Family-friendly holiday rentals in Waterbury
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Top-rated family-friendly rentals in Waterbury
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
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Get the amount of space that is right for you
Popular amenities for Waterbury family-friendly rentals
Family-friendly home rentals with a hot tub
Apartment in Downtown New Haven
4.75 out of 5 average rating, 140 reviewsLuxury Penthouse Minutes to Yale
Great location. Easy check in and out.
Home in Litchfield
4.96 out of 5 average rating, 95 reviewsHome 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 :)
Home in Warren
4.44 out of 5 average rating, 16 reviewsStrawberry Ridge Chalet with Hot Tub & Sauna!
We had a wonderful girls weekend. Rebecca let us check in a little bit earlier which was nice. The living room is beautiful and comfortable to sit in and enjoy the scenery. The kitchen was well equipped. We did use the sauna and hot tub. Very relaxing. Some of the beds are a little older and not as comfortable, but we were fine for our short stay. Plenty of towels, paper towels, toilet paper. Would love to visit again when it is warmer for the pool. Thank you Rebecca.
Home in Washington
4.94 out of 5 average rating, 17 reviewsShrinkMapToBestTown Washington Senff5BR PoshPadSCT
We had an absolutely wonderful time at Stephen’s house! my brother came with his 3 kids and they had so much fun that they didn’t want to leave. There were plenty of activities to keep them entertained, and the pool was perfect. The grill and outdoor space provided exactly what we needed for some enjoyable family time. It was a perfect trip that truly felt good for the soul!
Home in Madison
4.79 out of 5 average rating, 38 reviewsBeautiful 1820 Colonial, Madison, CT
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, 323 reviews1ST FLR APT Your private resort, now FAMILY-ized!
Place was very nice and organized very well thought out rules were easy to follow and the view was out of this world.
Guest suite in Wilton
4.76 out of 5 average rating, 50 reviewsEnsuite with private entrance
Had a wonderful stay and the host was extremely accommodating. This is the place to be!
Home in Goshen
4.9 out of 5 average rating, 63 reviewsCharming ski retreat farmhouse with hot-tub
Anna’s place was perfect for two couples and two toddlers - close to Litchfield and a huge yard. The house is well designed and has a ton of space.
Family- and pet-friendly home rentals
Apartment in East Rock
4.9 out of 5 average rating, 208 reviews3 RM Apt. w/kit. in historic house
such a cute place for a getaway! it was perfect and the host was extremely helpful, knowledgeable about the area, and nice! also, don’t go grocery shopping before seeing the food that noelle has in the apartment! we underestimated the food that she provides. we definitely want to come back at some point for another trip :)
Apartment in East Haddam
4.78 out of 5 average rating, 279 reviewsThe Federal Suite at the Wisteria Rest
I recommend this place and I will love back to it again!
Apartment in Milford
4.86 out of 5 average rating, 266 reviewsThe Farmhouse Estate Apartment
This is a beautiful and peaceful place! Nicely modernized, furnished and decorated apartment in an old farmhouse with lots of charm. A State Park on the beach is a 10min drive away. Our little group enjoyed our short stay here. The place was clean and comfortable and our hosts were very quick and friendly with their responses to our needs. The communication before, while and after was great!
Apartment in Guilford
5 out of 5 average rating, 6 reviewsLakefront Country Oasis
Margie’s place is an amazing hidden gem. The inside is very clean and comfortable. The outside is an experience of its own. The lake will drop your blood pressure immediately. Gorgeous surroundings. The dogs are friendly and lovable. We will be back! 👍🏼
Loft in Essex
4.94 out of 5 average rating, 436 reviewsUnique apartment in former art gallery.
Pam's place was great. definitely staying again only a stones throw from my brother's home. There was plenty of room for us and the dog.
Apartment in Middletown
4.88 out of 5 average rating, 291 reviews3 bedroom near Wesleyan, downtown
This was a great place for,my family to stay while visiting in Central CT. Very walkable to downtown Middletown with restaurants and shops. Monica was very responsive to any inquiries. And a great place to stay with a dog!
Guest suite in Waterbury
4.94 out of 5 average rating, 263 reviewsPrivate 1 bedroom apartment in central Connecticut
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!
Cottage in Redding
4.93 out of 5 average rating, 257 reviewsCozy Cottage by the pond
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
Apartment in Redding
5 out of 5 average rating, 17 reviewsPoolside apartment with private tennis court.
We had a wonderful stay at Todd's place! Todd greeted us warmly and was very responsive. The pool was fantastic and surrounded by beautiful nature, making it a serene spot to relax. We stayed in the pool apartment, which looked out at the pool and stunning backyard. It was well-equipped with a kitchen, pool towels, a TV, couches, and a dining table. Wendy, Todd's wife, welcomed us with cookies, and they provided milk, orange juice, eggs, yogurt, and fruits. There was also a grill available. We stayed for three nights and enjoyed the pool a lot. Despite being a shared pool, there was plenty of space and time for everyone. We also used the tennis court and played some basketball at the basketball rink there. Todd and Wendy made our stay very comfortable and enjoyable. We highly recommend their place!
Barn in Bethel
4.98 out of 5 average rating, 226 reviewsEscape to a Restored New England Antique Milk Barn
Nice, quiet spot in a lovely small town in Connecticut. Well appointed and short drive to everything in the area.
Home in Cheshire
5 out of 5 average rating, 131 reviewsPool House
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.
Apartment in Old Saybrook Center
4.96 out of 5 average rating, 123 reviewsConvenient and Cute in Downtown Old Saybrook
We rented the apartment to visit with our grown kids for our Christmas vacation. The kitchen had everything I needed to cook a small brunch for them to snack on. The fenced in area, for our dog, was perfectly secure and separate from the main yard which I appreciate. Lee and Kelly were both very friendly and responsive but also gave us privacy as well. The pricing of the unit was very competitive for this area. Our dog can bark a bit when we couldn't bring him out with us so I hope he didn't disturb them too much. We never heard any loud noise from there house so for an above garage apartment, I thought that was great!
Home in Monroe
4.96 out of 5 average rating, 199 reviewsGarden Level Suite with Beautiful Pool
This was our third stay at Marybeth's, everything was great, as usual. The unit is spacious, clean, and very conveniently located.
Condo in Farmington
4.81 out of 5 average rating, 53 reviewsFarmington -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!
Home in Litchfield
4.93 out of 5 average rating, 182 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
We had a great stay over New Year’s! The house was spacious for 6 people and a dog with plenty of room to gather. The kitchen was very well equipped, and the land surrounding the house was beautiful. We enjoyed going into Litchfield for lunch - under 10 minutes away.
Apartment in Glastonbury
4.89 out of 5 average rating, 425 reviewsQuiet 2 bed room apt w/ private entrance.
This is a great place to stay. There is plenty of room, the beds are comfortable and every thing is sparkling clean!
Quick stats about holiday rentals that are family-friendly in Waterbury
Total rentals
30 properties
Nightly prices starting at
$64 AUD 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
Wi-Fi availability
30 properties include access to Wi-Fi
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