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Browse Select Wingina Holiday Homes

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

10.0 out of 10, Exceptional, (62)
"House was very nice. Great set up for family."
3 Ridges Vista. Stunning mountain views, renovated home, 2 mins to ski slopes

Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!

10.0 out of 10, Exceptional, (60)
"Great location, amenities and owner's willingness to address all our questions/issues."
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!

Aftonshire Cottage - Heart of Afton's Wine Region

9.8 out of 10, Exceptional, (9)
"Better than advertised. Kitchen has everything needed. Perfect for two couples. Comfy firm beds. Beautiful views- enjoyed watching the horses out back and the roaming deer. The brewery across the street has a fantastic scratch kitchen food truck - and great staff. Would love to book again in the near future. "
Aftonshire Cottage - Heart of Afton's Wine Region

Mountain Views in Wintergreen

10.0 out of 10, Exceptional, (2)
"We had a great trip! The house was beautiful with so much space! We loved using the hot tub at night. The host was helpful and responsive to all my questions. Would be happy to book this house again."
Mountain Views in Wintergreen

Pickleball | 2 Homes | Sleeps 20 | 151 Brew Trail

10.0 out of 10, Exceptional, (3)
"Awesome property and location. We had a group with 11 adults and 8 kids. It was perfect for entertaining kids and adults. We will definitely book again."
Pickleball | 2 Homes | Sleeps 20 | 151 Brew Trail

Coin Cottage farmhouse on 151 Trail in Nelson County

10.0 out of 10, Exceptional, (37)
"Had a great time at this great property, will definitely be back!"
Coin Cottage farmhouse on 151 Trail in Nelson County

NEW! Secluded Farmhouse + Solar Heated Pool + Firepit

10.0 out of 10, Exceptional, (26)
"We had a great time. Very pretty house in a very pretty setting!"
NEW! Secluded Farmhouse + Solar Heated Pool + Firepit

Upscale and Family-Friendly in Wintergreen

9.6 out of 10, Exceptional, (24)
"We absolutely loved our stay. Great hiking access point and very family/pet friendly. Would love to come stay again!"
Upscale and Family-Friendly in Wintergreen

Family-Friendly Meets Luxury

9.6 out of 10, Exceptional, (4)
"Plenty of space for multiple families or multiple couples."
Family-Friendly Meets Luxury

Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop

10.0 out of 10, Exceptional, (296)
"The house was perfect for us. Plenty of space for everyone to hang out together. "
Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop

Incredible Mountain Views - Modern Four Bedroom Home - Five Minute Walk to Slope

10.0 out of 10, Exceptional, (62)
"Perfect place for a weekend getaway! "
Incredible Mountain Views - Modern Four Bedroom Home - Five Minute Walk to Slope

Walk to Wintergreen. Hot Tub. Hiking off Property. Cozy 4 BR home.

Walk to Wintergreen. Hot Tub. Hiking off Property. Cozy 4 BR home.

The Refuge at Laurel

9.4 out of 10, Exceptional, (27)
"We had a good time at The Refuge. A little house in the country that felt homey and inviting. Rebecca was super responsive whenever I contacted her. A nice alternative to a hotel room."
The Refuge at Laurel

Keelona Cottage 2 BR 2 BA near vineyards

10.0 out of 10, Exceptional, (12)
"This little cottage was so sweet and quiet. Our daughter loved the horses and zebras! Great location if you’re visiting wineries. "
Keelona Cottage 2 BR 2 BA near vineyards

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

The newest and largest edition to the Wintergreen Retreat portfolio!

9.6 out of 10, Exceptional, (45)
"We had a lovely time in this lovely house. "
The newest and largest edition to the Wintergreen Retreat portfolio!

Rockfish River Retreat

2.0 star property
10.0 out of 10, Exceptional, (11)
"Many thoughtful and unexpected amenities were included. We had a wonderful stay. "
Rockfish River Retreat

Panoramic Views by Vineyards 4000 sf new home on 40 acs

10.0 out of 10, Exceptional, (17)
"This is our second time staying here and we really enjoyed ourselves. Close to everything. Enjoyed seeing deer in the yard each day too."
Panoramic Views by Vineyards 4000 sf new home on 40 acs

Blue Ridge Mountain Retreat in Wintergreen

9.0 out of 10, Wonderful, (66)
"Enjoyed our 2nd year here. Lots of room and fabulous kitchen. "
Blue Ridge Mountain Retreat in Wintergreen

River Estate 2 homes + Lodge, 120 acres, Hot tub, Sauna, minutes from wineries

9.6 out of 10, Exceptional, (13)
"The multiple sites - cabin, cottage and lodge are beautiful and allowed us to be separate and also together in a beautiful setting."
River Estate 2 homes + Lodge, 120 acres, Hot tub, Sauna, minutes from wineries
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 Wingina Hotel Reviews

Find out more about Wingina

Find out more about Wingina

Wingina Holiday Homes information

Number of reviews
716
Accommodation
351 Holiday Homes
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Highest Price

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