Guesthouse holiday rentals in Charlottesville

My daughter‘s wedding was at the tent at Eastwood so we rented the cottage. It was perfect for getting ready! Really cute little place!

I booked a last minute spontaneous mental health getaway to the mountains of Virginia. I loved the apartment and the hosts were so accommodating. I had everything I needed and more during my stay. My favorite part was the claw leg tub and the deck. Both perfect for winding down. The location is great because there is a lot to do nearby. You can be in Charlottesville or the Shenandoah National Park south entrance in about 20 mins. My only regret is that I didn’t stay longer to enjoy the Airbnb and more of the area.

I love this property! I have booked here every time I come to Charlottesville. It’s super convenient to downtown mall area, private, & clean! Looking forward to my next stay!

A cute cottage that was perfect for our getaway. It’s tucked away in a cute neighborhood that’s walkable to downtown. Raul was responsive and helpful!

Came here for our anniversary and it was a great stay! Jenn & Daniel were very kind and responsive. We loved the local food and goods they stocked the kitchen with. It exceeded our expectations, 10/10 would stay again if we did another Shenandoah trip.

We loved staying at this farmhouse! It was peaceful and relaxing. The house was as described and pictured. Jennifer was very friendly and responsive when I accidentally locked myself out of the house. She also left us a lovely treat upon arrival. The bed was comfortable and we slept well. We would stay here again.

Nice spot for our overnight stop. Erin is a great host - very kind and helpful, made us feel very much at home. Great with recommendations too!

Hidden Gem definitely deserves its name! Beautiful views with things to do in the area. My girlfriend and I enjoyed our weekend getaway!!

My girlfriend and I really enjoyed a weekend away here. The property is quite beautiful and secluded, yet is only a short drive away from some of the hiking and breweries that we checked out. It's on our list of places to come back to for a quick weekend getaway!

We only stayed for 1 night but would definitely have enjoyed more. Pretty much everything you needed was provided. The cabin was clean and cozy ! The bathroom was spacious and well stocked. Bed was comfy and big enough for our daughter to sleep with us. Surrounding area was simple and pretty farmland. We loved meeting Shea !

Beautiful property filled with wildlife•cozy & inviting•well maintained in every way•we hope to return when we can spend more time. Horses, hummingbirds and beautiful dogs were the icing on the cake. We didn't use the pool- but it is a gorgeous set up. Love everything about this space & grateful to have been there.

This worked out perfectly for our son to visit from Earlysville. Very relaxing fun, large studio with 3 sleeping areas. Huge bonus that our dogs were welcome. Enjoyed visiting local parks and the Barbeque exchange in Gordonsville. Beautiful landscaped property and special treats yo enjoy were left for us. We will definitely return.

This cottage was everything we hoped for from the cottage itself, the grounds and the beautiful horses. Best part was being able to pet and feed the horses. Thank you Louis for a memorable stay.

This cottage was perfect for me and my Goldens. Great location!!

Karen was an excellent host! Very responsive to my questions about the trip. Guesthouse was very clean and nicely stocked. Felt very peaceful and safe the whole time we were on the property. She gave great suggestions for local restaurants and things to do. Highly recommend staying at the guesthouse and enjoy the warm hospitality!!!

Beautiful and peaceful location for gathering with family for a long weekend. The cottages were very nice. We will be back!

Very responsive. Loved the mini porch and access to the backyard for when the weather is pretty.

Kate’s cottage is in a quaint neighborhood near downtown. Her place is well appointed and very tidy. She is a great host and very friendly and clearly takes pride in making sure her guests are taken care of. Highly recommend this spot and great host!

Catherine's place was lovely and quiet. Perfect place to stay if you want to check out Charlottesville. We could walk to some spots, everything else was just a short Uber ride. Everything was clean and well stocked. Would recommend!

Loved the place...well lit with all we needed! Very walkable in a lovely community. Walked to a live show on Friday evening and great farmers market on Saturday morning. Very relaxing and clean space! Would definitely stay again!

My wife and I enjoyed this lovely,cozy tiny home in celebration of our first year anniversary. Days later and she remains excited about returning and exploring more tiny homes and super thankful for our experience. Jeremy is a fantastic host! He’s very responsive, proactively checked to ensure we were enjoying our stay and provided clear instructions every step of the way! You will not regret your stay and likely will wish you’d booked more days!

Freeman's little guest house was a perfect place for my academic work trip. The space is so well appointed I could focus to edit my lecture and other writing, dress to feel confident for various meetings with new colleagues across the university (with mirrors in all the right places), and hang out with friendly colleagues for a drink "at my place." Truly a versatile and beautiful space that feels like a home without distractions / a great boutique hotel / and a place to host friends all bundled into one architectural gem with beautiful details.

This location is perfect for Ruby Falls and downtown Chattanooga. Just a short drive to both. The place is super clean and comfortable lots of nice touches. Nice neighborhood loved staying here will definitely come back!

Andy & Ling's place is an oasis overlooking the rolling hills of Virgina, equipped with everything you could possibly need to feel right at home. My 16 year old daughter said it was the nicest air BNBs we've ever stayed at.....and that says a lot coming from a teenage girl. Netflix was even included so we didn't have to spend so much time connecting our account. Top notch responses too! Will definitely come again. Thank you for hosting us.