Vacation rentals with a pool in Shenandoah Valley

Fabulously beautiful location. Picturesque. Home was lovely, comfortable and delightful to stay in. Many great places to sit, enjoyable amenities. Host was kind to allow us some flexibility to support our family's needs. So appreciated! Highly recommend!

I stayed in a lot of farm houses. This is one of the cleanest I’ve ever seen beautiful beautiful farm beautiful place and nice people.

We had an amazing stay at this beautiful condo in the mountains! The location is perfect for anyone looking to hit the slopes or tour the grounds – making it great destination year round. The condo itself is cozy, clean, and has everything you need for a comfortable stay. The kitchen was well-equipped, which made it easy to cook meals before heading out for the day. The beds were super comfortable, and we slept like babies every night! The host was incredibly helpful, providing us with all the information we needed for the resort, and even sent us local recommendations for dining and things to do in the area. Check-in and check-out were a breeze. Would definitely recommend this place to anyone looking for a relaxing, convenient, and picturesque retreat. We’ll be back next year for sure!

Very clean, and in an excellent location nearby to wineries, breweries, hiking and a quick trip to Charlottesville Clean, well stocked and cared for. The pool and hot tub were in excellent condition.

Our family of four needed a quiet get away, and we enjoyed the beautiful days and evenings, inside and on the deck! Hikes nearby, spa nearby, restaurants, grocery, gas also nearby. Great resort year round! Lots of activities if you want them, and lots of peaceful nature if you want. Great!

This is a very cute, clean condo with everything you need to feel comfortable. The master bed is very comfortable, which is always a huge plus for AirBnBs! Having the Wintergreen market and a couple restaurants within walking distance was great, and this is a great "base camp" for plenty of beautiful hiking, wineries, and scenery in the area.

Duane was kind, responsive and helpful. Tons to see and do on the beautiful property and we had such a fun and relaxing weekend. Couldn’t have asked for much more! It was just as described and super easy start to finish. Definitely recommend!

Absolutely fantastic view with a great pool and hot tub. This is a true mountain oasis. It was a perfect getaway for my family over spring break. My kids loved the play room. Very private and serene, great location. We will be back!

We had an absolutely wonderful stay at Randolph’s mountain getaway! The space was peaceful, clean, and beautifully located—just the perfect escape from the noise and busyness of everyday life. Randolph was a fantastic host—warm, responsive, and helpful! He made sure we had everything we needed for a comfortable stay and offered great local tips in his guidebook. If you're looking for a relaxing, private retreat in the mountains with a thoughtful and welcoming host, this is the place. We’ll definitely be back!

Susie’s place was PERFECT for my weekend of solitude and peace. I was able to relax and just take it easy in a comfortable home with a beautiful view. The home was clean and felt so comfortable. There were lots of personal touches that really show Susie put a lot of thought into the space. For example, the motion sensor nightlights in the bathrooms. And the dimmable lights in the bedroom. Check in and check out instructions were very clear and easy to follow, she even included a map of where to park! I can’t say enough great things about this experience.

beautiful mountain top and away from the hustle and bustle. The place was very clean and peaceful, but the oven temp was a little off other then taht the place was perfect.

We really enjoyed our stay at your condo. It was nice to be in a newer unit. It was very clean and comfortable. The location is great being walkable to Fire and Frost, a coffee/wood fired pizza restaurant, and we prefer the upper mountain location also being walkable to golf, tennis and trails. We hope to come back to Wintergreen soon. It is a great place to relax!

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!

Mary, was very communicative. I knew upon arriving where to find keys, important things about the condo, and had some suggestions for the resort. The Wintergreen Resort was a wonderful place. My partner and I were able to have spa treatments which were stellar. We are at The Edge for dinner one night and got pastries in the morning from the coffee shop close by. It was a wonderful place. We hope to stay again.

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.