Kid-friendly vacation rentals in Wintergreen Resort

Could not be happier with this location. The photos don’t do it justice. Everything was just as described. The host proactively reached out, made herself available if we needed anything, and even created a little guide for recommendations. The whole place was spotless, so well maintained, and pride in ownership really showed. They even had coffee pods for coffee maker waiting in the kitchen. It was beautiful, peaceful, and safe. Thank you again.

We had the absolute best time staying here. We had two families staying together, 10 total. With more than enough space! The location was perfect. The space was clean and cozy. We had the best time and made some amazing memories with our friends. Also we slept at night on the third floor with a window opened and it was so quiet outside! Thank you for opening your home to us!

Three couples wanted a central meeting place to spend some quality time catching up with each other. It was just the perfect place! We had a nice time talking in the hot tub, around the fire on the cozy porch, and in the exquisite pool. The goats added a nice touch to this country setting. The kitchen had all the cooking supplies we needed and more. We did a good bit of eating onsite so that was appreciated. We unfortunately didn’t use the pingpong table or other games but they were there to enjoy. There were plenty of towels and the new washer and dryer were great. It’s a great location to experience the many local wineries. Bobbi and Keith were excellent hosts, friendly and gave great suggestions of things to do. Everything about our stay was wonderful. We hope to return soon!

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!

I was looking for a quiet place in the middle of the nature for our 10 years of marriage anniversary and I think we found the best one. Charlotte was so kind and helpful, she helped me surprised my wife with such a beautiful decoration. We were so impressed. My kids were so happy 😊😊 to see something different. If you’re looking for something really peaceful, nice, looking at the beautiful nature in the mountains, you are definitely at the right place. Thank you Charlotte for making our stay so special.😊😊😊😊 It was a really good experience and we definitely have to go back….

A very nice spacious house that suit our family perfectly, hosts are very responsive, they always got back to us right away. We had a great Memorial weekend in glass house, highly recommended to other travelers!

⭐️⭐️⭐️⭐️⭐️ Beautiful Stay with Local Gems & a Disc Golf Bonus This Airbnb was a total gem! The space is beautifully designed—clean, cozy, and full of thoughtful touches that made it feel like home. Amy is warm, responsive, and provided fantastic local suggestions that really elevated our trip. Highlights included the community center with Trager’s coffee (a perfect morning stop), a fun local thrift shop, and a charming rock shop that felt like a hidden treasure. The neighborhood had such a welcoming, creative vibe—we loved exploring it all. And for the disc golfers out there: Walnut Hill Park is about 30 minutes away and absolutely worth the trip. It was every bit as amazing as we hoped—great course, beautiful setting, must go play!! We will be back!!! This place is a perfect mix of comfort, character, and local flavor!

Very clean and affordable. The hot tub was sooooooo nice. I can't recommend it enough.

Deidre and Scotty’s place is such a delight! I only stayed for one night but it was so comfortable and well designed that I wished I had time to stay longer. The space was so easy to relax in and if it weren’t stormy out I so would have been hanging out on the beautiful porch. I will definitely try to come back!

Great little spot to spend the night Clean! Had all your basics Thanks you!

What a gem to find. My stay was comfortable, relaxing and perfect for me. This is on my return list. Thank you.

Sharon and Allen are wonderful hosts. They welcomed us in with open arms to their beautiful property and felt like family immediately. It was a wonderful getaway for our family to get to stay at their place. We were surrounded by the beauty of Sharon’s artwork and the peaceful landscape out our window. The entire stay was a breath of fresh air. Thank you Sharon and Allen!

This place was awesome! Clean and quiet with some amazing views. There’s an abundance of wild life so be mindful when driving. The host is amazing. There’s hot chocolate and a beautiful fire place. Blankets if you choose to sit on the balcony with some hot chocolate and enjoy the view. Many food choices to choose from that aren’t too far. Would definitely stay here again and recommend you do too.

This was our second trip to Staunton and it did not disappoint. The place was perfect and walking distance to everywhere we wanted to go! Would definitely stay again!

We had a wonderful time here. Nice kitchen, liked the throw blankets; plugs for phones on both sides of the beds, intersting murals. Great weekend get away.

We loved our stay here! The location was perfect. Walking distance to Blackfriar’s Theatre where we saw a play, all the little boutiques on Beverley Street, the train station (we did the Virginia Scenic Railway), and tons of restaurants. The suite was *spotless* and exactly as pictured. The kitchen was very well stocked and came with complimentary K-Cups, ground coffee, tea, and granola bars. The bed was super comfy, and the bathroom was stocked with plenty of towels and an ample supply of shampoo, conditioner, and body wash (which smelled heavenly by the way!) (Side note: this may not matter to anyone else, but I was relieved that the water wasn’t soft like some other places we’ve visited in Virginia - just a personal preference! IYKYK!) The hosts were extremely proactive and responsive and provided a helpful house manual. Check-in and check-out were both super easy. Staunton is such a cute little town! I have nothing bad to say!

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 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.

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)

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!

Absolutely a gem!! Loved the super clean, comfortable (especially the huge soft sofa!) space. Kitchen had all the basics we needed, and everything worked as expected. Was the perfect location for our home base as we section-hiked the Appalachian Trail for a week. Would definitely 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.

Amazing view and condo! We loved our stay!

Cute and cozy, I think it looked even better than the pictures! Had everything that we needed. Instructions were clear and the host was very responsive