Family-friendly holiday rentals in Charlottesville

This house was a phenomenal stay for my wedding weekend. I love old southern houses and this place blew me away. Katie was very accommodating and responsive.

this cabin was a gem! Just what I was looking for. My fiancee father lives in Luray and we wanted to surprise him and come down for father's day, but I also wanted a romantic, remote getaway for us. this was perfect! we surprised his dad, were able to spend time with him in Luray, but still had a beautiful cabin to retreat to, with a hot tub! And our dog was very welcomed. I loved the little added touches!

The Inn was the best place to prepare for and stay during our daughter’s wedding weekend. We had everything we needed; the house was beautiful and clean; the beds were comfy. We enjoyed relaxing in the hot tub and around the fire after the festivities. We received 20% off the brewery restaurant and the food was extremely tasty. We highly recommend the Inn!

We had a really nice time at the cabin. Everything was laid out very nicely and was ready for us the moment we arrived. The space is beautiful and right on the lake. It was extremely peaceful to sit in the large screened deck and hang out with the stunning lake in view. Hope to stay here again some day!

Stayed here for a bachelorette party. The house was perfect for our group. Bev was so nice and helpful - anything we needed she helped us out! The location is also great if you’re wanting to do a bit of everything - wineries, downtown shopping and dining out, breweries, etc! The yard is amazing and it feels like you’re in the middle of nowhere when you’re outside on the deck. Highly recommend!

We were looking for a cabin, hoping to find a quiet place to rest, relax and recharge in nature. We never dreamed that we would find an authentic 18th century cabin located in the forest on a mountain top - with an excellent view of the surrounding mountains. The inside of the cabin was beautifully furnished as would be expected in colonial Virginia. We thoroughly enjoyed our stay and highly recommend the experience of stepping back in time.

This place was exactly what we needed to get away for the weekend. Elise went above and beyond with her list of nearby recommendations and property details. We met her twice and she was so kind, and we were lucky to meet her sweet dog George and sweet barn cat Mosby. We cannot wait to come back!

The Fox Den is one of the cleanest places we've ever stayed. We enjoyed watching the sunset from the hot tub, roasting marshmallows at the outdoor fireplace, grilling steak, and simply relaxing for a couple of days. The cottage had everything we needed for cooking and grilling. Although the cottage and hot tub are located next to the main house, we still felt a sense of privacy. We've been visiting different Airbnbs annually in the VA and PA areas, and the location of this one was excellent. We followed two of the recommendations from the provided guidebook, and they were amazing (Carter's Mountain Orchard and Fiorano Restaurant).

Clean, safe, easy check in, spacious. Kid friendly. Felt peaceful and secluded in the forest despite the fact that it's near the road, which was pretty cool. Washer and dryer access was a welcome touch. Kitchen is well stocked. Easy parking. Not too far from town, and the roads around the property are well maintained and easy to navigate. Overall a great stay. Thanks!

This 3 night trip was part of our 2 week trip visiting family in VA. We chose this house because we have a small dog and thought the yard would be good to have. The house was clean and the kitchen was very well stocked. Amy even left a nice little surprise for us. She answered all our questions and was very helpful. We enjoyed walking to the coffee house and being minutes from our son.

I highly recommend this comfortable place. the host is kind and very responsive. I enjoyed my stay and time in Crozet. LaNae

We stayed here for a wedding in Charlottesville and, while the cabin was a bit out of the way from where most guests were staying in town, it ended up being the best decision we made. Our group was too large for hotel rooms, and this cabin gave us the perfect place to spread out and relax. We honestly wished we had more time to enjoy the space itself—it's ideal for a peaceful getaway weekend. Unfortunately, wedding events kept us running around, but we could easily see ourselves coming back just to unwind and take it all in. The property offers plenty to do, and the atmosphere is cozy and inviting. A couple of small suggestions that would’ve helped us (specifically as guests getting ready for a wedding): a full-length mirror in the downstairs bathroom and some brighter lighting in the bathrooms for hair and makeup. That said, these things wouldn’t be an issue for a regular weekend trip. Overall, a charming cabin that we hope to return to when we can truly enjoy it!

This place was very convenient for us to get to UVA for its graduation weekend. Communication with Charles was great and everything was clean and neat in the house. There were even snacks and coffee provided!

We loved the large deck with incredible views! There is another property very close to this one so wasn’t as secluded as we had hoped but overall we loved our stay here. Go check out Eagle Zen Winery if you have the chance.

Beautiful and peaceful. Enjoyed the lush green surroundings and watching the bunnies and deer. Felt secluded but was well marked so we had no problems finding it. The place had everything we needed for a short stay.

Cheryl was so communicative and my group had such a good time in this beautiful location and lovely home. Notable pros: great view, well equipped kitchen, incredibly clean, VERY dog friendly, nice back porch, comfy couches / the only downside (but not a complaint) is that the hill to get up to the house is a bit scary. we (3 cars) made it with no issues but it did make us a bit nervous, and made walks from and back to the airbnb somewhat difficult. there's alt parking at the bottom but it is a very difficult walk up the hill. but the elevation made for incredible views! without a doubt I'd recommend this place!!

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.

Joe and I are so grateful to have experienced this peaceful area. We plan to come back more than once. We can not wait to return ! We can not thank the ambassador enough for such a peaceful romantic place. See you soon!

Mary and Chris’s property felt like home for us!! We loved the cabin feel, the spacious layout and the well stocked kitchen. We had more than what we needed, as far as dishes to create some magical meals. Thank you for hosting our family and we will be sure to return the next time we are looking some relaxation!

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.

This is just someone opening their home, it is someone who loves to host; and it shows! Not only was the view incredible but the place felt like a home. From the little details (the “I forgot it at home” box, plenty of pool and bathroom towels, shampoo/conditioner/bodywash, having freshly ground coffee/sugar/sweetener, having spices and any kitchen utensils you could need, and even a heart keychain on the door and my name on the chalkboard). The bed was so comfortable and the shower pressure was amazing. The pool was great (although the weather was a little too cold for us to enjoy it fully)! The ceiling upstairs on one side of the bed was a little low but it was fine and worth it for a king bed. Every uber driver we had didn’t mind waiting for us as he just looked at the view. Would definitely stay here again!

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!

Super clean condo with everything we needed. Perfect for a stay in Wintergreen!

We had a wonderful and relaxing weekend. The farm tour with Madi was excellent, truly a must do! The yurt was cozy with a short walk to the pool and hot tub. It felt like a private retreat. We had some big rain storms while there, but inside was dry and comforting. Will absolutley be back!