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Kid-friendly vacation rentals in Fairfield

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Fairfield kid-friendly rentals

Kid-friendly house rentals

Guest favorite
Home in Woodbury
4.94 out of 5 average rating, 18 reviews

2 homes in one (in-law design) w/salt water pool

ChristineRating, 5 stars7 months ago
Julie is an outstanding host! This house is perfect for any getaway. It was clean, spacious, well equipped, comfortable, and STUNNING outdoor area with a gorgeous pool. This is 3 FULL baths and 1/2 bath!! Two kitchens! Two family rooms! You had space! It made you want to relax! The kitchen was well stocked with any utensil or appliance you would need. It was private. You could really escape and get away. Woodbury and the surrounding towns were jampacked with things to do. There were many places to choose from to eat. Such a variety from steak, seafood, pizza, and American fare pubs and other specialty restaurants. Lots of variety/antique shops, flea market, wine/liquor stores, convenience stores. Just a short drive into Southbury you find more shops, antiques, restaurants, bigger, grocery store, etc. We also drove to a few other neighboring towns. All under 45 minutes. Friendly people! We had a wonderful time! Price is fabulous, house/outdoor area is A+ value! Thank you Julie!!
Superhost
An open-concept living area is highlighted by a large sectional sofa, providing ample seating for guests. A flat-screen TV is mounted above a brick fireplace, while natural light filters through nearby windows. A round coffee table sits in the center, enhancing the inviting space.
Home in New Haven
4.64 out of 5 average rating, 14 reviews

3BR Gem, 10 min to Yale, walk to Tweed

AlondraRating, 5 stars2 weeks ago
Everything was perfect. Peaceful neighbor. The host was helpful & responsive. I definitely recommend this property, will come again!
Top guest favorite
A spacious living area features a prominent ladder leading to a loft, adorned with artistic decor and large windows that invite natural light. Two red chairs are positioned in front of an artwork, while various decorative items enhance the room's character.
Home in Wading River
4.96 out of 5 average rating, 501 reviews

Your Zen Retreat

AliciaRating, 5 stars1 week ago
This getaway was very last minute and there was huge importance on it because I needed some time away and because I had never booked an Airbnb before. I wanted to make sure that my family and I were able to be someplace peaceful and have a really good time and Brian’s home provided just that. The stay was so much more than we expected and Brian was absolutely amazing. He’s super responsive and accommodating. Hoping to stay here again in the near future!
Guest favorite
A basketball hoop is positioned on a gravel area, facing a spacious green yard under clear skies. A small yellow tractor toy is visible nearby, with leafless trees providing a natural backdrop in the distance.
Home in Southbury
4.9 out of 5 average rating, 21 reviews

Cozy Family and Pet friendly 3 br Home

JennaRating, 5 stars5 months ago
We stayed at Ryan's place while visiting family in the area over the holiday weekend. The place was comfortable and clean and the bonus of being able to bring our pups was the best part. The dog park down the road was amazing and the locals were very friendly. The location was great, very convenient to shops, grocery store, gas etc. Overall we had a great time. Thanks again, Ryan!
Guest favorite
A comfortable living area is presented with a light-colored sectional sofa adorned with decorative pillows. A sleek black ceiling fan is positioned above, and a flat-screen TV is mounted on the wall. A wooden console table and a cozy armchair complete the inviting space.
Home in Milford
4.97 out of 5 average rating, 38 reviews

Steps from the water!

WillowRating, 5 stars1 week ago
Very clean, beautiful speaker and lots of space. Great place and right by beach
Superhost
A spacious fenced backyard is visible, featuring a lush green lawn and an area with shrubs. Sunlight brightens the space, highlighting the natural landscape. The perimeter is marked by a wooden fence, providing privacy and a sense of openness.
Home in West Haven
4.79 out of 5 average rating, 102 reviews

Cozy Home, Dog and Family Friendly - book today!

DenineRating, 5 stars1 week ago
We loved Leslie's place and would book here again in a heartbeat - especially in beach season (we were there mid-April). We opted for Leslie's because of its great location over a much larger home with more amenities in the same price range - we were not disappointed! We have two teenage boys and we felt comfortable letting them explore the neighborhood on their own while we squeezed in a few hours of work. Walk or bike to beach, park, basketball courts, restaurants/bars, laundry and more. Encountered many friendly neighbors on our walks. Average 15 min drive to explore lots in West Haven/New Haven. The deck is almost as large as the house with a grill and great furniture. The fully fenced yard was perfect for our dog - even she felt right at home immediately! The inside is nicely decorated and very comfortable. I loved having my coffee/beer/ cocktail on the deck in view of Long Island Sound with my dog sunning herself by my feet! I highly recommend for couples or families of all ages!
Top guest favorite
A spacious playroom is presented, featuring multiple shelves filled with various toys and games. A small table with colorful chairs is positioned in the center, providing a play area for children. Bright walls and natural light enhance the inviting space.
Home in Stamford
4.98 out of 5 average rating, 232 reviews

Bright Stylish Chic 4BR 4BA Home

ShefaliRating, 5 stars1 month ago
We had a wonderful time at Deirdre’s place which was a last minute booking. She was very responsive and we felt so much at home, with everything we needed to keep our family of 5 safe and occupied. We especially loved the playroom and books for all ages. The backyard tire swing and bird watching was a hit with my bigger kids too. There was lots of space to spread out if we had come with more family as well. Great stay- thank you again, Deirdre!
Guest favorite
A large swimming pool is surrounded by a spacious deck, featuring lounge chairs and umbrellas. Lush greenery provides a backdrop, with flowering plants along the fenced perimeter. The clear water reflects the sky, inviting relaxation and enjoyment.
Home in Woodmont
5 out of 5 average rating, 10 reviews

Huge Family House w/Waterviews

SheilaRating, 5 stars2 months ago
The neighborhood was beautiful. We walked out to an island that was only accessible at low tide. Great shared spaces with fun rooms and lovely bedrooms.

Kid-friendly apartment rentals

Superhost
A cozy living room area is highlighted by a bright yellow sofa and a patterned area rug. Two lamps provide warm illumination, while a small coffee table sits in the center. A door leads to an adjoining room, contributing to the spacious feel.
Apartment in Middletown
4.8 out of 5 average rating, 217 reviews

Beautiful Sunny Apartment in Historic Village

ShivamRating, 5 stars1 month ago
Bill and Megan are amazing hosts. Very professional, and they take the extra step to make every aspect of your stay smooth and comfortable!
Top guest favorite
A well-appointed kitchenette is visible, featuring a small refrigerator and microwave, complemented by open shelves for storage. A round table with black chairs is neatly arranged in the space, alongside a potted plant. A doorway leads to the bathroom area in the background.
Apartment in Fairfield
4.97 out of 5 average rating, 119 reviews

Sunny Fairfield Studio Apartment

LisaRating, 5 stars3 days ago
Clean, quiet and comfortable. We found this apartment to be an outstanding choice for a long weekend after an event at Fairfield University. Everything was so clean and tastefully decorated. The carriage house is located back off the road, making it a quiet and peaceful place to take a break. Having our car parked inside under our apartment was wonderful as we could safely leave items in the car without worry and have easy access to the car at night and during some rain. Comfortable and quality bedding, soft towels and good shower/soap products. Great communication! If I ever return to the area this will be my first choice! Thanks for the great stay!
Guest favorite
A comfortable living area features a gray sofa with colorful accent pillows, a round coffee table, and a textured rug. Natural light flows through sheer curtains, illuminating a small dining table with chairs. A coastal artwork hangs on the wall, adding a touch of tranquility.
Apartment in Mount Vernon
4.93 out of 5 average rating, 107 reviews

Retreat yourself.

QuentinRating, 5 stars3 weeks ago
Great stay with Kirk! The accommodation is clean, quiet and quite well located, 20/30 minutes from transportation. Kirk is a discreet, responsive and respectful host. Great for a tour of New York City while enjoying a peaceful neighborhood. Recommended!
Top guest favorite
A cozy living room features light-colored sofas arranged around a low coffee table. A large television stands across from the seating area, while a decorative rug is placed on the polished wooden floor. Natural light is provided by windows, dressed with soft curtains.
Apartment in Mount Vernon
4.99 out of 5 average rating, 104 reviews

Mt Vernon private 2-bedroom apartment Cozy as Kept

DominikRating, 5 stars1 week ago
Eulyns apartment was super clean, provided a lot of space for the whole family and she also provided water, snaks coffee shampoo and much more which was very convenient. Also the privat parking on the property was very nice. The area would not have been my first choice but for a trip to NYC/Manhattan its an affordable option even though I would usually not pay 1400$ for 5 days but I guess thats how it is in NYC now. All in all I would definitely book it again if I would stay in NYC.
Top guest favorite
A cozy living space is furnished with a light gray sofa adorned with colorful cushions in aqua and orange. A wooden armchair complements the seating, positioned near a large leafy plant. Soft blue curtains frame the windows, allowing natural light to enhance the room.
Apartment in Hastings-on-Hudson
4.98 out of 5 average rating, 130 reviews

Spacious apartment in Hastings-on-Hudson near NYC

AnthonyRating, 5 stars3 months ago
Hastings is a sweet little town and the apartment is conveniently located near station and shops. It was good value for two bedrooms in the New York area. Place was clean with good light and character. I enjoyed climbing the hills and there were some steps to negotiate. There was some noise but nothing more than you would expect from a family living above.
Guest favorite
A spacious living area features a comfortable sectional sofa and a recliner, centered around a coffee table. A well-equipped kitchen area is visible in the background, showcasing light cabinetry and modern appliances. Natural light enters through a nearby window, enhancing the open layout.
Apartment in Middletown
4.88 out of 5 average rating, 301 reviews

3 bedroom near Wesleyan, downtown

BangheeRating, 5 stars1 month ago
Very nice place and location is amazing. We were grateful that our host provide some basic amenities - coffee, shampoo and condtuoner, etc. Made our visit easy and very pleasant. Thank you!
Guest favorite
A bright dining area is illuminated by natural light, featuring a wooden table with a yellow patterned runner. Two chairs are positioned around the table, and a glass door leads to the patio. Light blue curtains frame the windows, enhancing the spacious feel of the room.
Apartment in Middlebury
4.92 out of 5 average rating, 118 reviews

Cozy Apartment with Water View of Brook

JulieRating, 5 stars2 days ago
Our stay was extremely quiet until the upstairs neighbors returned. We don't have kids or pets so we're very used to quiet. Getting used to hearing upstairs neighbors took getting used to for me. The place was chock full of supplies, coffee, Scrabble and welcoming decor. The bed was outstandingly comfortable. The bathroom was modern and creative! The outdoor patio, activities and view of the creek were impressive. This is definitely on our "to return to" list.
Guest favorite
A bright living space is showcased with wooden floors and white walls. A dark leather sofa faces a wooden coffee table, while a rocking chair invites relaxation. A dining area features a table with four orange chairs, complemented by natural light from nearby windows.
Apartment in Middletown
4.94 out of 5 average rating, 791 reviews

Quaint 2br apt- 1 block walk to Wesleyan & Main St

ErinRating, 5 stars1 week ago
Mark was very responsive and accommodating! Very close to Wesleyan, comfortable home, everything you need.

Kid-friendly condo rentals

Superhost
A bowling alley is depicted with polished wooden lanes and ambient lighting in shades of blue and purple. A small boy joyfully extends his arms, while an adult kneels beside him, both engaged in a playful moment. A bowling ball return system is visible in the background.
Condo in South Norwalk
5 out of 5 average rating, 3 reviews

Hip, central 2-story loft w Gym and parking

NarenRating, 5 stars7 months ago
Great location and lovely place. Highly recommend to anyone looking to book this place!
Superhost
The living area features a comfortable sofa with decorative cushions, paired with a coffee table. Light streams in from a window, enhancing the relaxing ambiance. A wall-mounted television and abstract artwork provide visual interest, while a plant adds a touch of nature.
Condo in Stamford
4.65 out of 5 average rating, 23 reviews

Clean 1 BD apt with Free Wi-Fi and parking

ConnorRating, 5 stars8 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
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
4.83 out of 5 average rating, 279 reviews

Stunning, Spacious, Spotless. Close to Yale.

OliverRating, 5 stars5 months ago
Camila was a great host, very responsive and always helpful. The apartment was clean, tidy and cosy and made us feel at home very quickly. Location was good, walkable distance to New Haven Green and its surroundings. All in all, we enjoyed our stay very much and would recommend Camila’s place to anyone planing to spend some time in New Haven.
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
4.93 out of 5 average rating, 150 reviews

Entire place to yourself Cromwell/Middletown Line

PatriciaRating, 5 stars1 week ago
Elizabeth's place was extremely well appointed. Nice towels and sheets, and comfortable sofa/chairs. Kitchen is well equipped. Bathroom has a nice big tub, and her decorations are very nice. Definitely has a woman's touch!
Superhost
A living area features a comfortable black couch with a light throw blanket draped over it. A television mounted on the wall displays various streaming app options, while a decorative arrangement of plants is visible nearby. The space is illuminated by natural light flowing in from an adjacent room.
Condo in Fairfield
4.83 out of 5 average rating, 139 reviews

Cozy Condo by Fairfield U/SHU | Patio | Wshr/Dryr

RobertRating, 5 stars2 weeks ago
This was our second stay at Dariel’s place. It is perfect for our family and I always check to see if it is available when we are visiting the area. It is spacious yet cozy, and well-appointed. It is easy to get to, and central to both sides of town.
Guest favorite
A bright hallway is highlighted by a circular ceiling light. The entrance door is centrally located, flanked by a white closet door and the kitchen on the left. Bamboo flooring extends throughout the space, providing a clean, modern look.
Condo in Downtown Stamford
4.88 out of 5 average rating, 78 reviews

Downtown gem w/ parking, Wi-Fi+!

LisaRating, 5 stars3 months ago
Centrally located, safe parking, everything was as advertised.
Guest favorite
A cozy living space features a modern television mounted on a light wood console. A decorative plant adds a touch of greenery beside the TV. A wooden coffee table is positioned in the center, while a dining table with white chairs is visible in the background.
Condo in Hamden
4.87 out of 5 average rating, 100 reviews

Cozy 1 bedroom apartment, great location.

ChristaRating, 5 stars3 days ago
Anna described her place as a Cozy Condo...and it was. It was just the right size for a couple. Loved how she decorated the place. It was comfortable, pleasant, and had everything we needed. I will look into staying again next year.
Guest favorite
Two people are seen swimming in a calm body of water, surrounded by gentle ripples reflecting sunlight. Lush greenery lines the distant shoreline, creating a serene backdrop against the shimmering surface.
Condo in Mount Sinai
5 out of 5 average rating, 33 reviews

1856 Trading House close to water

JulieRating, 5 stars4 months ago
The space is adorable, and we loved the history of the rental and the community. The location was perfect for us—close to everything and secluded all at the same time. Also Jeff is an amazing host and made us feel welcome/at home. The next time we have to head to NY for a family visit we will definitely try to stay here again.

Quick stats about vacation rentals that are kid-friendly in Fairfield

  • Total rentals

    60 properties

  • Nightly prices starting at

    $50 before taxes and fees

  • Total number of reviews

    2.6K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    10 properties have a pool

Destinations to explore