You can pick up the new and old Appalachian Trails near Wintergreen. We had a lovely walk even on a cold winter day.

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Next weekend

9 Jum. I - 11 Jum. I

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16 Jum. I - 18 Jum. I

In one month

30 Jum. I - 1 Jum. II

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27 Jum. II - 29 Jum. II

Compare 105 Cottages in Wintergreen with updated reviews, rates, and availability.

2 bedrooms, iron/ironing board, travel crib, free WiFi

"Everything was beautiful and thoughtfully decorated. We will stay again. We love the Piney River!"

"This house was absolutely perfect for a quiet weekend getaway. "

SAR 1,590 total

includes taxes & fees

30 Apr - 1 May

"We had a family get together and everything was fantastic."

"We stayed 3 nights for my wife’s birthday. We had a great relaxing time, just enjoying the quiet and beauty of the place. "

"This place was clean, quiet ( besides the occasional train which we personally enjoyed) and the hosts went above and beyond to accommodate us. We would stay here again! "

SAR 1,076 total

includes taxes & fees

1 May - 2 May

"Wonderful property!! House is amazing. Great views and very cozy."

"We had a wonderful stay! The house is conveniently located near many popular wineries. We absolutely loved the house amenities, including the hot tub and fire pits. Beds were comfortable and kitchen was well stocked with essentials."

"Beautiful view, close to all the wineries and breweries and a short drive into town. "

"small, quaint little cottage that accommodated our lodging needs sufficiently"

"Had a wonderful getaway! So enjoyed our time together, exploring Staunton, and spending quiet time on the property watching the farm animals. "

"Great location, very nice accommodations. "

SAR 1,046 total

includes taxes & fees

30 Apr - 1 May

"Adorable house, lovely host, wonderful location."

Fridge, microwave, coffee/tea maker, toaster

"Very peaceful and comfortable place to stay."

"As advertised, was close to multiple breweries, hikes, and quick drive to Wintergreen! Very much enjoyed our time there!"

SAR 1,778 total

includes taxes & fees

30 Apr - 1 May

"We had a great time and really enjoyed the fire pit."

" Cleanest rental we've ever stayed in and the kitchen was very well stocked."

"House was perfect for a quick getaway. Clean, had everything you’d need to unwind and get away. "

SAR 1,260 total

includes taxes & fees

30 Apr - 1 May

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"Maureen was incredibly kind and helpful through out our stay. The place is beautifully decorated with amazing views! Our family had a wonderful stay together! We will definetly look to stay here again! "