
Kid-friendly vacation rentals in Madison
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Madison
Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Madison kid-friendly rentals
Kid-friendly house rentals

Adorable Beach House on LI Sound
There’s so much to love about this charming open plan beach cottage! We especially enjoyed the water views, hearing the birds, and eating on the breezy porch. It was sparkling clean and stocked with everything you’d need, from comfortable beds and towels to many thoughtful essentials like hand and dish soaps, tea and coffee pods, paper towels/toilet paper, and shampoo/conditioner. Eileen is a gracious and responsive host — she was particularly understanding when we had to reschedule our visit. Thank you for a wonderful stay, Eileen, and we hope to return!

Charming home, easy access to everything Branford
Very help and friend host. Great location!

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV
Can not recommend more! Beautiful house and perfect location! Would love to come back. Kids loved the beach and finding shells and little sea creatures in low tide!

New England shoreline charm, private beach access
We had a lovely time at this home. There were plenty of amenities and the setting was perfect for a beach getaway with family. Brad was always responsive and helpful. We truly enjoyed our experience at this home. I grew up in this neighborhood and it was so nice to be back. Thank you to our hosts for a great stay.

The Dragon Fly Garden
We had a marvelous stay with our friends and dogs. The location and grounds were perfect for getting to our daytime event and the Dragonfly Garden was serene for relaxing in the evening enjoying tasty delivered dinners. Thanks, Todd. We will definitely stay there again when we are in the area!

Coastal Getaway
We had a great stay! Very charming house with peaceful backyard. There are restaurants within walking distance. If we’re ever back in the area, I will definitely book again!

Cozy Comforts!
Kristen’s space was exactly as described. It is beautiful, clean, and a very comfortable space. Kristen was a very responsive host. She was very kind to assist with accommodating a couple requests including my wife’s sensitivity to fragrances. Highly recommend this Airbnb.

Field of Dreams Hot Tub - Fire Pit Retreat
Field of Dreams is a beautiful, spacious, well-appointed home. Brenda is an attentive, gracious, and thoughtful host. My family and I stayed there for four stellar days over Memorial Day for my daughter’s college graduation. We hosted a big family dinner with a private chef that was excellent. And Brenda really helped us with some of the details. This is a lovely home and I highly recommend it.
Kid-friendly apartment rentals

The Boathouse, private downtown Harborside suite
⭐️⭐️⭐️⭐️⭐️ Clean, Comfortable, and Thoughtfully Prepared! We had a great stay! The place was spotless, quiet, and exactly what we needed for a few nights of good sleep and hot showers. It was clear that the host put thought into making guests feel welcome—there was a mini chocolate bar and a bottle of water waiting for each of us when we arrived, which was such a kind touch after a long day of travel. Check-in was smooth, the bed was comfortable, and everything worked perfectly. While we didn’t spend much time there beyond resting, it was the perfect place to recharge. Highly recommend for anyone looking for a clean, convenient, and cozy spot!

The Federal Suite at the Wisteria Rest
Very nice apt and perfect for a quick weekend getaway.

Private apartment in historic Old Lyme mansion
I can’t say enough good things about our stay at Holly’s place! We were traveling with 2 adults, an 18 year old and significant other and 2 teenagers and the amount of space was perfect! Everyone had room to spread out. The apartment had all the things you love about old homes, but all the updates that make life easier. The homemade banana bread that Holly left for us was such a personal touch and it was delicious. Erica greeted us with a warm welcome even though we arrived well past midnight. My daughter enjoyed reading in the cozy sitting area by the window. It was fun to watch the Hallmark movie that was filmed there. We fast forwarded the cheesy parts and enjoyed seeing the house in the movie. The area is peaceful and quaint. There’s a Dunkin about 5 minutes away, too which made our early mornings a little easier. Highly recommend if you’re traveling with a family!

Tranquil Apartment with Waterview, Walk to Beach!
I love this place. Perfect but what we were looking for. Walking distance to access beach. Overlooking the pier. Very clean and check in with.

Ridgeview Suite at Stony Creek Depot
Barbara’s place reminded me of the way airbnbs used to be. It felt like home-away-from-home. The accommodations were high quality and clean, and there were even some tasty snacks! We loved our stay. Everything was as pictured. Stony Creek was wonderful, and we look forward to visiting again next year!

Charming Chester Retreat - Cottage
Wow!!! This is the nicest airbnb I have ever stayed in. The property is beautiful and peaceful, surrounded by trees with lots of privacy. The cottage itself is immaculate (I’m very particular about cleanliness). The dining area is stunning with skylights and beautiful trees outside and great light! The hosts were also so welcoming and friendly, they included so many nice touches for my baby including a pack and play/travel crib, diaper changing area, and toys! I hope to stay here again every time we come to this area!

King 1BR Apt with Cozy Den and Luxury Amenities
I really enjoyed my stay! I was visiting New Haven with my mother and two kids and the space was perfect for our needs. Everything was smooth from check in to check out - great communication from the host, super clear instructions, and everything was as listed. Great and safe location too!

The Pond Mill Retreat w/ 2 Bdrms & Pool
Bob, Dawn, and their dog, Cooper were the greatest hosts! We felt welcomed from the moment we got there until the moment we left. The apartment had everything we needed and more, and the shared spaces outside were very serene. I would highly recommend this Airbnb for for anyone wanting a relaxing getaway. We will be back for sure
Kid-friendly condo rentals

Stunning, Spacious, Spotless. Close to Yale.
Great spot and at a really good price. Was visiting for a Yale event and was near enough to feel close without being too close to downtown. The area around the place is also super cute and not one I had explored previously. Huge plus for some good coffee shops nearby and of course Pepe’s. Camila was a great and responsive host. 10/10 would recommend Camila and this spot.

Posh Pad in The Business District
Obinna is a great host and this apartment is so comfortable and lots of space to stretch out. Fully stocked kitchen and there are fantastic restaurants within walking distance. Two 65", high end tvs and the mattresses on the beds are sooo nice. Obinna puts effort in where a lot of hosts cheap out, which really makes this pad special. It's tough to get an open spot here on the calendar, but, if get the chance, make your reservation here. It's the best in the area.

CASiNO, Spa, Hot Tub, Pool, King bed, sauna
The Villa was exactly as described! Easy communication with owner. A perfect getaway weekend, every amenity we could want or need! Look forward to visiting again in the near future!

Entire place to yourself Cromwell/Middletown Line
Will definitely be repeat customers when we come back to CT to see friends and family. The place is exactly as described, spotless and was a home away from home. Elizabeth answered any questions quickly. Thank you for making our first experience with Air Bnb a positive one.

Seaside Summer Escape: 2BR Waterfront Condo w/Pool
We had a great stay at Julie’s place. There was a slight hiccup with check-in times but Julie was very communicative and sorted it out promptly. The place itself was great, beautiful waterfront views and a private beach. The weather wasn’t the best but we still made the most of it. The apartment was compact but big enough for 4 adults.

Peaceful Oasis steps from Mohegan Sun
We absolutely loved our stay here. The house was comfortable and clean. The amenities are perfect. It is such a perfect place to stay. Christina was very helpful, kind, personable and always quick to reply. Would definitely recommend staying here.

The Vacay Villa
This is a wonderful property that is close to everything we like to do! Krista is a wonderful host and I’m always excited if her place is available.

Beachside Waterview 2Br Condo w/ Pool in Greenport
We had a great stay! Instructions were clear and the home had everything we needed.
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
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- Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Napeague Beach
- Shinnecock Hills Golf Club
- Walnut Public Beach
- TPC River Highlands
- Ocean Beach Park
- Woodmont Beach
- Amagansett Beach
- Blue Shutters Beach
- Jennings Beach
- Seaside Beach
- Silver Sands Beach
- Bushnell Park
- Quotonset Beach
- Heckscher State Park
- Ninigret Beach
- Sunken Meadow State Park
- Calf Pasture Beach
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