Beautiful small lake surrounded with wintergreen forest. Dajicko lake on Golija Mountain in Serbia

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Our top choices for Wintergreen vacation homes

"Glass & Pine" Home close to Bold Rock & Vineyards

"Glass & Pine" Home close to Bold Rock & Vineyards
Nellysford
10.0 out of 10, Exceptional, (2 reviews)
"We only stayed one night but wished we could have stayed longer! The place was super clean and the views were beautiful once the rain finally stopped! Close to our favorite brewery and cidery. There were issues with TV reception (buffering) which may just be the area. Not much time for TV watching anyway with all the beautiful things to explore. We enjoyed our stay. "
United States
Robert H.
The price is AED 818
AED 1,692 total
includes taxes & fees
7 Jul - 8 Jul
"Glass & Pine" Home close to Bold Rock & Vineyards

4 BR cabin mins to trails & breweries pets welcome

4 BR cabin mins to trails & breweries pets welcome
Chestnut Springs
9.6 out of 10, Exceptional, (35 reviews)
"We really enjoyed our stay in Wintergreen! The location was great and the view was incredible. The house was spotless and we loved that there was a full kitchen. We recommend to others! "
United States
Laura J.
The price is AED 1,084
AED 2,660 total
includes taxes & fees
16 Jul - 17 Jul
4 BR cabin mins to trails & breweries pets welcome

Spacious + Serene Mtn Top Escape, 4 En Suites

Spacious + Serene Mtn Top Escape, 4 En Suites
Wintergreen Resort
10.0 out of 10, Exceptional, (56 reviews)
"We had a wonderful stay, everything was just as described. I would definitely stay again"
United States
kevin M.
The price is AED 353
AED 1,375 total
includes taxes & fees
21 Jun - 22 Jun
Spacious + Serene Mtn Top Escape, 4 En Suites

Adventure Awaits

Adventure Awaits
Laurel Ridge
9.4 out of 10, Exceptional, (9 reviews)
"Holly was amazing! We loved the location, the coziness, and the house had all the bells and whistles! Adventure Awaits made our Wintergreen vacation the best! "
United States
Kimberly K.
The price is AED 1,010
AED 2,299 total
includes taxes & fees
21 Jun - 22 Jun
Adventure Awaits

Serene Wintergreen Retreat, Nestled in the Trees

Serene Wintergreen Retreat, Nestled in the Trees
Wintergreen Resort
9.6 out of 10, Exceptional, (22 reviews)
"A great weekend stay with our guests and family as well as the dogs! The only thing I could find to complain about was that the balcony area was piled with leaves when we arrived but other than that it wasn't much of a bother. The kids had fun throwing the leaves back into the woods. It was spacious and our host was very communicative. Would come to stay again!"
United States
Samantha Mae S.
The price is AED 1,375
AED 3,038 total
includes taxes & fees
24 Jun - 25 Jun
Serene Wintergreen Retreat, Nestled in the Trees

Mountain Mindset

Mountain Mindset
2.0 star property
Laurel Ridge
The price is AED 1,172
AED 2,141 total
includes taxes & fees
30 Jun - 1 Jul
Mountain Mindset

Modern 5 bedroom retreat w/ mountain views. Sauna + Wood fired pizza oven!

Modern 5 bedroom retreat w/ mountain views. Sauna + Wood fired pizza oven!
Nellysford
10.0 out of 10, Exceptional, (5 reviews)
"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 1,462
AED 3,275 total
includes taxes & fees
30 Jun - 1 Jul
Modern 5 bedroom retreat w/ mountain views. Sauna + Wood fired pizza oven!

Mountain Retreat: HotTub, Game Room, Family & Pet-Friendly, 3 King Beds

Mountain Retreat: HotTub, Game Room, Family & Pet-Friendly, 3 King Beds
Laurel Ridge
10.0 out of 10, Exceptional, (5 reviews)
"Fabulous house and we all had a great time! "
United States
Mindy M.
The price is AED 1,365
AED 3,678 total
includes taxes & fees
21 Jun - 22 Jun
Mountain Retreat: HotTub, Game Room, Family & Pet-Friendly, 3 King Beds

The Distinguished Squirrel Chalet walking distance

The Distinguished Squirrel Chalet walking distance
Treeloft
9.2 out of 10, Wonderful, (13 reviews)
"Great location and the slopes are easily accessible!"
United States
Mark H.
The price is AED 673
AED 1,558 total
includes taxes & fees
22 Jun - 23 Jun
The Distinguished Squirrel Chalet walking distance

​Luxury Oasis - Family & Pets - Outdoor Lounge

​Luxury Oasis - Family & Pets - Outdoor Lounge
Chestnut Springs
10.0 out of 10, Exceptional, (9 reviews)
"We truly enjoyed our stay, the host Ashley was very accommodating and responsive to any questions we had. Would highly recommended. "
United States
Anonymous traveler
The price is AED 1,910
AED 4,220 total
includes taxes & fees
13 Jul - 14 Jul
​Luxury Oasis - Family & Pets - Outdoor Lounge

7th Hole Chalet - Summer Getaway w Hot Tub, Sauna

7th Hole Chalet - Summer Getaway w Hot Tub, Sauna
Wintergreen Resort
8.0 out of 10, Very Good, (1 review)
"We enjoyed our stay at the 7th hole chalet and would return. The house is spacious and was clean and included everything we needed. It did seem to have a lot of extra, unnecessary furniture in some of the rooms and pictures weren't exactly like listing. The landscaping was overgrown and messy out front. There are lots of controls for the heating and air throughout the house, but they are very hard to use and no instructions posted. The hot tub was nice and enjoyed by our crew, but the cover lift...
United States
Paula L.
The price is AED 1,393
AED 3,396 total
includes taxes & fees
19 Jul - 20 Jul
7th Hole Chalet - Summer Getaway w Hot Tub, Sauna

Mountain Retreat: Year-Round Getaway, Pup Friendly

Mountain Retreat: Year-Round Getaway, Pup Friendly
Laurel Ridge
The price is AED 1,142
AED 2,351 total
includes taxes & fees
22 Jun - 23 Jun
Mountain Retreat: Year-Round Getaway, Pup Friendly

Beautiful 4-season Mountain Home- New Listing

Beautiful 4-season Mountain Home- New Listing
Wintergreen Resort
10.0 out of 10, Exceptional, (44 reviews)
"We had a great time staying here! The place was in great condition and in such a great location! The host was very responsive and helpful with all questions. I would absolutely recommend and will certainly try to book here again in the future!"
United States
Chad H.
The price is AED 731
AED 1,992 total
includes taxes & fees
22 Jun - 23 Jun
Beautiful 4-season Mountain Home- New Listing

Tucked Inn: Lower Unit

Tucked Inn: Lower Unit
2.0 star property
Nellysford
The price is AED 367
AED 1,031 total
includes taxes & fees
22 Jun - 23 Jun
Tucked Inn: Lower Unit

NEW! Cheerful 2 bd bungalow with hot tub. Must see!

NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Waynesboro
9.8 out of 10, Exceptional, (56 reviews)
"Perfect for what we needed. "
United States
Matt & Jean
The price is AED 430
AED 760 total
includes taxes & fees
1 Jul - 2 Jul
NEW! Cheerful 2 bd bungalow with hot tub. Must see!

The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (65 reviews)
"Such a great little place! Quick drive to town, but far enough for a quiet night. Room had everything we needed (and then some) for a short stay, and all the animals were the sweetest added bonus. Would absolutely stay here again if we’re ever back in the area."
United States
Rebekah
The price is AED 304
AED 420 total
includes taxes & fees
29 Jun - 30 Jun
The Firefly Springhouse

Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
10.0 out of 10, Exceptional, (16 reviews)
"Great stay! Thank you!"
United States
Lauren
The price is AED 496
AED 1,105 total
includes taxes & fees
19 Jun - 20 Jun
Historic Bungalow 30 minutes from Wintergreen

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!
Waynesboro
10.0 out of 10, Exceptional, (21 reviews)
"Great host and beautifully decorated property."
United States
Elisa G.
The price is AED 417
AED 697 total
includes taxes & fees
23 Jun - 24 Jun
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

Fox Hill: Hot Tub, Views, Pet Friendly!

Fox Hill: Hot Tub, Views, Pet Friendly!
Afton
10.0 out of 10, Exceptional, (17 reviews)
"Everything was perfect. We needed a night away and this was the perfect place to end up."
United States
Dave D.
The price is AED 680
AED 1,687 total
includes taxes & fees
21 Jun - 22 Jun
Fox Hill: Hot Tub, Views, Pet Friendly!

Whole House

Whole House
Amherst
9.8 out of 10, Exceptional, (38 reviews)
"House was perfect for overnight stay. 30 min from Vines Center and easy to find."
United States
Unspecified U.
The price is AED 331
AED 547 total
includes taxes & fees
23 Jun - 24 Jun
Whole House
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