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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, (23)
"A wonderful property to see mountain views and visit the surrounding area."
United States
Peggy B.
The price is NZ$608
includes taxes & fees
11 Nov - 12 Nov
Cozy chalet w/ king beds, fireplace, and hot tub. Dog-friendly! Close to hiking.
Wintergreen Ridge Retreat - Family Home
2.0 star property
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 NZ$1,414
includes taxes & fees
11 Nov - 12 Nov
Modern 5 bedroom retreat w/ mountain views. Sauna + Wood fired pizza oven!
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 NZ$777
includes taxes & fees
27 Oct - 28 Oct
The Distinguished Squirrel Chalet walking distance
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
10.0 out of 10, Exceptional, (63)
"Loved our stay - the house, location, and amenities were perfect for us!"
United States
Alex & Kathy N.
The price is NZ$1,246
includes taxes & fees
27 Oct - 28 Oct
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
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 NZ$303
includes taxes & fees
3 Nov - 4 Nov
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
9.8 out of 10, Exceptional, (43)
"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 NZ$385
includes taxes & fees
4 Nov - 5 Nov
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
The Firefly Springhouse
9.8 out of 10, Exceptional, (39)
"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! "
United States
Courtney
The price is NZ$200
includes taxes & fees
20 Oct - 21 Oct
The Firefly Springhouse
Historic Bungalow 30 minutes from Wintergreen
10.0 out of 10, Exceptional, (13)
"I love this place. I’ve stayed there one previous time and it was just as wonderful. Peaceful beautiful home for a relaxing vacation."
United States
Barrett B.
The price is NZ$428
includes taxes & fees
21 Oct - 22 Oct
Historic Bungalow 30 minutes from Wintergreen
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 NZ$877
includes taxes & fees
22 Oct - 23 Oct
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
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 NZ$527
includes taxes & fees
18 Nov - 19 Nov
Hot Tub | Fire Pit | River | State Park | King Bed
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 NZ$726
includes taxes & fees
20 Oct - 21 Oct
Hillside Haven: Modern Retreat, Mountain Views
Secluded 20+ Acre Retreat Near Brew & Wine Trails
9.8 out of 10, Exceptional, (8)
"Everything was exactly as stated. We loved the house and the close proximity to the 151. We will definitely come back! "
United States
Harold R.
The price is NZ$818
includes taxes & fees
24 Oct - 25 Oct
Secluded 20+ Acre Retreat Near Brew & Wine Trails
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 NZ$591
includes taxes & fees
4 Nov - 5 Nov
The Hawksbill Haus (w/ hot tub)
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 NZ$456
includes taxes & fees
17 Nov - 18 Nov
Green on New - Central Location and Staunton Charm
Little Yellow House: Walk to Downtown Staunton
10.0 out of 10, Exceptional, (5)
"I loved the location and the extra amenities !"
United States
Miriam
The price is NZ$487
includes taxes & fees
28 Oct - 29 Oct
Little Yellow House: Walk to Downtown Staunton
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 NZ$424
includes taxes & fees
27 Oct - 28 Oct
Cozy Country small two bedroom home.
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 NZ$889
includes taxes & fees
20 Oct - 21 Oct
Fox Hill: 151 Cottage w/Hot Tub + Mountain Views
The Hunker Down: Cheerful 2 Bed and Pet Friendly
9.0 out of 10, Wonderful, (13)
"We stayed here with our two kids (age 2 and 3) and would stay again! The apartment was incredibly clean with plenty of space and everything we needed. We sleep with white noise machines and had no issues with noise at all. Check in and parking was easy and the hosts were very responsive. "
United States
Michelle S.
The price is NZ$436
includes taxes & fees
17 Nov - 18 Nov
The Hunker Down: Cheerful 2 Bed and Pet Friendly
Peaceful Retreat w/ Hot Tub, Fire Pit, Mountain Views
10.0 out of 10, Exceptional, (19)
"Great little spot, close to main road, near many of the 151 breweries. "
United States
Jeff K.
The price is NZ$809
includes taxes & fees
28 Oct - 29 Oct
Peaceful Retreat w/ Hot Tub, Fire Pit, Mountain Views
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
329
Accommodation
414 Holiday Homes
Lowest Price
NZ$200
Highest Price
NZ$1,414

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