Kid-friendly vacation rentals in Milford

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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 stars5 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 stars5 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
4.88 out of 5 average rating, 8 reviews

Tweed Oasis

CindyRating, 5 stars2 months ago
My stay surpassed every expectation. The house is conveniently located near the airport and less than 10 minutes from downtown. The property offers self check in with clear instructions. The host is very responsive. Thanks Premium Trips
Guest favorite
Home in Southbury
4.9 out of 5 average rating, 21 reviews

Cozy Family and Pet friendly 3 br Home

JennaRating, 5 stars3 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
Home in Stamford
4.98 out of 5 average rating, 230 reviews

Bright Stylish Chic 4BR 4BA Home

JohnRating, 5 stars2 months ago
The house was absolutely charming and beautifully decorated inside. Deirdre left up the Christmas decorations which was very special since we were celebrating the holidays with our family that week. The playroom, with all the toys, was a huge hit with my five grandchildren, and the house was well stocked with anything that we could have possibly needed during our stay. The wood stove in the family room was a big hit. The entire house was extremely clean and the beds were very comfortable. Deirdre was an amazing host, providing detailed instructions about the house before our stay, reaching out to us during our stay to ensure we were comfortable in the house, and following up after our visit with a lovely note. We hope to stay there again in the future while visiting our daughter in the Stamford area. I would highly recommend this property to anyone looking for a comfortable, clean, and charming house to stay in.
Guest favorite
Home in Woodmont
5 out of 5 average rating, 9 reviews

Huge Family House w/Waterviews

LynnRating, 5 stars4 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 stars5 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
Guest favorite
Home in West Haven
5 out of 5 average rating, 11 reviews

Newly reno'd beach house

LindaRating, 5 stars6 months ago
Blue Haven was perfect for our group of 8 plus 2 dogs. The upstairs had 2 master sized suites with King beds and small sitting area with a shared 3/4 bath that had double sinks. On the main level was a bedroom with a queen bed and another with 2 twin beds and a full bath (shower+ bathtub). Backyard is fully fenced in with ample seating and an outdoor gas fire pit where we roasted marshmallows included in the beautiful s’mores care package from our host! Sea Bluff beach is a bit far to walk but a quick 5min drive. We visited the Bird Sanctuary and Silver Sands Beach as well downtown New Haven, all within 20min drive from the home. We really appreciated the fact that the unit was fully stocked with plenty of supplies: flatware, paper products, cleaning, garbage bags, linens etc. The pillow tops was so comfortable and our guests all slept well. The long driveway fits 3 cars tandem, 2 on a slight hill. Washer and dryer units are in the basement. We had a fantastic stay and would come again

Kid-friendly apartment rentals

Guest favorite
Apartment in East Rock
4.86 out of 5 average rating, 173 reviews

2 Bedroom apt quiet courtyard setting w parking

DanRating, 5 stars1 week ago
Enjoyed our stay and will come back! Thanks.
Superhost
Apartment in Middletown
4.8 out of 5 average rating, 215 reviews

Beautiful Sunny Apartment in Historic Village

AdrianaRating, 5 stars1 month 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, 177 reviews

Tranquil Apartment with Waterview, Walk to Beach!

BriannaRating, 5 stars1 week ago
Great stay! The place was super clean and the hosts responded quickly when we reached out with a question. Would definitely return in the future!
Guest favorite
Apartment in Fairfield
4.97 out of 5 average rating, 112 reviews

Sunny Fairfield Studio Apartment

BethRating, 5 stars3 days ago
Adorable garage apartment in a quiet neighborhood.
Guest favorite
Apartment in Port Jefferson Station
4.93 out of 5 average rating, 194 reviews

Brand New Modern Spacious Apartment

BriannaRating, 5 stars2 weeks ago
Joanne’s place is a great cozy and spacious one bedroom apartment that my husband and I enjoyed relaxing at. We found it so comfortable we decided to stay an extra night since we are off from work this week and wanted to just chill out there a bit longer. Joanne was always responsive and easily accepted the reservation change to stay an extra day which was nice of her. I would definitely recommend her place and stay again in the future.
Superhost
Apartment in Middletown
4.88 out of 5 average rating, 295 reviews

3 bedroom near Wesleyan, downtown

EmilyRating, 5 stars2 weeks ago
Great place to stay in a very walker friendly town. Monica gave great suggestions in places to go and walking routes to take our pup. We had a great time!
Guest favorite
Apartment in Middlebury
4.93 out of 5 average rating, 110 reviews

Cozy Apartment with Water View of Brook

SuzanneRating, 5 stars1 month ago
The host, Traci is a kind, friendly person! She really cares about her place and your stay there. It is very clean, neat & tidy! Her place has become our home away from home when we visit CT. It's warm, cozy and inviting, not to mention bright & cheerful. It has everything you need and perfect for 2 people. The place feels like you are tucked away in the middle of nature. You can watch wildlife in the backyard as deer drink from the stream and squirrels jump from tree to tree. All the while, you are a short driving distance from stores, restaurants, gas stations & walking trails. It is a wonderful place to relax!
Guest favorite
Apartment in Middletown
4.94 out of 5 average rating, 778 reviews

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

HannahRating, 5 stars1 week ago
Mark's place was a great stay for spending the week at Wesleyan. Can't be the location and Mark is a great host with a wonderful place.

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 stars5 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 stars6 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 stars3 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
4.97 out of 5 average rating, 143 reviews

Entire place to yourself Cromwell/Middletown Line

KevinRating, 5 stars2 weeks ago
Elizabeth’s place was a great place to stay! It was very clean and nicely appointed. All instructions were clear, accurate, and helpful. Elizabeth is a very responsive and friendly host. I highly recommend it and would gladly stay there again.
Superhost
Condo in Fairfield
4.83 out of 5 average rating, 135 reviews

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

RandyRating, 5 stars3 months ago
Nice place to stay, close to the main highway.
Guest favorite
Condo in Downtown Stamford
4.9 out of 5 average rating, 77 reviews

Downtown gem w/ parking, Wi-Fi+!

LisaRating, 5 stars1 month ago
Centrally located, safe parking, everything was as advertised.
Guest favorite
Condo in Hamden
4.86 out of 5 average rating, 86 reviews

Cozy 1 bedroom apartment, great location.

GabrielRating, 5 stars2 weeks ago
Enjoyed our stay here very much. Place was very comfortable and cozy. Maintained well and very nice decor. The television had a good amount of streaming services which was a plus. Would recommend and considering returning sometime in the future. Thank you.

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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