Holiday houses in Waterbury

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Quick stats about holiday rentals in Waterbury

  • Total holiday rentals

    Explore 140 holiday rentals in Waterbury

  • Nightly prices starting at

    Waterbury holiday rentals start at $34 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,090 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    140 of Waterbury holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Waterbury rentals

  • 4.7 Average rating

    Waterbury stays receive an average rating of 4.7 out of 5 from guests

Top-rated holiday rentals in Waterbury

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Home in Waterbury
4.96 out of 5 average rating, 159 reviews

Amazing views of the Brass City

East Mountain Views at its finest. This clean, 3-bedroom updated ranch is centrally located to highways and shopping centers. Walk out to the back deck and experience some of the best views of Waterbury including Fireworks from the back deck (July). Wi-Fi/cable, central AC/hot air, washer/dryer, and patio furniture/grill (seasonal) are included with the stay. Plenty of entertainment (board games, corn hole, foosball, air hockey) are provided. This house is truly relaxing and will feel like home.

Top Guest favourite
The historic home features a two-story structure with white siding and black shutters. A covered porch is highlighted at the front, surrounded by lush greenery and blooming flowers, set against a clear blue sky. A grassy lawn offers open space in the foreground.
Guest suite in Watertown
4.98 out of 5 average rating, 102 reviews

Private King suite w/ separate entry-Walk to Taft!

Enjoy Litchfield County, CT! This renovated 1-bedroom guest suite in an 1859 historic home has a private entrance off a dedicated covered porch. Enter through the private stairway into the bedroom with a King size bed and comfortable foam mattress. French doors open into a living room with a pullout full size sofa bed and a Nespresso coffee maker. The renovated bath has marble floors and a glass door shower. Free parking for up to two cars in the drive and directly across the street from Taft.

Guest favourite
A spacious living area is presented with a large flat-screen TV mounted on a white entertainment unit. A soft gray sofa sits nearby, and a decorative area rug enhances the room's aesthetic. Natural light streams in through a front door adorned with a glass panel.
Guesthouse in Watertown
4.93 out of 5 average rating, 123 reviews

Private studio guesthouse

Kick back and relax in this peaceful, quiet, stylish space with high ceilings, central heat and air, huge bathroom, mini kitchen, fridge, microwave, coffee maker, 75" TV, onsite laundry and workout equipment when needed, private parking space, private entrance, high-speed internet, countless local restaurants, fast food chains and cafes, all major supermarkets, hospitals and doctors offices, post offices, easy access to numerous lakes, golf course and wineries. Indeed, a home away from home.

Guest favourite
The kitchen features modern cabinetry and appliances, including a microwave and a stove. A small dining table with two chairs sits in the center, topped with two placemats. Natural light filters through an adjacent area, creating an inviting cooking space.
Apartment in Watertown
4.94 out of 5 average rating, 54 reviews

Steele Brook Manor

Kick back and relax in this calm, stylish space. Come enjoy this peaceful setting located on the second floor with a private entrance. The home is tucked away on a dead-end street. You can escape to this lovely spot where the woods are in your backyard and the beautiful sunrise is out your bedroom window! If it's wineries you love Hawk Ridge Winerery 2miles away. The antique trail begins the next town over. Or maybe skiing is on your list just head north under 20 miles and you can be there.

Guest favourite
A cozy living room features a stone fireplace with a mounted television above. Natural light enters through a large window, accented by sheer curtains. A plush rug covers the floor, surrounded by a sectional sofa and a chair, offering a comfortable gathering space.
Home in Waterbury
4.95 out of 5 average rating, 105 reviews

Come and enjoy the BURY's of CT!

Welcome to your home away from home! Nestled in a charming, safe, and quiet neighborhood, our cozy retreat offers the perfect blend of comfort and convenience. You'll love the tree-lined streets and peaceful atmosphere—a perfect place to relax after a day of exploring. Whether you're here for business or leisure, our home provides a warm and welcoming space in a delightfully cute corner of town. Enjoy all that CT has to offer from the rolling hills of Litchfield to the waters of the sound.

Superhost
A modern kitchen features sleek cabinetry and a spacious island with a stone base. Three bar stools are positioned at the island, next to stylish pendant lights. A stainless steel refrigerator and a microwave are visible, along with various kitchen essentials arranged thoughtfully on the counter.
Guest suite in Wolcott
4.87 out of 5 average rating, 94 reviews

Modern cozy, pet friendly

Kick back and relax in this calm, stylish space. This is a full finished apartment with a private entrance full bathroom full one bedroom full kitchen, second bed-sleeper sofa in the living room. This is a private property we live upstairs. very safe clean neighborhood. Property sits on a 3.5 acres. From parking to the entrance is a short walk thru the grass yard. protect you trip in case of unexpected events that may require cancellation. Travel insurance can be purchased thru Airbnb .

Guest favourite
Home in Wolcott
4.93 out of 5 average rating, 27 reviews

Relaxing Lake House Retreat | Family Friendly

Wake up to peaceful lake views, coffee in hand, and nowhere you need to be. This 3-bedroom lakefront retreat is perfect for relaxing getaways, family trips, or weekends with friends. Enjoy an open-concept living space, entertainer’s kitchen, spacious bedrooms, and a lake-facing porch ideal for morning coffee or sunset dinners. Whether you're spending the day on the water or unwinding indoors, this home is designed for slowing down, reconnecting, and making memories.

Guest favourite
The exterior of a charming three-bedroom house is displayed, featuring a sloped roof and neatly trimmed bushes. A large tree provides shade in the front yard, while a stone pathway leads to the entrance. Side decorations include a swing and tree remnants.
Home in Bristol
4.92 out of 5 average rating, 236 reviews

Cozy Family Home - Kid & Pet Friendly

3 bedroom house on a quiet street. 5mins down the road from ESPN and Lake Compounce. Kid friendly. Pet friendly. Workspace available. 1 bedroom w/ king bed. 1 bedroom w/ queen bed. 1 bedroom w/ 2 twin beds. Fully finished basement with 60inch TV, kids toys and fitness equipment/stationary bike. Deck and below deck hang out space. Though we aren’t living here full time, it’s still the place we call home, and we will use it when it’s not booked. Long stays welcome.

Guest favourite
A comfortable living area features a sectional sofa adorned with colorful cushions, a small table, and a cozy throw blanket. Natural light enters through a window, illuminating the stone fireplace and surrounding furniture on a polished tile floor.
Guest suite in Waterbury
4.86 out of 5 average rating, 258 reviews

Waterbury Cozy, Private In-Law Suite

Cozy and private 1 bedroom apartment/ In-law suite in the basement of a private house with a separate entrance and parking right in front! Guests have the entire space to themselves. Why check-in to a hotel when you can make yourself at home with complimentary parking, WiFi, toiletries, coffee and an Amazon Fire TV Stick. Come enjoy your stay in a beautiful, spacious, sparkling clean, and comfortable apartment in a safe neighborhood.

Superhost
Home in Waterbury
4.87 out of 5 average rating, 38 reviews

Hot Tub Getaway | Game Room + Fireplace

Escape to Blue Barn — your private hot tub + game room getaway, perfect for a fun and relaxing spring stay. Unwind in the year-round hot tub, challenge your group to games, or cozy up by the fireplace after a day out. Whether you’re planning a girls’ weekend, family trip, or low-key celebration, this space is designed for both relaxation and entertainment. ✨ Close enough to everything, yet private enough to truly disconnect.

Guest favourite
The modern kitchen features sleek white cabinetry and stainless steel appliances. A spacious island with seating is complemented by a decorative centerpiece of yellow flowers. Soft lighting from pendant fixtures illuminates the area, creating a bright and functional cooking space.
Apartment in Waterbury
4.86 out of 5 average rating, 79 reviews

KG Comfortable living.

If you're looking for a peaceful and quiet place to stay KG Comfortable Living is the place. The whole group will enjoy easy access to everything from this centrally located place. Clean, well-presentable, comfy, everything you need to enjoy a nice stay.

Guest favourite
The exterior of a two-family home is shown under a partly cloudy sky. A well-maintained front yard features green shrubs lining the walkway, with the entrance clearly visible. The building is painted in a light yellow shade, displaying multiple windows for natural light.
Apartment in Waterbury
4.92 out of 5 average rating, 111 reviews

Home away from home

First floor (two bedroom) apartment in a two family home. Relax with the whole family or solo at this peaceful and private place to stay. Whether you’re traveling for pleasure or work, we aim to make your stay a pleasant experience.

Popular amenities for Waterbury holiday rentals

When is the best time to visit Waterbury?

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Frequently Asked Questions

  • What are the best places to stay in Waterbury?

    Downtown Waterbury has historic buildings, lively restaurants, and access to arts venues, making it frequently suggested for visitors seeking a vibrant atmosphere. The neighborhoods near parks and green spaces often appeal to families or guests who prefer quiet surroundings.

  • What are the best things to do in Waterbury with kids?

    Families can explore local museums, enjoy interactive exhibits at science centers, or relax in Waterbury’s public parks. Shows at the Palace Theater and activities around Library Park are often recommended for visitors with children.

  • What are some of the best things to do in Waterbury?

    Explore the Mattatuck Museum for regional art and history, attend a performance at the Palace Theater, or stroll the green spaces of Library Park. Waterbury has a distinct blend of cultural venues, historic sites, and community events throughout the year.

  • How is the weather in Waterbury?

    Waterbury experiences cold winters with temperatures often between 24–38°F (-4–4°C), and warm summers reaching 83°F (29°C). Spring and fall bring mild conditions, while precipitation is fairly consistent throughout the year.

  • When is the best time to visit Waterbury?

    Late spring through early fall is often recommended, with milder temperatures and outdoor festivals drawing many visitors. Autumn showcases colorful foliage in local parks, making it a favorite time among many travelers.

  • What are the best places to visit in Waterbury?

    The Mattatuck Museum, Holy Land USA, and the architectural details of Union Station are frequently suggested for visitors interested in local art, history, and unique landmarks. Library Park invites strolls and community gatherings year-round.

  • What are some hiking trails in Waterbury?

    Waterbury has walking trails in parks like Fulton Park and areas around Lakewood Park, suitable for leisurely strolls and family outings. Nature preserves in the region are also known for gentle, wooded trails and seasonal birdwatching.

  • What are some family activities we can do in Waterbury?

    Waterbury has interactive exhibits at local museums, open spaces like Library Park for gatherings, and performances at the Palace Theater. Families often explore hands-on science centers, history displays, and seasonal events around the city.

  • What are some of the best day trip ideas from Waterbury?

    Explore nearby state parks, visit New England towns with classic main streets, or discover local wineries and farms around the region. Coastal Connecticut destinations and cultural sites in neighboring cities also draw frequent visitors throughout the year.

  • Are there any pet friendly accommodations available in Waterbury?

    Many accommodations in Waterbury welcome guests traveling with pets, especially in neighborhoods near local parks and green spaces. Always confirm specific pet policies with your host before your stay.

  • What are some local tips for visiting Waterbury?

    Experience the city’s locally rooted eateries and markets, check the community calendar for festivals or performances, and chat with vendors for insights into the area’s history. Walking around downtown reveals unique architecture and public art.

  • What is Waterbury known for?

    Waterbury is often associated with its legacy as the Brass City, known for manufacturing and industrial history. The city also has notable architecture, vibrant arts, and community traditions rooted in diverse cultures.

  • What are the best hidden gems to explore in Waterbury?

    Discover the murals and art installations tucked throughout Waterbury’s downtown, or seek out smaller local bakeries for distinct pastries. Quiet corners of Fulton Park and lesser-known historic buildings provide a glimpse into community life.

  • What are the best foods to try in Waterbury?

    Waterbury has longstanding Italian bakeries, eateries featuring Albanian and Latin American flavors, and pizza shops cherished by locals. Deli sandwiches and seasonal treats at farmers’ markets reflect the area’s regional tastes.

  • What should I bring for a trip to Waterbury?

    Bring layers for changing weather, comfortable walking shoes for exploring parks and historic sites, and a rain jacket as precipitation occurs year-round. A reusable water bottle and camera are also handy for uncovering local art and scenery.

  • What is the nightlife in Waterbury like?

    Downtown Waterbury has bars, lounges, and late-night eateries, as well as live performances at the Palace Theater and community venues. The scene ranges from relaxed pubs to spots with music and dancing.

  • What are the most popular events or festivals in Waterbury?

    The city hosts regional arts festivals, cultural celebrations, summer concerts, and community parades, especially around the downtown area and Library Park. Performances at the Palace Theater and local holiday festivities are also frequently suggested.

  • Are there family friendly vacation rentals in Waterbury?

    Many vacation rentals in Waterbury are family friendly, with homes and apartments near parks, museums, and community venues. Filter options to find stays that align with your group’s needs, such as larger kitchens or indoor common areas.