Kid-friendly holiday rentals in Westport

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Westport kid-friendly rentals

Child-friendly house rentals

Superhost
Home in East Norwalk
5 out of 5 average rating, 4 reviews

Private WHOLE HOUSE + Fenced Backyard+ Parking 4br

TomRating, 5 stars1 day ago
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!
Home in Port Jefferson
4.95 out of 5 average rating, 144 reviews

The Hidden Retreat ~ Walk to Port Jeff ~ Fireplace

AngelaRating, 5 stars8 months ago
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!
Guest favourite
Home in Bridgeport
4.9 out of 5 average rating, 50 reviews

Lavish retreat near downtown

LauraRating, 5 stars2 weeks ago
we love the place, Natalie was always communicative and helpful. well equipped the apartment definitely 100% recommended to anyone.
Guest favourite
Home in Westport
4.93 out of 5 average rating, 89 reviews

Westport/Saugatuck super spot

DeeRating, 5 stars2 weeks ago
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.
Superhost
Home in Southport
4.81 out of 5 average rating, 126 reviews

Southport Shoreline Charm: Elegant Coastal Escape

KaraRating, 5 stars1 month ago
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.
Guest favourite
Home in Fairfield Beach
5 out of 5 average rating, 18 reviews

Newly built beautiful home within steps from Beach

SuzanneRating, 5 stars1 week ago
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.
Top Guest favourite
Home in Fairfield
5 out of 5 average rating, 108 reviews

Peaceful Suburban Colonial w/New Kitchen.

LizRating, 5 stars1 month ago
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.
Guest favourite
Home in Trumbull
4.97 out of 5 average rating, 31 reviews

Cozy studio quiet and safe

GustavoRating, 5 stars2 weeks ago
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

Top Guest favourite
Apartment in Milford
4.95 out of 5 average rating, 161 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!
Top Guest favourite
Apartment in Fairfield
5 out of 5 average rating, 78 reviews

Bright, private 1,000 sq. ft. 1-Bedroom Apartment

JenniferRating, 5 stars1 week ago
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.
Top Guest favourite
Apartment in Stamford
4.97 out of 5 average rating, 174 reviews

Standalone Cottage surrounded by woods

AngelaRating, 5 starstoday
Great stay for what we needed the space for. The cottage was clean, and private. No complaints!
Guest favourite
Apartment in New Haven
4.99 out of 5 average rating, 108 reviews

King 1BR Apt with Cozy Den and Luxury Amenities

AlisonRating, 5 stars3 days ago
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!
Guest favourite
Apartment in Port Jefferson Station
4.9 out of 5 average rating, 116 reviews

The Elite Enclave

SarmadRating, 5 stars1 week ago
Great place , nice people , very commucative, place has everything you need , clean , and felt home , definitely will come back again for great experience
Guest favourite
Apartment in Brookfield
4.92 out of 5 average rating, 281 reviews

Peaceful apartment on 3.5 acres w/ Artist studio.

Jose CarlosRating, 5 stars2 weeks ago
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
Guest favourite
Apartment in Redding
4.94 out of 5 average rating, 484 reviews

Huckleberry Quarters, the Cozy Redding Retreat.

JosephRating, 5 stars2 weeks ago
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.
Top Guest favourite
Apartment in Milford
4.98 out of 5 average rating, 104 reviews

The Pond Mill Retreat w/ 2 Bdrms & Pool

JudyRating, 5 stars1 week ago
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

Superhost
Condo in South Norwalk
5 out of 5 average rating, 3 reviews

Hip, central 2-story loft w Gym and parking

NarenRating, 5 stars8 months ago
Great location and lovely place. Highly recommend to anyone looking to book this place!
Superhost
Condo in Glenbrook
4.65 out of 5 average rating, 23 reviews

Clean 1 BD apt with Free Wi-Fi and parking

ConnorRating, 5 stars9 months ago
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.
Superhost
Condo in Wooster Square
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.
Guest favourite
Condo in Middletown
4.94 out of 5 average rating, 154 reviews

Entire place to yourself Cromwell/Middletown Line

PamRating, 5 stars5 days 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.
Top Guest favourite
Condo in Highland Falls
4.96 out of 5 average rating, 107 reviews

Cozy West Point Hide Away and Cadet’s Get Away

GinaRating, 5 stars6 days ago
Great Airbnb! Great Host! Perfect for visiting West Point
Guest favourite
Condo in Mount Sinai
5 out of 5 average rating, 34 reviews

1856 Trading House close to water

JohnRating, 5 stars5 months ago
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.
Top Guest favourite
Condo in Stamford
4.98 out of 5 average rating, 42 reviews

Downtown Living w/ parking, W/D & Wi-Fi+!

RajkumarRating, 5 stars1 week ago
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.
Top Guest favourite
Condo in Old Greenwich
4.86 out of 5 average rating, 64 reviews

Cozy private furnished apartment

HarryRating, 5 stars6 months ago
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