Family-friendly vacation rentals in New Haven

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

Bill & Megan have hosted us multiple times throughout our daughter's time at Wesleyan. Their apartments were always the first place we looked whenever we came to town. Perfect hosts and perfect proximity to downtown and Wesleyan. Look no further!

Look no further! The Beach Cottage is beautiful, immaculate, private, and all things one would hope a vacation getaway would entail. This location feels “off the grid” albeit close to modern amenities/stores. Hope to be back soon!

Hi folks, if you need to adjust your Loveline, please visit Doree’s place, and you will see how love grows. She passionately decorated her studio apartment, where you will find all the ingredients for love to grow. I came from NYC, about a two-hour drive to Doree’s peaceful location. We enjoyed a beach day and a fishing day, and we visited the beautiful Gillette castle.

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!

Victor and Kim were gracious and amazing hosts. I was celebrating my birthday and they even had a card, a bottle of champagne, red wine and fruit. It was such a wonderful surprise! The house was so beautiful and the beach is just outside! The kitchen was fully stocked with everything one would need to cook for a family; there was a convection oven! We loved using the grill as it was memorial day. Bathrooms had rain showers. Beds were so comfortable and it was truly wonderful to wake up to a beautiful sunrise and to just listen to the waves from the deck or even the living room. We spent a lot of time outside, on the beach. It was home away from home.

We loved our stay! It was one of the coolest Airbnb stays our family has enjoyed. Lots of art and ambiance while also being very comfortable with all the amenities you could need. It is an open space (the bedroom walls don’t extend all the way to the ceiling), which didn’t bother us at all but something to be aware of. Thank you Pam!

Janet's place was perfect for my visit. plenty of space in the apartment to spread out. it had everything I needed and didn't feel cluttered. and it was squeaky clean.

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.

We had an amazing time at Marybeth’s suite—it truly felt like a winter wonderland. Our kids had a blast "swimming" in the snow and "rolling" over the gentle hills. Every moment was filled with joy, whether we were relaxing in the sunroom, playing in the snow, or swinging outside. The time spent together as a family, along with our conversations with Marybeth and her family, was truly precious. We can’t wait to return in the summer!

Absolutely loved our stay and the hospitality of the host, Kate. The house was very nice and the property is very private. Highly recommended! Thanks Kate!

Yvonne's place is wonderful, we spent six days there on a family vacation to celebrate a graduation and it was a perfect spot for a crowd. The description and pictures are spot on (maybe even better) and the place is very well maintained. The weather was not great - so we landed up staying in more than we anticipated and this was a great spot for that. The kitchen is well stocked, having a barbecue really helped, and the large windows and skylights kept us connected to the outside. Yvonne was also highly responsive in case we needed anything. Highly recommend.

Alice’s place was great! We’ll be back again for sure.

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.

Great place to stay at! We stayed here for a wedding in the area and it was amazing, very lovely home with a beautiful beach right down the road. Not a single issue while we were here. Wish we could’ve stayed a bit longer

The location and comfort can’t be beat. We stayed at the professor’s flat for a full semester while I was teaching at Yale and it was perfect for a couple and a cat. We even had a couple of friends visit and stay over comfortably during that time. We truly lived in the place like it was our home, because it felt like it: it was cozy, and despite a smaller kitchen than we’re used to, it was well equipped, and we were able to cook a lot and even host dinner parties. It’s very conveniently located to everything in New Haven/the East Rock neighborhood & we walked everywhere. Also very convenient to the freeway. A parking spot was included in our rent as well. Remy, Hilary and Sal were always responsive and ready to take care of anything that needed attention. Remy also gave us and all the tenants extras like baked goods, and samples of her great Italian cooking on occasion (around the holidays). They also gave us fire logs for the fireplace we used our entire last month in town.

Our family had a beautiful stay at the Purple Button Factory. Charming and comfortable, this historic house was perfect for exploring Guilford. A special nostalgic trip for us as my children grew up here. Short walk to wonderful cafes and shops on The Green. We loved the birdlife and views from the back patio and absolutely fell in love with the picturesque sunny kitchen. Spent a lot of time gathered together there around the wooden table. Than you for sharing your home.

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.

I had an excellent stay! Andy is responsive and accommodating. The space is lovely and as described , clean, and comfortable, tastefully decorated and stocked with starters needed for an easy stay, …. Example, dish soap, salt, pepper, bathroom supplies.

Thank you for a wonderful stay and accommodating an extra night.

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!

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.