Family-friendly vacation rentals in Waterbury

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Waterbury family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Apartment in Downtown New Haven
4.75 out of 5 average rating, 140 reviews

Luxury Penthouse Minutes to Yale

AmandaRating, 5 stars3 months ago
Great location. Easy check in and out.
Guest favourite
Home in Litchfield
4.96 out of 5 average rating, 95 reviews

Home in historic Litchfield village

JessicaRating, 5 stars5 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 :)
Guest favourite
Farm stay in Kent
4.87 out of 5 average rating, 308 reviews

(°) The Wandering Peacock (°)

PawelRating, 5 stars1 month ago
Unique and one of a kind. Recommend for anyone willing to step away from the ordinary. Host is attentive and helpful. Rustic amenities add to the charm of the place.
Home in Madison
4.79 out of 5 average rating, 38 reviews

Beautiful 1820 Colonial, Madison, CT

AngieRating, 5 stars10 months ago
My husband and I stayed with our 19-month-old son for three nights and it was a perfect choice! Susan had a toys and books that he loved, as well as a sandbox and pool outside - and the home was stocked with everything we needed for our stay. We used the location as a jumping off point for other activities and then had quiet afternoons at the house while my husband rode his bike (we saw lots of other cyclists!). If you are vegan or vegetarian, check out the Shoreline Diner in Guilford - it was delicious.
Apartment in Shelton
4.68 out of 5 average rating, 324 reviews

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

MichaelRating, 5 stars4 months ago
It was great. Everything was the complete opposite of what I expected
Top guest favourite
Home in North Fork
4.93 out of 5 average rating, 464 reviews

Blue Bay Dream (Outdoor Jacuzzi, Cabana + Office)

LaurieRating, 5 starstoday
We always love staying at CJ’s locations! They never disappoint. Even with our expanding family (tenacious toddler in tow!), they offered extras to help make things easier: from a high chair to an adorable giant Easter Bunny, we wanted for nothing. Explored some new nooks and crannies this time around in Greenport and beyond. Overall, another wonderful experience. Make sure you take advantage while you can!
Guest suite in Wilton
4.76 out of 5 average rating, 50 reviews

Ensuite with private entrance

NicholasRating, 5 stars10 months ago
Had a wonderful stay and the host was extremely accommodating. This is the place to be!
Top guest favourite
Home in Goshen
4.91 out of 5 average rating, 66 reviews

Charming farmhouse retreat with post-hike hot-tub

JamieRating, 5 stars2 weeks ago
What a great relaxing couple of nights. If you are looking to get away from it all- this is a perfect place. 8 minute drive to cute coffee shop and local restaurants. Very quiet area. The house was cozy. I booked a last minute stay and felt I was accommodated to the best of her ability. The home is adorable with a lot of character.

Family- and pet-friendly home rentals

Guest favourite
Cottage in Middlefield
4.92 out of 5 average rating, 245 reviews

Lake Beseck cottage

NicoleRating, 5 stars3 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, 272 reviews

The Farmhouse Estate Apartment

LauraRating, 5 stars1 week ago
We enjoyed our stay and the nice added touches that made it so.homey! I loved that there was plenty of towels, blankets and pillows!
Superhost
Cabin in New Milford
4.83 out of 5 average rating, 132 reviews

A-Frame Cottage off Candlewood Lake

WenlanRating, 5 stars3 months ago
This is our second year at Emily & Carol's cabin. It's homely, cozy, lovely and warm at night with a small fire going and the TV on. We spent the evening assembling legos hah! We had an amazing time looking out towards the lake and would love to come back next year too!
Guest favourite
Home in Warren
4.94 out of 5 average rating, 108 reviews

Litchfield County Getaway

DemianRating, 5 stars4 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 favourite
Apartment in Middletown
4.88 out of 5 average rating, 301 reviews

3 bedroom near Wesleyan, downtown

BangheeRating, 5 stars3 weeks ago
Very nice place and location is amazing. We were grateful that our host provide some basic amenities - coffee, shampoo and condtuoner, etc. Made our visit easy and very pleasant. Thank you!
Guest favourite
Apartment in Waterbury
4.94 out of 5 average rating, 263 reviews

Private 1 bedroom apartment in central Connecticut

CynthiaRating, 5 stars6 months ago
I was very pleased at the pet- friendly features of this home away from home. There was lighting throughout the edge of the backyard which allowed me to safely take my dogs out before bedtime. We also took short walks in the neighborhood. The area was very quiet at night and I slept very well. I lived in the same city in a different area for years and had never experienced that level of quiet!
Top guest favourite
Cottage in Redding
4.93 out of 5 average rating, 258 reviews

Cozy Cottage by the pond

MaryEllenRating, 5 stars2 days ago
My husband and I had a great stay. James and Rose are super helpful hosts. It’s a great place to relax and enjoy nature. Walking distance to a lovely park they recommended with tons of hiking trails and very quiet.
Top guest favourite
Cottage in Fairfield
4.97 out of 5 average rating, 119 reviews

Charming Fairfield Beach 3BR Cottage By The Sea

BriannaRating, 5 stars8 months ago
We enjoyed our stay! Such easy access to the beach was so convenient. You’re definitely better off venturing out after high tide to enjoy the most amount of beach and there are a lot of shells that make being barefoot challenging. We did arrive after major storms which could have contributed to that. The house was spotless with everything you need to be comfortable! We did not utilize the outdoor space but definitely would have if the weather was drier! Definitely would stay here again.

Family-friendly home rentals with a pool

Top guest favourite
Barn in Bethel
4.98 out of 5 average rating, 231 reviews

Escape to a Restored New England Antique Milk Barn

AbeRating, 5 stars3 weeks ago
When my plumbing went rogue and turned my floor into a squishy disaster zone, I needed a place to crash that wasn’t half underwater. Enter Sally’s place—a true oasis in my time of crisis. First off, this place is so nice that I briefly wondered if my house was even worth saving. It’s cozy, beautifully decorated, and so clean. The bedroom and bathroom are upstairs, making me feel like I was living the high life—literally. The bed? Like sleeping on a cloud. The view? So peaceful I considered writing poetry. Bottom line: If you need a place to stay, stop scrolling. Just book it. But be warned—you may never want to leave.
Guest favourite
Home in North Fork
4.89 out of 5 average rating, 9 reviews

Quaint Chalet w/Salt-heated Pool

VaughnRating, 5 stars6 months ago
Wonderful weekend stay. Charming.
Top guest favourite
Home in Cheshire
5 out of 5 average rating, 132 reviews

Pool House

MelissaRating, 5 stars3 months ago
This was our second time back to the pool house and it was amazing, again. We thinks of everything to make you feel welcome. Milk and eggs in the fridge. Muffins and croissants waiting for you. Pristine home. Fully stocked kitchen. I was even able to host a few family members for Christmas dinner and had everything I needed to make a lovely dinner. We also travel with two dogs and Sue is so accommodating, making our pups feel right at home. Thank you, Sue, for making our holidays away from home so peaceful and enjoyable.
Top guest favourite
Home in Monroe
4.97 out of 5 average rating, 200 reviews

Garden Level Suite with Beautiful Pool

GraceRating, 5 stars1 month ago
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!
Superhost
Condo in Farmington
4.81 out of 5 average rating, 53 reviews

Farmington -NEWLY UPDATED NEAR UCONN HC and WEHA

DenisRating, 5 stars4 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!
Guest favourite
Home in Roxbury
4.96 out of 5 average rating, 28 reviews

Must Zoom In 5* Roxbury "Moosehorn 6BR" PoshPadsCT

SusanRating, 5 stars7 months ago
Exceeded our expectations for our multigenerational getaway. Bucolic location, Stunning home, beautifully decorated with excellent amenities. perfect pool and wonderful host…..will be back!
Guest favourite
Home in Litchfield
4.93 out of 5 average rating, 185 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

TessaRating, 5 stars4 days ago
This wonderful antique home is in a Beautiful spot in the heart of Litchfield CT, and a delight early spring when the fields of daffodils awake! This unique 1793 house has a great view & sunset, fireplace, simple spa/gym making it a gem even when the pool is closed. Nearby the town with lots to offer and local farms for food shopping too. What’s not to love 💛 Bonus is a great host offering a home that is in touch with the realities of rentals, pets and people -not picky, precious or punitive. Happy to recommend and return! Thank you Elizabeth!
Guest favourite
Apartment in Glastonbury
4.9 out of 5 average rating, 431 reviews

Quiet 2 bed room apt w/ private entrance.

DavidRating, 5 stars3 weeks ago
One of the best I have ever been at. Like home

Quick stats about vacation rentals that are family-friendly in Waterbury

  • Total rentals

    30 properties

  • Nightly prices starting at

    $55 CAD before taxes and fees

  • Total number of reviews

    980 reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

Destinations to explore