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Search Vacation Homes in Wintergreen

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Compare 362 Vacation Homes in Wintergreen with updated reviews, rates, and availability.

Mountain Chalet – Panoramic Views of Blue Ridge Mountains!
9.8 out of 10, Exceptional, (57)
"We enjoyed the house very much."
Mountain Chalet – Panoramic Views of Blue Ridge Mountains!
Walk to Slopes/Luxury Living/Sunset Mountain Views and Same Day Arrival OK
9.4 out of 10, Exceptional, (74)
"There are definitely some house issues that l see from other reviews that were still present during our stay. Not sure if they were communicated to Jennifer directly or just left in the review, but l addressed them in an email to her and she was very responsive so l hope they will be corrected for future renters. But these were just minor irritations compared to how wonderful this house was for our group. The location was great. Granted you would not walk to the slopes with all of your gear, etc...
Walk to Slopes/Luxury Living/Sunset Mountain Views and Same Day Arrival OK
Newtown Retreat: Award-Winning Renovation + Ideal Location
10.0 out of 10, Exceptional, (9)
"This was a work trip for myself and my crew of 2. This house was way beyond expectations! If more stars could be given, I would. House was very clean and kitchen exceptionally stocked with full set of pots and pans, and dinner ware for at least 8 people. Location is great as it is a half mile from downtown Staunton. This neighborhood is very walk-able and quiet. I will definately stay here again."
Newtown Retreat: Award-Winning Renovation + Ideal Location
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Hilltop Escape At Wintergreen
2.0 star property
10.0 out of 10, Exceptional, (1)
"We totally loved our stay. The cabin was perfectly located and the hottub was a major hit. Its perfectly located on the deck and accessible. Overall its a beautiful house with perfect for 14 members. Zee was very responsive and super helpful."
Hilltop Escape At Wintergreen
Upscale and Family-Friendly in Wintergreen
10.0 out of 10, Exceptional, (10)
"It was very nice. Beautiful home, friendly people"
Upscale and Family-Friendly in Wintergreen
White Rock Cabin
10.0 out of 10, Exceptional, (183)
"Our stay was fabulous! From the moment communication began between Scott and me, I knew we would do well renting their White Rock Cabin. The setting is a haven for gardeners, birders, nature lovers, and ethereal moments of peace. Sitting in the hot tub at night after hiking was the salve we needed for our weary bodies. I woke up early every morning excited to take a cuppa Joe outside while photographing newts, birds, bees and other small non-human animals whilst enjoying the tranquility of my...
White Rock Cabin
Getaway w/ Lake Views near Wintergreen Resort!
9.6 out of 10, Exceptional, (9)
"Stayed with my husband, best friend and her husband and mother. Celebrating two birthdays! The house and views were beautiful! Very clean and comfortable. We also walked the neighborhood, which was just as pleasant. Would definitely book this home again!"
Getaway w/ Lake Views near Wintergreen Resort!
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
9.6 out of 10, Exceptional, (268)
"We had a great time at this lovely property. The location is perfect and, while I'm sure it's also excellent in the winter for ski trips, it was so peaceful sitting outside in the summer. The house and hot tub were perfect for our group!"
The price is SAR 672
SAR 1,556 total
includes taxes & fees
25 Jun - 26 Jun
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Restored Double Log Cabin on 400 Mountain Acres
10.0 out of 10, Exceptional, (219)
"The property was nestled in the woods, with plenty to do in the surrounding area! The house was stocked with everything you could possibly need. It was beautifully decorated, charming, and exceptionally clean!l Our family would definitely visit here again!"
Restored Double Log Cabin on 400 Mountain Acres
One of the Best Views in Wintergreen!
10.0 out of 10, Exceptional, (26)
"We gathered here for a winter weekend with family. This is a spacious unit with plenty of room for gathering as well as personal space for all guests. Excellent communication with the owner who was welcoming and supportive throughout the stay. This was the perfect location for access to slopes for skiing and tubing or just relaxing and enjoying the gorgeous back porch mountain views."
One of the Best Views in Wintergreen!
Big Bronze house Waynesboro
10.0 out of 10, Exceptional, (6)
"Needed a place for family to gather for UVA graduation weekend. The house was a 30 minute easy drive to campus grounds. Also very short drive to Staunton restaurants and great proximity to Afton mountain vineyards. Easy check in, WiFi, ample parking (grass). Enjoyed our stay."
The price is SAR 657
SAR 1,545 total
includes taxes & fees
25 Jun - 26 Jun
Big Bronze house Waynesboro
Afton Farmhouse - Mountain Views off Route 151
10.0 out of 10, Exceptional, (12)
"It truly is a quaint farmhouse. Very comfortable and kitchen is well stocked. The space worked well for us. We did have an issue, and the property owner responded within minutes, was responsive and followed up."
The price is SAR 705
SAR 1,804 total
includes taxes & fees
25 Jun - 26 Jun
Afton Farmhouse - Mountain Views off Route 151
Sweet Afton | Country House in Heart of Wine Country
9.6 out of 10, Exceptional, (36)
"Great home in beautiful setting"
Sweet Afton | Country House in Heart of Wine Country
Afton Clubhouse: 25 min to UVA, Mtn Views, Hot Tub
10.0 out of 10, Exceptional, (4)
"My sister, cousin, and I wanted to treat my mom to a girls weekend visiting wineries in Charlottesville for her 70th birthday. This was the absolute perfect place to stay! So close to many great wineries, and we had a blast at the end of the day chilling in this gorgeous space with Crozet pizza, watching chick flicks on the big screen, and wrapping it all up with a cozy evening in the hot tub! Location is super easy to get to and check in was a breeze!"
The price is SAR 1,084
SAR 2,237 total
includes taxes & fees
25 Jun - 26 Jun
Afton Clubhouse: 25 min to UVA, Mtn Views, Hot Tub
Newly remodeled farmhouse on 151 Trail in Nelson County
10.0 out of 10, Exceptional, (16)
"House was very comfortable, very nicely decorated. It was a great location! We truly enjoyed our time and look forward to our next visit! Had all the little things that made the property special!"
Newly remodeled farmhouse on 151 Trail in Nelson County
Sweet Darling House: Enchanting historic home; walkable to downtown
10.0 out of 10, Exceptional, (4)
"This little housse is like a very good cabin. 2 private bedrooms with one shared bath. Very tastefully decorated. It had everything we needed for a good stay. New appliances and heating system, back deck has wonderful private view of the woods. Very quiet and restful, yet right in the middle of Staunton. All amenities were minutes from the house. Very clean and had a very interesting history to the house. Yet great modern renovation. Would definitely visit again. The host even left wine for us...
Sweet Darling House: Enchanting historic home; walkable to downtown
Hilltop Hideaway: Trendy, Downtown + Mtn Views
10.0 out of 10, Exceptional, (1)
"From entry to exiting, everything was perfectly wonderful. The home is a delightfully clean space. The request to remove shoes inside encouraged all of us to work together moving in. The guys unloading the vehicle to the curb, children assisted getting things to the doorway, where the rest of us, with our shoes off, could move things inside. It was a great excercise in cooperation after the day of travel😊 We made our meal plan and went out to the delightful Gypsy Hill City Park. The park is...
Hilltop Hideaway: Trendy, Downtown + Mtn Views
Mountain Mama- Amazing Views! + Hot Tub!
10.0 out of 10, Exceptional, (15)
"Beautiful setting for our 3 generations to enjoy UVA graduation ceremonies"
The price is SAR 1,197
SAR 2,383 total
includes taxes & fees
25 Jun - 26 Jun
Mountain Mama- Amazing Views! + Hot Tub!
Rustic Getaway with Fireplace - Walk to Slopes!
9.0 out of 10, Wonderful, (8)
"We loved this unique property! The circular fire place was a big hit, and there was plenty of space for both our families with teens to hang out. The downstairs set up was a little different as you had to go through the second master to get to the game room, 2nd bathroom and laundry. Great hot tub and really nice coffee bar/bar bar. My only critique is that the kitchen ware selection was limited (the listing does say basic). There wern’t really pans big enough to cook meals for 7 people so we...
Rustic Getaway with Fireplace - Walk to Slopes!
Luxury Slope Side Home in Wintergreen Resort! Sauna, Smart Tv's, Central!
Luxury Slope Side Home in Wintergreen Resort! Sauna, Smart Tv's, Central!
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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.

Other property types in Wintergreen

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
9.6 out of 10, Exceptional, (268)
"We had a great time at this lovely property. The location is perfect and, while I'm sure it's also excellent in the winter for ski trips, it was so peaceful sitting outside in the summer. The house and hot tub were perfect for our group!"
The price is SAR 672
SAR 1,556 total
includes taxes & fees
25 Jun - 26 Jun
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Best views on Mountain! Breathtaking 5 Star. Open March weekends! BOOK NOW!
10.0 out of 10, Exceptional, (209)
"This is at least the third time we have stayed in this condo unit in the last two years. There is a reason we keep coming back; it is absolutely beautiful, both the accommodations and Mountain Views. I highly recommend!"
Best views on Mountain! Breathtaking 5 Star. Open March weekends! BOOK NOW!
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
10.0 out of 10, Exceptional, (273)
"We loved this condo. It was clean and very well stocked. We didnt realize how steep it was to get up the mountain but we did fine. We recommend this place and hope to come back soon. Great communication with Heather also. Thanks for letting us enjoy your condo."
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
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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