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Kid-friendly holiday rentals in Madison

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Madison kid-friendly rentals

Child-friendly house rentals

Top Guest favourite
Home in Galena
4.94 out of 5 average rating, 170 reviews

Galena home close to Main St with parking and deck

ChristaRating, 5 stars3 weeks ago
Super cute place! Having the 4 bedrooms was great for our small group of girls. The dining and living room had the right amount of seating. We didn’t have to hop in the car to explore town. All the restaurants and shops were within walking distance but the location was on a side street so it felt private. I definitely recommend Deb’s place!
Guest favourite
Home in Portage
4.95 out of 5 average rating, 101 reviews

Grandma's House: Spring is Springing!

DannyRating, 5 stars2 months ago
Seamless process, comfortable home, very close to skiing. A private and peaceful country home.
Top Guest favourite
Home in Whitewater
4.97 out of 5 average rating, 145 reviews

The Modern Cozy Spacious Corner

TraceyRating, 5 stars1 month ago
Plenty of room to eat and hang out for bigger families. Great basement with games and toys for kids-adults. Well stocked for cooking at home. Comfortable beds and multiple bathrooms very convenient for groups.
Superhost
Home in Rockford
4.82 out of 5 average rating, 155 reviews

Spacious Cabin-style home w/ Gameroom + Gym!

DebraRating, 5 stars2 weeks ago
This cabin style home was perfect for our family getaway! The game room was perfect for our ongoing family "olympics." We were able to prepare a meal for 8 of us. The spacious home allowed everyone to have their own room. Thank you!
Guest favourite
Home in Edgerton
4.92 out of 5 average rating, 120 reviews

Fun Lake Kosh Private Pier, Decks, Fire Pit, Grill

JoeyRating, 5 starstoday
Wonderful home for a big family or group! Lots to do (if you’re not already busy!). The home has everything you need to rest, relax, and make killer meals. Madison is a quick 30 minute drive away as well. Highly recommend.
Top Guest favourite
Home in Madison
4.98 out of 5 average rating, 117 reviews

Close to UW, 4 Bdrms, Walkable Neighborhood

BenjaminRating, 5 stars1 month ago
Beautiful home with classic wood trim and hardwood floors in a quiet neighborhood with easy access to arterial roads and all Madison has to offer, and the cafe and farm-to-table restaurant a few blocks away are fantastic. Amy is friendly and communicates clearly, and the dining and living room areas are perfectly set up for a group of old friends to reunite and catch up. Amy's place is the first one I'll look for the next time I visit Madison!
Superhost
Home in Williams Bay
4.77 out of 5 average rating, 48 reviews

Family and pet friendly Home in Williams Bay

JenniferRating, 5 stars22 months ago
We were in the area for a family wedding. Decided to pull our own boat down to experience Lake Geneva. The home itself was much bigger than I imagined from pictures. Its clean. Its basic. No frills. So if you are looking for frills, probably not the place for you. There was room to park our boat off the street. The fenced in back yard with deck, table with umbrella was such a nice option. That's where we spent the majority of our time when we weren't some where else. You are just a short walk from the lake/beach area. As far as boating on the lake..... unless you like crazy busy and waves the size of deep sea fishing.... keep your boat home. (PS... we are from a very rural area, so it might just be what one is use to) The rental met all of our needs. Thank you for your hospitality
Superhost
Home in Wisconsin Dells
4.79 out of 5 average rating, 180 reviews

The Freedom House by Patriot Properties

SarahRating, 5 stars7 months ago
The house was great! Perfect for our needs, lovely house, kitchen well stocked with cooking supplies, plenty of room. Chris was great, very helpful and kind

Kid-Friendly apartment rentals

Guest favourite
Apartment in Whitewater
4.94 out of 5 average rating, 109 reviews

Pet-Friendly Industrial 2 Bedroom Near UWW Campus!

RaeleneRating, 5 stars3 weeks ago
Wonderful stay with comfortable beds, great communication, Tea/coffee for the morning, new everything, and really clean. We appreciated Ben's responsiveness and that he went above and beyond to accommodate us for our 3 night stay. It is right near the U of W - Whitewater but quiet in the apartment. There was only some noise at night upstairs one of the nights. However, a quick text to Ben and he worked with them to get it quiet again. SO appreciated this stay and Ben's hosting skills! THANK YOU!
Guest favourite
Apartment in Galena
4.93 out of 5 average rating, 403 reviews

Johnson Apartment and Cathouse Suites, Dogs OK w/$ $

JennRating, 5 stars2 weeks ago
This was our first trip to Galena. Loved staying downtown where we could walk to coffee shops, restaurants, bars, and stores. The accommodations had a creative and whimsical vibe and were just as described, easy to access, and clean. Just what we were looking for.
Guest favourite
Apartment in Fort Atkinson
4.95 out of 5 average rating, 250 reviews

‘The Part Time Local’ - A boho small town retreat.

KeithRating, 5 stars1 week ago
This was our first experience using a B&B and it was wonderful!!! Our accommodations were amazing and decorated very nicely! We were supplied with anything we could possibly have needed! The mattress was perfect, the front room was big (as was the tv) and there was access to quite a few channels to pick from. The only down side was it was on the third floor, but honestly, as the week went on, it was less of a bother. All in all, it was a great experience and would highly recommend.
Top Guest favourite
Apartment in New Glarus
4.95 out of 5 average rating, 166 reviews

Plenty of Space in the Heart of Downtown

JackRating, 5 stars1 month ago
This was a second story apartment located in the downtown area. Easy walking distance to a number of eateries and within a block of the Sugar River Trail. The place was spotless and we felt right at home here. Would stay here again in the future.
Top Guest favourite
Apartment in Elkhorn
4.94 out of 5 average rating, 397 reviews

FarmWise Country Stay by Alpine Valley/Lake Geneva

AnneliekeRating, 5 stars2 weeks ago
Staying with Bente and her husband is so relaxing. We fully enjoyed being outside, surrounded by animals on a peaceful farm. The children spend most of their time in the hay stable: swinging, chatting and petting the cats. The blossoming orchard was very pretty for a small walk. The children already asked when we can go back for another weekend.
Superhost
Apartment in Madison
4.76 out of 5 average rating, 428 reviews

Comfy space ideal for staycation or work from home

EliseRating, 5 stars4 weeks ago
Loved the light natural light and openness of this unit! The big mirror was also really helpful for getting ready in the morning with multiple women sharing a bathroom. Would definitely stay again!
Guest favourite
Apartment in Rockford
4.96 out of 5 average rating, 118 reviews

Upscale Urban Retreat 1 Bedroom Apt. 2nd floor

EdRating, 5 stars2 weeks ago
was as charming as the pictures
Superhost
Apartment in Rockford
4.8 out of 5 average rating, 352 reviews

Biz Class Apt w Conf Room

SpencerRating, 5 stars2 months ago
Excellent communication and location! Very close to the center of town. The doors and keys were a little confusing at first, but we figured it out eventually! Would happily stay here again if we ever come back to the area. Thanks Laura!

Child-Friendly Holiday Condos

Top Guest favourite
Condo in Wisconsin Dells
4.93 out of 5 average rating, 14 reviews

Condo in Wisc Dells for 10-14 ppl

DeborahRating, 5 stars3 weeks ago
We had a wonderful family stay (for a wedding at CVR). The place was super clean, well-appointed and lots of little extras. Our only negative was no grill (there is a community one, but too far away for it to be convenient), but we went into it knowing that, so all good. Would highly recommend staying here. Beautiful setting, water park across the parking lot. Julie was very accommodating. Great set-up for having small children with us - and we had 3 bathrooms, a bonus. Would definitely recommend this place for a stay in the Wisconsin Dells!
Superhost
Condo in Wisconsin Dells
4.88 out of 5 average rating, 138 reviews

Awesome Condo in Wisconsin Dells – Chula Vista

TadRating, 5 stars3 weeks ago
Everything was great from start to finish. Todd was extremely responsive and all instructions were clear. The place was perfect and exactly what we wanted. I would definitely book again! Thank you.
Superhost
Condo in Fontana-on-Geneva Lake
4.78 out of 5 average rating, 180 reviews

FUN-tana All Year Round Abbey Springs Fontana WI

MollyRating, 5 stars1 month ago
Joan's daughter, Rebekah, communicated directly with me through the Airbnb app. She provided detailed check-in instructions, a phone number to contact her, etc. It seems Rebekah lives in Hawaii so please keep note of that for response times, etc. The house was comfortable, very clean, and well-appointed. Joan and Rebekah have a beautiful collection of original art, artifacts, etc. so please keep that in mind if you are bringing small children to the home. Please note that the 1st floor bedroom has a king bed and full bathroom; and the lower level has 2 twin beds in the open area, 1 full bed and 1 twin bed in the first bedroom, and 1 full bed and 1 futon in the second bedroom (including a full laundry and utility room in a closed room).
Top Guest favourite
Condo in Wisconsin Dells
4.92 out of 5 average rating, 144 reviews

2BR Serene Riverfront • Spacious • Pool & Hot Tub

CarmenRating, 5 stars1 week ago
We loved our getaway to the Dells. If you've ever been there, you know how busy it is. The condo was just blocks from the hustle and bustle but felt like a world away—peaceful and relaxing! It was spotless and very comfortable. The four teens we brought along loved 'their room'. We loved that the couch was big enough to accommodate us all!
Guest favourite
Condo in Lake Geneva
4.96 out of 5 average rating, 138 reviews

LakeView-SummerPool-FamilyFriendly-CloseToTown

DaynaRating, 5 stars1 month ago
We loved our stay at this beautiful location. It was close by to everything we wanted to do and the condo was exactly what we were hoping for! Rachel gave great recommendations and was so responsive to our questions. We will definitely stay here again!
Superhost
Condo in Wisconsin Dells
4.79 out of 5 average rating, 128 reviews

Beautiful Condo at Chula Vista!

PaRating, 5 stars1 week ago
Instructions were clear. Love the place. It was clean and comfortable. Had what we needed in the kitchen such as cooking items. It’s our second year in the same resort. This room was better with more items. Overall no issues at all. We’ll be back again!
Superhost
Condo in Wisconsin Dells
4.88 out of 5 average rating, 105 reviews

Downtown Dells Bachelorette/Bachelor Headquarters

MichaelRating, 5 stars1 day ago
Great place to rally the troops during a bachelor party. Large and spacious deck right into the kitchen and living room makes it easy to keep everyone in the fun. Lots of great places to eat drink and play. Free games at the arcade bar was a big hit with the group.
Top Guest favourite
Condo in Lake Geneva
4.98 out of 5 average rating, 206 reviews

Lake Geneva Cloud 9

LauraRating, 5 stars1 month ago
We were in Lake Geneva for a convention, so were mostly only in the condo for sleeping, but the place had everything we could possibly need and then some. There were plenty of extra supplies in the kitchen and bathroom. If we had been traveling with kids, there were toys and games. And if it had been a warmer season or we were there for relaxation, the location looks great for outdoor activities. Cheryl sent us good instructions for parking, unlocking the door, etc. And inside there was a whole binder of stuff to make anything we needed to do easy. Thanks, Cheryl...you made our brief stay easy and comfortable!

Quick stats about holiday rentals that are kid-friendly in Madison

  • Total rentals

    120 properties

  • Nightly prices starting at

    $16 AUD before taxes and fees

  • Total number of reviews

    7.7K reviews

  • Family-friendly rentals

    100 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Dane County
  5. Madison
  6. Kid-friendly rentals