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Compare 354 Vacation Homes in Wingina with updated reviews, rates, and availability.

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

9.6 out of 10, Exceptional, (303)
"Fun, fun times in a short stay. Location was perfect ! "
The price is AED 547
AED 1,407 total
includes taxes & fees
1 Jun - 2 Jun
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

Walk to Slope-Tyro/Luxury Living/Sunset Mountain Views and Same Day Arrival OK

9.4 out of 10, Exceptional, (85)
"Wonderful stay"
Walk to Slope-Tyro/Luxury Living/Sunset Mountain Views and Same Day Arrival OK

NEW! Secluded Farmhouse Winery, Hike, Lg Group❤️

10.0 out of 10, Exceptional, (23)
"Wonderful place to stay for a family reunion-kids loved the pool and frisbee golf. The owners even had pool toys for the kids to use! "
NEW! Secluded Farmhouse Winery, Hike, Lg Group❤️

Dream Big in the Blue Ridge Mountains

10.0 out of 10, Exceptional, (12)
"Had a great time at this house in Nellysford. The property is larger than I even expected and was great for our large group."
Dream Big in the Blue Ridge Mountains

Insane Mountain Views - New Listing

10.0 out of 10, Exceptional, (28)
"If you’re traveling with a large group or multiple families- this is the property for you.There’s too many things to comment on with this beautiful home. The views- breathtaking. The rooms private, luxurious l, and accommodating and the location was very convenient "
Insane Mountain Views - New Listing

Modern Luxe Treetop Retreat w/ Hot Tub, Gas Fire Pit, Steps to Ski! 100% 5 Star!

10.0 out of 10, Exceptional, (54)
"Nice property, great location, good communication with owner management."
The price is AED 1,653
AED 2,838 total
includes taxes & fees
29 May - 30 May
Modern Luxe Treetop Retreat w/ Hot Tub, Gas Fire Pit, Steps to Ski! 100% 5 Star!

3 Ridges Vista. Stunning mountain views, renovated home, 2 mins to ski slopes

10.0 out of 10, Exceptional, (58)
"Great view and comfortable beds!"
3 Ridges Vista. Stunning mountain views, renovated home, 2 mins to ski slopes

Hot Tub Mntn Views Pool Tennis Golf Hiking 52"HDTV

9.4 out of 10, Exceptional, (3)
"The property was well stocked and the location was excellent. There was plenty of firewood for the fireplace and the hot tub was perfect after a long day of skiing at the resort. "
Hot Tub Mntn Views Pool Tennis Golf Hiking 52"HDTV

Blue Ridge Mountain Retreat in Wintergreen

9.2 out of 10, Wonderful, (65)
"Enjoyed our 2nd year here. Lots of room and fabulous kitchen. "
Blue Ridge Mountain Retreat in Wintergreen

Serene Wintergreen Retreat, Nestled in the Trees

9.6 out of 10, Exceptional, (14)
"My husband and I lived at Wintergreen many years ago, so decided to take our children up for a few days to celebrate my birthday. It was an absolute blast. We loved everything about the house. Very well equipped and perfect set-up for our family. We will be back! "
Serene Wintergreen Retreat, Nestled in the Trees

Luxury Black Bear Lodge: Stunning 4 Season Mountain Views! Perfect for Families.

9.8 out of 10, Exceptional, (29)
"Black Bear Lodge fit our two families very happily. There were ample bathrooms, the beds were very comfortable and the view is lovely. The house was well-maintained and It's a short drive to the slopes."
The price is AED 1,043
AED 2,446 total
includes taxes & fees
1 Jun - 2 Jun
Luxury Black Bear Lodge: Stunning 4 Season Mountain Views! Perfect for Families.

Blue's Barn: Central to Wineries & Breweries

9.4 out of 10, Exceptional, (11)
"Would recommend to anyone who wants a romantic getaway "
The price is AED 584
AED 1,134 total
includes taxes & fees
29 May - 30 May
Blue's Barn: Central to Wineries & Breweries

Historic Bungalow 30 minutes from Wintergreen

10.0 out of 10, Exceptional, (10)
"Loved our stay at the bungalow! One of the cleanest homes we have stayed in! So close to many of our favorite restaurants, wineries, and breweries."
The price is AED 455
AED 1,039 total
includes taxes & fees
29 May - 30 May
Historic Bungalow 30 minutes from Wintergreen

106 acre Farm with Animals, River & Private Pond, near Wineries and Breweries

10.0 out of 10, Exceptional, (45)
"Was pretty much perfect for what we needed. Have several food allergies so was great to have a kitchen and it was very clean. Bed in the one room is a little high for the wife but overall a great place to stay"
106 acre Farm with Animals, River & Private Pond, near Wineries and Breweries

Historic 3BR Bungalow in the Town of Appomattox

10.0 out of 10, Exceptional, (47)
"Great place to stay. Beautifully decorated and comfortable. The host explained everything made checking in and out easy will absolutely book again."
Historic 3BR Bungalow in the Town of Appomattox

Unbeatable Views Atop Wintergreen Resort

10.0 out of 10, Exceptional, (124)
"Just perfect all weekend!"
Unbeatable Views Atop Wintergreen Resort

Charming 3-bedroom house with WiFi and AC in historic Appomattox

8.0 out of 10, Very Good, (1)
"The home was beautiful and much bigger than advertised. There was 13 acres to the property with a beautiful pond and boathouse. We were celebrating my granddaughter‘s birthday and my great granddaughter‘s birthday. There was a lot for the children to do however, there was a lot of personal items around, a great deal of our time was spent telling young kids don’t touch. There was old food left in the refrigerator that had expired. The trashcan hadn’t been emptied and was left in the garage. There...
Charming 3-bedroom house with WiFi and AC in historic Appomattox

The newest and largest edition to the Wintergreen Retreat portfolio!

9.6 out of 10, Exceptional, (42)
"We had a lovely time in this lovely house. "
The newest and largest edition to the Wintergreen Retreat portfolio!

4 BR cabin mins to trails & breweries pets welcome

9.8 out of 10, Exceptional, (24)
"Excellent location, clean, comfortable, would stay again!"
The price is AED 711
AED 2,106 total
includes taxes & fees
29 May - 30 May
4 BR cabin mins to trails & breweries pets welcome

Hot Tub EV Charger Pool Dog OK Grill Tennis Hiking

10.0 out of 10, Exceptional, (11)
"The house was lovely. The location was great. Plenty of space for everyone. We really enjoyed this home."
Hot Tub EV Charger Pool Dog OK Grill Tennis Hiking
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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