Family-friendly vacation rentals in Milford

Beautiful home with great communal space for our family gathering. This is just what we needed. Thank you!!

Jonathan and Amy were the perfect hosts. Super friendly and resourcesful. The property is beautiful and so peaceful which was perfect for our down time as we were in town for a three-day wedding. We enjoyed breakfast with the family of deer that live in the back field and so many beautiful birds. The apartment is so quaint, very clean and has everything that we needed. The beds were super comfortable. It was decorated to the age of the property which we loved! It was a great find and we highly recommend the apartment and will surely book again if ever in the area.

Great spot and at a really good price. Was visiting for a Yale event and was near enough to feel close without being too close to downtown. The area around the place is also super cute and not one I had explored previously. Huge plus for some good coffee shops nearby and of course Pepe’s. Camila was a great and responsive host. 10/10 would recommend Camila and this spot.

Emily and Carol were wonderful hosts. They were responsive to our questions and provided great recommendations. Sitting on the balcony with the view of the trees and the lake beyond was tranquil. The living area is cozily furnished and both the fireplace and tv were easy to use. The nearby community beach was fun to visit and an added benefit of the stay. Great location with plenty of good food and small town charm!

Mark’s place was clean and neat. I love that there was a little light and a charging station by the bed. I also loved that there was a full length mirror, which came in handy for getting dressed for my event. Thanks for the use of your space.

I loved my stay here!! The backyard area is absolutely stunning!!

I loved Shirley’s place!!! Gardens are so beautiful and the house has everything you need for a perfect getaway. Will definitely be back! Shirley provided coffee, snacks and even homemade fig jam and honey which was so good!

The place was absolutely great! I would easily recommend this place to stay. Although it is close to downtown it was really peaceful and calm.

We loved staying at this home - it was the perfect place for our group of ten. The outdoor space was definitely the highlight, with the pool & spa being our favorite part of the trip. The only thing to note is that we weren’t supplied quite enough toilet paper or paper towels, though I did not reach out for more - It was the last evening when we ran out and we were leaving early the next morning. The trash requirements were a surprise after booking, but going to the transfer station was easy enough, and it is listed on the house rules. Overall, an excellent stay and would absolutely return!

My girlfriend and I had a great stay here. The place was cozy, well-equipped, and perfect for a relaxing getaway. The outdoor area was the true highlight — from the spacious patio to the beautifully maintained landscaping, the property felt peaceful and private. There’s also a pool that looked amazing, even though we couldn’t enjoy it due to the weather. We had some trouble during check-in after a delayed flight and arrived around midnight, but the property owners were just a phone call away and quickly helped us get settled, which we really appreciated. Overall, it was a great experience and we’d absolutely recommend this spot to anyone looking for a quiet, scenic place to unwind.

Everything was perfect for our girls weekend. This is the 3rd time we’ve used Laurie’s house and there’s obviously a reason we keep coming back. Can’t wait to go again.

This beautiful property has a special place in our hearts. We stayed in the A frame during COVID and we always wanted to come back. This time we stayed in the main house and it was phenomenal. Wish the weather was better for us to use the pool, but next time! It well worth the price. Only an hr from the city and it feels like a full vacation. Wonderful way to lose time time for a few days. We will be back!

Michael’s place was amazing, means a few friends stayed this weekend for my birthday. He was always willing to help and very accommodating! The house itself is so beautiful and had everything we needed! It was our first time in The Hamptons and he gave us tons of recommendations!

The pool house is so cute and the outdoor patio is gorgeous and the perfect place to relax. Great place to stay if you want to stay near New Haven but also want to enjoy quiet away from the city. Sue is a responsive and very generous host!

Christine's place was nice and clean! We especially loved the fire pit and the pool. Upon arrival of the AirBNB Christine was waiting to meet us and show us around. This was something that was new to me in my AirBNB experience, but it was honestly so nice and so was she! Christine let me know that I could communicate with her for anything that was needed and asked for recommendations to make her place better. This place was so well-equipped, close to everything and it comfortably fit me and my 6 other friends! I would definitely book again with Christine.

We had a lovely stay at Roger and Amy’s place. The location was great - close to Southampton, a short drive from Sag Harbor etc. The home is charming and comfortable. The kids loved the heated pool and spent hours in it every day. Roger and Amy were also super responsive, with advice and help when we needed it including with a very sweet gift for our 3 year old whose birthday we were celebrating. All in - a phenomenal time!

As someone who is older and a little wobbly, I would like some indication for the edge of the steps going from the kitchen to the living room area. Otherwise the house was beautifully maintained. Beth was very helpful and amiable to our request for a later checkout due to my daughter’s health concerns. For us Floridians the heating system worked wonderfully during a cold week. I would very highly recommend this place to everyone.

The house, apartment and surrounding area are beautiful. It was such a nice tranquil place to relax. We only wish we had more time.

Great stay! The house is well appointed and exactly as described. All of our needs had been thought of in advance and we felt right at home. Stand out service from our host JoAnn, who was always quick to respond and went above and beyond to ensure our toddler was provided a secure and comfy spot to sleep as well. Thanks JoAnn! We look forward to staying again soon. Best Wishes, Sanchez Family

Brian is a great host. The house is exceptionally clean and good. All the amenities are as listed. I highly recommend Brian’s listings. Five stars!

Robert was an absolute great host. The special touches for my son's 30th birthday was very meaningful. I would highly recommend anytime.

We had a wonderful time. The weather was perfect. The view of the water was everything and was accessible from nearly every room. The home was modern and easily accommodated our large group. Yet it was cozy and beautifully appointed with all the amenities you would ever want. It is ideal for children with every toy imaginable. There was a highchair and a pack and play for our toddler and child appropriate dishes. The kitchen was fully equipped and had 2 sinks, 2 dishwashers and 3 tables for dining. The beautiful pool and hot tub were in constant use. Mary is very thoughtful and assembled a ringed binder with important contacts and suggestions for dining, shopping and entertainment. Although there was no beach on the property there are nearby beaches. The towns of Guilford and (nearby) Madison are charming and well worth visiting. Mary was very accommodating and responded promptly to several inquiries.

The three of us (including an infant) have spent 7 months in Truman’s apartment. The place is exactly as described in the offer - has everything you would need for either shorter or longer stay. Apartment is located close to the Wooster Square and Yale campus, so is very convenient both for work and outdoor activities. On top of that Truman was a superb host! Whenever we had an issue it took him no time to resolve it and he always went an extra mile to make sure we feel like at home. We really enjoyed meeting Truman and his family and staying at their place!

We have had several family vacations on the North Shore now, but this was beyond our expectations. Pretty much a private beach on LI Sound in your backyard. Amazing layout with a wrap around deck with three daybeds for lounging outside among the tall hardwood trees and listening to the waves. Hammocks, hot tub and sauna below with a private gym and knocked out theater setup for streaming movies. There were 5 adults and two three year olds on this trip so the 3 full baths were great. The house felt like home for 7 great days and nights. Rainy days were filled with train museums, an aquarium and butterfly gardens and a fabulous library. And the North Atlantic waves are a 25 minute drive. Oh , and everyone said the beds were super comfortable.