
Family-friendly vacation rentals in New Haven County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in New Haven County
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Popular amenities for New Haven County family-friendly rentals
Family-friendly home rentals with a hot tub

ZoomIn Map BestTown Washington "Kirby" PoshPadsCT
Beautiful house, gorgeous and convenient location, excellent host. We had a great stay.

Private Oasis W/Stunning Vinyard and Pool Views
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!

Home in historic Litchfield village
Jeannine’s home was an absolute gem! We had our annual girls weekend here and felt right at home. The house was so cozy and warm yet had ample space for me and the girls to sit and chat together. We loved that the house was lived in with family photos and mementos around, rather than being sterile like many other bnbs we’ve stayed in. There was also so much to do in the surrounding area! I would definitely recommend this stay :)

Beautiful 1820 Colonial, Madison, CT
We were all immediately happy at Susan’s place! Our two year old found the toy room and played happily, our eleven year old lived in the beautiful pool and my husband and I felt like we could really relax. The location is 5 minutes from town where you can get coffee and a bite, or 8 minutes from the beach/state park. The property feels private and the house is charming and well appointed. The pictures don’t do it justice, it’s really lovely.

1ST FLR APT Your private resort, now FAMILY-ized!
It was great. Everything was the complete opposite of what I expected

Mattituck Dream House - Summer Rental Opportunity
Great place for a wonderful weekend. Kathy was an amazing, responsive and fantastic house. Will be back!

Private Luxury Waterfront Home
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.

Zoom In Map To 5*Roxbury "Painter Hill" PoshPadsCT
Cannot thank Stephen enough for taking care of us after a major mess up. We were able to get in and relax and enjoy. So grateful for all he did for us on a graduation weekend.
Family- and pet-friendly home rentals

Lake Beseck cottage
Was the perfect little get away for us. And it was nice to find a place that accommodated the dogs so well. We appreciated being able to get to places easily but at the same time have a peaceful place to return to.

The Farmhouse Estate Apartment
Cail and Jayne were great hosts! Their farmhouse was beautiful and the grounds were lovely! They were very responsive when we needed to contact them. The house had everything we needed. It was the perfect home base for our daughter's graduation from the University of New Haven!

A-Frame Cottage off Candlewood Lake
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!

Milford Beach House - Newer Construction!
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.

Litchfield County Getaway
Was in the area to visit family and this was a perfect location for me. Had just what my family needed to have a great weekend

Charm + location. Walk to beach, town, & harbor.
It was so comfortable and peaceful. We had a great time exploring nearby beaches and hikes. We would definitely stay there again.

3 bedroom near Wesleyan, downtown
Monica is great! Helpful, clear, prompt communication. Thanks for letting us stay :)

Cozy Cottage by the pond
What a perfect place to explore Southern Connecticut from. Easy to find and easy access to all points of interest. Collis P. Huntington state park is across the street and is an incredible perk. Many easy to walk trails with plentiful wildlife and peaceful serenity. Would recommend and stay again in the future. Jamie is an awesome host, so thoughtful and responsive!!
Family-friendly home rentals with a pool

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.

Escape to a Restored New England Antique Milk Barn
We had a fabulous stay in Sally’s lovely cottage!! It was pristinely clean, extremely comfortable and well equipped. Sally was a great communicator and always there for us if we needed anything. We highly recommend this Airbnb and will definitely stay again when we are in the area!!

The Perfect North Fork Escape
Laurie’s home was the perfect size for our girls weekend to celebrate the bride. The patio was extensive and comfortably fit all of us for a hibachi chef and dinner. It was a quick drive from the house to the wineries, which was fantastic.

Charming Farmhouse with Pool, Yard, and Walkable
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!

Farmington -NEWLY UPDATED NEAR UCONN HC and WEHA
Felt right at home, check in was very easy, beautiful place, very friendly enjoyed his place thinking to coming back again my business send me to Connecticut! Thank you!

Nassau Point, North Fork Home w/ Pool
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.

Stunning Views, Bucolic Bliss in 1790s Farmhouse
I love this place 🩷

Quiet 2 bed room apt w/ private entrance.
Alice’s place was great! We’ll be back again for sure.
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- Beach
- Fairfield Beach
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- Shinnecock Hills Golf Club
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