
Kid-friendly vacation 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.
Vacation rentals for every style
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Popular amenities for Westport kid-friendly rentals
Kid-friendly house rentals

Once a Pond - time and stress slow down.
Spacious home with a nice outside area. Enjoyed coffee with birds and bunnies. Will stay here again.

Small Studio. Private Entrance and bathroom
The place is small, but perfect for my needs as a lone traveler attending a nearby convention. I saved hundreds by not staying at the hotel and the experience with Raul was hassle free.

Westport Farmhouse, Walk to Beach & Train Station
The host was easy to communicate with, and a number nice touch of soaps and snacks were provided, I’ll book it again

STAMFORD STUDIO CLOSE TO DOWNTOWN AND SHOPPING
This stay was perfect! Clean and comfy!!

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.

Meeker Hill House - Country Escape w/ Heated Pool
Our stay was stunning. The location is quiet and peaceful yet close enough to the town to get what you may need. The home itself is absolutely gorgeous. It’s clean, the layout is beautiful, and the views are out of this world. A truly incredible place to stay. The beds were very comfortable, the kitchen was perfect, and each room has a full bath which was great for our family. Overall highly recommend

Fairfield 2nd Fl–2 Rms | Exclusive Entry & Parking
John and Crystal's place is in a safe and comfortable part of town. The space was well kept and well described. The bathroom and bedroom(s) were comfortable and definitely worth my time in Fairfield!
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!

Terra Hillside Suite | 3 Bed 2 Bath | Green Oasis
My Team was in Stamford for two nights to complete a job. The place was absolutely perfect. Clean, easy to find, and convenient to our job site. There was coffee, tea, and spices available to use. I highly recommend this airbnb.

Hudson River Peaceful Getaway, Explore from here
What a beautiful place to stay in the Hudson Valley. The view from the property is just breathtaking. Dan’s place is very clean, open and beautifully furnished. We can’t wait to come back!

Standalone Cottage surrounded by woods
Paul was so incredibly kind and good with communication. He gave clear instructions and everything was as expected. Such a wonderful and serene property and area. He provides such intricate details. I had a towel that was so incredible soft and looked brand new, he gave me soaps and a loofah, he provides toothpaste and he ever had jars with hair ties, cotton rounds, qtips, etc.!! Hello, talk about details!! He had a snack bar with yummy options and complimentary wine!! If you are looking for a place in Greenwich look no further! Thank you so much Paul for such an incredible stay! I hope to be back! :)

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.
This was a great place to stay especially if you love the outdoors . Really loved the set up and all the amenities . Highly recommend for a weekend away. You won’t be disappointed .

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!
Kid-friendly condo rentals

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

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

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.

Comfortable, Beautiful Apartment-Close to Downtown
I am new to the Stamford / Greenwich area and needed a place to stay while I looked for a permanent residence. I stayed at Juan's place for about 3.5 months. It was very convenient to Greenwich (where I work) and to downtown Stamford (restaurants and shops) and the Stamford train station, which has great express trains to NYC. It is also very close to a grocery store and several gyms (I chose Orange Theory, only a few blocks away). I chose Juan's place for the location and king size bed. The bed was very comfortable, the towels were great and the overall unit worked really well for myself and my husband - it has wifi and we connected to our Netflix & other apps thru the smart TV. It fits two people comfortably and has a pull out sofa for guests (my college-age children visited a few times). The kitchen has what you need, including a dishwasher. There is one permanent parking space available and several guest spots. Juan was very responsive and a great host. Highly recommend!

Cozy and Breathtaking Skyline View Condo
The view of the NYC skyline was exactly as promised in the pictures. Host was super responsive. The place was within walking distance to bus and ferry to NYC.

Rustic Spa Retreat
Dan’s place is cozy, comfortable and just minutes away from Mt. Beacon in one direction and ten minutes away from Main Street in the other direction. The kitchen is stocked with cooking essentials, though there are so many delicious restaurants nearby- the best of both worlds! The bed was extremely comfortable and the jetted bathtub was a huge bonus. I genuinely relaxed there, which is a rarity for me. Thanks so much, Dan!
Quick stats about vacation rentals that are kid-friendly in Westport
Total rentals
40 properties
Nightly prices starting at
$90 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
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- Times Square
- Bryant Park
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- Grand Central Terminal
- Empire State Building
- Columbia University
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- Yale University
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- United Nations Headquarters
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