
Kid-friendly holiday rentals in Westport
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Westport
Guests agree: These kid-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Westport kid-friendly rentals
Child-friendly house rentals

Private WHOLE HOUSE + Fenced Backyard+ Parking 4br
Andrea's house was perfect for our family! The house is recently updated and very spacious. It's a great place if you want to be a 5min drive to everything in Norwalk!

The Hidden Retreat ~ Walk to Port Jeff ~ Fireplace
We absolutely loved the Hidden retreat! We enjoyed all of the gathering spots. Especially the outdoor fireplace!!! Everything was wonderful! Very clean and beds were very comfortable. Short walk to excellent restaurants, shops and water. Hope to visit again!

Lavish retreat near downtown
we love the place, Natalie was always communicative and helpful. well equipped the apartment definitely 100% recommended to anyone.

Westport/Saugatuck super spot
Lovely apartment in a great area! Karena was very accommodating and allowed us to check in early because the schedule allowed. Apartment has everything you need for a stay and it’s super clean and cozy.

Southport Shoreline Charm: Elegant Coastal Escape
Perfect for SHU graduation. 10 mins from Amphitheatre and close enough to the college. Drew was very responsive answered my inquiries within minutes. House was spacious, comfortable and had everything we needed for a long weekend. As others have noted it is very close to the highway. The first night we notice the noise when going to bed but soon it was white noise and the remaining nights we did not even notice it. Best part of the long weekend was our dog got to join us.

Newly built beautiful home within steps from Beach
Perfect place to stay for groups or large families. Everyone in our group was happy with the accommodations and I would recommend. Space seems a bit larger than what is pictured.

Peaceful Suburban Colonial w/New Kitchen.
Amazing, super clean, immaculate home. From goodies/food/drinks left for us to the squeaky cleanliness of the home we found it worth 10 stars!!! Jon's hospitality as a host was nothing short of amazing!! Perfect for SHU or Fairfield families staying in the area. Hope to visit again.

Cozy studio quiet and safe
amazing place to stay at while in CT. close enough by the big areas, while being in a very quite neighborhood. clean house with a cozy vibe to make you feel at home. while small, the space provided was enough for 2 people and really comfortable. host was fast to respond to messages and was extremely kind. overall 10/10 experience and will recommend to anyone looking for a nice place to stay for a good price.
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!

Bright, private 1,000 sq. ft. 1-Bedroom Apartment
I had an excellent stay! Andy is responsive and accommodating. The space is lovely and as described , clean, and comfortable, tastefully decorated and stocked with starters needed for an easy stay, …. Example, dish soap, salt, pepper, bathroom supplies.

Standalone Cottage surrounded by woods
Great stay for what we needed the space for. The cottage was clean, and private. No complaints!

King 1BR Apt with Cozy Den and Luxury Amenities
Very clean and comfortable! Tatenda is so sweet and responsive. Walkable to Yale and great restaurants, but also includes covered, safe parking in the building. We had fun grilling a dinner by the outdoor pool. Well-equipped workout rooms and the coffeemaker in the lobby was amazing offering a variety of options. We enjoyed everything about this Airbnb and will likely be back! Thank you Tatenda and Hyatus!

The Elite Enclave
Great place , nice people , very commucative, place has everything you need , clean , and felt home , definitely will come back again for great experience

Peaceful apartment on 3.5 acres w/ Artist studio.
The place was really nice and the host was great! Don’t get discouraged if the power goes out during your stay cause apparently that’ll happen 2-4 times a year according to the host. Other than that I highly recommend

Huckleberry Quarters, the Cozy Redding Retreat.
The hosts were incredibly responsive and accommodating. The property and the space were gorgeous. The amenities were top notch and the kitchen ( which we took full advantage of ) had everything we needed. Would stay again in a heartbeat and would recommend it to anyone in need of a peaceful private getaway.

The Pond Mill Retreat w/ 2 Bdrms & Pool
Dawn and Bob’s place is one of the top Airbnb’s we have stayed in! Top notch in every way. It was spotless, comfortable and had everything we needed. And on top of that Dawn and Bob were the most friendly hosts we have met! I would recommend this Airbnb without reservation and will be back whenever we are back in CT!
Child-Friendly Holiday Condos

Hip, central 2-story loft w Gym and parking
Great location and lovely place. Highly recommend to anyone looking to book this place!

Clean 1 BD apt with Free Wi-Fi and parking
My friend and I stayed for a short trip at Maria's location and it was exactly what we needed, a place to stay for our trip that was well kept, had amenities, and fresh linen available. Parking spot was small, but is to be expected in an attached parking garage.

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.

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.

Cozy West Point Hide Away and Cadet’s Get Away
Great Airbnb! Great Host! Perfect for visiting West Point

1856 Trading House close to water
Jeff's place has a lot of character and is spacious. The setting is excellent, near the water, with Satterly Landing right down the road. We enjoyed our stay.

Downtown Living w/ parking, W/D & Wi-Fi+!
Very nice location, quiet, yet central . House was well stocked and Aaron was prompt with communication. I had to modify my itinerary and Aaron was very accommodating.

Cozy private furnished apartment
it was a great stay house was homey nice and clean quiet perfect for a weekend getaway or Any getaway easy to commute with lots of things to do in the area and downtown was festive for the time of year I will deff recommend this place
Quick stats about holiday rentals that are kid-friendly in Westport
Total rentals
40 properties
Nightly prices starting at
$138 AUD before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Destinations to explore
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- Rentals with a fireplace Westport
- Rentals with pools Westport
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- Family-friendly rentals Westport
- Pet-friendly rentals Westport
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- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Barclays Center
- Jones Beach
- Fairfield Beach
- Yale University
- Rye Beach
- Citi Field
- MetLife Stadium
- Yankee Stadium
- Gilgo Beach
- United Nations Headquarters
- Statue of Liberty
- Central Park Zoo
- USTA Billie Jean King National Tennis Center
- Rockefeller Center
- Radio City Music Hall
- Rye Playland Beach
- Bronx Zoo
- The Metropolitan Museum of Art