Holiday rentals in Nelson County

John’s mountain home was absolutely perfect. He easily approved a late check out to accommodate my son’s nap, he proactively let me know when the house was ready early, and he quickly addressed questions we had once we were in. The home was clean and inviting throughout. The attention paid to dog-friendliness was above and beyond! They had dog beds in a couple rooms and toys for pups to play with. The location is great, too. A quick drive to a few spots at the resort and 15/20 mins to some great breweries and wineries where my son and dog could play. I would definitely stay at John’s house again!

It was beautiful and peaceful. The house was clean and spacious and if he had any questions or needed help with something she was very responsive. It was a healing trip for our family and exactly what we needed. We hope we can return next year!

Gretchen was so friendly and welcoming! I loved that they had a doggie room, which my dog absolutely loved. She would hang in there on the bed after being outside. The house was so cute and quaint and Gretchen was so personable, helpful and accommodating. The location was perfect. My mother and I had a lovely Christmas Eve dinner at Three Notch'd Craft Kitchen which was like a 5 min walk away from the house, hiking was a short drive, as was plenty of other good restaurants, wineries, breweries, and grocery shopping. Can't recommend enough!

Spent New Year's with my husband and two Yorkies nestled deep in the woods, and it was everything I hoped for—and more! The property is surrounded by towering trees, offering a sense of tranquility and seclusion that's hard to come by. The bed deserves a special mention— it was the most comfortable bed I’ve ever slept in! We spent all three days hiking some of the best trails and relaxed comfortably watching TV in the evenings with a nice glass of Malbec. If you're looking for a peaceful retreat where you can reconnect with nature without sacrificing comfort, this Airbnb is the perfect choice. I’ll definitely be returning! Thank you Jerry and Chris.

Pip's place is close enough to all the features that Wintergreen Resort offers to make them easily accessible, but far enough away to give you space and quiet. It backs up to the golf course so the back has a lovely setting. We were especially grateful that the place is dog friendly. We would totally recommend this spot and would stay again in the future.

This place is FANTASTIC! It was cozy and more spacious than most slope side condos. It was perfect for a weekend trip to skiing for our family of 5. Bunk beds room for kids. It has a place to store skis in a closet outside the condo. Steps from parking lot up a few stairs to condo. Beautiful to sit on the porch and watch skiers go down Eagle Swoop Slope. Easy access to the whole mountain from here. Night skiing which allows you to ski all day and night and get back home (which is not the case for all slope side places at Wintergreen). We had a blast. The place was well stocked with essentials, firewood right outside, lots of games. We will be back. Wintergreen has lots of year round activities and this place is located right in the heart…super close to the market gas station and the main Wintergreen resort. 10/10 recommend!

Cozy Creekside Cabin was very modernized and comfortable. The creek was lovely and the property very welcoming, especially the fire-pit area and the tall hammock ready trees. Shellie was wonderful to work with and she was accommodating and friendly. Our dog was welcomed and she even had dishes for him! Definitely recommend this place. Close to Sherando Lake as well as Wintergreen resort.

This was an amazing studio ski out suite! There was bedding for all in our family of 6. The condo is beautifully furnished and decorated (looks exactly like photos). The kitchen was well stocked with all needed cookware and utensils. The condo was towards top of diamond hill which made skiing out so simple. Kids were excited to find Hulu and Netflix on the TV. Rental instructions were thorough and easy to understand. The host was friendly and very communicative.