Family-friendly holiday rentals in Highland County

Awesome place, very cozy and private! Very roomy and spacious would highly recommend to anyone that is looking to stay in the area!

Perfect location - condo was beautiful

We had a fantastic stay at Sylvia’s Airbnb! The space was much more spacious than the pictures suggested, and it had such a cozy atmosphere. The kitchen was well-equipped and perfect for cooking meals, and we really appreciated having laundry and a hot tub—both great bonuses after long days on the slopes. The location was super convenient, making it easy to get to Snowshoe. The only downside was that essential supplies like toilet paper, paper towels, and trash bags were limited. While Sylvia wasn’t able to restock them during our stay, she did reimburse us for what we purchased, which we appreciated. Overall, we had a great experience and would love to book again next winter!

Great location and a perfect place for our family!

Bill was hands down the best host I’ve ever had, super down to earth and just an all around great guy and host. We went snowboarding just about all week and had an absolute blast. I would recommend this place to my friends and family any day. Even though our vacation hit a few bumps Bill was extremely accommodating and helpful even though he didn’t have to be. Hoping to come back again next year if he’ll have us. 10/10 would recommend this stay.

We visited for the weekend and had a wonderful stay. Peaceful, unique, clean - first words that come to mind when thinking of the Fenton Inn. Recommend making reservations in advance (when needed) for local dining as some of the breweries have limited seating availability due to COVID. Recommend Bold Rock for great food, views, and outdoor dining. We drove to Crabtree Falls for the day, great hike and drive along the Blue Ridge parkway which is just minutes from this location. Excited to see a couple black bear cubs!

Anna’s place was the perfect size and location for 2 adults and 3 kids. The triple bunk beds are fun and cute. The place was fully stocked with everything we needed and more. The kids loved all the board games and the 2 hot tubs right outside our door! It was also super easy and convenient to walk down to the Soaring Eagle lift and get right on the slopes. Highly recommend!

A wonderful property nestled in the Wintergreen Resort. While not part of the resort, the amenities and surrounding Breweries offered plenty to do while not relaxing in the hot tub or on the private deck. Beds were comfortable, and there was plenty of space for our family to spread out. Access to WiFi and movie channels were convenient and supplemented the secluded feel for a well balanced vacation. Highly recommend this rental for families and groups looking to get away for a relaxing and enjoyable time in the mountains. Bring your cameras and charge your phones to take pictures of the breathtaking views at and around the house!

Patti’s communication was great! There was nothing we needed to question her about after meeting her. Enjoyed our stay at Eagle Annie’s Cottage!

Susan was very responsive and very friendly. Lots of great recommendations for activities. Cozy cottage in a beautiful small town!

This place was tranquil & peaceful.

Fantastic spot…we shall return.

Jennifer‘s place was exactly as described if not better. We reached out to her and brought our dog and the fenced in yard was an excellent addition to the trip. Jennifer was very responsive.

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)

house was very well stocked for an Airbnb (games, kitchen stuff, household items, etc), having an onsite firewood supply was amazing as was being within walking distance of some of the slopes. Vivian's instructions were very clear on the check in/check out procedure and everything was described accurately. Would stay here again!

From start to finish this was a terrific stay. This is about 1 hour from Liberty University which was the purpose of the trip. Plenty of walking trails right next to the house.

Brad’s place is beautiful! Comfortable bed! There was available coffee, super plus. Phone chargers on both sides of the bed. Just perfect. Just wished we could have stayed longer.

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

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.

My group and I had a wonderful stay at Gina Marie H's place! So easy to settle in and each description on the photo listing was extremely accurate. The price point is perfect if you have 8 guests in my humble opinion. Some things that really stood out to me was Gina Marie's communication, the fully equipped kitchen and the distance of the house being about 5 minutes main mountain entrance. The road was also less frequently traveled since it was a few miles away off the main mountain road which made it easy to hike and run right out the front door. I could very easily see myself booking this lovely air bnb again!

I’d argue that this is one of the best places to stay in Wintergreen. The cabin itself is perfect. We are a young family and it was comfortable, clean, and had everything we needed. The location is also perfect. It is very close to all the attractions on the resort. Clay was a great host as well. The perfect amount of communication; engaged without being intrusive. I would recommend this place to anyone who wants to be sure their trip is easy and successful!

We loved our stay at this condo in Wintergreen. The condo was beautifully furnished. Very clean. And the views from the balcony are unbelievable. Since it was spring, it was very quiet which we enjoyed. The mountains were so lush and green. The host responded to any questions within minutes. Check out was a breeze. We will be booking again!

Nathan and the house are truly remarkable, showcasing qualities like amazing, incredible, outstanding, beautiful, kind, generous,sincere and phenominal. I highly recommend them! All praises and blessings! When you book with Nathan, all you need is money and food because they provide everything else you could possibly want and more. Plus, the price is absolutely fair! 🙂

My family and I truly enjoyed our stay. My husband took our kids (ages 10 and 7) fishing on the property, which they absolutely loved. We spent time swimming in the pool and hiking the beautiful surroundings. We also visited the nearby Virginia Safari Park and Natural Bridge Park—both were wonderful day trips. The host was fantastic, and the property was peaceful and relaxing. We’d love to come back!