Family-friendly vacation rentals in New Haven County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for New Haven County family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Home in Washington
4.81 out of 5 average rating, 21 reviews

ZoomIn Map BestTown Washington "Kirby" PoshPadsCT

ElizabethRating, 5 stars12 months ago
Beautiful house, gorgeous and convenient location, excellent host. We had a great stay.
Top guest favorite
Home in Cutchogue
4.97 out of 5 average rating, 205 reviews

Private Oasis W/Stunning Vinyard and Pool Views

RebeccaRating, 5 stars2 weeks ago
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!
Guest favorite
Home in Litchfield
4.96 out of 5 average rating, 95 reviews

Home in historic Litchfield village

JessicaRating, 5 stars7 months ago
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 :)
Home in Madison
4.79 out of 5 average rating, 39 reviews

Beautiful 1820 Colonial, Madison, CT

SarahRating, 5 stars11 months ago
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.
Apartment in Shelton
4.68 out of 5 average rating, 324 reviews

1ST FLR APT Your private resort, now FAMILY-ized!

MichaelRating, 5 stars6 months ago
It was great. Everything was the complete opposite of what I expected
Top guest favorite
Home in Mattituck
4.96 out of 5 average rating, 54 reviews

Mattituck Dream House - Summer Rental Opportunity

DavidRating, 5 stars1 week ago
Great place for a wonderful weekend. Kathy was an amazing, responsive and fantastic house. Will be back!
Superhost
Villa in Guilford
4.91 out of 5 average rating, 11 reviews

Private Luxury Waterfront Home

VirginiaRating, 5 stars22 months ago
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.
Superhost
Home in Roxbury
5 out of 5 average rating, 10 reviews

Zoom In Map To 5*Roxbury "Painter Hill" PoshPadsCT

AnneRating, 5 stars12 months ago
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

Guest favorite
Cottage in Middlefield
4.92 out of 5 average rating, 246 reviews

Lake Beseck cottage

NicoleRating, 5 stars5 months ago
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.
Superhost
Apartment in Milford
4.86 out of 5 average rating, 278 reviews

The Farmhouse Estate Apartment

NancyRating, 5 stars2 weeks ago
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!
Superhost
Cabin in New Milford
4.84 out of 5 average rating, 136 reviews

A-Frame Cottage off Candlewood Lake

PaulRating, 5 stars3 weeks ago
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!
Top guest favorite
Home in Milford
5 out of 5 average rating, 103 reviews

Milford Beach House - Newer Construction!

SabrinaRating, 5 stars1 week ago
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.
Guest favorite
Home in Warren
4.94 out of 5 average rating, 108 reviews

Litchfield County Getaway

DemianRating, 5 stars6 months ago
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
Guest favorite
Cottage in Guilford
4.93 out of 5 average rating, 272 reviews

Charm + location. Walk to beach, town, & harbor.

KathleenRating, 5 stars4 days ago
It was so comfortable and peaceful. We had a great time exploring nearby beaches and hikes. We would definitely stay there again.
Guest favorite
Apartment in Middletown
4.88 out of 5 average rating, 305 reviews

3 bedroom near Wesleyan, downtown

JasonRating, 5 stars3 weeks ago
Monica is great! Helpful, clear, prompt communication. Thanks for letting us stay :)
Top guest favorite
Cottage in Redding
4.93 out of 5 average rating, 263 reviews

Cozy Cottage by the pond

LeeRating, 5 stars1 week ago
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

Guest favorite
Home in Cutchogue
4.98 out of 5 average rating, 43 reviews

Private pool/walk to beach; farms/vineyards abound

SuzanneRating, 5 stars8 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.
Top guest favorite
Barn in Bethel
4.98 out of 5 average rating, 236 reviews

Escape to a Restored New England Antique Milk Barn

JonRating, 5 stars2 weeks ago
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!!
Top guest favorite
Home in Cutchogue
4.88 out of 5 average rating, 124 reviews

The Perfect North Fork Escape

RenataRating, 5 stars4 weeks ago
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.
Guest favorite
Home in Southold
4.88 out of 5 average rating, 17 reviews

Charming Farmhouse with Pool, Yard, and Walkable

ClintRating, 5 stars6 months ago
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!
Superhost
Condo in Farmington
4.81 out of 5 average rating, 53 reviews

Farmington -NEWLY UPDATED NEAR UCONN HC and WEHA

DenisRating, 5 stars6 months ago
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!
Top guest favorite
Home in Cutchogue
4.96 out of 5 average rating, 70 reviews

Nassau Point, North Fork Home w/ Pool

SimranRating, 5 stars1 week ago
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.
Guest favorite
Home in Litchfield
4.93 out of 5 average rating, 187 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

ValeriaRating, 5 stars1 week ago
I love this place 🩷
Guest favorite
Apartment in Glastonbury
4.9 out of 5 average rating, 437 reviews

Quiet 2 bed room apt w/ private entrance.

JoshRating, 5 stars2 weeks ago
Alice’s place was great! We’ll be back again for sure.

Destinations to explore