Waterbury holiday lettings

We found 169 holiday rentals — enter your dates for availability

Discover a selection of 9 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:13 Mar - 20 Mar

Image gallery for Clean & Bright 2 Bedroom Cottage shares 8 Acres

Interior
10 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)

Clean & Bright 2 Bedroom Cottage shares 8 Acres

Southbury, CT

15% off
Price is £1,153
for 7 nights, 1 cottage
£165 per night
includes taxes & fees
Clean & Bright 2 Bedroom Cottage shares 8 Acres

Find spaces that suit your style

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)
  • Hawks Landing Country Club (11.3 mi / 18.2 km)
  • Powder Ridge Mountain Park and Resort (16 mi / 25.7 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:

  • Beacon Falls Town Recreation Field (8 mi / 12.8 km)
  • Hollow Park (8.9 mi / 14.3 km)
  • Hubbard Park (10.6 mi / 17.1 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, a popular area to stay is near the downtown district. This vibrant neighbourhood offers a range of properties, making it convenient for visitors seeking both comfort and accessibility. Staying in this area puts you within walking distance of top attractions such as the Mattatuck Museum, where you can explore impressive art collections and local history. Additionally, the historic Palace Theatre is nearby, providing a delightful venue for performances and events.

Another appealing area is the East End, known for its charming residential feel and proximity to beautiful parks. Here, you can find a selection of rentals that provide a peaceful retreat while still being close to urban amenities. The nearby Waterbury Green is a lovely spot to enjoy a leisurely stroll, and the famous Holy Land USA, a unique religious-themed park, adds a distinct touch to the local landscape.
How much does it cost to rent a holiday home in Waterbury?
Prices for holiday 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 holiday 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 ski resort rentals near Waterbury, Connecticut, travellers should consider the nearby areas of Bristol and Middlebury, which are conveniently located for accessing local ski facilities. The Mount Southington Ski Area, just a short drive away, offers a variety of rental options in these towns. Visitors can find cosy chalets and comfortable condos that often come with amenities such as fireplaces, ski storage, and well-equipped kitchens, making them ideal for families and groups looking to unwind after a day on the slopes.

In Bristol, options may include charming lodges that feature spacious living areas, superb for gathering after a day of skiing. Many properties here also provide outdoor spaces for enjoying the winter scenery. Middlebury, with its picturesque New England charm, offers additional rentals that are close to ski routes, along with local shops and restaurants for convenience.
What is the most popular type of holiday rental accomodation in Waterbury?
In Waterbury, a variety of holiday rentals are available, including apartments, holiday houses, cottages, and cabins, with several options for each type. Many of these rentals are situated in serene neighbourhoods, providing a peaceful retreat for visitors. Most accommodations come equipped with essential amenities such as fully equipped kitchens, comfortable living areas, and outdoor spaces for relaxation. This variety caters to different preferences, whether travellers are looking for the convenience of an apartment, the charm of a cottage, or the rustic feel of a cabin.
Are there any family house rentals in Waterbury?
In Waterbury, Connecticut, there are numerous family-friendly house rentals—about 11 options available throughout the city. This locale is known for its welcoming atmosphere and offers easy access to various attractions, making it a great choice for families. Many of these homes feature spacious living areas, fully equipped kitchens for family meals, and outdoor spaces where children can enjoy themselves.
Can I find long-stay holiday rentals in Waterbury?
A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Waterbury?
In Waterbury, there are several pet-friendly house rentals available that cater to travellers looking for comfortable accommodations. Many of these properties come equipped with essential amenities such as fully furnished kitchens, spacious living areas, and outdoor spaces, making them ideal for families or groups travelling with pets.
Are there any remote work holiday rentals in Waterbury?
In Waterbury, Connecticut, there are some excellent options for remote work holiday rentals, with around 12 available throughout the area. These properties often feature dedicated workspaces, including desks and ergonomic chairs, ensuring a comfortable environment for productivity. High-speed Wi-Fi is a common amenity, allowing for seamless connectivity whether for meetings or general browsing. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Waterbury holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 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 holiday rental amenities typically include fully equipped kitchens, which allow guests to prepare their own meals. Most properties come with essential cookware, dishware, and utensils, ensuring a convenient dining experience. Additionally, rentals often feature refrigerators for storing groceries and a stovetop for cooking, along with microwaves for quick meal prep.
When is the best time to visit Waterbury for a holiday rental?
The peak travel season in Waterbury, Connecticut, runs from June to August, attracting visitors eager to soak up the summer sun and engage in outdoor activities. This vibrant period is great for those looking to explore the city's parks, partake in local events, and enjoy the rich history of the area. With warm temperatures typically ranging from 25 to 30 degrees Celsius, it's an ideal time for sightseeing and enjoying the natural beauty of the region.

July stands out as the most popular month for visitors, offering a bustling atmosphere with plenty of activities and attractions to explore. The long days and pleasant weather create a great backdrop for outdoor adventures, whether you're strolling through the scenic parks or attending local festivals.

For those seeking a more budget-friendly option, consider visiting in December. This month, while quieter, allows for a great experience as Waterbury transforms into a festive wonderland. You can enjoy holiday decorations, local events, and perhaps even some light winter activities, all while benefiting from lower accommodation rates.
How early should I book a Waterbury holiday rental?
Book your Waterbury holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Waterbury home rental booking on Vrbo?
To find Waterbury holiday 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 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 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, Vrbo 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 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 holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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