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

Cabin, Private Bathroom (Blackwood Chalet) | Exterior

"Love the area"

SAR 1,462 total

includes taxes & fees

15 Oct - 16 Oct

"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 2,110 total

includes taxes & fees

15 Oct - 16 Oct

"Will definitely stay at this location again!!"

SAR 1,457 total

includes taxes & fees

15 Oct - 16 Oct

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

SAR 1,731 total

includes taxes & fees

15 Oct - 16 Oct

"Had a very quiet relaxing stay "

SAR 774 total

includes taxes & fees

3 Nov - 4 Nov

"Everything about this cabin is perfect. Very peaceful location, we loved it!"

SAR 676 total

includes taxes & fees

15 Oct - 16 Oct

"Peaceful location with nice screened porch. Friendly host."

SAR 737 total

includes taxes & fees

15 Oct - 16 Oct

"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!"

SAR 1,318 total

includes taxes & fees

11 Nov - 12 Nov

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

SAR 875 total

includes taxes & fees

19 Oct - 20 Oct

"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

13 Nov - 14 Nov

"Amazing little cottage with everything you need. Loved the back porch and listening to music from the winery and enjoying the view. Good news, did not hear the music inside. "

SAR 1,680 total

includes taxes & fees

21 Oct - 22 Oct

"Great property and host"

SAR 855 total

includes taxes & fees

12 Nov - 13 Nov

"We greatly enjoyed the cabin and the location. Worth the drive to have such a peaceful spot. A great experience start to finish!"

SAR 855 total

includes taxes & fees

13 Nov - 14 Nov

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

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

SAR 1,134 total

includes taxes & fees

15 Oct - 16 Oct

"Cozy cabin. Perfect for a quick family getaway! "

SAR 2,519 total

includes taxes & fees

15 Oct - 16 Oct

"Amazing stay at Serenity! Beautiful well appointed home. House was clean, warm and inviting. Communication with host was wonderful! A definite recommendation for a peaceful stay up in Wintergreen. "

SAR 1,626 total

includes taxes & fees

15 Oct - 16 Oct

"Cabin was clean and tidy. Everything i needed was there. I felt comfortable and safe. This is important because I was traveling alone. This feels like it will be my get away spot in the future. Host was polite and quick to respond"

SAR 855 total

includes taxes & fees

13 Nov - 14 Nov