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 Branford
4.97 out of 5 average rating, 36 reviews

Adorable Beach House on LI Sound

LisaRating, 5 stars1 day ago
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!
Guest favorite
Home in Branford
4.95 out of 5 average rating, 113 reviews

Charming home, easy access to everything Branford

AdamRating, 5 stars1 week ago
Very help and friend host. Great location!
Top guest favorite
Home in North Fork
5 out of 5 average rating, 13 reviews

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

SamanthaRating, 5 stars1 month ago
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!
Guest favorite
Home in Madison
5 out of 5 average rating, 12 reviews

New England shoreline charm, private beach access

CatlinRating, 5 stars1 week ago
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.
Superhost
Home in Westbrook
4.79 out of 5 average rating, 125 reviews

The Dragon Fly Garden

DeannaRating, 5 stars1 month ago
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!
Guest favorite
Home in Guilford
5 out of 5 average rating, 13 reviews

Coastal Getaway

HanahRating, 5 stars2 weeks ago
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!
Top guest favorite
Home in Haddam
5 out of 5 average rating, 129 reviews

Cozy Comforts!

CoryRating, 5 stars2 days ago
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.
Top guest favorite
Home in Guilford
5 out of 5 average rating, 61 reviews

Field of Dreams Hot Tub - Fire Pit Retreat

JoshuaRating, 5 stars3 weeks ago
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

Top guest favorite
Apartment in Milford
4.95 out of 5 average rating, 162 reviews

The Boathouse, private downtown Harborside suite

ZoeRating, 5 stars1 week ago
⭐️⭐️⭐️⭐️⭐️ 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!
Superhost
Apartment in East Haddam
4.79 out of 5 average rating, 285 reviews

The Federal Suite at the Wisteria Rest

DanRating, 5 stars1 month ago
Very nice apt and perfect for a quick weekend getaway.
Guest favorite
Apartment in Old Lyme
4.89 out of 5 average rating, 199 reviews

Private apartment in historic Old Lyme mansion

BridgetRating, 5 stars3 weeks ago
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!
Guest favorite
Apartment in New Haven
4.92 out of 5 average rating, 181 reviews

Tranquil Apartment with Waterview, Walk to Beach!

CindyRating, 5 stars2 weeks ago
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.
Guest favorite
Apartment in Branford
4.97 out of 5 average rating, 107 reviews

Ridgeview Suite at Stony Creek Depot

EmilyRating, 5 stars2 weeks ago
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!
Top guest favorite
Apartment in Chester
4.98 out of 5 average rating, 168 reviews

Charming Chester Retreat - Cottage

JackieRating, 5 stars2 weeks ago
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!
Guest favorite
Apartment in New Haven
4.99 out of 5 average rating, 108 reviews

King 1BR Apt with Cozy Den and Luxury Amenities

JasmineRating, 5 stars1 day ago
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!
Top guest favorite
Apartment in Milford
4.98 out of 5 average rating, 105 reviews

The Pond Mill Retreat w/ 2 Bdrms & Pool

DonnaRating, 5 starstoday
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

Superhost
Condo in Downtown New Haven
4.84 out of 5 average rating, 286 reviews

Stunning, Spacious, Spotless. Close to Yale.

DaltonRating, 5 stars2 weeks ago
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.
Top guest favorite
Condo in Downtown Hartford
4.99 out of 5 average rating, 127 reviews

Posh Pad in The Business District

JamesRating, 5 stars2 weeks ago
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.
Top guest favorite
Condo in Norwich
4.98 out of 5 average rating, 108 reviews

CASiNO, Spa, Hot Tub, Pool, King bed, sauna

MelindaRating, 5 stars1 week ago
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!
Guest favorite
Condo in Middletown
4.94 out of 5 average rating, 155 reviews

Entire place to yourself Cromwell/Middletown Line

PamRating, 5 stars1 week ago
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.
Superhost
Condo in North Fork
4.85 out of 5 average rating, 136 reviews

Seaside Summer Escape: 2BR Waterfront Condo w/Pool

SeanRating, 5 stars4 weeks ago
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.
Top guest favorite
Condo in Norwich
4.98 out of 5 average rating, 184 reviews

Peaceful Oasis steps from Mohegan Sun

EleanorRating, 5 stars1 day ago
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.
Top guest favorite
Condo in Norwich
4.98 out of 5 average rating, 137 reviews

The Vacay Villa

SusanRating, 5 stars1 month ago
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.
Guest favorite
Condo in North Fork
4.92 out of 5 average rating, 140 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

MorganRating, 5 stars3 weeks ago
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

Destinations to explore