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.

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!

Great place to relax and very private with a spot on the river. Chris is a great host as we enjoyed our time.

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).

This was a great hideaway. Clean, lots of space, and cute cozy surroundings. Lynn the host was very responsive and kind. I would definitely plan another trip here

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!

Place was great! Dogs loved it - very secluded! Lots of great views and wildlife.. Was the perfect place for our anniversary weekend ❤️

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!!

We had an absolutely amazing time at this stunning little cabin! Although the cabin is rather rustic, the views are spectacular and the privacy makes you feel like you’re in your own world. Would stay again!

we stay at this property whenever visiting our son in Palmyra. the unit is always spotless, warm and welcoming. recent upgrades are a functional kitchen with sink, refrigerator, coffee maker, Hot plate for quick one pot meals and microwave. the space is under a large cathedral ceiling and offers plenty of space for two people but can accommodate four with the additional queen size air mattress available. perfect place for a young familys, or a few friends to spend a weekend or longer. The fact that pets are welcome is also awesome. thank you linnice for providing such a warm comforting unit!

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.

Our stay here was such a good time. The scenery, the seclusion, the comfortability of the cottage alone made it worth staying. Me and my wife initially booked for 3 nights but ended up wanting to extend for one more because we enjoyed our time so much. We still didn’t want to end up leaving. Mr. Alton made the process to extend super simple and easy for us. He was polite, responsive and was just a good host overall. Most definitely will be booking again in the future.

We had a wonderful getaway at Seths place in Rockingham. Perfect location for a group of 12 girlfriends that wanted to relax. Loved the pool and the porch/patio! Felt like Tuscany. Seth and Carla were extremely responsive to the couple of small issues we had. Definitely recommend.

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!

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!

The cabin was great to stay at and had some pretty awesome views! Highly recommend the hiking trails. Overall, a really great place.