Holiday rentals with outdoor seating in Wintergreen Resort

Our stay at Julie’s place was fantastic- it was plenty big enough for our group of 6 and had everything we needed. The deck view is as amazing as it looks on the listing and Julie was very responsive and helpful. Would definitely stay again!

We had 10 in our party….6 adults and 4 kids. We had plenty of space for relaxing and everyone had a bed to sleep in! Leif was more than generous in recommending hikes/walks for us. Excellent check-in and check-out instructions - very detailed. It was a nice visit for our family!

Very private and peaceful. A little hard to find as the street sneaks up on you, but once you’re familiar with the area it’s very centrally located. The goats were a fun form of entertainment, and the pool was great with the outside heat. Beverly was very responsive and accommodating. Thanks for a great stay!

The house is wonderful, plenty of storage, but would be helpful if kitchen supplies were labeled. Not sure if customary, but dishes were still in washer.

I really enjoyed our stay. The wintergreen resort area was beautiful. Great views of the mountains! The home was in a very private area on a very quiet street with very quiet neighbors. Quiet all the way around! It was a short drive to the Devils knob brewery which was a great dinner, and the little market down the street had anything you needed in a pinch.

We can’t say enough about our stay at The Wooder House. The home was perfect for our group of six, giving us all our own space to retreat while also offering large spaces to enjoy meals and movies together. Our kids loved the collections of board games, vinyl records and Calvin & Hobbes books. Everything we needed was readily available and thoughtfully organized, and Amy was such an attentive and kind host for our entire stay. Our visit revolved around hiking in Shenandoah, so the home was a great base camp for our adventures. It’s about a 30 minute drive to the south entrance of the park, and 20 minutes to a variety of breweries, coffee shops and vineyards. We truly can’t wait to visit again.

Rebecca’s place was clean and as described. Check in was easy and Rebecca was very responsive throughout our stay. The space was perfect for our party of 3, including pets. Would recommend for a peaceful stay!

Greenwood Vista greatly exceeded our expectations. It was easily the most organized, best appointed (for our needs) Airbnb we have stayed in. The view is gorgeous and we spent a good bit of time just sitting on the porch bird watching, there is a gorgeous indigo bunting who has claimed one of the bare branches down the hill from the house. The hosts clearly went out of their way to make everything as user friendly as possible. Almost everything in the home is voice controlled by Alexa. I was initially a tad daunted by the CIA-looking server that you pass in the garage before coming into the house and the cameras and sensors everywhere. However, according to the guidebook (also excellent) there are no cameras inside the house and I took this at face value. Check out process is minimal and simple. We plan to come back next year.

Ed and Camille were amazing, they have a sweet apartment with a great Jacuzzi and pool. We were in town for a wedding and were blessed that Ed’s spot was open as it was only 15 minutes from the wedding venue. The apt was clean and everything was working, the kitchen was spotless as well. Ed and Camille were great, very communicative and nice people.

My husband and I decided to extend our honeymoon stay in the area and the lodging we had been staying at couldn’t host us for the extra day, which is how we came to find this gem! We loved this apartment and wished we could have stayed longer! The location was great and the home itself was just STUNNING. From the low lights & jazz music playing on arrival, to the cute & homey decor, to all the extras (robes, espresso, cozy blankets), this place completely impressed us. Oh, and the outdoor area was just an extra plus! The host was super responsive and sweet and couldn’t have possibly done anything better, it was all perfect! We would 100% recommend this stay and we hope to return for an anniversary trip!

Becky was a friendly and gracious host and the place had all the extra touches. Communication and notes were clear to help support our comfort in the condo and exploration around the area. The place was well stocked and had little extras like extra towels under the sink, plenty of spices/kitchenware, even firewood ready as needed. Very clean!! The view from the balcony is spectacular and the perfect place to start and end a day of hiking and breweries/wineries.

Beautiful home in a beautiful area! Ellen is a wonderful host, she was very knowledgeable about the area and provided lots of great recommendations. Her pups were so sweet and the property was very peaceful. It was a very relaxing weekend - will definitely be going back! Highly recommend staying here.

We had a wonderful stay at The Barn and would come back again in a heartbeat! Dawn and Damond were friendly, approachable, and provided all kinds of local recommendations during our visit. Their apartment was spotless, light, and equipped with just about everything one could need. We'd highly recommend to anyone looking for a peaceful getaway, especially small families with children. Thank you so much!

We (my husband and dog, Emmie) love staying with Shea and Russ. Their place is always wonderfully peaceful. And Emmie loves their fenced in backyard and playing with their dogs. It’s the perfect spot to be close to downtown without being right in the middle of it all. Thank you again, Shea and Russ for providing a wonderful spot for us to relax.

Michelle's home is spectacular. The setting up against the Blue Ridge can't be beat. I loved the pool and watching the goats frolic. The apartment is just right for a couple or a single person and has absolutely everything you could need, plus it is immaculate. I so loved everything about the apartment that I plan to return next year.

Wonderful stay for a one night get away! Location was great, street was quiet and such a great spot, we walked to all the restaurants and wine bars! The back porch was perfect for enjoying cocktails with a private setting and great view. The place was super clean, bed was comfortable and the sheets were so clean and white. The kitchen was so well stocked I wish we had stayed longer and actually been able to cook there, it was the best stocked rental I have been to... ever. Literally they thought of it all and it did not disappoint we will be back again!

My friends stayed here through from the 14th to the 16th of June for a bachelor party. When we first walked in, we were so excited to see that the condo lined up to our expectations and even went on to exceed them. Even in the summertime, Wintergreen and the surrounding areas offered much to do recreationally. Keith's wonderful condo acted as a terrific focal hub for us on our excursions down the mountain. Keith was so helpful and responsive throughout our entire stay, and was quite flexible on accommodating an early check-in after our earlier camping experience ended up with us sleeping in my car from rain. He also answered each one of my questions and was extremely knowledgeable as to the community policies, especially when it came to parking. The check-out instructions were easy to follow and very accommodating of our time. We had an extremely wonderful stay at their condo, and I am even considering re-booking it for myself later on in the year! You truly won't find better hosts.

Laleh is a great and perfect host. I have stayed with her numerous times and I have enjoyed her space, her continued communication and her quickness to address any number of questions. Enjoy your stay with her.

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.

This was the perfect spot for our trip. A friend of mine and I brought our teenage sons for a quick weekend snowboarding trip, and needed somewhere with three sleeping areas. The loft had 2 beds and a fully bath which was exactly what we needed for the boys. It was super convenient to everything with a shuttle stop right out front. Plenty of parking, great amenities, clean, and easy to find! Also very cozy! We’ll definitely return!

Beautiful condo and nice location in Wintergreen. We had everything we needed. Comfy bed and loved the large windows. So much to do in the area. It’s on third floor, so quite a bit of stairs. Would recommend for a wonderful getaway to the Valley.

We had a wonderful time while staying at this condo. There kitchen had plenty of pots and pans, the deck was relaxing, the bed we slept in downstairs was extremely comfortable. When Emile found out we were going to get in late, he had someone turn on the outside light. So nice because it would have been harder to get into the lockbox. So happy we stayed here for our getaway from the city.

You don’t need many word for this place because it is STUNNING. Wonderful one day stay but goodness so worth it!

Amazing view and condo! We loved our stay!