Family-friendly vacation rentals in Waterbury

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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 stars2 months ago
Great location. Easy check in and out.
Guest favourite
Home in Washington
4.81 out of 5 average rating, 21 reviews

ZoomIn Map BestTown Washington "Kirby" PoshPadsCT

ElizabethRating, 5 stars9 months ago
Beautiful house, gorgeous and convenient location, excellent host. We had a great stay.
Guest favourite
Home in Litchfield
4.96 out of 5 average rating, 95 reviews

Home in historic Litchfield village

JessicaRating, 5 stars4 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, 307 reviews

(°) The Wandering Peacock (°)

JoshRating, 5 stars3 weeks ago
As great as it looks in the pictures, they don't quite do justice to how beautiful and unique this place is. Took full advantage of the Sauna and highly recommend if you need a quite retreat!
Top guest favourite
Home in Ancramdale
4.94 out of 5 average rating, 142 reviews

Unwind in the country, stargaze in hot tub

OliviaRating, 5 stars1 month ago
What a gorgeous stay. My partner and I celebrated our five year anniversary here and each detail was perfect. The home is wonderfully curated, with stunning art, decor, puzzles, plates, you name it! And by the window, the feeders attract all kinds of birds that I’ve never seen so up close. Woodpeckers, cardinals, chickadees. You hardly need the TV, it’s so entertaining. The place is spotless and serene. And Rosy is so responsive while giving you complete privacy! You can tell she really cares about the experience she provides. If you’re looking to stay in an artfully cozy home, this is the place.
Guest favourite
Home in Shelter Island
4.88 out of 5 average rating, 24 reviews

Newly Renovated w/ Pool, Hot tub & Fireplace

AliciaRating, 5 stars4 months ago
We had a wonderful stay at Jennifer’s place. It was.l beautiful, immaculate, and incredibly well equipped—especially for kids with the plethora of games and toys. Jennifer was responsive and a great host. The house is on a serene, dead-end street, and outdoor area is perfect for kids.
Apartment in Shelton
4.68 out of 5 average rating, 324 reviews

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

MichaelRating, 5 stars3 months ago
It was great. Everything was the complete opposite of what I expected
Top guest favourite
Home in Colebrook
4.99 out of 5 average rating, 219 reviews

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

MarkRating, 5 stars2 days ago
The house was everything we expected it to be! Everything was amazingly well stocked. The kitchen was full of dishes, glasses, pots and pans for us to use. The bedroom was complete with pillows, comforters and sheets. The bathroom had all the towels, wash cloths, soap and shampoo you could use. The living room had ample seating with plenty of firewood for the fireplace. There were even robes for the hot tub! Communication was great as well. Deb was great giving us all the information we needed before our stay. She also left us a nice welcome note! If you still had questions, there's also a binder in the kitchen that explained everything and includes phone numbers should you still need assistance. Will definitely stay again next time we're in the area!

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 stars2 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.
Top guest favourite
Home in Millerton
4.9 out of 5 average rating, 153 reviews

The 1913 House, book 6 days get the 7th free.

RogierRating, 5 stars1 month ago
We had a fantastic 2-night stay at Jim’s beautiful old home. So clean, so thoughtful & tasteful decorated. Great first sunny day for biking & hiking on Harlem Valley Rail Trail and close to restaurants in town. But also great second day when caught in snowstorm. Jim’s house is warm, cozy, comfortable, perfect for a day to relax, read, watch movies, cook, and enjoy the beautiful view. Thank you and we will certainly come back.
Top guest favourite
Guesthouse in South Salem
4.94 out of 5 average rating, 277 reviews

1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt

JessicaRating, 5 stars4 days ago
We needed to be in the area for three days and Jonathan’s place was very comfortable, pet friendly and 10 mins away from where we needed to be. The grounds are beautiful, sadly it’s winter so we weren’t able to take advantage. We were on-the-go and packed light, so having the washer/dryer came very much in handy. Bed was comfortable and restful, which was much needed. Also 10-15 minutes from lovely restaurants and a Main Street . Jonathan was also very friendly and helpful with our needs. Would definitely return if we needed to be back in the area again.
Superhost
Apartment in Milford
4.86 out of 5 average rating, 268 reviews

The Farmhouse Estate Apartment

Winsome Rating, 5 stars4 weeks ago
Accommodation was convenient…house clean and comfortable…communication with host was also great! Thanks to Cail Jayne, and Dylan
Superhost
Cabin in New Milford
4.84 out of 5 average rating, 131 reviews

A-Frame Cottage off Candlewood Lake

WenlanRating, 5 stars1 month 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
Apartment in Middletown
4.88 out of 5 average rating, 297 reviews

3 bedroom near Wesleyan, downtown

AlexRating, 5 stars2 weeks ago
Monica’s place was great for me and my family after a day of skiing. There are great restaurants near by and some waterfalls The place was clean and spacious. I’ll definitely give Monica’s place a try if you are going to be in the area.
Guest favourite
Guest suite in Waterbury
4.94 out of 5 average rating, 263 reviews

Private 1 bedroom apartment in central Connecticut

CynthiaRating, 5 stars5 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, 257 reviews

Cozy Cottage by the pond

LauraRating, 5 stars3 months ago
Perfect stay in the coziest cottage! Rose & Jamie were amazing and super helpful and made us feel right at home.

Family-friendly home rentals with a pool

Top guest favourite
Barn in Bethel
4.98 out of 5 average rating, 230 reviews

Escape to a Restored New England Antique Milk Barn

JosephRating, 5 stars4 days ago
This was a great place to stay -- large space, in a scenic and private area. Very easy check-in process with helpful recommendations for nearby attractions and restaurants. Would definitely stay again.
Guest favourite
Home in North Fork
4.89 out of 5 average rating, 9 reviews

Quaint Chalet w/Salt-heated Pool

VaughnRating, 5 stars5 months ago
Wonderful weekend stay. Charming.
Top guest favourite
Home in Cheshire
5 out of 5 average rating, 131 reviews

Pool House

MelissaRating, 5 stars2 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 stars2 weeks 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!
Guest favourite
Home in North Fork
4.88 out of 5 average rating, 17 reviews

Charming Farmhouse with Pool, Yard, and Walkable

ClintRating, 5 stars3 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 stars3 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 Litchfield
4.93 out of 5 average rating, 184 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

AndreaRating, 5 stars1 month ago
Our 2nd stay at Elizabeth’s house and it was as nice as our last visit. Our kids love exploring the home and property which has a wonderful view. The kitchen is well appointed for cooking. We especially enjoyed the stone fireplace to relax after skiing. Would highly recommend!
Guest favourite
Apartment in Glastonbury
4.89 out of 5 average rating, 427 reviews

Quiet 2 bed room apt w/ private entrance.

JeremiahRating, 5 stars1 month ago
Lovely women, made me and my friend feel right at home. Would definitely book again in the future.

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

  • Total rentals

    30 properties

  • Nightly prices starting at

    $58 CAD before taxes and fees

  • Total number of reviews

    1K 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