Kid-friendly vacation rentals in Milford

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Milford kid-friendly rentals

Kid-friendly house rentals

Guest favorite
A spacious outdoor area features a private heated pool surrounded by a flat grassy lawn. Lounge chairs are positioned alongside the pool, offering a relaxing space, while trees provide natural shade. A wooden fence enhances privacy and blends seamlessly with the serene environment.
Home in North Fork
4.98 out of 5 average rating, 43 reviews

Private pool/walk to beach; farms/vineyards abound

SuzanneRating, 5 stars7 months ago
Staying at Amy's place was perfect for my friends and I while we're out on the North Fork for a wedding. Amy was very responsive with any questions we had. We were all very comfortable in the main living area as well as our bedrooms. The house was conveniently located to the wedding venue and my friends were also very happy that it was located near some pickleball courts. Thank you Amy for a wonderful stay.
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
4.62 out of 5 average rating, 13 reviews

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

AlondraRating, 5 stars1 week ago
Everything was perfect. Peaceful neighbor. The host was helpful & responsive. I definitely recommend this property, will come again!
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 stars4 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
The exterior of a two-story single-family home is depicted, featuring beige siding and a centered front door. Lush green grass surrounds the walkway leading to the entrance, with a mailbox positioned at the pathway. A nearby tree and hedges provide additional greenery.
Home in East Haven
4.89 out of 5 average rating, 101 reviews

Welcome To Piper's Rest

JamesRating, 5 stars3 weeks ago
It was wonderful stay and I’d go back anytime
Top guest favorite
A traditional two-story house is framed by well-maintained greenery and shrubs. A paved driveway leads to the entrance, while a detached garage is visible to the side. The exterior features white siding with red trim and multiple windows, creating a welcoming appearance.
Home in Southampton
4.96 out of 5 average rating, 119 reviews

4 Bed, 2 Bath, Southampton, L.I.

BrandonRating, 5 stars9 months ago
This was my second time staying here, and probably won’t be the last. A perfectly wonderful Hamptons home, with a beachy, rustic charm. It’s close to all, yet on a quiet street with a great backyard. David is a fantastic host, everything was spelled out clearly and the home was spotless.
Top guest favorite
The exterior of a charming two-story house is presented, featuring light siding and dark shutters. Window boxes adorned with blue flowers are visible. A small porch with a door leads into the home, accompanied by a stone pathway and neatly landscaped shrubs.
Home in Old Saybrook
4.97 out of 5 average rating, 121 reviews

Year Round Beach House in Old Saybrook, CT.- Pets

SueRating, 5 stars1 week ago
Laurie s place is very nice, spacious and clean. Plenty of space to eat, hang out and 2 bath. The fenced in yard is great for dogs or kids. We weren't in full summer season so we're not taking advantage of the beach and water options but they offer alot. Allowed for an early check in which was great as we were in town for a memorial service.
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!

Kid-friendly apartment rentals

Guest favorite
A well-furnished living area features a dark gray sofa paired with colorful cushions and an accent chair. A small side table sits beside the chair, and a lamp illuminates the space. Art adorns the walls, and a soft area rug adds warmth underfoot.
Apartment in East Rock
4.86 out of 5 average rating, 178 reviews

2 Bedroom apt quiet courtyard setting w parking

NiamhRating, 5 stars1 week ago
Great place, pictures are representative. The whole place is huge and just a perfect place to stay. Location is amazing, walkable to the New Haven green and loads of restaurants and bars. Martin is a great host and leaves very clear instructions which is really helpful. Would definitely stay again. Only note- floors/ceiling seem quite thin so the upstairs neighbours could hear us and we could hear them at certain points of the day. But that did not dampen our trip at all. If anyone is visiting we highly recommend Trinity on orange street, amazing Irish pub with sports and classic pub grub. And Georgie’s diner in west haven - classic American diner style with great food options.
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 starstoday
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 private entrance features a white door set against a backdrop of textured wooden siding. Colorful purple irises bloom along the stone pathway, complemented by lush greenery, contributing to the inviting exterior of the studio apartment.
Apartment in Southampton
4.87 out of 5 average rating, 126 reviews

Southampton Village Studio

CristinaRating, 5 stars6 months ago
Michael is such a courteous, considerate and generous host. We have stayed many, many times and it feels like a second home. I highly recommend this cozy, clean apartment. Micheal goes out of his way to make sure you are taken care of. Best host! Truly!
Top guest favorite
A cozy living area is featured with a flat-screen television mounted on the wall above a decorative white fireplace. A comfortable chair and a barstool add seating options. Natural light enters through the window, while a faux plant enhances the decor.
Apartment in Port Jefferson Station
4.93 out of 5 average rating, 197 reviews

Brand New Modern Spacious Apartment

MaureenRating, 5 stars2 weeks ago
Joanne greeted us when we arrived - wanted to make sure we were comfortable. She encouraged us to contact her with any questions. The apartment was clean, well equipped and spacious. We are native Long Islanders and this location was central to the family and friends we were visiting.
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
4.91 out of 5 average rating, 117 reviews

Cozy Apartment with Water View of Brook

RobertRating, 5 stars6 days ago
This was not my first stay at Traci's AirBnB and, much like last time, I would gladly stay again.
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, 790 reviews

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

ErinRating, 5 stars5 days 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, 149 reviews

Entire place to yourself Cromwell/Middletown Line

JenniferRating, 5 stars2 weeks ago
We had a really nice time at Elizabeth home. The place was immaculate, and had all the comforts of home. I was having trouble connecting to the Wi-Fi, messaged Elizabeth, She got back to me within five minutes, and the issue was resolved. It was simply a reset on the router. I will certainly stay here again if I am back in the area.
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 stars1 week 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, 98 reviews

Cozy 1 bedroom apartment, great location.

MeghanRating, 5 stars5 days ago
Anna’s apartment was spotless! We looked at Quinnipiac University and it was super convenient. Also short drive to New Haven with good restaurants. Would absolutely stay again!
Top 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 stars3 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 Milford

  • Total rentals

    60 properties

  • Nightly prices starting at

    ﺩ.ﺇ257 before taxes and fees

  • Total number of reviews

    4.3K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

Destinations to explore