Kid-friendly holiday rentals in Madison

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Madison family-friendly rentals

Kid-friendly house rentals

Top guest favourite
Home in Madison
4.95 out of 5 average rating, 59 reviews

Bicentennial Park View

DouglasRating, 5 stars3 days ago
great place to stay. parked my car off street under a carport and never moved it. The river walk along the mighty Ohio was one block away and good shopping, restaurants and historic architecture best seen on foot was right there. house was clean and they thought of all the little details to make a comfortable stay. Well equipped kitchen. would definitely stay again. Also friendly neighbors and area
Top guest favourite
Home in Burlington
4.98 out of 5 average rating, 180 reviews

Kick Back Watching The River Go By

BethRating, 5 stars1 day ago
Martine and Janice were both fantastic from the time we booked to the time we left with communicating with us. They provided clear instructions on how to gain access to the home, some interesting history on the area and home, activities to do in the area, and instructions for check out. The home was very clean. The floor plan was nice with large open living/dining space facing the river. Watching the barges on the river was pretty cool and there is a nice deck with comfy deck furniture or two comfy chairs inside you can enjoy watching them from!
Top guest favourite
Home in La Grange
5 out of 5 average rating, 240 reviews

Romance country getaway with hot tub

BrandiRating, 5 stars3 weeks ago
We had another great stay! This was our second stay and we would love to stay again some day. This place is so nice and relaxing, we absolutely love our time here. Very clean and smells so good when you walk in! The hot tub is wonderful and the grilling area is a great place to relax. The kitchen has everything that we need to cook our meals. The beds are comfy. The home is well stocked and you don't really need to bring anything besides clothes and food. The muffins and cinnamon rolls left for us are much appreciated! Another 10/10 stay and I highly recommend once again!
Top guest favourite
Home in Dillsboro
4.97 out of 5 average rating, 170 reviews

Spacious home in a quaint small town setting

KeithRating, 5 stars1 week ago
This was my 5th time of staying at the Dillsborough Inn. It is always a fantastic place to stay. Wonderful home that is well kept. Beautiful inside and out. Peaceful quiet safe neighborhood. Pam is a wonderful host. She makes everything so easy and is well organized. A very friendly lady that is always ready to answer any questions. I am looking forward to staying here again next year.
Top guest favourite
Home in Madison
5 out of 5 average rating, 23 reviews

Annies Fabulous Federal house

LaurenRating, 5 stars1 week ago
Beautiful place! My spouse and I stayed here with our 2 pups for 4 nights and it felt like a home away from home. Very cozy, and it was so clean when we showed up. The king bed was SO comfy, I wanted to take it with us when we left. I slept incredible. She left great instructions, and checking in was easy. When we visit back, we only hope this place will be available to book again!!
Top guest favourite
Home in Bedford
4.99 out of 5 average rating, 214 reviews

Atoka Farms

RuthRating, 5 stars1 week ago
Our stay at Atoka Farm went above and beyond expectations! Kevin was there to escort us in at the gate and explained everything about the beautiful home and surroundings to make us feel “ right at home”. He was very pleasant and easy to talk with and made sure we had questions answered. The kitchen had everything needed and more for meal planning. The home was immaculately clean and decorated to feel homey. I would definitely recommend Atoka Farm as a 5 star Air B&B and a must to stay at if ever traveling in the area!
Top guest favourite
Home in Vevay
4.96 out of 5 average rating, 169 reviews

Secluded Country Home in Historic Hoosier Hills

Yolanda Rating, 5 stars1 week ago
This house was the perfect getaway for our family. House was amazing and property was beautiful! So thankful to find this hidden gem!
Top guest favourite
Home in Madison
4.99 out of 5 average rating, 69 reviews

Main Street - Heart of downtown Madison!

SarahRating, 5 stars5 months ago
We stayed here while visiting family for the holidays, and it was a great fit for us. Location is perfect, lots of space for the kids and doggie guest, and excellent amenities. Helpful and timely communication from Marci, and very clear instructions and house rules. Definitely recommend!

Family-friendly apartment rentals

Guest favourite
Flat in Aurora
4.89 out of 5 average rating, 36 reviews

Family-friendly 2BR Hot Tub & Pool

andrewRating, 5 stars1 week ago
awesome place, close to town but secluded, pool and hot tub did not disappoint, cool layout plenty of seating, good ac, loved the projector and surround sound we watched 2 family movies and had a great time, kids loved the love sacs. As fellow hosts nice work
Guest favourite
Flat in Rising Sun
4.94 out of 5 average rating, 49 reviews

Harefoote Hollar

SaraRating, 5 stars9 months ago
Lovely quiet space. A little tricky with multiple levels in the space. Beds were great with lots of room. Shower is really tight and kitchen is sparse and small. Good enough for snacks and had what we needed.
Superhost
Flat in Madison
4.92 out of 5 average rating, 12 reviews

Charolotte's Corner Overlook, Suite 101

AmandaRating, 5 stars2 weeks ago
Madison is a super cute town and his place is also very cute, easy parking, clean, shower was cool. Bed linens were super soft. Did hear street noise as others have said and is small, but very cute and quaint. Good for a couple’s getaway. Justin was great with communication.
Guest favourite
Flat in Madison
4.87 out of 5 average rating, 15 reviews

The Regatta Room (Unit 3) - Ohio River Views

JerriRating, 5 stars3 weeks ago
The area was amazing with shops, restaurants & museums. Short drive to downtown. The walks along the Ohio River were amazing! Would stay here again if coming to Madison! 😊
Top guest favourite
Flat in Dillsboro
4.98 out of 5 average rating, 108 reviews

B-Lovely 2-bedroom unit In Dillsboro, IN Cottage B

DanRating, 5 stars1 week ago
Great place to stay! Everything you could ask for in a one night stay. Very well taken care of.
Superhost
Flat in Madison

Sugar Berry ~ Charming Guest House in Madison

JohnRating, 5 stars3 weeks ago
This location is very close to downtown but you feel like your way out in the country.
Superhost
Flat in Aurora
4.84 out of 5 average rating, 108 reviews

Studio Apartment w/ Beautiful View!

LindsayRating, 5 stars6 days ago
The apartment is beautiful and extremely homey. Having the deck to sit on in the mornings was so nice. Would definitely recommend staying here if you’re visiting Aurora!
Guest favourite
Flat in Versailles
4.92 out of 5 average rating, 12 reviews

Ogden pond resort

KadenRating, 5 stars2 months ago
Awesome place to stay, very clean and the host is friendly and helpful.

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

  • Total rentals

    10 properties

  • Nightly prices starting at

    $90 SGD before taxes and fees

  • Total number of reviews

    1.4K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 properties include access to wifi

Destinations to explore