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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Cabin Rentals in Wintergreen

Our top choices for Wintergreen cabin rentals

Cabin, Private Bathroom (Blackwood Chalet) | Exterior

"Everything was amazing. "

SAR 1,369 total

includes taxes & fees

11 Sep - 12 Sep

"Peaceful family trip. The cabin was beautiful, lots of space, and very clean. The cabin had everything we needed. The game room, board games and puzzles were a hit with our kids. Hot tub was huge, clean had its own separate gated area. "

SAR 2,545 total

includes taxes & fees

11 Sep - 12 Sep

"We really enjoyed our stay here- great location close to the slopes and breweries, "

SAR 1,475 total

includes taxes & fees

10 Sep - 11 Sep

Hanging Rock Cabin, 2 Bedrooms, Jetted Tub, Mountain View | Terrace/patio

"Amazing stay I had, very peaceful and very quiet. "

SAR 959 total

includes taxes & fees

3 Sep - 4 Sep

"Abundantly stocked, for 2 to 4 people a bargain, location and calm enviroment greatly appreciated "

SAR 989 total

includes taxes & fees

31 Aug - 1 Sep

"The lodge was an amazing getaway. Exactly as pictured, it had everything we needed. Love the fact that it was dog friendly, quiet, and well equipped / modernized on the inside. Will definitely stay here again in the future!"

"The cottage was super adorable and perfect for our little weekend getaway!!! "

SAR 1,505 total

includes taxes & fees

28 Sep - 29 Sep

"Host and property were both lovely! Exactly as described, right in the woods, and home was incredibly clean. "

"Had a very quiet relaxing stay "

SAR 841 total

includes taxes & fees

8 Sep - 9 Sep

"This was the perfect setting for my last minute weekend getaway trip. The stay was absolutely perfect. I would definitely return. "

SAR 868 total

includes taxes & fees

1 Sep - 2 Sep

"Lorraine’s cozy cabin was perfect in EVERY DETAIL. You couldn’t have asked for anything more perfect. "

SAR 746 total

includes taxes & fees

2 Sep - 3 Sep

"Great for taking advantage of all Nelson County's attractions. "

SAR 1,639 total

includes taxes & fees

1 Sep - 2 Sep

"If you want to get away from it all and enjoy the outdoors, stay here. The cabins are lovely and comfy. You can enjoy your coffee on the porch overlooking the stream. Hikes and wilderness galore. Beer, wine and civilization a 30-ish min drive away. Easy check-in process and good communication. The other cabins are close but its set up well for privacy - we wouldn't have even noticed there were people staying next to us if we haven't seen their car."

SAR 855 total

includes taxes & fees

1 Sep - 2 Sep