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
Home in North Fork
4.98 out of 5 average rating, 43 reviews

Private pool/walk to beach; farms/vineyards abound

SuzanneRating, 5 stars6 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 stars6 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!!
Guest favorite
Home in New Haven
4.9 out of 5 average rating, 10 reviews

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

CherylRating, 5 stars1 week ago
Very nice place, welcoming and accommodating. Owner quick to respond. Would recommend to others .
Guest favorite
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!
Top guest favorite
Home in Southampton
4.96 out of 5 average rating, 119 reviews

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

BrandonRating, 5 stars8 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.
Guest favorite
Home in New Fairfield
4.81 out of 5 average rating, 77 reviews

Cozy Candlewood Isle Cottage

BrianRating, 5 stars1 month ago
This was the perfect weekend getaway - the house is cozy and beautiful, the neighborhood was lovely, had incredible views and offered so much to see and do. The fireplace was amazing, great kitchen with everything you need and the host was highly communicative and helpful. I can't wait to return!
Guest favorite
Home in Woodmont
5 out of 5 average rating, 9 reviews

Huge Family House w/Waterviews

LynnRating, 5 stars5 months ago
We had a wonderful stay! The house can accommodate large family gatherings - there were a lot of spaces for folks to spread out as well as gather. The kitchen is very well stocked. We would definitely rent again!
Guest favorite
Home in Milford
5 out of 5 average rating, 6 reviews

Big House On Maddox

DianeRating, 5 stars6 months ago
We stayed here in the entire home for a wedding weekend. Both units were fabulous and Cole was very responsive when we had an issue with the key pad. The bride

Kid-friendly apartment rentals

Guest favorite
Apartment in East Rock
4.86 out of 5 average rating, 175 reviews

2 Bedroom apt quiet courtyard setting w parking

HopeRating, 5 stars1 month ago
Great stay! Loved the location- close to restaurants and The Peabody Museum. Loved walking around "Science Hill" of Yale. Plenty of room inside the airbnb. Great price. Will stay here again when we come to town!
Superhost
Apartment in Middletown
4.8 out of 5 average rating, 216 reviews

Beautiful Sunny Apartment in Historic Village

AdrianaRating, 5 stars2 months ago
This is where you want to stay when you come to Middletown. It allows you to walk everywhere—bookstore, toy store, coffee shops, restaurants, and Wesleyan! The beds were incredibly comfortable and everything was just so clean and tidy. We always check to see if their properties are available when we have a visit scheduled.
Guest favorite
Apartment in New Haven
4.92 out of 5 average rating, 178 reviews

Tranquil Apartment with Waterview, Walk to Beach!

KhanhRating, 5 stars3 weeks ago
We enjoyed our stay at Samantha and Robert’s place. Convenient location, close to downtown and the beach. The place is spacious and cozy. Samantha and Robert provided us with everything we needed.
Top guest favorite
Apartment in Fairfield
4.97 out of 5 average rating, 115 reviews

Sunny Fairfield Studio Apartment

LovelyRating, 5 stars2 weeks ago
Sue’s place was wonderful. My boyfriend and I enjoyed our stay.
Top guest favorite
Apartment in Port Jefferson Station
4.93 out of 5 average rating, 196 reviews

Brand New Modern Spacious Apartment

DebbieRating, 5 stars2 weeks ago
Joanne’s apartment provided all the amenities and comforts of home. I loved the cozy, but spacious and quiet apartment. I felt like I was staying at a friend’s house. Joanne was a fabulous and friendly host. We will be back!
Guest favorite
Apartment in Middletown
4.88 out of 5 average rating, 301 reviews

3 bedroom near Wesleyan, downtown

BangheeRating, 5 stars2 weeks 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
Apartment in Middlebury
4.92 out of 5 average rating, 114 reviews

Cozy Apartment with Water View of Brook

PedroRating, 5 stars1 week ago
Had an amazing stay at Traci’s place, love the view and peaceful surrounding., I would definitely go back again.
Top guest favorite
Apartment in Middletown
4.94 out of 5 average rating, 783 reviews

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

JoshRating, 5 stars2 days ago
Great rental in a great location! Cannot get much closer to Wesleyan's campus. Very nicely designed and furnished, and much bigger than it appears in the photos. My only regret is that it took until my daughter's senior year for us to find this perfect spot! Look no further.

Kid-friendly condo rentals

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

Hip, central 2-story loft w Gym and parking

NarenRating, 5 stars6 months ago
Great location and lovely place. Highly recommend to anyone looking to book this place!
Superhost
Condo in Stamford
4.65 out of 5 average rating, 23 reviews

Clean 1 BD apt with Free Wi-Fi and parking

ConnorRating, 5 stars7 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 Downtown New Haven
4.83 out of 5 average rating, 279 reviews

Stunning, Spacious, Spotless. Close to Yale.

OliverRating, 5 stars4 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
Condo in Middletown
4.96 out of 5 average rating, 146 reviews

Entire place to yourself Cromwell/Middletown Line

JanetRating, 5 stars2 weeks ago
The apartment was perfect! Well kept, very clean, quiet. Elizabeth is a pro - always responded quickly and her instructions were easy to follow. Made my three days a perfect stay!
Superhost
Condo in Fairfield
4.83 out of 5 average rating, 138 reviews

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

MikeRating, 5 stars1 day ago
Daniel was a blessing, I was in a jam and he not only helped me out but he did it without breaking the bank.
Guest favorite
Condo in Downtown Stamford
4.88 out of 5 average rating, 78 reviews

Downtown gem w/ parking, Wi-Fi+!

LisaRating, 5 stars2 months ago
Centrally located, safe parking, everything was as advertised.
Guest favorite
Condo in Hamden
4.87 out of 5 average rating, 94 reviews

Cozy 1 bedroom apartment, great location.

PhilipRating, 5 stars2 weeks ago
I had a great experience staying at Anna’s place. Easy, safe parking. Check-in instructions were clear. The space was relaxing and quiet. The unit had everything I needed and more. I would definitely stay at Anna’s place again.
Guest favorite
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

    $70 before taxes and fees

  • Total number of reviews

    4.2K 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