Holiday rentals in Waterbury

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Top-rated holiday rentals in Waterbury

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

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Guest favourite
Home in Waterbury
4.95 out of 5 average rating, 132 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
A brick fireplace is centered against a light green wall, featuring a clock above it. A patterned chair is positioned nearby, alongside a small television stand. A woven rug covers the floor, enhancing the cozy atmosphere of the space.
Guest suite in Watertown
4.92 out of 5 average rating, 217 reviews

Lrg Studio Apartment - walk to Taft

Welcome to my downstairs space! This clean open concept space is ready for your long term or overnight stay. This studio space is the lower level of a raised ranch house. I live upstairs with my dog and share laundry with airbnb guests. The space has a private entrance through the garage, private bath, and kitchen area in a quiet neighborhood. Walking distance to Taft and convenient to Rts 8 & 84. Off street pkg. Whether you are interested in two nights or two months, you are welcome here!

Top guest favourite
A studio layout features a queen-sized bed with neutral bedding, situated under a sloped ceiling with recessed lighting. A small dining table and two chairs are positioned near a closet. A Smart TV is mounted on the wall, complementing the wooden flooring.
Guest suite in Cheshire
4.94 out of 5 average rating, 192 reviews

Cozy & Private Studio Suite

Quiet and private in-law suite. Located close to the center of Cheshire, convenient to Route 10, I-691, and Route 15. Near to grocery stores, great restaurants, and shopping centers. 15 minute drive to Toyota Oakdale Theater, 20 minute drive to Lake Compounce Amusement and Water Park, and 30 minute drive to Yale University, Museums, and downtown New Haven. A slightly longer drive will take you to to the beautiful shoreline, Hammonasset Beach State Park, Foxwoods and Mohegan Sun Casinos!

Superhost
A comfortable living space is presented, combining a light-colored sofa and a larger grey sectional couch. A wooden coffee table sits centrally, with artwork displayed on the wall above. Soft lighting is provided by overhead fans, enhancing the cozy atmosphere.
Guest suite in Waterbury
4.88 out of 5 average rating, 146 reviews

Private cozy getaway

Take a break and unwind at this peaceful oasis. Separate entrance for privacy, queen bed, pull out sofa, roll away cot, jacuzzi tub, extra large shower. Location is perfect, minutes from Hawks landing golf course, Post University, Brass mill mall, Metro north, Saint Mary and Waterbury hospital. **Please leave the house in the same condition! No bubbles or anything inside jacuzzi! **Septic system -Do not flush anything but toilet paper** NO Tampons, pads Paper towels Trash Baby wipes

Guest favourite
A cozy sleeping area features a spacious bed centered against a wooden wall unit with built-in shelves. Soft bed linens in muted colors are arranged neatly, with decorative pillows adding a touch of style. Nightstands on either side hold elegant lamps that softly illuminate the space.
Flat in Edgewood
4.95 out of 5 average rating, 511 reviews

Urban Garden Suite

Relax & Recharge in Westville’s Hidden Gem in New Haven. Unwind in this serene, beautiful, cozy, spotless garden apartment tucked inside a historic three-family home in charming Westville. The cozy, open-concept design blends modern upgrades with warm, thoughtful touches, creating the perfect balance of comfort and style.🌿 Enjoy peaceful surroundings, inviting details, and everything you need for a seamless stay. Your attentive (yet discreet) hostess ensures you’ll feel truly at home.

Guest favourite
An open-concept living area features wooden ceilings and a bamboo floor. A sectional sofa and coffee table are positioned beside a dining table for four. Sliding glass doors provide access to an outdoor space, while large windows allow natural light to fill the cozy atmosphere.
Cottage in Bethlehem
4.99 out of 5 average rating, 142 reviews

Cozy Getaway | Pet Friendly | Amazing Location

Escape to the Cottage at the Grove - with a cozy wood burning fireplace and inviting sectional it is the perfect winter sanctuary. Well equipped with all the amenities; from a fully stocked kitchen to bath salts for the deep soaking tub. One bedroom w/ en-suite bath & pull-out full size sofa bed. Just 30 min to Mohawk or Southington Ski Mountains. Just 10 min to downtown Litchfield, close to local farms & vineyards. For security we have two exterior cameras facing the door & driveway.

Superhost
A bright living area features a teal sofa paired with a light gray armchair, accented by a round coffee table at the center. Natural light floods in through large windows, with soft curtains enhancing the serene atmosphere. Art pieces adorn the walls, complementing the hardwood floor.
Home in Bristol
4.84 out of 5 average rating, 105 reviews

Stylish & Luxurious 3 BDR home with Play Station

Our newly renovated 3-bedroom home offers a comfortable and convenient stay. Perfectly located with easy access to the grocery stores, strip malls, hospitals, and parks, it's an ideal base for your trip. Our home comes with a 2-car garage, ample parking, pristine kitchen and bathrooms, mini coffee bar, cooking utensils, free WiFi, and a washer/dryer. Stay productive with our dedicated workspace and unwind in our spacious bedrooms. Book now for a home away from home experience!

Top guest favourite
Guest suite in Bethlehem
4.99 out of 5 average rating, 345 reviews

Quiet cottage w/chickens, gardens near Litchfield

Escape to this charming two-story suite, nestled in the quaint town of Bethlehem. The upstairs bedroom boasts original exposed beams and antique details, creating a cozy and inviting atmosphere. Wake up to the sunrise from the comfort of your bed and enjoy a warm fire in the backyard while listening to the peaceful sounds of nature. Conveniently located between Litchfield and Woodbury, under 30 min to Mohawk and just 90 miles from NYC, you'll have easy access to winter fun!

Top guest favourite
A view of a classic farmhouse, surrounded by green grass and trees. Hay is scattered across the foreground, and the house features a porch with visible outdoor seating. A quiet road is seen in the distance, offering a glimpse of the serene rural setting.
Home in Bethlehem
4.97 out of 5 average rating, 315 reviews

Litchfield County Farmhouse with a Modern Twist

Litchfield County farmhouse (c.1890) with a modern studio addition and distinctive interiors that feature a number of mid-century modern furnishings. The owners are a writer and an architect who have built a truly unique home full of original art and a large book collection. The property itself is small but it is surrounded by 250 acres of farmed conservation land and a short walk will take you past some of the most scenic farms in Litchfield County.

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, 251 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.

Top guest favourite
An elegant Arts & Crafts bungalow showcases a blend of architectural styles under a clear blue sky. The inviting façade features a distinctive porch, a brick chimney, and a nearby garage. Lush gardens adorned with vibrant plants enhance the home’s outdoor appeal.
Guest suite in Wallingford
5 out of 5 average rating, 638 reviews

Wintergreen Gardens Suite @ William Becroft House

LGBTQ friendly. Our 1915 Arts & Crafts bungalow's spacious in-law suite offers driveway parking, private entrance, sunroom, king bedroom, en-suite bath, kitchenette w/fridge, micro, coffee maker, toaster. Relax in bed with 40" HDTV with Amazon Prime, HBO Max, Netflix, premium cable. Enjoy private gardens to sun, read a book or cup of coffee. Short drive to 4 Vineyards, Theater and the train station. I am not responsible for wifi.

Top guest favourite
Flat in Waterbury
4.99 out of 5 average rating, 117 reviews

Everything you need! Full Apartment!

Awesome bright 2nd floor apartment, has everything you need for your stay. Full Kitchen, Laundry and is in an very convenient and safe area. Walking distance to several restaurants and bars. Easy access to highway. Parking is available behind left garage, which may be available. Ask for details. Quiet area, On cul-de-sac. Wi-Fi, Netflix, Prime,Hulu FYI: I host a friendly card game every two weeks in the garage till 11:30 PM.

Popular amenities for Waterbury holiday rentals

When is the best time to visit Waterbury?

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Frequently Asked Questions

  • Do house rentals in Waterbury have wifi?

    Absolutely! We offer over 70 house rentals with wifi in Waterbury. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Waterbury?

    Waterbury has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Where should I stay in Waterbury?

    Make yourself at home in Waterbury by choosing from our most frequently booked neighborhoods. We have over 110 vacation rentals in East Mountain, over 160 vacation rentals in Oakville, and over 110 vacation rentals in Bunker Hill.

  • Do apartment rentals in Waterbury have air conditioning?

    Absolutely! We offer over 30 apartment rentals with air conditioning in Waterbury. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly apartment rentals in Waterbury?

    Four-legged friends are welcome in Waterbury. Choose from more than 10 apartment rentals for guests traveling with pets.

  • Do house rentals in Waterbury have free parking?

    Absolutely! We offer over 60 house rentals with free parking in Waterbury. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Waterbury have a kitchen?

    Absolutely! We offer over 40 apartment rentals with a kitchen in Waterbury. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Waterbury?

    Experience the best of Waterbury with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for Apartment Rentals in Waterbury?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 30 homes with air conditioning, over 40 homes with a kitchen, over 40 homes with wifi, over 30 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there house rentals with a dedicated workspace in Waterbury?

    Yes! Work meets play with ease at over 40 house rentals in Waterbury featuring dedicated workspaces. Stay connected and productive in your home away from home.

Quick stats about holiday rentals in Waterbury

  • Total holiday rentals

    Explore 130 holiday rentals in Waterbury

  • Nightly prices starting at

    Waterbury holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,030 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    130 of Waterbury holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Waterbury rentals

  • 4.8 Average rating

    Waterbury stays are highly rated by guests – averaging 4.8 out of 5!