Family-friendly holiday rentals in Waterbury

4.96 out of 5 average rating, 155 reviews

Home in Waterbury

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.

FamilyKitchenHospitality

4.91 out of 5 average rating, 231 reviews

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

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!

FamilyIndoor spacesBreakfast

4.94 out of 5 average rating, 239 reviews

Guest suite in Cheshire

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!

KitchenFamilyCheck-in

4.87 out of 5 average rating, 166 reviews

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

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

KitchenIndoor spacesDecor

4.94 out of 5 average rating, 117 reviews

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

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.

KitchenFamilyDecor

4.95 out of 5 average rating, 103 reviews

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

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.

Indoor spacesKitchenCleanliness

5 out of 5 average rating, 100 reviews

A newly renovated barn features a dark exterior with large windows on both levels. A gravel patio area is surrounded by low shrubs, providing a space with a table and chairs for outdoor dining. Lush green trees frame the serene setting.

Barn in Roxbury

Fully Renovated Rural Barn

Newly renovated barn on a quiet rural road yet close to all the attractions of Southern Litchfield County. The light-filled barn has two large patio doors into a substantial living and entertaining area with a large sectional sofa-bed, a dining table for 10 and adjacent kitchen area with an island. There is a downstairs washroom. A large light-filled upstairs sleeping area has a king-size bed and a bathroom with shower. Outside is a patio dining area and parking in a dedicated driveway.

Indoor spacesFamilyComfort

4.86 out of 5 average rating, 350 reviews

A geodesic dome is situated amid a wooded area, featuring a shingled exterior and a green door with multiple panes. Surrounding stones create a natural base, and a mixture of bare trees and underbrush complements the serene setting.

Dome in Bethlehem

Geodesic Dome in the Wooods

A great daylight space nested on the edge of the woods. Be close to nature but also close to our house for modern convinces in our house. Please note this space is unplugged, it has no electricity, heat or air conditioning. There is a full bathrooms for your use in our basement, 125 feet away. Also, you are in the woods and spiders can get in the dome. We also have our Tiny house for you to stay in if the weather is too cold. The Tiny house has power and some heat. See last 3 pictures.

FamilyIndoor spacesBathroom

4.95 out of 5 average rating, 148 reviews

A wooden dock extends over calm lake waters, framed by vibrant hues of pink and purple in the sunset sky. Two adirondack chairs are positioned on the dock, inviting relaxation while enjoying the serene views, with softly glowing lanterns along the water's edge.

Cottage in Plymouth

Cozy Oasis, Lakefront with Stunning Sunset Views

It’s the Lakefront Paradise you’ve been searching for: Escape to Cozy Oasis where peaceful waters meet modern comfort! Wake to stunning views, spend the day kayaking around the lake, and unwind with breathtaking sunsets from your private deck. This pet-friendly retreat offers high-speed WiFi for remote work, fully equipped kitchen for home-cooked meals, and cozy entertainment spaces. Perfect for romantic getaways or family adventures - your serene lakeside escape awaits! Pet friendly!

FamilyIndoor spacesBarbecue

4.98 out of 5 average rating, 179 reviews

The farmhouse exterior displays a yellow façade with white trim and bright blue front door. Multiple large windows allow natural light to fill the home. A small seating area with two chairs and surrounding greenery adds to the inviting appearance of the property.

Home in Cornwall

The Farmhouse

Enjoy staying at our charming Farmhouse in the heart of our working dairy farm. Our farm sits on some of the most beautiful hills in Cornwall with the famous Gateway to Cornwall view where you can see our dairy cows grazing in the grandeur of nature. Come say hello to the cows in the barn during milking or watch the herd cross the road evoking sites you might expect to see in small European farming villages. You'll likely see us on our tractors bringing hay and water to our cows!

KitchenFamilyCondition

4.86 out of 5 average rating, 257 reviews

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

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.

Indoor spacesFamilyValue

4.94 out of 5 average rating, 161 reviews

Apartment in Middlebury

Cozy Apartment with Water View of Brook

Lower Level Beautiful Space: Well kept with an amazing view of a Beautiful Brook that Runs through the Backyard. It is a small cottage style home and you will have the best views of the Brook. You will also hear and see the Brook from the Bedroom, Kitchenette and Patio. Depending on the season it will Vary. If you have 2 Cars please make sure you let me know so I can accommodate.

FamilyKitchenValue

Popular amenities for Waterbury family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.95 out of 5 average rating, 103 reviews

Campervan/RV in Wassaic

Retro Forest Glamping | Hot Tub | Near NYC Train

Indoor spacesKitchenLocation

4.83 out of 5 average rating, 113 reviews

The outdoor area is highlighted by a heated pool surrounded by lounge chairs and a well-maintained garden featuring a mix of hedges and trees. A spa is situated near the pool, with a stone patio providing additional seating under a blue sky dotted with clouds.

Home in Litchfield

The Getaway-HOST & Co.

FamilyIndoor spacesLayout

4.99 out of 5 average rating, 123 reviews

The outdoor patio is illuminated, featuring a large hot tub and a dining area with a table and chairs. Surrounding the space are twinkling string lights, adding a cozy ambiance. A grill and lush greenery complete the inviting exterior setting of the home.

Home in Plymouth

Cozy escape w/private hot tub & backyard skatepark

Indoor spacesFamilyHot tub

4.99 out of 5 average rating, 183 reviews

A jetted swim spa is positioned on a deck overlooking Lake Garda at sunset. The water's surface reflects soft hues of orange and pink, with serene trees framing the view. The spa displays an illuminated edge, enhancing the tranquil atmosphere of the lakeside setting.

Cottage in Burlington

Lakefront Cozy - SwimSpa, Firepit, Ski 20 min away

Indoor spacesKitchenBathroom

4.87 out of 5 average rating, 405 reviews

The charming cottage, with its white siding and red door accents, is set amidst lush greenery. A well-maintained yard features grass and flowering plants, while a stone wall frames the scene, adding to the property's rustic appeal.

Cottage in Litchfield

Litchfield-Hot Tub-Shops & Eats-Vineyards-Hikes

FamilyKitchenCheck-in

4.93 out of 5 average rating, 334 reviews

A tranquil lake scene is captured at sunrise, featuring a wooden dock extending into the water. Soft pink and orange hues reflect on the lake's surface, complementing the surrounding greenery. Two Adirondack chairs sit near a fire pit, inviting relaxation by the scenic view.

Home in East Haddam

Romantic Getaway at The Lake!

FamilyIndoor spacesBackyard

4.95 out of 5 average rating, 228 reviews

The cabin is nestled among tall trees next to a flowing creek. Natural rock formations surround the water, creating a serene setting. Sunlight filters through the leaves, casting dappled shadows on the cabin's exterior, which features large windows that overlook the creek.

Cabin in New Milford

Creekside Cabin with Wood Fired Hot Tub & Firepit

Indoor spacesKitchenSleep quality

4.99 out of 5 average rating, 164 reviews

The entrance showcases a wooden door with a rustic design and a blue frame. A yellow flower arrangement hangs from the door, welcoming guests. The space beyond is an open-concept living area with natural light filtering through sheer curtains, revealing a sectional sofa and wood ceiling beams.

Cottage in Bethlehem

Cozy Cottage |Quintessential CT | Pet Friendly

Indoor spacesFamilyParks

Family- and pet-friendly home rentals

4.89 out of 5 average rating, 103 reviews

A spacious living area features a red sectional sofa and a small round coffee table with a plant centerpiece. The open layout connects to a well-lit kitchen in the background, visible through a doorway, blending comfort and functionality.

Home in Manchester

Charming Cape Home, Close to All

KitchenFamilyTV

4.83 out of 5 average rating, 115 reviews

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

Stylish & Luxurious 3 BDR home with Play Station

KitchenIndoor spacesLaundry

Cabin in Litchfield County

A cozy living area features a brown leather sofa with white throw pillows, positioned beside a window that allows natural light. A wooden coffee table sits atop a blue and white woven rug, complemented by a comfortable armchair. Shelves display decorative items and fresh flowers add a welcoming touch.

4.93 out of 5 average rating, 144 reviews

Blackberry Cottage

FamilyKitchenCheck-in

Farm stay in West Simsbury

A rustic farmhouse exterior showcases a wooden façade with red double doors and a welcoming balcony adorned with potted flowers. The balcony is accessed by wooden steps, leading to a charming outdoor seating area. Seasonal foliage decorates the surrounding landscape.

4.96 out of 5 average rating, 551 reviews

Flamig Farm Staycation

FamilyIndoor spacesBathroom

4.95 out of 5 average rating, 112 reviews

A welcoming living room features a comfortable couch and two textured armchairs, arranged around a central round coffee table. Natural light filters through large windows, highlighting a cozy atmosphere. A small side table displays a plant and a soft throw blanket.

Home in New Britain

Bright & Private WHOLE HOUSE 4 YOU Near Everything

FamilyKitchenCheck-in

4.96 out of 5 average rating, 130 reviews

A spacious deck features a round table surrounded by four cushioned chairs, covered by a large red umbrella. Lush greenery and landscaped gardens are visible in the background, creating a serene outdoor setting.

Cottage in Seymour

3 Acre Forest, 2 King Beds, Fireplace, BBQ & more

Indoor spacesFamilyGetting around

4.98 out of 5 average rating, 168 reviews

A timber-style cottage is surrounded by landscaping featuring stones and low shrubs. A spacious deck with white railings leads to a welcoming entrance. Light-colored siding and multiple windows enhance the two-story structure, set against a backdrop of trees and open land.

Home in Southbury

The Cottage at Cedar Spring Farm

FamilyKitchenOutdoor spaces

4.96 out of 5 average rating, 99 reviews

A unique round structure is surrounded by lush greenery, highlighting a gravel patio area furnished with white seating. The wooden design includes multiple windows, providing natural light to the interior and maintaining a connection to the outdoor environment.

Yurt in Killingworth

@Get_Yurty w/ 2 sleeping pods, NO Cleaning/Pet fee

Indoor spacesFamilyLaundry

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 265 reviews

An aerial view showcases the antique farm property set within a spacious landscape. Surrounding areas feature a mix of treed land and open fields. The main house, along with additional structures and a large yard, is visible alongside winding roads, emphasizing the rural setting.

Barn in Bethel

Escape to a Restored New England Antique Milk Barn

Indoor spacesFamilySkiing

4.96 out of 5 average rating, 203 reviews

A spacious pool area is framed by well-maintained greenery and flowering plants. Two large umbrellas provide shade over lounge chairs beside a sparkling pool, with expansive coastal views and a serene landscape of grasses and trees beyond.

Cottage in Guilford

Luxury cottage by the sea with hot tub and pool

FamilyIndoor spacesHiking

4.97 out of 5 average rating, 212 reviews

A serene pool area features a clear blue in-ground pool surrounded by lounge chairs with red cushions. A vibrant hibiscus flower adds a splash of color, and a slide is visible for added fun. The area is enclosed for safety.

Guest suite in Monroe

Garden Level Suite with Beautiful Pool

FamilyIndoor spacesCheck-in

4.98 out of 5 average rating, 110 reviews

A spacious living area features large windows that provide natural light and views of the surrounding trees. Comfortable leather furniture includes a sofa and an armchair, arranged around a rustic coffee table on a textured area rug. A potted plant adds a touch of greenery.

Home in Litchfield

Hilltop House - HOST & Co.

FamilyKitchenTV

4.96 out of 5 average rating, 267 reviews

A spacious outdoor pool is surrounded by natural greenery, featuring a stone patio and a diving board. A covered lounge area with large windows overlooks the pool, providing a serene setting for relaxation and leisure.

Home in Stamford

Midcentury Modern ZenHouse Sculptor Studio

Indoor spacesKitchenQuiet

5 out of 5 average rating, 184 reviews

A serene outdoor space features a heated saltwater pool surrounded by a spacious lawn. Sun loungers are positioned near an umbrella for shade, with lush greenery and a wooden fence creating a tranquil backdrop.

Home in Pound Ridge

Peaceful Light-Filled Guesthouse salt pool/sauna

FamilyIndoor spacesHospitality

4.96 out of 5 average rating, 135 reviews

The living area features a light-colored sofa and accent chair positioned around a glass coffee table. Large windows allow natural light to enter, while sheer curtains frame the view of the outdoor space. A television and elegant decor add comfort to the setting.

Apartment in New Haven

King 1BR Apt with Cozy Den and Luxury Amenities

FamilyIndoor spacesWi-Fi