Best Vacation Homes in Waterbury
2 Guests
1 Bedroom
1 Bathroom
Couples Retreat
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Parking
CA $357/Night
For 7 Nights CA $2,500
2152.78 ft²
2 Guests
3 Bedrooms
2 Bathrooms
House
- Private Beach
- Fireplace/Heating
- Ocean View
CA $381/Night
For 7 Nights CA $2,668
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Spa
- Fireplace/Heating
- Pet Friendly
CA $1,010/Night
For 7 Nights CA $7,067
800 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $207/Night
For 7 Nights CA $1,452
96.88 ft²
8 Guests
4 Bedrooms
4 Bathrooms
House
- Hot Tub
- Kitchen
- Parking
CA $68/Night
For 7 Nights CA $479
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
CA $543/Night
For 7 Nights CA $3,802
6 Guests
2 Bedrooms
3 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $283/Night
For 7 Nights CA $1,985
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Air Conditioner
- Internet
CA $524/Night
For 7 Nights CA $3,668
Waterbury Luxury Rentals
12 Guests
7 Bedrooms
5 Bathrooms
Group Friendly
House
- Air Conditioner
- Internet
- Child Friendly
CA $1,600/Night
For 7 Nights CA $11,199
2188 ft²
5 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $681/Night
For 7 Nights CA $4,765
1593.06 ft²
6 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Parking
- Internet
- Child Friendly
CA $555/Night
For 7 Nights CA $3,883
1496.18 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Pet Friendly
- Parking
CA $541/Night
For 7 Nights CA $3,785
1500 ft²
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Hot Tub
- Spa
- Fireplace/Heating
CA $514/Night
For 7 Nights CA $3,597
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pet Friendly
CA $500/Night
For 7 Nights CA $3,501
1119.45 ft²
6 Guests
1 Bedroom
1 Bathroom
Free Cancellation
House
- Fireplace/Heating
- Parking
- Internet
CA $474/Night
For 7 Nights CA $3,318
1700 ft²
10 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Balcony/Terrace
- Kitchen
- Parking
CA $352/Night
For 7 Nights CA $2,467
Waterbury Pet Friendly Vacation Rentals
7 Guests
3 Bedrooms
1 Bathroom
Pet Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Internet
CA $278/Night
For 7 Nights CA $1,946
CA $253/Night
For 7 Nights CA $1,771
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $322/Night
For 7 Nights CA $2,253
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $340/Night
For 7 Nights CA $2,378
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Pet Friendly
- Air Conditioner
- Child Friendly
CA $299/Night
For 7 Nights CA $2,090
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Pet Friendly
- Kitchen
- Air Conditioner
CA $166/Night
For 7 Nights CA $1,160
2 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Pet Friendly
- Air Conditioner
- Child Friendly
CA $130/Night
For 7 Nights CA $911
Waterbury Large Vacation Homes
1000 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
CA $215/Night
For 7 Nights CA $1,505
1471.07 ft²
8 Guests
6 Bedrooms
6 Bathrooms
Group Friendly
House
- Fireplace/Heating
- Parking
- Air Conditioner
CA $79/Night
For 7 Nights CA $556
161.46 ft²
12 Guests
5 Bedrooms
9 Bathrooms
Group Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
CA $79/Night
For 7 Nights CA $556
1700.7 ft²
10 Guests
3 Bedrooms
2 Bathrooms
House
- Parking
- Internet
- Child Friendly
CA $348/Night
For 7 Nights CA $2,435
Why Choose Rent By Owner for your Waterbury Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Waterbury
When should you plan your Vacation Rentals stay?
Choosing the right time to visit this destination can enhance your experience, as the region offers different attractions and ambiance throughout the year that you can enjoy from your vacation rental.
Peak Season Highlights
Summer (June to August)
This is the most popular time to visit the area, as warm weather and longer daylight hours create ideal conditions for outdoor activities and exploration. Expect higher demand for vacation rentals during these months.
Average Temperature Daytime: around 80°F (27°C) - Nighttime: around 60°F (16°C)
Fall (September to November)
Autumn offers vibrant foliage and mild temperatures, making it a scenic time to experience this destination’s natural beauty. It’s a busy season for travelers seeking picturesque landscapes and outdoor adventures.
Average Temperature Daytime: around 70°F (21°C) - Nighttime: around 50°F (10°C)
Off-Season Highlights
Winter (December to February)
During the colder months, fewer visitors come here, providing a quieter experience. This season can be perfect for those seeking peaceful getaways or wintertime activities in the region.
Average Temperature Daytime: around 40°F (4°C) - Nighttime: around 25°F (-4°C)
Spring (March to May)
Early spring sees a slowdown in visitor numbers before the full bloom of the warmer months. It’s an ideal period for travelers who prefer fewer crowds and enjoy the transition into lush greenery.
Average Temperature Daytime: around 60°F (16°C) - Nighttime: around 40°F (4°C)
Weekly Weather Forecast for Waterbury
How to Book Your Waterbury Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Waterbury
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining with a private patio or picnic area, perfect for soaking up the local atmosphere.
- Take advantage of a spacious yard or garden space to relax or play outdoor games.
- Make the most of the scenic views from a balcony or deck that overlooks the region’s natural beauty.
- Utilize a well-maintained outdoor fire pit for cozy evenings under the stars.
- Spend time around a swimming pool or hot tub, ideal for unwinding after exploring the area.
- Benefit from easy access to nearby hiking trails or nature walks right from the property.
- Take advantage of outdoor recreational facilities such as sports courts or bike paths within close proximity.
Top Attractions Around Waterbury
What attractions are nearby?
Here, you can explore a variety of outdoor activities and cultural attractions that make this destination a perfect place for memorable adventures during your stay.
Family Activities
- The Mattatuck Museum: Explore local art and history at this family-friendly museum, offering engaging exhibits for visitors of all ages.
- Lake Quassapaug: Enjoy outdoor activities such as swimming, boating, and fishing, perfect for a relaxing day with the family in the area.
- Plymouth State Park: Experience outdoor adventures like hiking and picnicking in this scenic park nearby, making it an ideal spot for family outings.
Adult Activities
- Woodbury Arts Center: Explore a diverse range of arts and cultural exhibitions that showcase the region's creative spirit, perfect for art enthusiasts staying nearby.
- Hop Brook Lake Park: Enjoy scenic lakeside views and outdoor activities like fishing and kayaking to unwind and connect with nature here.
- The Green at Waterbury: Experience this historic town square, offering local events, shopping, and dining options within walking distance of your stay.
- Cultural and Historic Tours: Discover the area's rich history through guided tours that reveal the stories and landmarks shaping this destination’s community identity.
Other Places to Stay in Waterbury, CT
TIMEXpo Museum
Holy Land USA
Brass Mill Center
Palace Theatre
Carrie Welton Fountain
Apothecary Building
Shrine of Saint Anne
Waterbury Green
Mattatuck Museum Arts and History Center
Waterbury City Hall
Seven Angels Theater
Soldiers' Monument
Waterbury Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Seasonal Attractions: Take advantage of the area's seasonal events and outdoor activities by scheduling your stay during peak times to fully enjoy what this destination has to offer.
- Explore Local Dining Options: Discover the region's culinary scene by dining at local eateries near your vacation rentals, offering authentic flavors and a taste of the community.
- Utilize Nearby Transportation: Make the most of accessible transit options or rental services to explore key attractions without worrying about parking or transit schedules.
- Choose Strategic Accommodation Locations: Select properties situated close to major sites and amenities to maximize your time and minimize travel during your visit here.
Transportation Options
- Waterbury Train Station: This station offers convenient rail connections for travelers looking to explore the region without driving, making it easy to reach your vacation rental and nearby attractions.
- Interstate 84: As a major highway passing through here, I-84 provides straightforward access for road trips and transportation by car to and from the destination.
- Local Bus Services: The area’s bus network connects key neighborhoods and points of interest, offering an affordable and reliable way to navigate this part of Connecticut.
- Taxis and Rideshare Options: Taxis and services like Uber are readily available here, providing quick, flexible transportation tailored to your travel schedule.
Local Customs Options
- Waterbury's Italian-American Heritage: You can experience the area's rich Italian-American culture through its traditional festivals and authentic cuisine, reflecting the region’s historical immigrant roots.
- Local Craftsmanship and Arts: The community values handcrafted goods, and you might find local artisans showcasing their work at markets or cultural events in this part of Connecticut.
- Community Festivals and Parades: Participating in annual celebrations, such as parades and fairs, offers a glimpse into the area's vibrant community spirit and longstanding traditions.
- Respect for Historical Sites: When exploring here, it's customary to honor local history by respecting preservation efforts at notable landmarks and participating in guided tours when available.
Frequently Asked Questions About Waterbury?
1. What are the top vacation rentals in Waterbury?
There are a lot of options in Waterbury. If you plan on staying in the Waterbury area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Waterbury:
- Cozy quite private location that makes you feel like home
- Country House
- Rustic Charm Meets Modern Comfort 3-Bedroom Raised-Ranch Cottage in Wooded Area
- 1-bedroom vacation home 22 minutes from Quinnipiac University
- Golfing, Lake View 2-Br, 1.5 Ba condo in Waterbury with fireplace, AC and Garage
- Upscale Waterbury Retreat w/Indoor Hot Tub!
- Charming Connecticut Retreat Near Museums & Hiking
- Rustic Colonial Home with Private Rooms
- Courtyard by Marriott Waterbury Downtown
- Courtyard Waterbury Downtown
2. Which vacation homes in Waterbury are best for families?
If you are looking for a family-friendly vacation home in Waterbury, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Waterbury:
3. How many Rentbyowner vacation rentals are available in Waterbury?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 65 in the Waterbury area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Waterbury.
4. What is the cancellation policy for vacation rentals in Waterbury, Connecticut?
Cancellation policies vary depending on the property listing. It is important to review the specific cancellation terms outlined by the owner before booking your stay in this area.
5. How do I verify the safety and cleanliness standards of a vacation rental in Waterbury?
Details about safety measures and cleanliness protocols are typically included in the property description or can be confirmed by contacting the owner directly prior to booking in this region.
6. Are there any additional fees associated with booking a vacation rental here?
Additional fees such as cleaning, service charges, or taxes are often listed during the booking process. Be sure to review these details carefully for your chosen property in this destination.
7. Can I modify or cancel my reservation once booked in Waterbury?
Reservation modification and cancellation options depend on the individual property's policies. Check the terms specified in the listing or contact the owner to understand your options.
8. What amenities are typically included in vacation rentals in this region?
Amenities vary by property but may include essentials like Wi-Fi, parking, and kitchen facilities. Specific offerings are detailed in each listing, so review them carefully before confirming your booking in the area.
