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Holiday Homes in Wintergreen

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Check prices for these dates

Next weekend
12 Sept - 14 Sept
In two weeks
19 Sept - 21 Sept
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov

Featured Holiday Homes in Wintergreen

Charming 2-bedroom condo in beautiful Wintergreen Resort
Microwave, oven, stovetop, 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$583
includes taxes & fees
8 Sept - 9 Sept
Charming 2-bedroom condo in beautiful Wintergreen Resort
Cozy chalet w/ king beds, fireplace, and hot tub. Dog-friendly! Close to hiking.
Outdoor spa tub

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 AU$484
includes taxes & fees
9 Sept - 10 Sept
Cozy chalet w/ king beds, fireplace, and hot tub. Dog-friendly! Close to hiking.
The Distinguished Squirrel Chalet walking distance
Terrace/patio

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 AU$634
includes taxes & fees
8 Sept - 9 Sept
The Distinguished Squirrel Chalet walking distance
Spacious 5 bedroom modern home with mountain views galore. Sauna + EV charger.
Interior

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!"
The price is AU$1,167
includes taxes & fees
8 Sept - 9 Sept
Spacious 5 bedroom modern home with mountain views galore. Sauna + EV charger.
Spacious and Updated Home in Wintergreen
Terrace/patio

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!"
The price is AU$1,711
includes taxes & fees
28 Sept - 29 Sept
Spacious and Updated Home in Wintergreen
Red White & WTG: Game Room + Hot Tub
Outdoor dining

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."
The price is AU$1,482
includes taxes & fees
8 Sept - 9 Sept
Red White & WTG: Game Room + Hot Tub
Tucked Inn: Lower Unit - NEW Nelson Co Getaway
Outdoor dining

Tucked Inn: Lower Unit - NEW Nelson Co Getaway

2.0 star property
The price is AU$450
includes taxes & fees
8 Sept - 9 Sept
Tucked Inn: Lower Unit - NEW Nelson Co Getaway
The Firefly Springhouse
Exterior

The Firefly Springhouse

10.0 out of 10, Exceptional, (32)
"What a great place to stay! It is such a cute space, and the owners were wonderful! If you love a farm there are plenty of chickens, goats and even a couple of peacocks! We will definitely be back! It was a perfect for our last minute quick getaway! "
The price is AU$178
includes taxes & fees
8 Sept - 9 Sept
The Firefly Springhouse
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
Outdoor dining

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 AU$458
includes taxes & fees
8 Sept - 9 Sept
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
Historic Bungalow 30 minutes from Wintergreen
Exterior

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 AU$381
includes taxes & fees
8 Sept - 9 Sept
Historic Bungalow 30 minutes from Wintergreen
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Interior

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 AU$258
includes taxes & fees
8 Sept - 9 Sept
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Hot Tub | Fire Pit | River | State Park | King Bed
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (3)
"Absolutely great property. There's enough to do there that you don't have to go off the property. I highly recommend. "
The price is AU$449
includes taxes & fees
8 Sept - 9 Sept
Hot Tub | Fire Pit | River | State Park | King Bed
The Hawksbill Haus (w/ hot tub)
Fridge, microwave, oven, stovetop

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 AU$497
includes taxes & fees
9 Sept - 10 Sept
The Hawksbill Haus (w/ hot tub)
Spacious Estate on 6 acres, King Suite + Efficiency convenient to I-64 in Crozet
Terrace/patio

Spacious Estate on 6 acres, King Suite + Efficiency convenient to I-64 in Crozet

2.0 star property
9.0 out of 10, Wonderful, (2)
"Check in was super convenient and seamless and the house was in a fantastic location with a beautiful sunrise over the road. Hosts were fantastic and hugely supportive when unexpected maintenance issues came up. Very communicative and helpful!"
The price is AU$846
includes taxes & fees
8 Sept - 9 Sept
Spacious Estate on 6 acres, King Suite + Efficiency convenient to I-64 in Crozet
Blue's Barn: Central to Wineries & Breweries
Pool

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 AU$483
includes taxes & fees
8 Sept - 9 Sept
Blue's Barn: Central to Wineries & Breweries
Afton Bliss: Sleeps 10 on 151 with Game Room
TV

Afton Bliss: Sleeps 10 on 151 with Game Room

9.8 out of 10, Exceptional, (6)
"The house was very clean and had all the amenities we needed for our stay. Host was quick to communicate and answer any questions."
The price is AU$813
includes taxes & fees
8 Sept - 9 Sept
Afton Bliss: Sleeps 10 on 151 with Game Room
Afton Farmhouse - Mountain Views off Route 151
Property grounds

Afton Farmhouse - Mountain Views off Route 151

9.8 out of 10, Exceptional, (24)
"Beautiful location and property!"
The price is AU$699
includes taxes & fees
8 Sept - 9 Sept
Afton Farmhouse - Mountain Views off Route 151
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
Outdoor pool

Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!

10.0 out of 10, Exceptional, (6)
"We really enjoyed our stay at the property! With so many rooms, there was space for everyone, and everything was very clean upon our arrival. The hot tub was perfect for a cold night! "
The price is AU$873
includes taxes & fees
11 Sept - 12 Sept
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
Wintergreen Retreat: Cabin with Hot Tub, Nestled in Woods, Hiking, Game Room
Terrace/patio

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

10.0 out of 10, Exceptional, (13)
"We enjoyed the space, amenities and location!"
The price is AU$670
includes taxes & fees
8 Sept - 9 Sept
Wintergreen Retreat: Cabin with Hot Tub, Nestled in Woods, Hiking, Game Room
The Hunker Down: Cheerful 2 Bed and Pet Friendly
Exterior detail

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 AU$383
includes taxes & fees
9 Sept - 10 Sept
The Hunker Down: Cheerful 2 Bed and Pet Friendly
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

Find out more about Wintergreen

Find out more about Wintergreen

Wintergreen Holiday Homes information

Number of reviews
Accommodation
440 Holiday Homes
Lowest Price
AU$178
Highest Price
AU$675

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