Kid-friendly holiday rentals in Madison County

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Madison County family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Boston
4.96 out of 5 average rating, 146 reviews

Peacefield - Blue Ridge views near Culpeper

DawnRating, 5 stars1 day ago
This was our second stay at Peacefield and it was just as wonderful this time. We enjoyed the pool everyday. The house has a lot to do. The home is peaceful and relaxing just what you want for a girl's weekend getaway! Barbara is always responsive if you have a question.
Guest favourite
Home in Stanardsville
4.9 out of 5 average rating, 260 reviews

Long Run Farm

ChenRating, 5 stars2 weeks ago
Our family thoroughly enjoyed our stay at the LongRun Farm. It was conveniently located, 10 mins to the Shenandoah National Park (5 mins to Stanardsville center), quiet, spacious, well-decorated, and clean. My parents spoke highly of the view and quietness at the property and said this is the best place they stayed at during their two-week trip in the U.S.
Guest favourite
Home in Banco
4.99 out of 5 average rating, 137 reviews

Spacious Retreat with Outdoor Firepit & Large Deck

Tina Rating, 5 stars3 days ago
This stay was absolutely delightful! We had hiked at White Oak canyon which was a super close drive away, and adored the house overall. The inside and backyard was extremely spacious, with a lovely porch and a lot of room. The kitchen was probably one of the best air bnb kitchens I had experienced, with a lot of basic ingredients at hand making it easy to cook given that we were kind of far away from any nearby grocery stores. The area was extremely peaceful and tranquil. My friend made use of the bath for a luxurious bubble bath, and we really enjoyed both the personality of the space and the openness and light coming in thanks to big windows and ceiling windows. One note is that the beds were extremely soft, which I am generally not a huge fan of, so be aware, but this by no means made the stay any less amazing. The 3-11 check-in check-out gave us ample time to arrive in the mid-afternoon/early evening after our hike, and have a nice slow morning to make pancakes and enjoy nature :)
Superhost
Home in Madison
4.94 out of 5 average rating, 117 reviews

Designer cabin in the woods at Shennadoah NP

LauraRating, 5 stars1 month ago
This is a really lovely space, secluded and beautiful! I really liked all the art and design inside the house as well. Beds were super comfy and of course the suspended net was a big hit with kids. We would love to stay here again!
Guest favourite
Home in Woodville
4.86 out of 5 average rating, 185 reviews

Walnut Run Farm - Private & Quiet - Sperryville

GregRating, 5 stars1 month ago
We had a great retreat at John’s place. The farm was just the spot for a quiet weekend outside the city. John was a great host, thoughtful and responsive.
Top guest favourite
Home in Stanardsville
4.98 out of 5 average rating, 148 reviews

Charming Carrie's Cottage at Fairhill Farm

YuRating, 5 stars1 month ago
Thank you so much for the great stay! We enjoyed the area and were able to relax at your place.
Top guest favourite
Home in Madison
4.98 out of 5 average rating, 224 reviews

Enchanted-Historic Shenandoah Farm

RichRating, 5 stars1 month ago
Pleasantly surprised by the house, the property and location. We rented the house for a group of 10 for my daughters graduation weekend from UVA. Although we didn't get to spend as much time at the property as we would have liked (due to graduation festivities), we all had plenty of room to unwind and enjoy a few hours each day. We wished we had more time to relax and take advantage of everything the property had to offer, but nevertheless, we were very happy with our stay - and hope to come back another time !
Top guest favourite
Home in Hood
4.98 out of 5 average rating, 296 reviews

Firnew Cottage

ViRating, 5 stars4 days ago
Trish and David, A heartfelt thank you to you both for sharing your home with us. It was exactly what we needed. We created lasting memories to cherish. I wish you both all the best and hope to see you again in the near future! Blessings to you both. We enjoyed star gazing on the hammock, campfires at night, farm eggs for breakfast, tubing on the river, the barn and solo, the canoe, just resting and taking walks. And of course our trusted companion Louie. We caught so many fish as well. Alex, thank you for taking time to share with us the wonderful aspects and history of the farm!

Family-friendly apartment rentals

Guest favourite
Flat in Mount Jackson
4.89 out of 5 average rating, 426 reviews

Historic District Apartment with Modern Amenities

IreneRating, 5 stars4 weeks ago
Besides the above, the place had an excellent internet connection with multiple outlets in both the bedroom and living area. Lots of small details throughout that showed a lot of thought went into providing comfort to whoever stayed there. Its appreciated.
Top guest favourite
Flat in Charlottesville
4.99 out of 5 average rating, 153 reviews

Charming & Convenient Guest Suite minutes to UVA

EricaRating, 5 stars3 days ago
We loved Bianca’s place, she is so sweet and considerate of her guests! I would definitely recommend & stay again when in Charlottesville! The property & stay was amazing!
Top guest favourite
Flat in Stanardsville
4.96 out of 5 average rating, 227 reviews

Parker Mountain Carriage House Near SNP, UVA & JMU

StephanieRating, 5 stars2 months ago
I had a wonderful stay. Ruthann’s place was beautiful both inside and out. The room was spacious, spotless, and full of light, perfect for a solo traveler. The bed was comfortable, the kitchen well-stocked, great water pressure in the shower. I especially loved the raised nook beside the bed; it was a lovely place to begin the day, reading by the morning light and listening to the birds. The private patio is peaceful, a well-shaded garden with comfortable furnishings; you can spend all day out there. Ruthann is just lovely. Her instructions for parking and accessing the space were clear, and she was very responsive and checked in with me each day. It was great to chat. I felt very welcome. I appreciated all the little touches, from snacks and water to the collection of DVDs. I thoroughly enjoyed my time here and hope to stay again!
Superhost
Flat in Shenandoah
4.86 out of 5 average rating, 104 reviews

Boxcar Studio at The Depot - Shenandoah

AlexisRating, 5 stars3 weeks ago
This place was so cute! Everything was clean and clearly taken care of. Plenty of space to park and had the most gorgeous view with benches all along the street. The railroad station is across the road but I heard no noise from the trains during our whole stay. The area is in the middle of plenty things to do from river put ins, skyline drive, great restaurants, sightseeing, and many other things. The hosts have everything set up to be very welcoming! I HIGHLY recommend!!
Top guest favourite
Flat in Charlottesville
4.91 out of 5 average rating, 243 reviews

Charming St. Charles

MaceyRating, 5 stars2 weeks ago
We had an amazing stay here, we couldn't have asked for anything more! It's in a great location in a quiet neighborhood and is super close to everything. The space was super clean, well stocked with essentials, and looked just like the pictures. I would definitely stay here again if we were in the area!
Guest favourite
Flat in Elkton
4.96 out of 5 average rating, 244 reviews

Awesome View

JensineRating, 5 stars1 week ago
We had a wonderful stay! Close to Shenandoah NP for easy access each day. Space was perfect for us and our son. The patio was perfect for having our meals - with a great view and the sound of sheep from down the hill! Very peaceful. We are so glad we found this stay - highly recommend!
Top guest favourite
Flat in Gordonsville
4.97 out of 5 average rating, 462 reviews

A private apartment with Self Check-in.

FrancineRating, 5 starstoday
This stay surpassed our expectations. It was very, very clean and welcoming. Although we didn't cook, the kitchen was well stocked and there weren't chipped dishes or glassware. There was a nice selection of coffees for the Keurig and two bottles of water in the fridge that we weren't expecting. I can't say enough about the decorations. We thoroughly enjoyed Martha's own photos displayed throughout the apartment - only wish there was a book of captions to enjoy! Highly recommend. We came in for a wedding at Wolf Trap farms and it was an easy drive 3.8 miles away. We had easy parking right Out Front. There was a little coffee/pastry shop across the street that also had cafe sandwiches that we thoroughly enjoyed. Excellent air conditioning! We would come back in a heart beat :-)
Guest favourite
Flat in Troy
4.9 out of 5 average rating, 112 reviews

Black Cat Retreat

PaulRating, 5 stars4 weeks ago
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!

Family-friendly apartment rentals

Guest favourite
Apartment in Mineral
4.94 out of 5 average rating, 51 reviews

Beautiful waterfront condo w/private boat slip

WilliamRating, 5 stars3 days ago
Perfect spot for people who plan on bringing their personal boat to Lake Anna. Condo was clean and had all the amenities including prime proximity to the marina, locally owned restaurants and shopping. Would book again in a heartbeat. Had a great time!
Guest favourite
Apartment in McGaheysville
4.84 out of 5 average rating, 144 reviews

Massanutten Woodstone 2-BR, 2 Bath

OsvaldoRating, 5 stars5 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
Apartment in Charlottesville
4.91 out of 5 average rating, 177 reviews

Luxurious Posh Downtown Condo

DonnaRating, 5 stars3 weeks ago
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.
Superhost
Apartment in Culpeper
4.92 out of 5 average rating, 13 reviews

Private 2/2 full baths very bright basement home

KariRating, 5 stars8 months ago
We had a lovely stay at Lili's place. It was very peaceful! We would definitely book again if we were in the area. Lili was very responsive to any questions we had.
Guest favourite
Apartment in Charlottesville
4.91 out of 5 average rating, 113 reviews

The Townie 3 BD/2BA Historic Downtown Building

StefanieRating, 5 stars1 week ago
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.
Superhost
Apartment in Massanutten
5 out of 5 average rating, 4 reviews

In Massanutten Resort! Sleeps 6. Full Kitchen!

KellyRating, 5 stars10 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 favourite
Apartment in Charlottesville
4.86 out of 5 average rating, 131 reviews

Perfect Spot in Charlottesville

DennisRating, 5 stars2 weeks ago
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.
Top guest favourite
Apartment in Massanutten
5 out of 5 average rating, 5 reviews

7 Day Vacation in Massanutten Resort, VA

MargieRating, 5 stars16 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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