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Holiday Homes in Wintergreen

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Featured Holiday Homes in Wintergreen

Cozy chalet w/ king beds, fireplace, and hot tub. Dog-friendly! Close to hiking.
10.0 out of 10, Exceptional, (24)
"A wonderful property to see mountain views and visit the surrounding area."
United States
Peggy B.
The price is AU$507
includes taxes & fees
17 Nov - 18 Nov
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, (7)
"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!"
United States
Kathleen d.
The price is AU$684
includes taxes & fees
29 Oct - 30 Oct
The Distinguished Squirrel Chalet walking distance
Wintergreen Ridge Retreat - Family Home
2.0 star property
The price is AU$920
includes taxes & fees
25 Nov - 26 Nov
Wintergreen Ridge Retreat - Family Home
Modern 5 bedroom retreat w/ mountain views. Sauna + Wood fired pizza oven!
10.0 out of 10, Exceptional, (4)
"We really enjoyed our stay! The home was amazing and very well appointed. We enjoyed local breweries and hiking!"
United States
Rachel F.
The price is AU$1,234
includes taxes & fees
19 Nov - 20 Nov
Modern 5 bedroom retreat w/ mountain views. Sauna + Wood fired pizza oven!
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
10.0 out of 10, Exceptional, (64)
"Loved our stay - the house, location, and amenities were perfect for us!"
United States
Alex & Kathy N.
The price is AU$1,106
includes taxes & fees
27 Oct - 28 Oct
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
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."
United States
Taylor
The price is AU$1,592
includes taxes & fees
27 Oct - 28 Oct
Red White & WTG: Game Room + Hot Tub
Hillside Haven: Modern Retreat, Mountain Views
10.0 out of 10, Exceptional, (30)
"Fantastic property with all the amenities near UVA, and lots of wineries."
United States
roberto c.
The price is AU$652
includes taxes & fees
27 Oct - 28 Oct
Hillside Haven: Modern Retreat, Mountain Views
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
10.0 out of 10, Exceptional, (7)
"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! "
United States
Stephen S.
The price is AU$788
includes taxes & fees
27 Oct - 28 Oct
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
10.0 out of 10, Exceptional, (5)
"We had a brief stay but it had all the amenities we needed and was very clean and welcoming. Thank you."
United States
Grace E.
The price is AU$462
includes taxes & fees
27 Oct - 28 Oct
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
10.0 out of 10, Exceptional, (19)
"Beautiful home, very comfortable, and uniquely fun decor. Highly recommend!"
United States
Melissa
The price is AU$252
includes taxes & fees
3 Nov - 4 Nov
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Historic Bungalow 30 minutes from Wintergreen
10.0 out of 10, Exceptional, (14)
"Great stay! Thank you!"
United States
Lauren
The price is AU$384
includes taxes & fees
27 Oct - 28 Oct
Historic Bungalow 30 minutes from Wintergreen
Hot Tub | Fire Pit | River | State Park | King Bed
10.0 out of 10, Exceptional, (4)
"Hygge House was very clean and a refreshing stay! Hot tub was relaxing. Overall, a beautiful and restful retreat. "
United States
Candy H.
The price is AU$461
includes taxes & fees
18 Nov - 19 Nov
Hot Tub | Fire Pit | River | State Park | King Bed
The Firefly Springhouse
9.8 out of 10, Exceptional, (40)
"Lovely spot with friendly hosts. Comfortable bed, bath and we enjoyed viewing the animals from the porch while sipping coffee. We hope to be back again!"
United States
Carol H.
The price is AU$179
includes taxes & fees
27 Oct - 28 Oct
The Firefly Springhouse
Tucked Inn: Lower Unit - NEW Nelson Co Getaway
2.0 star property
The price is AU$453
includes taxes & fees
27 Oct - 28 Oct
Tucked Inn: Lower Unit - NEW Nelson Co Getaway
The Hawksbill Haus (w/ hot tub)
9.6 out of 10, Exceptional, (8)
"Home was as described. Location was close enough to stores and attractions. Hot tub was nice."
United States
Catherine D.
The price is AU$588
includes taxes & fees
4 Nov - 5 Nov
The Hawksbill Haus (w/ hot tub)
Fox Hill: 151 Cottage w/Hot Tub + Mountain Views
10.0 out of 10, Exceptional, (13)
"We had a wonderful stay! The long driveway made us feel tucked away in a forest. The home has an open floor plan on the first floor giving it a great feel. Beds were comfortable. We enjoyed the visit."
United States
Marisa R.
The price is AU$800
includes taxes & fees
27 Oct - 28 Oct
Fox Hill: 151 Cottage w/Hot Tub + Mountain Views
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
9.6 out of 10, Exceptional, (44)
"We enjoyed this cozy home during our annual trip to the area. Loved the charming, private backyard. Nearby vineyards and Blue Ridge Parkway were an added bonus. "
United States
Virginia W.
The price is AU$316
includes taxes & fees
4 Nov - 5 Nov
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Little Yellow House: Walk to Downtown Staunton
10.0 out of 10, Exceptional, (6)
"I loved the location and the extra amenities !"
United States
Miriam
The price is AU$440
includes taxes & fees
27 Oct - 28 Oct
Little Yellow House: Walk to Downtown Staunton
Green on New - Central Location and Staunton Charm
9.4 out of 10, Exceptional, (12)
"Really enjoyed our stay! Very clean and quaint little place. Would stay again. "
United States
JANIE M.
The price is AU$402
includes taxes & fees
11 Nov - 12 Nov
Green on New - Central Location and Staunton Charm
Cozy Country small two bedroom home.
9.8 out of 10, Exceptional, (17)
"Lovely cozy place in the mountains, we had a total blast!"
United States
Prabir
The price is AU$383
includes taxes & fees
29 Oct - 30 Oct
Cozy Country small two bedroom home.
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

Wintergreen Holiday Homes information

Number of reviews
305
Accommodation
414 Holiday Homes
Lowest Price
AU$179
Highest Price
AU$1,592