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Kid-friendly vacation rentals in Madison

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Madison kid-friendly rentals

Kid-friendly house rentals

Guest favorite
Home in Southbury
4.9 out of 5 average rating, 21 reviews

Cozy Family and Pet friendly 3 br Home

JennaRating, 5 stars4 months ago
We stayed at Ryan's place while visiting family in the area over the holiday weekend. The place was comfortable and clean and the bonus of being able to bring our pups was the best part. The dog park down the road was amazing and the locals were very friendly. The location was great, very convenient to shops, grocery store, gas etc. Overall we had a great time. Thanks again, Ryan!
Guest favorite
Home in Sag Harbor
4.85 out of 5 average rating, 160 reviews

Sag Harbor House for rent.

MichaelRating, 5 stars7 months ago
Ed was great at communicating, house was everything we could have asked for. Would definitely book again!
Guest favorite
Home in East Haven
4.89 out of 5 average rating, 101 reviews

Welcome To Piper's Rest

JamesRating, 5 stars3 weeks ago
It was wonderful stay and I’d go back anytime
Superhost
Home in Danbury
4.67 out of 5 average rating, 18 reviews

Enchanting 3 Bedroom Lake House on Candlewood Lake

RyanRating, 5 stars7 months ago
Yasmina was such a great host! We stayed at the Airbnb for our wedding weekend. The house made the whole weekend a perfect one! Would absolutely recommend! Thank you again for all of your help Yasmina!
Guest favorite
Home in Norwalk
5 out of 5 average rating, 60 reviews

Norwalk/Westport Border, Near Beach, w/Fire Pit

MelRating, 5 stars2 weeks ago
Claudia responded to the couple of questions I had immediately. She was very kind and welcoming! The house was very clean and comfy! I look forward to another stay in the future.
Guest favorite
Home in North Fork
4.91 out of 5 average rating, 104 reviews

Cozy Farmhouse Retreat in North Fork, NY

MarisaRating, 5 stars2 weeks ago
This was a great find! I booked this Airbnb for myself and 4 other girls and there was plenty of room and space for us to hangout, sleep, and get ready. Walkable to town. Extremely clean and had all the amenities you would need for a short weekend getaway. Marianne and Steven were very responsive whenever I had a question. I would totally book this Airbnb again!
Guest favorite
Home in East Lyme
4.88 out of 5 average rating, 25 reviews

Bella’s Beach Cottage

BarbaraRating, 5 stars1 month ago
We had a lovely time at Bella’s Beach house! We had plenty of necessities provided including paper products and the kitchen had a great coffee bar and selection of hot teas. Coffee and condiments provided even some staples in the pantry! The space was large and confortable! It was just perfect for having a relaxing stay!
Top guest favorite
Home in Woodmont
4.92 out of 5 average rating, 254 reviews

Bright and Breezy Cottage by the Sea

LucinaeRating, 5 stars6 days ago
Anne was an amazing host! The house was beautiful and very roomy! The backyard was amazing as well! 10/10 experience

Kid-friendly apartment rentals

Guest favorite
Apartment in Stonington
4.97 out of 5 average rating, 115 reviews

The Mystic Surfside Getaway 1-BD Apt

LinaRating, 5 stars3 weeks ago
Loved my stay! The house was clean and as pictured. It was well stocked and had everything I needed for my stay with a small infant for a week. Jennifer responded quick to messages and provided detail instructions about the stay. Would definitely stay again.
Guest favorite
Apartment in Old Lyme
4.89 out of 5 average rating, 196 reviews

Private apartment in historic Old Lyme mansion

WendyRating, 5 stars6 months ago
There are a lot a reasons to use Airbnb, and one is that you can stay in the most interesting places. That's the reason to stay at the Ludington mansion. Incredible property. If you have any interest in history or architecture, this is your place. We stayed in the 3rd floor suite; of course, it's not a good choice if you can't manage the stairs, but since that was not a problem for us, we loved it. The space was as described: full of character and immaculately clean (if not always new). It was nice having two full baths. The next-door church bells didn't bother us. I can't think of anything we needed that wasn't there. We appreciated the host's suggestion for where to have dinner and were not disappointed. We ended the evening by streaming the (admittedly cheesy) Hallmark Christmas movie filmed on the property and spotting furnishings that were in our suite. We wished we could have stayed longer instead of just over-nighting while on the drive from Maine to NC.
Superhost
Apartment in Middletown
4.8 out of 5 average rating, 217 reviews

Beautiful Sunny Apartment in Historic Village

ShivamRating, 5 stars1 month ago
Bill and Megan are amazing hosts. Very professional, and they take the extra step to make every aspect of your stay smooth and comfortable!
Guest favorite
Apartment in Burlington
4.85 out of 5 average rating, 108 reviews

Charming apartment with breathtaking view!

RebeccaRating, 5 stars7 months ago
Stayed here for 2 nights with a couple friends. Perfect spot for a quick getaway. Backyard and pool area was exactly what we were looking for with lots of space to lounge and relax. Lots of entertainment if you wanted to just hang inside as well. As some of the other reviewers noted, you can definitely hear the hosts move around upstairs. Didn't impact us too much except for Saturday morning. Was a little difficult to sleep in b/c of the noise.
Superhost
Apartment in Stonington
4.91 out of 5 average rating, 212 reviews

Modern Apt 5 Miles to Beach 5 Min Walk to Westerly

HassanRating, 5 stars6 days ago
Kevin was clear on instructions from the start of the reservation to the end. He was responsive the couple times I did message him. The place was clean. my peers enjoyed it no complaints. The house was Also close to the location that we needed it to be close by. everything was good no complaints
Top guest favorite
Apartment in North Fork
4.96 out of 5 average rating, 142 reviews

Upscale Newly Constructed Apartment

AdamRating, 5 stars4 months ago
Our 3 time staying at Amanda’s home. Beautiful and spacious within walking distance to village. Looking forward to coming back next year!
Guest favorite
Apartment in Stonington
4.9 out of 5 average rating, 231 reviews

Downtown Mystic Renovated & Comfortable Apartment

GinaRating, 5 stars1 week ago
Nick ‘s place was perfect for our short stay in Mystic . Very well appointed kitchen , clean and pleasant . Nick was very responsive . Thanks you for a great stay .
Guest favorite
Apartment in Middletown
4.88 out of 5 average rating, 301 reviews

3 bedroom near Wesleyan, downtown

BangheeRating, 5 stars1 month ago
Very nice place and location is amazing. We were grateful that our host provide some basic amenities - coffee, shampoo and condtuoner, etc. Made our visit easy and very pleasant. Thank you!

Kid-friendly condo rentals

Superhost
Condo in Norwich
4.84 out of 5 average rating, 150 reviews

Villa Flora @ Norwich Inn & Spa

DebraRating, 5 stars7 months ago
There is nothing more frustrating than not being able to have a decent shower while you are on vacation. That was absolutely not the case here. The hot water and water pressure in both bathrooms was exceptional. This is a great place in a great area. We will definitely try to get back here.
Superhost
Condo in Westerly
4.79 out of 5 average rating, 135 reviews

Misquamicut Beach Cozy Condominium. Unit 6

StaceyRating, 5 stars7 months ago
Great location! Easily accessible to the beach either via driving or walking. Quiet area. It was a nice place to stay for the weekend.
Superhost
Condo in New Britain
4.82 out of 5 average rating, 121 reviews

New Britain "Joy of Small Space" Condo

JerryRating, 5 stars3 months ago
Muna is an awesome host. She is super responsive and always gives us good advise. We had a long stay and the place is very warm, clean, and very comfortable. Excellent location with everything you need, we had a wonderful stay and family vacation at her place. Thank you once again Muna, we look forward to come back again!
Top guest favorite
Condo in Montauk
5 out of 5 average rating, 222 reviews

Montauk Waterfront Condo w/ Sunset Views

MollyRating, 5 stars6 days ago
Absolutely wonderful stay and host. I've stayed at dozens of Airbnbs and this is one of my favorites! Doug's place is even better in person than the photos. We were a little nervous taking our first trip away with our baby, but it was extremely clean and comfortable, and Doug was so kind and responsive. The condo complex has a lovely boardwalk for taking walks, and the deck furniture was so comfortable to lounge in and take in the beautiful view. We hope to be back!
Top guest favorite
Condo in Norwich
4.98 out of 5 average rating, 132 reviews

The Vacay Villa

HeatherRating, 5 stars1 month ago
Had a wonderful stay! It was so cute and cozy and just what we needed for a wonderful weekend getaway. My daughter and I had a great mix of fun at local wineries, concert and dancing at Mohegan Sun just minutes away and a wonderful relaxing time at the spa just a short walk away. We also took a trip to Mystic for some shopping and a great dinner and still managed to have some nice wind down time in front of the fire watching a comedy on Netflix. The condo had everything we needed as well as great touches of snacks and coffee plus all sorts of creamers. Would definitely come back again!!!
Guest favorite
Condo in North Fork
4.92 out of 5 average rating, 138 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

RoxanaRating, 5 stars6 months ago
The place was perfect nice and clean what I like the best is the it was close to the beach to go for a walk.
Guest favorite
Condo in Montauk
4.83 out of 5 average rating, 176 reviews

Coastline View Studio

DylanRating, 5 stars6 months ago
This was absolutely perfect for our wedding weekend in Montauk. We were so close to everything which made it very convenient. The room was perfect and loved the clothing rack perk! Everything was clean and loved the skylights in the unit and the patio overlooking the water. 10/10 woud definitely stay here again!
Top guest favorite
Condo in Norwich
4.94 out of 5 average rating, 158 reviews

KINGbed-Casino-HotTub-Pool-Sauna-Massagechair-golf

StephanieRating, 5 stars2 weeks ago
Thank you for the last minute booking and for answering all of my questions so quickly

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

  • Total rentals

    30 properties

  • Total number of reviews

    1.5K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

Destinations to explore