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Check prices for these dates

Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
In one month
21 Nov - 23 Nov
In two months
19 Dec - 21 Dec

Vacation Homes in Wintergreen

Outdoor spa tub
Cozy chalet w/ king beds, fireplace, and hot tub. Dog-friendly! Close to hiking.
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 AED 386
AED 1,200 total
includes taxes & fees
17 Nov - 18 Nov
Cozy chalet w/ king beds, fireplace, and hot tub. Dog-friendly! Close to hiking.
Terrace/patio
The Distinguished Squirrel Chalet walking distance
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 AED 716
AED 1,634 total
includes taxes & fees
27 Oct - 28 Oct
The Distinguished Squirrel Chalet walking distance
House | 3 bedrooms, Internet
Wintergreen Ridge Retreat - Family Home
Wintergreen Ridge Retreat - Family Home
2.0 star property
Wintergreen Ridge Retreat - Family Home
Interior
Modern 5 bedroom retreat w/ mountain views. Sauna + Wood fired pizza oven!
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 AED 1,429
AED 3,341 total
includes taxes & fees
23 Nov - 24 Nov
Modern 5 bedroom retreat w/ mountain views. Sauna + Wood fired pizza oven!
Property grounds
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
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 AED 1,469
AED 2,619 total
includes taxes & fees
27 Oct - 28 Oct
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
Outdoor dining
Red White & WTG: Game Room + Hot Tub
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 AED 1,649
AED 3,766 total
includes taxes & fees
27 Oct - 28 Oct
Red White & WTG: Game Room + Hot Tub
Outdoor dining
Hillside Haven: Modern Retreat, Mountain Views
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 AED 657
AED 1,543 total
includes taxes & fees
28 Oct - 29 Oct
Hillside Haven: Modern Retreat, Mountain Views
Outdoor pool
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
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 AED 566
AED 1,877 total
includes taxes & fees
26 Oct - 27 Oct
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
Outdoor dining
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
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 AED 386
AED 1,093 total
includes taxes & fees
27 Oct - 28 Oct
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
Interior
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
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 AED 334
AED 596 total
includes taxes & fees
3 Nov - 4 Nov
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Exterior
Historic Bungalow 30 minutes from Wintergreen
Historic Bungalow 30 minutes from Wintergreen
10.0 out of 10, Exceptional, (14)
"Great stay! Thank you!"
United States
Lauren
The price is AED 350
AED 908 total
includes taxes & fees
27 Oct - 28 Oct
Historic Bungalow 30 minutes from Wintergreen
Fridge, microwave, oven, stovetop
Hot Tub | Fire Pit | River | State Park | King Bed
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 AED 401
AED 1,109 total
includes taxes & fees
18 Nov - 19 Nov
Hot Tub | Fire Pit | River | State Park | King Bed
Exterior
The Firefly Springhouse
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 AED 304
AED 420 total
includes taxes & fees
27 Oct - 28 Oct
The Firefly Springhouse
Outdoor dining
Tucked Inn: Lower Unit - NEW Nelson Co Getaway
Tucked Inn: Lower Unit - NEW Nelson Co Getaway
2.0 star property
The price is AED 367
AED 1,072 total
includes taxes & fees
26 Oct - 27 Oct
Tucked Inn: Lower Unit - NEW Nelson Co Getaway
Fridge, microwave, oven, stovetop
The Hawksbill Haus (w/ hot tub)
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 AED 575
AED 1,412 total
includes taxes & fees
4 Nov - 5 Nov
The Hawksbill Haus (w/ hot tub)
Outdoor spa tub
Fox Hill: 151 Cottage w/Hot Tub + Mountain Views
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 AED 841
AED 1,893 total
includes taxes & fees
11 Nov - 12 Nov
Fox Hill: 151 Cottage w/Hot Tub + Mountain Views
Smart TV
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
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 AED 430
AED 748 total
includes taxes & fees
4 Nov - 5 Nov
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Exterior
Little Yellow House: Walk to Downtown Staunton
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 AED 364
AED 1,041 total
includes taxes & fees
29 Oct - 30 Oct
Little Yellow House: Walk to Downtown Staunton
Fridge, microwave, oven, stovetop
Green on New - Central Location and Staunton Charm
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 AED 400
AED 934 total
includes taxes & fees
17 Nov - 18 Nov
Green on New - Central Location and Staunton Charm
Smart TV, DVD player
Cozy Country small two bedroom home.
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 AED 496
AED 908 total
includes taxes & fees
27 Oct - 28 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

Hotel 24 South

Hotel 24 South

10/10 Excellent
"excellent location nice place classy"
Rani 1-night trip
Posted 2 days ago
Hotel 24 South