
Condo holiday rentals in Nelson County
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Top-rated condo rentals in Nelson County
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Popular amenities for Nelson County condo rentals
Weekly condo rentals

Pepper's Mountain Pad
Don't skip over this perfect spot. One thing I loved most was that even though it is dog friendly nothing in the place smelled like dogs or had any odor. There were no stains on furniture. It was also perfectly cleaned. The beds were comfortable the bathrooms were spacious. We loved the back patio facing the trees. It was also a nice patio with only a few steps down to ground to make it easy to let the dogs out. The pull out couch was comfortable. I would stay again and again here. I've stayed several places in wintergreen and this cozy place and great location can't be beat!

Mountain Top Getaway
This condo in the Wintergreen resort is so peaceful and beautiful. It was a great size for our family of 4 plus my in-laws. 3 full bathrooms was great! The drive up and down the mountain took some getting used to but the views are amazing at the top! The primary bedroom is bright in the morning sun so bring a sleep mask if you want to sleep in.

Gorgeous Sunrises (The Cliffs)
We spent the weekend here to go snowboarding. It was very walkable to drop in at highlands or wait for the shuttle. Check in was easy and the kitchen was amazing. The view was incredible.

Wintergreen Mountain Views - Diamond in the Slopes
We loved our stay. It was exactly what we were looking for. The house is wonderful and very comfortable. Our kids loved the house, the area around it, and the hiking.

Cozy remodeled studio overlooking 18th hole
Lovely stay for a quick ski trip at Wintergreen. Hosts were super kind and accommodating, and were also very helpful and responsive whenever we had questions. They have a lovely home that is clean, modern, and cozy, with everything you need for a healing and fun getaway in the mountains!

Ski- In/Ski-Out Comfy Condo
We really enjoyed our stay, exactly as described. A wonderful location right by the slopes and close to food options. Everything was clean and I would definitely stay again!

Time To Get Away-Cozy Condo for 2 to 4
This place was great for my family to go snowboarding. Conveniently located to wintergreen resort. The owners are great town to with and place was very clean.

Overlook 180 degree views w/Peloton!
We enjoyed our stay at the air key Airbnb. It is very nice and comfortable place that is well stocked and has a great view of the mountains in Valley. We will definitely stay here again. My only complaint through no fault of Airkey was the maintenance on the outside of the building with the lift beeping every 30 seconds got to be a little annoying. But once again, it was a great place to stay. Highly recommended.
Pet-friendly condo rentals

On the mountain, pet and child friendly
We had a fantastic stay! Would love to book again. The space has a great lay-out, comfortable rooms, and the deck has a great private view overlooking the golf course. It’s a great location by overlooks, trails, and restaurants. The hosts were amazing and friendly, and very responsive . Thanks again for a great trip!

Five Minute Walk to Everything!
This place was great! Conveniently located with tons of things to do, many walkable from the condo. The photos and descriptions were super accurate and our dogs even felt welcomed! We appreciated the convenience of The Market, The Edge, Upper Crust, and really enjoyed all of the Memorial Day activities that Dave ad Paige let us know were happening. It was the perfect place to unwind after a day of adventuring. Dave and Paige were super hosts all the way around. We'd love to come back here again!

Wintergreen! Dog friendly, cozy and comfortable
We had a fantastic weekend at Kim’s place. It was the perfect size for me, my husband, our daughter, and small dog. We enjoyed the balcony and the fireplace. Kim was super responsive and suggested local attractions. It was wonderful to unplug and be in the woods for a few days. Highly recommend!!

Stylish*Updated*Central*Walk to Slopes*Dogs OK!
Spent a week in the bright , comfortable, clean and beautiful apartment surrounded by the woods ! Worked from home with fast WiFi and enjoyed the walks and hikes just steps away from the apartment.

1720 High Ridge at Wintergreen Resort
Beautiful location with the daily sunrise over the blue ridge mountains is captivating. Kimberly who manages the property is the provides the best customer service I've ever had at Air B&B . (Got well over 100 nights in withAirB&B)

Recently updated - view of the Blue Ridge Mtns
This condo was perfect for a long ski weekend for our family of 4. Located close to slopes, clean and with a spectacular view! Would definitely stay again!

Tips Up: Cozy Slopeside Retreat w/ Fireplace
Nice home, in an ideal location. Great communication and quick to respond as needed. Recommend the home and location!

Nature’s Haven 1 Bedroom Condo Wintergreen Resort
My wife and I really enjoyed a weekend getaway at Mikki’s place. The condo has a great location with beautiful views and access to nearby Wintergreen amenities, and we took advantage of the less than 20 minute drive to multiple of the Nelson 151 breweries. Mikki is very responsive and we appreciated her recommendations and help in getting us get access to a nearby pool. Would stay again!
Condo rentals with a pool

Blue Ridge Retreat: Your Cozy Mountain Getaway
If you like hiking and being outdoors, this is a great spot. You can be on blue ridge parkway/skyline drive in less than 20 minutes. There are many options for hiking trails nearby, pretty quiet area during the week as well. Ashley is pretty quick to respond to any questions a person may have and was helpful, besides her binder of things to do. However, if you’re looking for a place with Mountain View’s out of the windows this one doesn’t have that, but it is close by driving wise.

2 br/2 b condo; skiing; hiking; wineries; pool
This was a getaway to see our kids, and it was perfect. Amanda went out of her way to accommodate our needs, and her place is a great refuge. What really stands out is how communicative she was in every step from booking, to questions, checkin, and checkout. Everything went super smoothly and we enjoyed our stay.

Cozy Condo - Sleeps 4
Great location! So so much fun! Thank you for such a great stay!

Upscale Mountain Condo | Golf Course + Pool Access
We had the best time and the condo was so nice. Had everything you would need and then some. Eva even had a nice selection of little snacks available for us. She was very responsive and answered all questions fast. Highly recommend staying here and we will rebook.

Cozy and clean two bedroom condo.
Great condo at Wintergreen ski resort. The hosts were fantastic at communicating and the place was perfect for my friends and I for a long weekend. Thanks !

Wintergreen condo near Nature Foundation & Spa
We've stayed in a lot of condos in Wintergreen over the years, and this may be one of my favorites. This was a very comfortable two bedroom / two bathroom. It was a perfect size for our group of 2 adults and 2 teens. The furnishings were very nice. It is easy to get into (first floor). The view is of the woods behind the condo and quiet. Also, we appreciate how responsive the host was! She quickly returned our call in the evening when we had a little trouble getting into the lock code. Her instructions had been perfect; we just made a mistake with the code. We should have brought a little dishwashing detergent. There was one pod there. I'd stay there again.

Views & Brews with 2 Floors
The view from both levels of this spotless, comfortable condo was as breathtaking in person as it was in the photos. This was the perfect place for our family to celebrate our daughter's graduation. Then, we left so she and her husband could have a mini vacation there by themselves. Dave & Rebecca responded immediately to my questions and were proactive about extending our stay. Our daughter and her husband were thrilled to have another night there. We will definitely be back, hopefully in every season!

Beautifulviews/WalktoResort&WTGMusicFest/PupsOK
This was our first time staying on Eagles Swoop and it was awesome. This is a great bottom floor end unit, so it was easy to ski right off the deck - really could not have been any closer to the slopes. Still felt private, close to the Market and the Mountain Inn - just a great location. The condo itself was great. The kitchen is small but was one of the best stocked kitchens we've ever stayed at. The owners have thought of everything throughout the condo and all the updates were great. We would absolutely stay here again. Thanks!
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