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Kid-friendly vacation rentals in Madison County

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Madison County kid-friendly rentals

Kid-friendly house rentals

Guest favorite
A well-lit basement area features blue walls adorned with decorative elements. A wooden dresser is placed against one wall, while two director's chairs sit beside a small circular table. A globe is mounted on the wall, adding to the inviting space for socializing or games.
Home in Madison
5 out of 5 average rating, 8 reviews

Family Friendly Cottage Game Room, Fire Pit & More

LindaRating, 5 stars4 months ago
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!
Guest favorite
A spacious living area features a light gray sectional sofa with decorative pillows, a coffee table, and hardwood flooring. Large windows allow natural light to fill the room. A ceiling fan hangs from a high ceiling, and a television is mounted on the wall.
Home in Boston
4.96 out of 5 average rating, 140 reviews

Peacefield - Blue Ridge views near Culpeper

ErnieRating, 5 stars1 month ago
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!!!
Guest favorite
The exterior of the home features a traditional two-story structure with white siding and blue shutters. A welcoming front porch is adorned with potted plants and a seasonal wreath. Lush greenery surrounds the entrance, leading to a stone pathway.
Home in Orange
4.97 out of 5 average rating, 118 reviews

Monrovia on Main

ChristianaRating, 5 stars5 months ago
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!
Top guest favorite
A game room is displayed featuring a foosball table and a pool table, accompanied by a red seating area and recliners. The walls are adorned with framed artwork, and a ceiling fan is positioned overhead, contributing to a comfortable recreational space.
Home in Stanardsville
4.96 out of 5 average rating, 26 reviews

The Madelyn

Narasimha KamalRating, 5 stars1 week ago
very good place, close to the park. peaceful and had more entertainment in house. Netflix, Youtube
Superhost
A wooden deck features two adirondack chairs overlooking a sweeping landscape of rolling green hills and distant mountains under a cloudy sky. A winding road and scattered trees create a serene rural atmosphere.
Home in Stanardsville
4.9 out of 5 average rating, 256 reviews

Long Run Farm

AjdinRating, 5 stars2 weeks ago
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!
Guest favorite
A landscaped outdoor area features a circular arrangement of white chairs surrounding a firepit, set amongst greenery. Paths of stone lead through the yard, with lush trees and shrubs providing natural shade and a peaceful ambiance.
Home in Madison
4.96 out of 5 average rating, 406 reviews

Unit A-Mountain Retreat- SAUNA-Hiking-Wineries

BryceRating, 5 stars1 week ago
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.
Guest favorite
An open living area displays a cozy seating arrangement with a gray sofa and a wooden coffee table. A modern kitchen is visible in the background, featuring stainless steel appliances and natural light flowing through large windows. A wooden staircase leads to the upper level.
Home in Madison
4.96 out of 5 average rating, 115 reviews

Designer cabin in the woods at Shennadoah NP

LauraRating, 5 stars2 months ago
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.
Top guest favorite
A spacious family getaway is set amongst lush greenery, with dandelions in the foreground. The home features a combination of wooden siding and large windows, surrounded by trees showcasing their seasonal foliage under a clear blue sky.
Home in Banco
4.99 out of 5 average rating, 135 reviews

Spacious Retreat with Outdoor Firepit & Large Deck

BenRating, 5 stars2 months ago
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

Guest favorite
A modern kitchen features a large stainless steel island with a smooth surface, complemented by wooden cabinetry. In the background, a spacious living area is visible, furnished with a couch and decorative accents, creating an inviting open-concept layout.
Apartment in Charlottesville
4.92 out of 5 average rating, 588 reviews

Luxury, open space, in the HEART of Belmont!

JonRating, 5 stars2 weeks ago
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.
Top guest favorite
Apartment in Madison
4.96 out of 5 average rating, 217 reviews

The Apartment at Dark Run Retreat

MattRating, 5 stars1 month ago
This is our third time staying here! Perfect weekend getaway location to hike, see the stars, and enjoy the company of friends.
Guest favorite
An open-plan living space is featured, showcasing comfortable seating arrangements, including a beige sofa and dark chairs. A coffee table is positioned centrally, with a TV unit nearby. Light walls and warm lighting create an inviting atmosphere, complemented by a patterned area rug.
Apartment in Charlottesville
4.84 out of 5 average rating, 578 reviews

★1 BR Private Apartment in Downtown Cville★

JenniferRating, 5 stars2 weeks ago
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.
Superhost
Apartment in Charlottesville
4.91 out of 5 average rating, 118 reviews

Lovely apartment in Belmont Cville neighborhood

BetsyRating, 5 stars4 months ago
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.
Top guest favorite
A living room area features a soft gray sofa paired with a brown leather armchair. A circular coffee table rests on a vibrant red area rug. The space is illuminated by natural light, highlighting the attached kitchen in the background.
Apartment in Charlottesville
4.91 out of 5 average rating, 235 reviews

Charming St. Charles

SuzanneRating, 5 stars2 weeks ago
Very comfortable, cozy and clean. Everything is as it’s described. I would definitely stay here again next time I’m in town!
Guest favorite
A living area features a light-colored sofa adorned with an accent pillow, positioned next to a textured area rug. A coffee table with a geometric base stands in the center, surrounded by artwork on the walls. A ceiling fan and window provide the space with natural light.
Apartment in Charlottesville
4.92 out of 5 average rating, 454 reviews

Private appartment in Charlottesville / Belmont

AshlingRating, 5 stars1 week ago
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.
Guest favorite
A comfortable living area features a dark sofa with decorative cushions, a light-colored coffee table, and a TV stand with storage. Wall art depicting trees adorns the turquoise walls, and a ceiling fan provides air circulation, adding to the room's inviting feel.
Apartment in Woodstock
4.87 out of 5 average rating, 567 reviews

Heart of Town-Pet Friendly

CarmenRating, 5 stars2 weeks ago
This place is simply amazing! From the location to the decor. We love it!
Top guest favorite
The exterior view of the house features a light yellow façade with white trim and a front porch supported by two columns. A pathway leads to the wooden front door, surrounded by landscaped greenery and blooming flowers. Tall trees provide a natural backdrop.
Apartment in Charlottesville
4.99 out of 5 average rating, 281 reviews

Fabulous Terrace Level Apartment In City

JoslynRating, 5 stars6 days ago
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

Guest favorite
A scenic view of a waterfront area is captured, featuring a wooden dock with boat slips and a smooth path lined with rocks. Trees adorned in autumn colors frame the calm water, enhancing the peaceful atmosphere of the lakeside setting.
Condo in Mineral
4.93 out of 5 average rating, 46 reviews

Beautiful waterfront condo w/private boat slip

OmarRating, 5 stars1 week ago
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!!
Guest favorite
A series of ski gondolas are seen ascending a mountain, suspended from overhead cables. Snow-covered slopes can be observed below, with a bright blue sky providing a clear backdrop. The gondolas feature large windows, allowing views of the winter landscape.
Condo in McGaheysville
4.84 out of 5 average rating, 144 reviews

Massanutten Woodstone 2-BR, 2 Bath

OsvaldoRating, 5 stars3 months ago
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.
Superhost
A sunlit sunroom features large panoramic windows offering views of the outdoors. Comfortable seating is arranged with two wicker sofas and a daybed, accented by vibrant cushions and a decorative blanket. A coffee table sits in the center on a striped area rug.
Condo in Charlottesville
4.91 out of 5 average rating, 172 reviews

Luxurious Posh Downtown Condo

ClarkRating, 5 stars3 weeks ago
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.
Guest favorite
A bright bedroom features a spacious bed flanked by two bedside tables with lamps. A framed cityscape artwork adorns the wall above the bed. Dark curtains frame the window, and a patterned rug covers the hardwood floor, creating a cozy yet modern ambiance.
Condo in Charlottesville
4.91 out of 5 average rating, 101 reviews

The Townie 3 BD/2BA Historic Downtown Building

MarshallRating, 5 stars2 weeks ago
Great spot in the perfect location!
Superhost
A spacious living area is highlighted by a large sectional sofa and a round coffee table. A dining table set for six is positioned nearby, with contemporary light fixtures overhead. The kitchen area features dark cabinets and appliances, while natural light filters through the windows.
Condo in Massanutten
5 out of 5 average rating, 4 reviews

In Massanutten Resort! Sleeps 6. Full Kitchen!

KellyRating, 5 stars8 months ago
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!!
Guest favorite
A cozy bedroom features a large bed adorned with a blanket and decorative pillows. A warm wooden accent wall complements the natural light streaming in through large windows. A small table and a plant add to the inviting atmosphere, while a floor lamp provides additional illumination.
Condo in Charlottesville
4.95 out of 5 average rating, 44 reviews

Lovely 2 bed 2 bathroom condo close to UVA

ChristineRating, 5 stars1 week ago
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!
Guest favorite
A spacious living area features a comfortable arrangement of seating, including a plush sofa and an armchair beside a simple wooden table. A brick fireplace acts as a focal point on one wall, while sliding glass doors provide access to an outdoor balcony.
Condo in Charlottesville
4.86 out of 5 average rating, 130 reviews

Perfect Spot in Charlottesville

RachelRating, 5 stars4 months ago
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
Top guest favorite
A well-appointed bedroom features a spacious bed with decorative bedding and two bedside lamps. Natural light filters through a window adorned with drapes. A wooden desk and chair are positioned nearby, providing a functional workspace.
Condo in Massanutten
5 out of 5 average rating, 5 reviews

7 Day Vacation in Massanutten Resort, VA

MargieRating, 5 stars14 months ago
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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