
Kid-friendly vacation rentals in Madison County
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Top-rated kid-friendly rentals in Madison County
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Kid-friendly house rentals

Family Friendly Cottage Game Room, Fire Pit & More
Our family always enjoys coming to Nickel cottage. The game room is always a big hit, with much time being spent playing ping pong and the little ones having age appropriate toys. As a teacher myself, I am impressed with all the children’s books and classic toys. How nice it is to have a family place to gather and have fun! We also enjoy the beautiful scenery and neighborhood cows. We even saw a baby calf with it’s momma. Our Christmas is very special indeed - much due to Grace and her personal care of our family. Her little extras mean so much to us, and we appreciate everything she does to make our stay special!

Peacefield - Blue Ridge views near Culpeper
We had a wonderful time in this great house! The house was big with everything you could ask for. Our daughter was getting married at Rock Hill farm which is only 3.5 miles away and the house provided us a quiet, peaceful place to come home to after a busy day and evening. There were sheep grazing beside the house! We didn’t get a chance to tryout the spa and pool, but maybe next time. We highly recommend!!!

Monrovia on Main
We absolutely loved Monrovia on Main. The house is wonderful for a larger group. Ample parking in the back of the house, well-equipped kitchen, cozy sitting room, bedrooms with comfy beds, clean bathrooms with plenty of linens, and best of all, the ability to walk to restaurants. We were in town for the Montpelier race weekend and walked to nearby places for dinner both nights. Thank you for sharing your wonderful home!

The Madelyn
very good place, close to the park. peaceful and had more entertainment in house. Netflix, Youtube

Long Run Farm
Comfortable home, well appointed, perfect for our needs. The grounds are absolutely beautiful, peaceful with plenty of private trails and walkable areas. Great stay for us!

Unit A-Mountain Retreat- SAUNA-Hiking-Wineries
very nice place for our group to serve as a home base during a recent fishing and hiking trip into shenandoah. very close to Graves Mill trailhead, and also very conveniently close to grocery stores and restaurants and other services. the house itself was comfortable and clean, and we appreciate it the well-supplied fire pit (they actually have two, one in front and another in back). worked well for relaxing, preparing food, the other r&r in between activities.

Designer cabin in the woods at Shennadoah NP
It's a perfect location for a peaceful stay. The cabin is surrounded by nature and has everything you need to unwind, relax, and enjoy! Highly recommended.

Spacious Retreat with Outdoor Firepit & Large Deck
Anna's place is spacious and beautiful, as advertised. I booked it for a weekend with friends and everyone loved it. Anna was friendly and responsive. I would absolutely book it again if I'm back in the area.
Kid-friendly apartment rentals

Luxury, open space, in the HEART of Belmont!
We had a wonderful stay at this AirBnb! Very convenient location for concerts and enjoying the downtown mall. The house was clean with plenty of beds for group trips. The entrance to the Airbnb does have a spiral staircase from the main floor to the basement which is where the room is located.

The Apartment at Dark Run Retreat
This is our third time staying here! Perfect weekend getaway location to hike, see the stars, and enjoy the company of friends.

★1 BR Private Apartment in Downtown Cville★
Spacious basement with ability to cook and do laundry. Just what I needed for the week! Loved that I could walk out onto the greenway for walks and runs. Easy and plentiful street parking.

Lovely apartment in Belmont Cville neighborhood
Peter was responsive and generous. I was visiting Charlottesville and he offered his own oven for me to make some dishes. His place is clean and was nice and warm during the cold nights. I would stay here again when visiting. Thanks Peter for being a great host.

Charming St. Charles
Very comfortable, cozy and clean. Everything is as it’s described. I would definitely stay here again next time I’m in town!

Private appartment in Charlottesville / Belmont
Had a wonderful stay in Charlottesville for our annual girls trip. Home was exactly as pictured. Very centrally located to downtown and a block away from great restaurants and bars. I would definitely rent this property again.

Heart of Town-Pet Friendly
This place is simply amazing! From the location to the decor. We love it!

Fabulous Terrace Level Apartment In City
Lisa is a fantastic host! Her place is nestled in a quiet residential section not far from downtown Charlottesville. The place was clean, comfortable, and well decorated. What really made the stay great was Lisa's attention to detail (e.g. providing a a few snacks, automated lights in strategic places, extra blankets and linens were easy to find, and a cell phone charger provided in convenient location). Would definitely stay here again.
Kid-friendly condo rentals

Beautiful waterfront condo w/private boat slip
The best vacation spot with a beautify condo! Had a blast at this place and will definitely be coming back for sure. The house the view the furniture, everything about the trip was amazing!!

Massanutten Woodstone 2-BR, 2 Bath
Andy was very responsive and gave clear instructions. We had been at this resort a few times in the past and the unit we received was very nicely appointed and updated. We had all amenities and were super close to the indoor pool and gym. Comfortable.

Luxurious Posh Downtown Condo
We stayed here for a long weekend with two other couples to visit a few wineries and Monticello. This is a beautiful condo in the heart of downtown. It was very clean and has everything you need. Will definitely be back.

The Townie 3 BD/2BA Historic Downtown Building
Great spot in the perfect location!

In Massanutten Resort! Sleeps 6. Full Kitchen!
There was a small issue with the check in process but it was not the fault of the host. He was very responsive and helpful. We had a fantastic time!!

Lovely 2 bed 2 bathroom condo close to UVA
What a charming apartment in a fantastic location. We were close to everything we wanted to do. The apartment itself was so charming, clean, and full of amenities. It was the perfect spot for four moms getting a weekend away! We loved it!

Perfect Spot in Charlottesville
I have absolutely no reservations recommending Angelique’s Airbnb. We had a terrific two months stay here, Angelique is very responsive, property is as described. It has comfortable beds and living room and even walkable to the closest shopping area. Highly recommend staying here if you are looking for a place in Charlottesville

7 Day Vacation in Massanutten Resort, VA
After my first reservation unexpectedly fell through, Jan's immediate response to have the same week available was really appreciated. The Summit views are the best of all of Massanutten, as I have stayed in several different units over the years. And, our upper unit had zero stairs from parking lot to unit door. I highly recommend booking the Summit with Jan!
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- Massanutten Resort
- Bryce Resort
- Luray Caverns
- Ash Lawn-Highland
- Chisholm Vineyards at Adventure Farm
- Lake Anna State Park
- Shenandoah Valley Golf Club
- Robert Trent Jones Golf Club
- Spring Creek Golf Club
- Prince Michel Winery
- Lee's Hill Golfers' Club
- Early Mountain Winery
- Massanutten Ski Resort
- Sly Fox Golf Club
- Frontier Culture Museum
- Bowling Green Country Club
- Car and Carriage Caravan Museum
- Dinosaur Land