Waterbury holiday rentals

We found 197 holiday rentals — enter your dates for availability
Discover a selection of 10 homes and other holiday rentals in Waterbury that are perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll have the amenities that you expect and more, which might include parking and a hot tub. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Waterbury

Showing deals for:18 Dec - 25 Dec

Foyer
Sunset
Living Room
Kitchen
Exceptional
(9 reviews)

6-Acre Luxurious Country Home with Goddess Point Lookout

Woodbury

8% off
AU$18,277
for 7 nights, 1 home
AU$2,611 per night
includes taxes & fees
6-Acre Luxurious Country Home with Goddess Point Lookout
Movie room with 85" 4k screen and surround sound Sonos System
Gorgeous sunsets every night
Private kitchen
18' x 36' heated pool.
Exceptional
(56 reviews)

Litchfield County Four Season Country Paradise

Roxbury

8% off
AU$12,938
for 7 nights, 1 home
AU$1,848 per night
includes taxes & fees
Litchfield County Four Season Country Paradise
Kitchen
Summer; forest view
Winter; main room
Entrance
Exceptional
(8 reviews)

Peaceful Wooded Retreat – Quiet Escape, Close to Wolcott Lakes

Waterbury

8% off
AU$4,064
for 7 nights, 1 cabin
AU$581 per night
includes taxes & fees
Peaceful Wooded Retreat – Quiet Escape, Close to Wolcott Lakes
Front of Cottage 2024
small, covered front porch on cottage
Lovely rolling 8 Acre farmland is shared with the main house
Interior
Exceptional
(9 reviews)

Clean & Bright 2 Bedroom Cottage shares 8 Acres

Southbury

16% off
AU$3,477
for 7 nights, 1 cottage
AU$497 per night
includes taxes & fees
Clean & Bright 2 Bedroom Cottage shares 8 Acres
Interior
Private kitchen
Room
Dining
Very good
(9 reviews)

Excellent Home Away From Home

Waterbury

15% off
AU$2,144
for 7 nights, 1 home
AU$306 per night
includes taxes & fees
Excellent Home Away From Home
Private kitchen
Property grounds
Exterior
Terrace/patio
Exceptional
(15 reviews)

Cozy cottage with AC and lake access in charming Connecticut suburb.

Watertown

8% off
AU$2,092
for 7 nights, 1 cottage
AU$299 per night
includes taxes & fees
Cozy cottage with AC and lake access in charming Connecticut suburb.
Living area
Exterior
Private kitchen
Dining
Exceptional
(20 reviews)

Charming 2-bedroom house centrally located in Bristol

Bristol

8% off
AU$1,811
for 7 nights, 1 home
AU$259 per night
includes taxes & fees
Charming 2-bedroom house centrally located in Bristol
Bathroom
View of the Pond
Living Room
Kitchen
Exceptional
(7 reviews)

Private Apartment in Southbury 101

Southbury

8% off
AU$2,246
for 7 nights, 1 apartment
AU$321 per night
includes taxes & fees
Private Apartment in Southbury 101
Living area
Pool
Interior
Private kitchen
Exceptional
(7 reviews)

Southbury Charming Studio Retreat on Beautiful Grounds — Sleeps 4

Southbury

8% off
AU$1,735
for 7 nights, 1 apartment
AU$248 per night
includes taxes & fees
Southbury Charming Studio Retreat on Beautiful Grounds — Sleeps 4
Open Concept Living Room and Kitchen
Open Concept Living Room, Dining Room, Kitchen
Queen Bedroom
Outdoors
Wonderful
(6 reviews)

Private Apartment in Southbury 102

Southbury

8% off
AU$2,042
for 7 nights, 1 apartment
AU$292 per night
includes taxes & fees
Private Apartment in Southbury 102

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    Enjoy full kitchens, laundry, pools, gardens and more

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    More space, more privacy, more amenities — more value

The captivating city of Waterbury awaits you

Come and experience Waterbury and its entertainment, theatre scene and museums. Renowned for its restaurants, shopping and churches, this city welcomes all visitors. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Waterbury

Are you searching for things to do in the area? Venture out of your cosy holiday rental and experience everything that Waterbury has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Quassy Amusement Park (6 mi / 9.7 km)
  • Mount Southington Ski Area (6.2 mi / 10 km)
  • Lake Compounce (8.3 mi / 13.3 km)
  • The Christmas Shop (10.3 mi / 16.6 km)
  • Powder Ridge Mountain Park and Resort (16 mi / 25.7 km)
  • Connecticut Valley Winery (18.4 mi / 29.6 km)

Exploring the natural landscape of Waterbury

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Waterbury is a great place to get out in nature. These are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Waterbury Green (0.1 mi / 0.1 km)
  • Lake Quassapaug (5.9 mi / 9.5 km)
  • Beacon Falls Town Recreation Field (8 mi / 12.8 km)
  • Mount Carmel (11.5 mi / 18.5 km)
  • Bantam Lake (13.9 mi / 22.3 km)
  • White Memorial Conservation Center (14.7 mi / 23.6 km)

Travelling to and around Waterbury

The nearest airport is in Oxford, CT (OXC-Waterbury - Oxford), located 7.4 mi (11.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could 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 when booking a holiday rental?
When considering a holiday rental in Waterbury, Connecticut, the downtown area is an excellent choice. This vibrant neighbourhood offers a mix of historical charm and modern amenities, making it appealing for visitors. You can easily explore the stunning architecture of the Palace Theatre, where you might catch a live performance, or take a leisurely stroll through the beautiful Mattatuck Museum, which showcases local art and history.Another great option is the area around West Main Street, known for its diverse dining options and local shops. Staying here puts you within reach of the scenic Waterbury Green, a lovely park that often hosts community events and provides a relaxing spot to unwind.Waterbury has a variety of rental properties available, from cosy apartments to spacious homes, allowing you to find the superb fit for your trip.
Where are the best Waterbury ski resort rentals?
For the best ski resort rentals near Waterbury, Connecticut, travellers should consider the nearby areas of Middlebury and Southbury, which provide convenient access to local ski options. The nearest ski area is Woodbury Ski Area, located just a short drive away, where accommodations can be found in these surrounding towns.In Middlebury, visitors can find a variety of rental properties, including spacious chalets and comfortable family homes that often feature amenities such as fully equipped kitchens, fireplaces, and spacious living areas, great for relaxing after a day on the slopes. Many properties also offer outdoor spaces where guests can soak in the winter scenery.Southbury offers additional rental opportunities, including charming cabins and modern apartments, some of which may include hot tubs or outdoor decks, enhancing the après-ski experience. These accommodations are typically well-situated for quick access to the ski areas and local dining options, allowing guests to enjoy both the winter sports and the vibrant community atmosphere.For those looking to explore beyond skiing, the surrounding countryside provides beautiful trails for snowshoeing and cross-country skiing, while the quaint downtown areas of Middlebury and Southbury feature shops and restaurants that reflect the local culture and hospitality.
What is the most popular type of holiday rental accomodation in Waterbury?
In Waterbury, holiday houses are the most popular type of holiday rental, with around 40 available throughout the city. These homes typically feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups. Many also come with outdoor spaces, such as gardens or patios, great for relaxation after a day of exploring local attractions. Additionally, there are about 16 condos and 12 apartments available, which often include amenities like fitness centres and communal areas. For those seeking a more rustic experience, several cottages and cabins can also be found, providing a charming retreat in a natural setting.
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 those travelling with children. The city's neighbourhoods offer spacious homes that often include multiple bedrooms, full kitchens for preparing family meals, and comfortable living areas where everyone can unwind together. Many of these properties also feature outdoor spaces, great for kids to play or for families to enjoy a barbecue.Visitors will find that Waterbury is conveniently located near various attractions. The Mattatuck Museum provides a glimpse into local history and art, while parks such as Lakewood Park offer picnic areas and walking trails, ideal for outdoor activities.
Are there pet-friendly house rentals in Waterbury?
In Waterbury, there are several pet-friendly house rentals available, offering a comfortable stay for travellers accompanied by their furry friends. Many of these properties come equipped with essential amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can enjoy some fresh air.The area around Waterbury is home to several parks that welcome pets, including the scenic Waterbury Green and nearby Fulton Park, which features walking paths and open spaces ideal for leisurely strolls with your dog. Additionally, the nearby Mattatuck State Forest provides opportunities for hiking and exploring nature, making it a great destination for outdoor enthusiasts and their pets.
Are there any remote work holiday rentals in Waterbury?
In Waterbury, Connecticut, there is a good selection of remote work holiday rentals available, with around 68 options to choose from. Many properties are equipped with essential amenities for remote work, including free Wi-Fi, dedicated desk spaces, and comfortable chairs to ensure productivity during your stay.Travellers can find a variety of accommodations, ranging from modern apartments to cosy homes, often featuring spacious living areas and fully equipped kitchens for convenience. The city itself offers an interesting blend of history and culture, with local attractions such as the Mattatuck Museum and the beautiful West Side Marketplace nearby, providing opportunities for relaxation after a productive day. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Waterbury?
In Waterbury, popular rental amenities include kitchens, allowing guests to prepare their own meals, and onsite parking for convenience. Many rentals also feature coffee and tea makers, which are ideal for starting the day with a warm beverage. Air conditioning is commonly found, providing comfort during warmer months, and several properties offer balconies where visitors can relax and enjoy the surroundings.
When is the best time to visit Waterbury for a holiday rental?
The best time to visit Waterbury for a holiday rental is during the peak season from June to August, when the city buzzes with vibrant activity and outdoor splendour. This period invites travellers to embrace the warm weather, with temperatures typically ranging from 20 to 30 degrees Celsius, superb for exploring the local parks, historic sites, and beautiful landscapes.July stands out as the most popular month, as families and adventure seekers flock to Waterbury for a variety of events and attractions. The city's summer festivals and outdoor concerts provide a lively option, making it an excellent time to experience the community spirit and enjoy recreational activities.For those looking for a more budget-friendly option, consider visiting in December, when you can enjoy a quieter atmosphere while still taking in the festive decorations and local holiday events. This month offers a unique charm, allowing for a more relaxed exploration of the city without the hustle and bustle of peak tourist crowds.
What are the top attractions in Waterbury?
In Waterbury, visitors can explore a variety of attractions that highlight the city's rich history and cultural heritage. The Mattatuck Museum, located in the downtown area, features art and historical exhibits that showcase the region's past. Nearby, the stunning Basilica of the Immaculate Conception stands as a prominent architectural landmark, known for its beautiful stained glass and intricate mosaics.For those interested in outdoor activities, the nearby Waterbury Green offers a lovely park space where locals gather for events and leisure. The city is also home to the Timexpo Museum, which tells the story of the Timex watch brand and its significance to the area.In addition, the nearby Lakewood Park provides recreational opportunities, including walking trails and picnic areas, making it a great spot for families and nature lovers.
Are all fees included in the Waterbury holiday homes prices shown on Stayz?
Stayz 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.
Are there any Waterbury holiday homes with parking?
Stayz offers a wide selection of holiday homes in Waterbury with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details 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.
Are there any discounts for Waterbury holiday homes?
You can find great discounts on holiday homes in Waterbury on Stayz, 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.
Can I change or cancel my Waterbury holiday home booking on Stayz?
To find Waterbury holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Waterbury?
A long-stay holiday home in Waterbury is the best way to experience local living. Plus, you can make the most of long-stay discounts. 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.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.
How early should I book a Waterbury holiday home?
Book your Waterbury holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Waterbury?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Waterbury to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers 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, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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