light switches were labeled which helped a lot. All of the appliances were top notch and the Keurig coffee maker had everything that was needed. Beds were very comfortable and each room had its own thermostat. Overall, excellent stay!"
The price is AED 716
AED 1,491 total
includes taxes & fees
4 Sep - 5 Sep
The Distinguished Squirrel Chalet walking distance

Unwind at Bear Pause, located right at Wintergreen Resort.

10.0 out of 10, Exceptional, (1)
"There were a few little hiccups, the top bunk bar was not attached (not an issue as it wasn’t fully needed) and the oven was broken but I message the owner and he replied back very quickly. Neither were an issue for us. The house was perfect! Plenty of cooking supplies for our crew of 12. We loved the deck and spent plenty of time out there and there were more than enough towels for everyone. The check out rules were very clear and reasonable. I would say that something should be listed for the...
Unwind at Bear Pause, located right at Wintergreen Resort.

Spacious and Updated Home in Wintergreen

10.0 out of 10, Exceptional, (3)
"Family bonding time with husband, son, daughter-in-law and two grand boys. The home was spotless - open with wonderful views. Everything we needed was at our fingertips - even pencils for games and flashlights throughout the house. Location is great - close to the slopes and snow tubing. We will return to try the snow tubing! Perfect winter break!"
Spacious and Updated Home in Wintergreen

Red White & WTG: Game Room + Hot Tub

10.0 out of 10, Exceptional, (3)
"Very clean, check in was so easy and so was checkout! Very close to the slopes. Will stay here again."
Red White & WTG: Game Room + Hot Tub

The Firefly Springhouse

10.0 out of 10, Exceptional, (32)
"The cottage was cute and the host was very friendly and helpful. The perfect place to stay for a couple nights."
The price is AED 304
AED 420 total
includes taxes & fees
4 Sep - 5 Sep
The Firefly Springhouse

Historic Bungalow 30 minutes from Wintergreen

10.0 out of 10, Exceptional, (12)
"I love this place. I’ve stayed there one previous time and it was just as wonderful. Peaceful beautiful home for a relaxing vacation."
The price is AED 350
AED 908 total
includes taxes & fees
7 Sep - 8 Sep
Historic Bungalow 30 minutes from Wintergreen

Tucked Inn: Lower Unit - NEW Nelson Co Getaway

2.0 star property
The price is AED 367
AED 1,072 total
includes taxes & fees
4 Sep - 5 Sep
Tucked Inn: Lower Unit - NEW Nelson Co Getaway

The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

10.0 out of 10, Exceptional, (18)
"Beautiful home, very comfortable, and uniquely fun decor. Highly recommend!"
The price is AED 350
AED 615 total
includes taxes & fees
8 Sep - 9 Sep
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews

10.0 out of 10, Exceptional, (4)
"We had a brief stay but it had all the amenities we needed and was very clean and welcoming. Thank you."
The price is AED 386
AED 1,093 total
includes taxes & fees
4 Sep - 5 Sep
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews

The Hawksbill Haus (w/ hot tub)

9.6 out of 10, Exceptional, (7)
"Home was as described. Location was close enough to stores and attractions. Hot tub was nice."
The price is AED 393
AED 1,185 total
includes taxes & fees
9 Sep - 10 Sep
The Hawksbill Haus (w/ hot tub)

Wintergreen Retreat: Cabin with Hot Tub, Nestled in Woods, Hiking, Game Room

10.0 out of 10, Exceptional, (12)
"We enjoyed the space, amenities and location!"
The price is AED 531
AED 1,577 total
includes taxes & fees
7 Sep - 8 Sep
Wintergreen Retreat: Cabin with Hot Tub, Nestled in Woods, Hiking, Game Room

Ridgeview Retreat: Mountain Views and Pet Friendly

10.0 out of 10, Exceptional, (10)
"Great property in a great location!"
The price is AED 657
AED 1,643 total
includes taxes & fees
15 Sep - 16 Sep
Ridgeview Retreat: Mountain Views and Pet Friendly

The Hunker Down: Cheerful 2 Bed and Pet Friendly

9.0 out of 10, Wonderful, (13)
"The property and location were great. The description stating that the upstairs is also a rental and can have noise is definitely true and needs to be considered. The upstairs was rented during our stay and it sounded like a herd of elephants stomping through the builiding between midnight and 2am on our only night there. Not sure I would do it again. "
The price is AED 433
AED 913 total
includes taxes & fees
23 Sep - 24 Sep
The Hunker Down: Cheerful 2 Bed and Pet Friendly

Hillside Haven: Modern Retreat, Mountain Views

10.0 out of 10, Exceptional, (29)
"Fantastic property with all the amenities near UVA, and lots of wineries."
The price is AED 657
AED 1,543 total
includes taxes & fees
15 Sep - 16 Sep
Hillside Haven: Modern Retreat, Mountain Views

Hot Tub | Fire Pit | River | State Park | King Bed

10.0 out of 10, Exceptional, (3)
"Such a great place to stay. Had everything you need. Love the theme, made us feel at home. Kids had a blast with the creek and the toys in the kids room. Enjoyed the firepit and the hot tub. Comfy beds. We would love to stay again!"
The price is AED 389
AED 1,071 total
includes taxes & fees
9 Sep - 10 Sep
Hot Tub | Fire Pit | River | State Park | King Bed

Blue's Barn: Central to Wineries & Breweries

9.4 out of 10, Exceptional, (12)
"Would recommend to anyone who wants a romantic getaway "
The price is AED 584
AED 1,134 total
includes taxes & fees
4 Sep - 5 Sep
Blue's Barn: Central to Wineries & Breweries

Afton Farmhouse - Mountain Views off Route 151

9.8 out of 10, Exceptional, (24)
"Beautiful location and property!"
The price is AED 587
AED 1,665 total
includes taxes & fees
4 Sep - 5 Sep
Afton Farmhouse - Mountain Views off Route 151
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