Kid-friendly vacation rentals in Westport

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Westport kid-friendly rentals

Kid-friendly house rentals

Guest favorite
The living area features two comfortable, light-colored chairs positioned beside a small table. A large bay window allows ample natural light to fill the space, offering views of colorful foliage outside. Soft curtains frame the window, enhancing a welcoming environment.
Home in Fairfield
4.96 out of 5 average rating, 26 reviews

Once a Pond - time and stress slow down.

ShivaRating, 5 stars1 month ago
Spacious home with a nice outside area. Enjoyed coffee with birds and bunnies. Will stay here again.
A small bedroom features a neatly made bed with a blue duvet and matching pillow, accompanied by a nightstand. Wall art depicting flowers adds a touch of color, while warm wood flooring creates a cozy ambiance. Natural light softly illuminates the space.
Home in Stamford
4.8 out of 5 average rating, 137 reviews

Small Studio. Private Entrance and bathroom

JonathanRating, 5 stars5 days ago
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.
Guest favorite
The classic Colonial home features white siding with green shutters and a welcoming front porch. Landscaped shrubs frame the entrance, while well-maintained lawns provide a serene setting. The chimney is visible atop the roof, contributing to the timeless architectural style.
Home in Westport
5 out of 5 average rating, 18 reviews

Westport Farmhouse, Walk to Beach & Train Station

HarveyRating, 5 stars8 months ago
The host was easy to communicate with, and a number nice touch of soaps and snacks were provided, I’ll book it again
Top guest favorite
A compact kitchenette area features modern appliances including a microwave, coffee maker, and refrigerator. A small bar counter with two stools is positioned near the entrance. Light gray walls and natural wood flooring create a welcoming ambiance.
Home in Stamford
4.99 out of 5 average rating, 167 reviews

STAMFORD STUDIO CLOSE TO DOWNTOWN AND SHOPPING

ChristineRating, 5 stars5 days ago
This stay was perfect! Clean and comfy!!
Guest favorite
The living room features a spacious layout with a gray loveseat and sofa, complemented by a comfortable armchair. A large flat-screen TV is mounted on the wall opposite a high-top table with stools. Natural light fills the room through two windows.
Home in Westport
4.93 out of 5 average rating, 90 reviews

Westport/Saugatuck super spot

DeeRating, 5 stars3 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
A welcoming living area features a comfortable gray sofa and two armchairs. A wooden coffee table sits in the center, accompanied by a decorative candle arrangement. Light-colored walls are complemented by large windows, allowing natural light to illuminate the space.
Home in Fairfield
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 favorite
The exterior of the house showcases a charming two-story structure set against a lush green landscape. A tranquil pool reflects the surrounding gardens, while stone steps lead to a welcoming entrance. The area is filled with greenery and outdoor seating, ideal for relaxation.
Home in Redding
4.88 out of 5 average rating, 16 reviews

Meeker Hill House - Country Escape w/ Heated Pool

RoryRating, 5 stars8 months ago
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
Guest favorite
The entrance features a charming porch framed by white railings, with potted plants adding greenery. A welcoming front door is accentuated by patriotic decorations, and a small seating area is visible beside lush greenery and a well-maintained lawn.
Home in Fairfield
4.9 out of 5 average rating, 110 reviews

Fairfield 2nd Fl–2 Rms | Exclusive Entry & Parking

JacksonRating, 5 stars1 month ago
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

Top guest favorite
A spacious studio layout includes a cozy queen bed adorned with a geometric quilt. Nearby, a comfortable seating area features a patterned sofa and a green chair. Natural light flows through large windows adorned with bamboo shades, illuminating the warm wood floor.
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!
Guest favorite
A spacious living area features a large, U-shaped sectional sofa with various cushions in neutral tones and accents. A wooden coffee table with a candle sits in front, while a wall displays a simple black and white 'LOVE' art piece, enhancing the cozy atmosphere.
Apartment in Stamford
4.95 out of 5 average rating, 131 reviews

Terra Hillside Suite | 3 Bed 2 Bath | Green Oasis

ColeenRating, 5 stars1 week ago
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.
Top guest favorite
A serene view of the Hudson River at sunset, featuring vibrant orange and yellow hues reflected on the calm water. Silhouettes of trees outline the scene, creating a peaceful atmosphere with the distant hills visible against the colorful sky.
Apartment in Ossining
4.96 out of 5 average rating, 441 reviews

Hudson River Peaceful Getaway, Explore from here

NicoleRating, 5 stars5 days ago
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!
Top guest favorite
A bright living area features a large window providing natural light. A comfortable couch and a loveseat are arranged around a wooden coffee table. A decorative mirror hangs on the wall, and a flat-screen TV is positioned on a stand beside a small side table.
Apartment in Stamford
4.97 out of 5 average rating, 176 reviews

Standalone Cottage surrounded by woods

ChristineRating, 5 stars6 days ago
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! :)
Guest favorite
A bright, open living space features a spacious bed and a comfortable sofa, complemented by a dining table with chairs. Light wood flooring enhances the modern design, while recessed lighting is installed in the ceiling, creating an inviting atmosphere.
Apartment in Port Jefferson Station
4.9 out of 5 average rating, 116 reviews

The Elite Enclave

SarmadRating, 5 stars2 weeks 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 favorite
A well-equipped kitchen features wooden shelves with dishes and a coffee maker. A modern sink and black faucet are complemented by a smooth countertop, while natural light filters through a window adorned with greenery. Kitchen essentials are organized for convenience.
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 favorite
A wooden porch is visible, featuring two black chairs and an orange table. Potted flowers add color on either side, with a stone pathway leading into the surrounding greenery. The gray siding of the building complements the outdoor seating area.
Apartment in Redding
4.94 out of 5 average rating, 485 reviews

Huckleberry Quarters, the Cozy Redding Retreat.

JerelRating, 5 stars1 week ago
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 .
Top guest favorite
A serene garden area is seen, featuring lush green grass and vibrant flowerbeds with orange blooms. A tranquil pond is visible in the background, surrounded by trees and natural landscaping, creating a peaceful outdoor setting.
Apartment in Milford
4.98 out of 5 average rating, 104 reviews

The Pond Mill Retreat w/ 2 Bdrms & Pool

JudyRating, 5 stars2 weeks 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!

Kid-friendly condo rentals

Superhost
An open-concept living area features a stylish sectional sofa facing a coffee table. A modern kitchen with stainless steel appliances and wooden cabinetry is visible. Natural light fills the space through large windows, and a decorative rug adds texture to the floor.
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
An open kitchen features modern appliances and light cabinetry, with a central island and seating for four. A dining table is positioned nearby, surrounded by wooden chairs. Natural light enters through multiple windows, illuminating the warm wood flooring.
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.
Guest favorite
The open living area is furnished with a dark sofa and light wooden accents. A round table with a beige tablecloth is paired with four chairs, while framed artwork adorns the walls. A colorful area rug adds a cozy touch, complemented by soft lighting from overhead fixtures.
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.
Top guest favorite
A two-story home is showcased with light-colored siding and vibrant red shutters. The entrance is marked by a white railing and steps leading to the front door. An American flag proudly stands on a flagpole in the front yard, bordered by a white picket fence.
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 stars1 week ago
Great Airbnb! Great Host! Perfect for visiting West Point
Top guest favorite
A modern living area features leather sofas, a coffee table adorned with decorative items, and warm lighting. Large bright blue curtains frame the windows, and colorful artwork adds a pop of interest on the walls. A flat-screen TV is mounted opposite the seating arrangement.
Condo in Downtown 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 favorite
A spacious living area features a light-colored sofa accompanied by two patterned chairs. A dining table is positioned nearby, while large windows allow natural light to brighten the room. A vibrant plant enhances the welcoming atmosphere, and warm wooden floors complete the setting.
Condo in Stamford
5 out of 5 average rating, 16 reviews

Comfortable, Beautiful Apartment-Close to Downtown

KarenRating, 5 stars2 weeks ago
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!
Guest favorite
A well-organized kitchen space features a dark granite countertop complemented by a coffee maker and white dishware. Soft lighting from decorative fixtures enhances the ambiance. Artwork is displayed on light-colored walls, leading into a cozy living area with plants and seating visible in the background.
Condo in Weehawken Township
4.96 out of 5 average rating, 135 reviews

Cozy and Breathtaking Skyline View Condo

LorieRating, 5 stars2 weeks ago
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.
Top guest favorite
The kitchen features white cabinetry with glass display doors, showcasing colorful dishware. A Viking range is prominently positioned, with a polished countertop below. A wooden table with two chairs sits on a light yellow floor, illuminated by warm lighting from a nearby lamp.
Condo in Beacon
4.99 out of 5 average rating, 582 reviews

Rustic Spa Retreat

MelissaRating, 5 stars1 week ago
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

Destinations to explore