
Kid-friendly vacation rentals in Milford
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Top-rated kid-friendly rentals in Milford
Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Milford kid-friendly rentals
Kid-friendly house rentals

Private pool/walk to beach; farms/vineyards abound
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.

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

3BR Gem, 10 min to Yale, walk to Tweed
Very nice place, welcoming and accommodating. Owner quick to respond. Would recommend to others .

Cozy Family and Pet friendly 3 br Home
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!

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

Cozy Candlewood Isle Cottage
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!

Huge Family House w/Waterviews
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!

Big House On Maddox
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

2 Bedroom apt quiet courtyard setting w parking
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!

Beautiful Sunny Apartment in Historic Village
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.

Tranquil Apartment with Waterview, Walk to Beach!
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.

Sunny Fairfield Studio Apartment
Sue’s place was wonderful. My boyfriend and I enjoyed our stay.

Brand New Modern Spacious Apartment
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!

3 bedroom near Wesleyan, downtown
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!

Cozy Apartment with Water View of Brook
Had an amazing stay at Traci’s place, love the view and peaceful surrounding., I would definitely go back again.

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

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

Clean 1 BD apt with Free Wi-Fi and parking
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.

Stunning, Spacious, Spotless. Close to Yale.
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.

Entire place to yourself Cromwell/Middletown Line
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!

Cozy Condo by Fairfield U/SHU | Patio | Wshr/Dryr
Daniel was a blessing, I was in a jam and he not only helped me out but he did it without breaking the bank.

Downtown gem w/ parking, Wi-Fi+!
Centrally located, safe parking, everything was as advertised.

Cozy 1 bedroom apartment, great location.
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.

1856 Trading House close to water
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
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- Beach
- Yale University
- Gilgo Beach
- Bronx Zoo
- Dunewood
- Quotonset Beach
- Giants Neck Beach
- Cooper's Beach, Southampton
- Clinton Town Beach
- Woodmont Beach
- Thunder Ridge Ski Area
- Rye Town Beach
- Marvin Beach
- Bethpage State Park
- Robert Moses State Park
- Connetquot River State Park Preserve
- Weed Beach
- Oakland Beach
- Lloyd Beach
- Walnut Public Beach
- Seaside Beach
- Shoreham Beach
- Shinnecock Hills Golf Club
- Horton Lane Beach
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