
Kid-friendly vacation rentals in Milford
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Top-rated kid-friendly rentals in Milford
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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
Everything was perfect. Peaceful neighbor. The host was helpful & responsive. I definitely recommend this property, will come again!

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!

Welcome To Piper's Rest
It was wonderful stay and I’d go back anytime

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.

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

Bright Stylish Chic 4BR 4BA Home
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

2 Bedroom apt quiet courtyard setting w parking
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.

Beautiful Sunny Apartment in Historic Village
Bill and Megan are amazing hosts. Very professional, and they take the extra step to make every aspect of your stay smooth and comfortable!

Sunny Fairfield Studio Apartment
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!

Southampton Village Studio
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!

Brand New Modern Spacious Apartment
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.

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
This was not my first stay at Traci's AirBnB and, much like last time, I would gladly stay again.

Quaint 2br apt- 1 block walk to Wesleyan & Main St
Mark was very responsive and accommodating! Very close to Wesleyan, comfortable home, everything you need.
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
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.

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

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

Cozy 1 bedroom apartment, great location.
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!

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
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
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- Beach
- Yale University
- Gilgo Beach
- Bronx Zoo
- Dunewood
- Cooper's Beach, Southampton
- Quotonset Beach
- Robert Moses State Park
- Giants Neck Beach
- Shinnecock Hills Golf Club
- Woodmont Beach
- Rye Town Beach
- Clinton Town Beach
- Walnut Public Beach
- Seaside Beach
- Jennings Beach
- TPC River Highlands
- Thunder Ridge Ski Area
- Bethpage State Park
- Copiague Beach
- Marvin Beach
- Sunken Meadow State Park
- Connetquot River State Park Preserve
- Robert Moses State Park Field 2