Apartment holiday rentals in Charlottesville

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.

We really enjoyed it! Walking distance to all of downtown, the train was a little loud but not too bad!

Loved this place! Easy to find (saying a lot for Wintergreen...not always so easy!) with beautiful peaceful surroundings, and lovely amenities in a comfortable, clean & quiet place. Mary was super responsive to our questions. We recommend it!

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.

The place was super nice, honestly better than the pictures! Our group had a great time and all loved the place. Everything was super clean and organized. There was also a binder with local recommendations and we visited some of those restaurants and they were fantastic. I would definitely stay here again and recommend it to anyone.

I stayed a month at Carlos’s beautiful condo. It felt like the woods and golf course were within arm’s length due to the large windows along two walls. I could tell that a lot of planning went into equipping the kitchen. In addition to the coffee makers and toaster, two of my favorite items were available. A blender and a very fast water heater for a quick cup of cocoa. Everything was spotless with plenty of towels and linens. I was very comfortable and the neighbors were very friendly. I only had one incident of getting locked out due to a maintenance crew error. I was shocked at how fast Carlos responded to my message and within 10 min. I was back in the condo. Amazing communication! I would not hesitate to stay there again. It would be stunning in the winter too with the cozy fireplace. Carlos is the perfect host.

Hands down, our favorite ski vacation location to date. The Treehouse was welcoming and comfortable, beds and furniture accommodated two families (adults and children) super well. The loft bedroom feels like its own cozy retreat. We all felt at home and had everything we needed and then some. Views from this home are absolutely spectacular—sunrise to sunset!!! Perfect location for ski in/out! Highly recommend! We’re already discussing next year’s stay. Thank you, Ashley, for sharing your home and providing such a cozy, fun experience for our families.

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!

Perfect cozy getaway with beautiful views. Great location within walking distance to golfing, Nature Center, pool, spa & food.

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!

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!!

Had a great stay. We will definitely be back. First time visiting Wintergreen and loved the area.

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)

We really enjoyed staying here as a group of 8! The unit was very clean and spacious. Jake was an awesome host too!! Very responsive and helpful, both before and during the stay. Would stay again!

Nice home, in an ideal location. Great communication and quick to respond as needed. Recommend the home and location!

Lindsay’s place was perfect for our family’s ski weekend. The condo was spacious and had everything we needed. The views were amazing! Lindsay was a great communicator and very responsive host. Highly recommend!

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!

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.

Job's place was spacious and perfect for our family of 4. The kids loved the pool, arcade, & mini-amusement park. We had a great family vacation.

Great one bedroom condo with cozy but spacious living room and bedroom. Best highlight is that it is about a 7 minute walk to the slopes and the small resort village for wintergreen. Perfect spot for a getaway.

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.

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!

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!

The place was perfect, we had a group of 4 and it fit us all very comfortably, and it was so nice being very close to the mountain. This is an absolutely fantastic option for those looking to ski/snowboard at Wintergreen and I heavily recommend it.