Condo vacation rentals in Charlottesville

Excellent location, would book this again!

Stayed here for a weekend getaway and loved every minute. Beautiful location, comfy beds, excellent bathtub. Make sure to spend some time sitting on the covered porch off the living room.

Andy was very responsive and gave clear instructions. We had been at this resort a few times in the past and the unit we received was very nicely appointed and updated. We had all amenities and were super close to the indoor pool and gym. Comfortable.

Great little weekend getaway! The one bedroom Condo with partial kitchen was perfect! Tons of activities to do around the resort! We will return!

Great place and responsive host.

There was a small issue with the check in process but it was not the fault of the host. He was very responsive and helpful. We had a fantastic time!!

After my first reservation unexpectedly fell through, Jan's immediate response to have the same week available was really appreciated. The Summit views are the best of all of Massanutten, as I have stayed in several different units over the years. And, our upper unit had zero stairs from parking lot to unit door. I highly recommend booking the Summit with Jan!

My family and I definitely enjoyed our stay. This was our 5 year anniversary Christmas at massunutten and the location did not disappoint anyone. We enjoyed being on the mountain watching the skiers go up and come down the slopes. The kids enjoyed being close to all the snow activities. We are looking forward to rebooking and going back during the summer once all the new add-ons are done. Thank you Daniel

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.

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.

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!!

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.

We were attending a graduation in Lynchburg and this place was perfect for our large party (7 adults, 1 toddler, and 3 dogs). It’s clean and very kid friendly, had everything we needed for our stay. The host was a great communicator and very accommodating to our schedule. We appreciate the flexibility! Will definitely stay here again!

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!

We stayed here for my daughter’s college graduation and couldn’t have asked for a better spot. The condo was exactly as described—clean, comfortable, and perfect for our family of four. We didn’t spend much time there (graduation weekends are a blur), but it had everything we needed. It’s about an hour from Lynchburg, Virginia, and the location was ideal for us. Quiet, convenient, and a great fit for our weekend plans. The host was wonderful—responsive, flexible, and easy to communicate with. They helped us adjust our reservation and answered all our questions before and during our stay. I have nothing but praise. Highly recommend if you’re looking for a well-kept, stress-free place to stay.

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!

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!