Photo by Brandon Miller

Waterbury vacation rentals

We found 188 vacation rentals — enter your dates for availability

Discover a selection of 12 homes and other vacation rentals in Waterbury that are perfect for your trip. Whether you’re staying in a vacation home with family, friends, or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, including WiFi and parking. Whatever you're looking for, you'll be sure to find a rental that has what everyone needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Waterbury

Showing deals for:Jun 12 - Jun 19

Image gallery for Litchfield County Four Season Country Paradise

Front entrance with gate for privacy
9.4 out of 10, Exceptional, (51 reviews)
Exceptional
(51 reviews)

Litchfield County Four Season Country Paradise

Roxbury

9% off
Price is $1,303
$9,123 for 7 nights
All fees included
Litchfield County Four Season Country Paradise

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Waterbury

Why visit Waterbury

  • Outdoor Adventures: Enjoy family-friendly activities in urban parks and state parks, perfect for all ages.
  • Charming Neighborhoods: Explore cozy neighborhoods with inviting homes and sunrooms, ideal for relaxation.
  • Rich History: Discover nearby cities with a welcoming atmosphere and fascinating historical sites.
  • Diverse Accommodations: Choose from a variety of vacation rentals, including cozy homes, cottages, and modern apartments.
  • Memorable Experiences: Create lasting memories with engaging activities suitable for families and friends.

Popular types of accommodation in Waterbury

Waterbury offers a variety of vacation rentals to suit your needs, from cozy houses and charming cottages to modern apartments. Whether you're searching for single-family homes for rent or specific rental listings in Waterbury, CT, you'll find plenty of options to make your stay comfortable and enjoyable. Explore the best places to stay and enjoy your trip to this vibrant city.

  • Houses: The top choice for visitors in Waterbury, these homes offer spacious living and a home-like atmosphere, perfect for families or groups.
  • Cottages: These charming, cozy retreats are ideal for those seeking a quaint and relaxing getaway in Waterbury.
  • Apartments: A practical option for travelers, providing convenient amenities and easy access to local attractions.
  • Condos: Offering a blend of comfort and luxury, condos are a fantastic choice for both short and extended stays.
  • Villas: For a touch of elegance and ample space, villas in Waterbury cater to those looking for a high-end experience.**

Top attractions in and around Waterbury

Waterbury, Connecticut, is perfect for family outdoor adventures and cultural experiences. Visitors can explore a variety of attractions including urban parks, state parks, and recreational areas that cater to all ages. Whether you're traveling with family or friends, Waterbury offers a range of activities that ensure an enjoyable and memorable vacation for everyone.

  • Lake Compounce: Located 8 miles from Waterbury, Lake Compounce is an exciting amusement park perfect for families. With thrilling rides, water attractions, and beautiful outdoor spaces, it provides an adventurous atmosphere for all ages.
  • Quinnipiac University: Situated 12 miles away, Quinnipiac University is known for its rich history and vibrant campus culture. Visitors can explore its scenic grounds and appreciate the institution's commitment to education and community.
  • Waterbury City Hall: Right in the heart of Waterbury, this town hall showcases the city's government and business operations. Its impressive architecture reflects the city's heritage and offers a glimpse into local civic life.

Things to do recommended for couples

For a romantic getaway in Waterbury, consider skiing at Mount Southington Ski Area for some thrills, enjoying a fun-filled round at Putter's Paradise Mini Golf, or sipping fine wines at Haight-Brown Vineyard, where the ambiance is perfect for love and relaxation.

Things to do recommended for families

Families visiting Waterbury can relax at Hubbard Park, enjoy thrilling games at Crystal Bees, and experience the excitement of live sports at New Britain Stadium. Each venue offers unique family-friendly vibes that promise a memorable adventure for everyone.

Things to do recommended for groups

Experience the vibrant culture at the Palace Theatre, shop and enjoy entertainment at Brass Mill Center, or explore the Maplecroft Plaza Shopping Center just 8 miles away for a fun-filled day with family and friends in Waterbury.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Waterbury

If you're traveling with a group, family, or pets, or if you're considering longer stays, it's important to filter your options based on what matters most to you. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Waterbury with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor space for group gatherings. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Waterbury with young kids: Traveling with young kids can be a bit tricky. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Waterbury: For many, a family vacation just wouldn't be the same without their furry companions. If you can relate, take a look at Vrbo listings that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Waterbury: If you’re in search of vacation rentals that offer discounts for stays of a month or more, you’ve come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to consider additional amenities like a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay near Waterbury

Waterbury, Connecticut, offers a delightful blend of family-friendly attractions and outdoor adventures. Explore charming neighborhoods with cozy homes and inviting sunrooms, perfect for relaxation. Nearby cities provide a welcoming atmosphere with friendly locals and rich history. Whether you're seeking a peaceful retreat or an engaging family vacation, Waterbury and its surrounding areas promise a memorable experience filled with warmth and excitement.

  • Oakville: Located a mere 3 miles from Waterbury, Oakville is a charming city known for its picturesque scenery and outdoor experiences. Visitors can indulge in a romantic getaway while enjoying activities like golf at local courses or attending music concerts at nearby venues. Nature lovers will appreciate the beautiful lakes and beaches that offer a perfect backdrop for relaxation and recreation. Oakville's inviting atmosphere, combined with its various resorts, makes it an ideal destination for both couples and families looking to unwind.
  • Southington: Just 9 miles from Waterbury, Southington is a family-friendly city bursting with adventure. Renowned for its amusement park and waterpark, it offers endless fun for visitors of all ages. The city also features excellent golf courses and resorts, ensuring a well-rounded travel experience. Southington's local landmarks, including a notable theme park, provide great options for family outings. With its blend of excitement and outdoor activities, Southington is a perfect spot for families looking to create lasting memories together.
  • Naugatuck: Situated 5 miles from Waterbury, Naugatuck is a delightful city that caters to outdoor enthusiasts and families alike. Visitors can explore its historic college university or enjoy the natural beauty of the national state park nearby. The city's vibrant music scene and amusement park ensure there's always something happening. With scenic lakes and a welcoming ambiance, Naugatuck is a fantastic destination for romantic outings and family adventures, making it an ideal stop on your vacation itinerary.

Best time to go to Waterbury

If you're planning a trip to Waterbury, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.2°F (-2.1°C)Light RainMostly SunnyAverageSlightly Low
February29.7°F (-1.3°C)Light RainMostly CloudyAverageAverage
March36.9°F (2.7°C)Light RainMostly SunnyAverageSlightly Low
April48.0°F (8.9°C)Light RainMostly SunnySlightly HighSlightly Low
May58.8°F (14.9°C)Light RainMostly SunnyAverageAverage
June66.9°F (19.4°C)Light RainMostly SunnySlightly HighSlightly High
July73.6°F (23.1°C)Light RainMostly SunnySlightly HighSlightly High
August71.8°F (22.1°C)Light RainMostly SunnyAverageSlightly High
September64.9°F (18.3°C)Light RainMostly SunnyAverageAverage
October54.1°F (12.3°C)Light RainMostly SunnySlightly LowAverage
November42.4°F (5.8°C)Light RainMostly SunnySlightly LowAverage
December34.3°F (1.3°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is a breeze

Are you hoping to save on your next adventure? One effective way to do this is by being flexible with your travel dates, as prices can vary quite a bit. Additionally, booking a longer stay often leads to significant discounts. To help you discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to assist you in finding the best options for your trip.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your booking. Being the planner has its perks. When you join our travel rewards program, One Key, you’ll gain immediate access to member savings and the ability to earn and redeem OneKeyCash on eligible reservations. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning made easy

Vrbo's unique Trip Board offers you a convenient way to plan your next adventures, pick up right where you left off, or easily manage your travel arrangements. You can find the properties you've saved or booked in the sections labeled Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Waterbury and relaxed Connecticut life

The wide plazas and crisscrossing streets of Waterbury are your chance to sample a relaxed and workaday corner of the Eastern Seaboard. Less than 2 hours to the heart of New York City and close to the beautiful Connecticut coast, the city is packed with old redbrick mills and industrial depots – a hangover from the boom times of its brass trade. These days, Waterbury vacation rentals offer a gateway to the serene surroundings of The Constitution State, between the winding courses of the Naugatuck River, rolling oak forests, and the charming townships of central CT.

Sightseeing in and around Waterbury

Are you hoping to discover attractions to visit in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Waterbury a fun place to get away. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Quassy Amusement Park (6 mi / 9.7 km)
  • Mount Southington Ski Area (6.2 mi / 10 km)
  • Lake Compounce (8.3 mi / 13.4 km)
  • Crystal Bees (9.8 mi / 15.7 km)
  • Hawks Landing Country Club (11.3 mi / 18.2 km)
  • Tradition Golf Club at Wallingford (14.7 mi / 23.6 km)

Industrial history and camping in Waterbury

If hardy industrial depots, sprawling brick-built buildings, and imposing Neo-Classical architecture fronted by busts of proud presidents is your sort of thing, then prepare for a street scene that's bound to take your fancy. Waterbury vacation rentals around Main Street and Exchange Place will be your best base for sightseeing, and great for evenings of hopping between the craft beer bars and barista-led coffee spots of the downtown area. Meanwhile, for outdoorsy types, there's always the pine-lined cascades of the Naugatuck State Forest to the south and the camping grounds of the Black Rock State Park to the north.

Summertime is high time for sightseeing in Waterbury

There's no better time to wander the bustling streets of Exchange Place and gawp up at the Union Station Clocktower than during summer. Going from May to August, that's when the town's leafy blocks are shaded by blooms of oak and beech and chestnut. It's also the time when the river walks along the Naugatuck, the trails of the Mattatuck Forest, and the other regional parks are at their prettiest. You could break out the trench coat for a visit in winter, too, when snow blankets the surrounding CT hills and Waterbury vacation rentals glisten under a dusting of powder-white snow.

Along the bends of the Naugatuck River in Waterbury

The winding, weaving Naugatuck River defines the very center of Waterbury. It wriggles through the middle of town as it goes from the wild woods of the Mattatuck State Forest in the north to the rugged canyons of the Naugatuck State Forest in the south. These are the 2 closest places to break out of the city with the walking boots, and each offers forest-lined hills that change color with the seasons, roaring creeks, and cascading waterfalls.

Traveling to and around Waterbury

The nearest airport is in Bradley Intl. Airport (BDL), located 31.7 mi (51 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into New Haven, CT (HVN-Tweed - New Haven Regional), which is 21.3 mi (34.2 km) away.

Frequently asked questions

What is the best area to stay in Waterbury, Connecticut, United States of America when booking a vacation rental?
When considering the best area to stay in Waterbury, Connecticut, a great choice is the downtown neighborhood. This area is vibrant and offers a rich blend of history and modern amenities. You'll find a variety of vacation rental options, from charming apartments to cozy homes, providing plenty of choices to fit your needs.

Downtown Waterbury is home to several attractions that make it an appealing spot for visitors. One highlight is the Palace Theater, a beautifully restored venue that hosts a range of performances, from concerts to Broadway shows. Additionally, the Mattatuck Museum showcases the region's history and art, making it a superb stop for culture enthusiasts.

Another great neighborhood to consider is the Overlook area, known for its picturesque views and family-friendly atmosphere. Here, you can enjoy the scenic beauty of the surrounding hills while still being close to local parks and recreational areas. This neighborhood offers a more suburban feel, with a good selection of rental properties that cater to families and those looking for a quieter stay.
How much does it cost to rent a vacation home in Waterbury?
Prices for vacation rentals in Waterbury vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Waterbury to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Waterbury vacation house rentals?
You can find great discounts on house rentals in Waterbury on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best Waterbury ski resort rentals?
For skiing near Waterbury, Connecticut, the closest major ski resort is Mount Southington, located just a short drive away. Travelers looking for vacation rentals in this area should consider options in nearby towns such as Southington and Bristol. In Southington, there are cozy cabins and chalets that provide easy access to the mountain, often featuring amenities like fireplaces, fully equipped kitchens, and hot tubs, superb for relaxing after a day on the slopes.

In Bristol, visitors will find a range of accommodations including charming homes and apartments, many of which offer spacious living areas and convenient access to local dining and shopping. Some properties also have outdoor spaces for enjoying the fresh air and beautiful winter scenery.

Additionally, the region offers various recreational activities beyond skiing, including snowshoeing and cross-country skiing, with trails available in the surrounding areas. See all ski-in-/ski-out rentals in Waterbury.
What is the most popular type of vacation rental accomodation in Waterbury?
In Waterbury, vacation houses are the most common type of rental, with about 10 available throughout the area. These houses typically offer spacious layouts with multiple bedrooms, fully equipped kitchens, and comfortable living areas, making them ideal for families or larger groups. Additionally, several condos, apartments, cottages, and cabins can be found, each providing a variety of amenities like outdoor spaces, BBQ areas, and modern furnishings.
Are there any family house rentals in Waterbury?
In Waterbury, Connecticut, there are several family-friendly house rentals available, making it a suitable destination for groups traveling with children. Properties typically feature spacious living areas, full kitchens for preparing family meals, and outdoor spaces where kids can play and unwind. Visitors can expect amenities such as Wi-Fi and air conditioning, ensuring a comfortable atmosphere during their stay.

The city is conveniently located near attractions like the Timexpo Museum, which showcases the history of the Timex watch brand, and the beautiful parks along the Naugatuck River, great for family outings.
Can I find long-stay vacation rentals in Waterbury?
A long-stay vacation rental in Waterbury is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Waterbury?
In Waterbury, there are several pet-friendly house rentals available, offering a variety of amenities for travelers. Many of these properties come with spacious yards, allowing pets to enjoy the outdoor space, and feature comfortable living areas, fully equipped kitchens, and modern appliances for a convenient stay.

The city is close to parks such as Mount Tom State Reservation, where visitors can explore hiking trails and scenic views, making it a great spot for outdoor activities with pets. Additionally, the nearby Waterbury Green provides a pleasant area for walks and relaxation.
Are there any remote work vacation rentals in Waterbury?
In Waterbury, Connecticut, there are approximately 17 vacation rentals that cater to remote work needs. Many of these properties are equipped with essential amenities such as high-speed internet, Wi-Fi access, and dedicated workspaces, including desks and chairs, ensuring a comfortable environment for productivity. Some rentals even allow for events, providing flexibility for those who might need to host meetings or gatherings during their stay.

Travelers can expect a mix of modern apartments and charming homes, often featuring spacious living areas and fully equipped kitchens, superb for unwinding after a day of work. The location also offers easy access to local parks and attractions, allowing for refreshing breaks in nature or a stroll through the city. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Waterbury vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Waterbury with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Waterbury?
In Waterbury, popular vacation rental amenities include fully equipped kitchens, allowing guests to prepare their own meals. Most rentals also feature onsite parking for convenience, making it easy for travelers with vehicles. Additionally, properties often come with coffee and tea makers, enabling guests to enjoy their morning brews. Air conditioning is commonly available, providing comfort during warmer months. Many rentals also include balconies, offering a pleasant outdoor space for relaxation and fresh air.
When is the best time to visit Waterbury for a vacation rental?
The best time to book a vacation rental in Waterbury is during the summer months, particularly in July, which marks the peak season for visitors. This vibrant time of year attracts families and adventure seekers who enjoy the warm weather and a variety of outdoor activities. With temperatures typically ranging from the mid-60s to the low 80s Fahrenheit, July provides a comfortable climate for exploring local parks, visiting nearby attractions, and participating in recreational activities.

During this peak season, you can take advantage of the lively option, as many visitors flock to Waterbury to enjoy summer festivals and events that showcase the local culture and community spirit. Attractions like the Mattatuck Museum and the beautiful parks offer great opportunities for sightseeing and relaxation.

For those seeking a more budget-friendly option, consider planning your visit in December. Although this month falls outside the peak season, Waterbury transforms into a winter wonderland, presenting unique opportunities for holiday festivities and cozy gatherings. The quieter atmosphere allows for a more intimate exploration of the city's charming neighborhoods and local shops.
How early should I book a Waterbury vacation rental?
Book your Waterbury vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Waterbury, Connecticut, United States of America?
In Waterbury, visitors can explore a variety of attractions that highlight the city's rich history and vibrant culture. The Mattatuck Museum, located in the downtown area, showcases local art and historical exhibits, making it a great stop for those interested in the region's heritage. Nearby, the beautiful Waterbury Green offers a scenic spot for relaxation and community events.

For outdoor enthusiasts, the nearby Lakewood Park features walking trails and picnic areas, providing a peaceful escape within the city. The historic Palace Theater, situated in the heart of Waterbury, frequently hosts performances and events, making it a cultural hub for entertainment.

Additionally, the Timexpo Museum, dedicated to the history of the Timex watch company, provides an intriguing look at local industry and innovation.
Can I change or cancel my Waterbury home rental booking on Vrbo?
To find Waterbury vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Waterbury vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

More Vacation Ideas