
Kid-friendly holiday rentals in Charlottesville
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Top-rated kid-friendly rentals in Charlottesville
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Popular amenities for Charlottesville kid-friendly rentals
Child-friendly house rentals

Glass House | Mountain & Water Views @ Wintergreen
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!

Wine Cellar Cottage | Walk to Downtown | Parking
Great place, convenient location, house was clean. House was stocked with extras and plenty of towels. Beds were comfortable. Check-in was a breeze. Matt was great, he was very accommodating and helpful.

The High Note | Craftsman Cottage | Fiber Internet
Great house in Charlottesville. Had everything we needed for a long weekend. Comfortable beds and a tankless hot water heater which is nice with multiple teens showering. Matt was very responsive to my questions and super quick to reply. We enjoyed walking down to the casual brewery Högwaller. Would recommend this house for a visit to the Charlottesville area.

The Cherry Tree, downtown estate, 8 parking spaces
A peaceful stay loved sitting on the porch late at nite

Unit 1_Expansive Luxury Suite for up to 4 Persons
This place was awesome! From checking in, to checking out…. The owners were always easy to communicate with! The scenery was out of this world! Sadly i only stayed one night but i will definitely be back!!!!

Charlottesville Dreamin' | Downtown | Parking
Matt was incredibly helpful and responsive with any questions as well as recommendations that we asked him about. The loft was beautiful! They did a fantastic job with stocking it with anything we may have forgotten or needed while staying there. We will definitely be sharing this Air B&B with our friends. Thank you Matt for a great 1st time Air B&B experience.

One Level Living at Shadwell Terrace
We were looking for a place where we could gather and celebrate our bother’s birthday. We found it here. Easy access, pleasantly decorated with a kitchen fully equipped for our dinner preparations. There was an issue with the Keurig but Jonathan quickly responded to my message and brought in another that worked just fine. I would stay here again.

River Vista Cottage | 1 Floor | King+Queen Beds
A lovely stay in Charlottesville! Exactly as described + pictured. It was perfect for what we needed. Highly recommend.
Kid-Friendly apartment rentals

UVA, Downtown Mall, Historic Area
Great place that is very well located. Quiet and very rustic. Gen is a very proactive and responsive host. Really enjoyed our stay and highly recommend.

Close, Spacious, Fully Furnished, Breakfast
This place is SO nice!! It’s in one of those very nice peaceful and private neighborhoods. Lawrence and Sharon are super nice people. When I arrived I felt like the apartment was my home. Everything they say they provide in the listing is there and then some. The food in the fridge was a very nice touch. There’s even a bag of ice in the freezer.The kitchen is great! I cooked breakfast and made lunch with ease. I love that there is a dishwasher. The washer and dryer machines are really good quality! The walk in closet in the bedroom is niiice even though we didn’t really use it, but we used the hamper in there. The living room was very comfy. Everything is neat and clean. I really felt like it was our home. Everything you need is provided to you. There were directions throughout on how to use appliances. There is a binder with recommendations on restaurants, supermarkets, things to do, etc. I would 100% recommend this place and I hope to come back next year! Thank you!!

Charming & Convenient Guest Suite minutes to UVA
Very cozy and cute stay close to Charlottesville! It’s super close to town and easy to ride share. Property is very peaceful and relaxing to be at.

Clean, central, spacious, private - UVA/Downtown
We had a great time at Tara & Mark's. It was as good as advertised and we really enjoyed the comfortable and clean space, and the beautiful surroundings outside.

The Barn at Haden near Wineries and C'ville
Beautifully decorated and extremely clean! Had everything we could have possibly wanted and the location was perfect for visiting wineries and breweries! We would definitely stay here again on our next visit to the area!

Main Street Downtown Balcony Apartment
We loved our stay at Peter's place! It was just as described. We loved the location and hanging out on the balcony. The bed was very very comfortable and the bathroom was spacious.

A private apartment with Self Check-in.
Would stay there again. Very clean, comfortable, and, for what we were doing, convenient. Very prompt and helpful host.

Black Cat Retreat
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!
Child-Friendly Holiday Condos

Eight Minute Walk to Everything
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.

Luxurious Posh Downtown Condo
Great stay. Isaac was easy to deal with. The place is beautiful and in a great location. We would definitely come back. It needs more hangers and more towels. Next time I will bring an extra set of towels for each bathroom with me. Very easy check out. Very relaxing stay.

New Construction! 1 Bed/2 Bath, pet friendly
We really enjoyed our stay at your condo. It was nice to be in a newer unit. It was very clean and comfortable. The location is great being walkable to Fire and Frost, a coffee/wood fired pizza restaurant, and we prefer the upper mountain location also being walkable to golf, tennis and trails. We hope to come back to Wintergreen soon. It is a great place to relax!

Best View in the Blue Ridge from Biscuit's Porch
Wonderful condo with amazing views. Close to hiking trails, and a restaurant right across the street. Watching the sunrise on the deck is so amazing and peaceful. Lauren is extremely responsive.

Cozy, clean, quiet mountain condo- King bed
Super clean condo with everything we needed. Perfect for a stay in Wintergreen!

2-min drive from hiking/resort, seasonal HOA pool
Very clean and a great place to sit back and relax after a long day out. The living room features two sliding glass doors with screens, which was perfect for the weather in early-June. That and the covered balcony was where we sat back and relaxed.

The Townie 3 BD/2BA Historic Downtown Building
We had a great girls weekend at Melissa’s. The property was the perfect size for 4 and was very convenient! Ear plugs and white noise machines really helped with the street noise. Melissa was very responsive and helpful.

Perfect Spot in Charlottesville
We stayed in this condo for a month and found it to be very comfortable. Although in an older, fairly large complex and on the ground level, we found it to be quiet, private, and secure. The kitchen was well stocked, all appliances in good working order, furnishings in good condition, and pleasant decor lending to a homey atmosphere. Condo is in a great location with shops and restaurants within easy walking distance. All in all, a good experience. Angelique was immediately responsive to questions/concerns. We would definitely stay there again.
Quick stats about holiday rentals that are kid-friendly in Charlottesville
Total rentals
150 properties
Nightly prices starting at
$61 AUD before taxes and fees
Total number of reviews
12K reviews
Family-friendly rentals
120 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
80 properties have a dedicated workspace
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- Massanutten Resort
- Luray Caverns
- Ash Lawn-Highland
- Early Mountain Winery
- Chisholm Vineyards at Adventure Farm
- Lake Anna State Park
- Prince Michel Winery
- The Foundry Golf Club
- Spring Creek Golf Club
- Massanutten Ski Resort
- Wintergreen Resort
- Frontier Culture Museum
- The Plunge Snow Tubing Park
- Car and Carriage Caravan Museum