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Family-friendly holiday rentals in Winooski

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Winooski

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
A spacious bedroom features a comfortable bed adorned with white linens and a warm throw. Green plants bring a touch of nature. Soft lighting creates a bright and inviting atmosphere, while large windows offer natural light.
Flat in South Burlington
4.98 out of 5 average rating, 112 reviews

Convenient, clean, comfortable south end apartment

Enjoy a comfortable stay in an awesome South-End Burlington location. Bright, colorful, clean apartment contains 1-bedroom, luxurious full bath, and open living space with well-equipped kitchenette, dining area, couch, stressless chair, and TV. Office space and fast gigabit fiber internet. Within walking/biking distance to downtown Burlington, UVM, Oakledge/Lake Champlain, Pine Street Corridor, and tons of shops, restaurants, cafes, and breweries. Off-street parking and easy interstate access

Top guest favourite
A spacious guest suite features a king bed with a light-colored bedspread and decorative pillows. Two bedside tables with lamps are on either side, while large windows allow natural light to fill the room. Light-colored walls and wood flooring enhance the welcoming atmosphere.
Guest suite in South Burlington
5 out of 5 average rating, 279 reviews

Suite Escape - Quiet retreat, close to everything!

Spacious guest suite nestled in a quiet family neighborhood, private entrance, use of shared deck with seating overlooking backyard. King bed and full kitchen with all necessities. Washer/dryer in unit and large walk-in shower. L-shaped sectional with smart 65” TV (no cable). Centrally located within minutes to all Colleges, UVM Med Ctr, Down Town Burlington, Lake Champlain and Golf Courses. This entire property is non-smoking; including tobacco and cannabis products as well as e-cigarettes.

Top guest favourite
The exterior of the building is shown, featuring a screened porch with a slanted roof and a staircase leading to the front door. Two large windows provide natural light, and greenery surrounds the entrance, enhancing the overall inviting appearance.
Flat in Old North End
4.96 out of 5 average rating, 111 reviews

Jean's Place

We welcome you to this one bedroom apartment in the heart of Burlington, Vermont. The unit is located in a professional neighborhood in the heart of the old north end district. This unit has separate upstairs accessibility. Plenty of bakeshops, breweries, cafes, restaurants located in the neighborhood . We are also just minutes away from the beautiful Lake Champlain waterfront with walking/bike friendly roads and paths, and more! No solicitation of any kind for this listing to this Airbnb.

Top guest favourite
A modern rustic cottage is illuminated by string lights in the evening sky, which displays warm hues of pink and orange. The exterior features wooden siding and large windows, while a cozy seating area with Adirondack chairs is visible in the shared yard.
Guest house in Winooski
4.98 out of 5 average rating, 369 reviews

Modern Rustic Backyard Cottage

This newly built modern rustic mother-in-law private cottage offers a convenient place to stay while exploring the Burlington/Winooski area. The cottage is nestled in my backyard on a quiet street in vibrant Winooski. The home is a 10 minute drive to downtown Burlington & the airport, and a short walk to the river, several cafes, restaurants, pubs, nature areas, and a brewery. Winooski is referred to as “the Brooklyn of Burlington” because of the foodie scene and rich cultural diversity.

Superhost
A bright entryway is highlighted by a bold blue front door featuring a grid pattern of windows. To the right, a yellow tufted bench offers seating, while a patterned rug adds contrast. The space is complemented by light-colored walls and wood flooring, creating an open atmosphere.
Home in Winooski
4.84 out of 5 average rating, 112 reviews

Lovely Lil’ House- fenced yard!/Hot Tub

Small private 2 bedroom house with fenced in yard- Located right downtown! Walk to coffee shops, restaurants, brewery’s, etc..!! All details and amenities in place at this small private very sunny home with nice fenced in yard!! -65” flatscreen, wifi ready tv -Dedicated work space -Private fenced in back yard -BBQ -Full kitchen- -Full coffee station -Modern new furniture -Pet Friendly -Plenty of Parking -Walk to restaurants, Coffee shops, brewery, etc- Central location -Washer/Dryer

Top guest favourite
A spacious studio living area features wooden ceilings and walls, creating a cozy ambiance. A small kitchenette is visible with essential amenities including a refrigerator. Natural light streams in through large windows, and a comfortable sofa is positioned near a dining table surrounded by chairs.
Guest house in Old North End
4.91 out of 5 average rating, 453 reviews

Bright and Cozy Prvt Treehouse Apt Near downtown!

An airy and cozy second story apartment that offers a small bed room, studio living space, and raised porch, all privately tucked away behind a natural lawn. Very close to downtown Burlington and North End restaurants. Just three blocks from the Church Street marketplace (bars, shopping, food,) this lovely apartment is the perfect Burlington getaway. Taco Gordo, Mayday, and Pho Hong are just a few minutes walk away for delicious North End dining. Please read the additional details.

Top guest favourite
An aerial view captures the shared outdoor space, featuring a grassy area surrounded by vibrant flowers and greenery. A wooden deck leads to the entry of the tiny house, accompanied by several seating options, including chairs and a table shaded by an umbrella.
Tiny home in Centennial
5 out of 5 average rating, 376 reviews

Tiny House by Winooski Falls, Vermont River House

River House is across from the Winooski Falls and is part of Burlington's historic mill neighborhood. It's a 10 minute walk to the Winooski Circle which is full of restaurants and activity. Downtown Burlington and Lake Champlain are a 10 min (2 mile) drive away. This unique, arty tiny house features hardwood floors, a small kitchen and bathroom, and a shared outdoor space. There is a queen bed upstairs in the loft and a full sized couch downstairs which can be made up for sleeping.

Superhost
A spacious bedroom is furnished with a wooden bed featuring a colorful headboard. Crisp white linens are layered on the bed, accompanied by a decorative pillow and rolled towels. Natural light enters through the large window, illuminating the light-colored walls and enhancing the room's inviting appearance.
Flat in Winooski
4.84 out of 5 average rating, 157 reviews

2Bed Apt 5mins to i89, parking, close to dwntwn!

Welcome to our cozy 2 bedroom apt in the heart of Winooski, a 10min drive from downtown Burlington. Perfect for business and leisure trips, with a comfy workspace area and plenty of natural light. You'll be right at home here, and we've added plenty of personal touches to make your stay extra special. Situated in a quiet and pleasant residential neighborhood that's just a short walk from a lovely park and public pool, come stay with us and experience the best of Vermont living!

Guest favourite
The kitchen features modern appliances including a gas range, microwave, and dishwasher, set against light cabinetry. A wooden table with four bar stools occupies the center, while a cozy couch and vibrant area rug add comfort and warmth to the space.
Flat in Winooski
4.97 out of 5 average rating, 114 reviews

Urban Oasis 1br -newly renovated!

Just renovated, this one bedroom, 1 bath has all of the essentials for up to 4 guests. The bedroom features a queen sized bed and 2 more can be accommodated on the convertible couch. Our space is 5 mins walking distance to downtown Winooski or a quick 5 minute drive to Burlington. You can enjoy local eats or the luxury of cooking in a brand new kitchen featuring a 5 burner gas stove/oven, dishwasher and custom island. License: 24524

Top guest favourite
A bright living area features a large television displaying an underwater scene with a turtle. A circular glass coffee table is centered between a sleek black sofa and a plush seating area. Light pours in through expansive windows, highlighting a colorful area rug and a potted plant.
Flat in Winooski
4.92 out of 5 average rating, 338 reviews

Luxe Zen-Den Ski Haus Brewers walk-shop-dine UVMC

While waiting for check-in: pvt dog run and restaurants on site! Excellent drinks and dining on the first floor with many more restaurants a short walk away! 2.5 m to Church St, 1+ m to UVM, the Riverwalk, and Breweries. Whether you're here to hit the slopes, explore the beaches, or sample local brews at Four Quarters brewery, enjoy our fully accessible location for your lake Champlain adventures! Book now for the best of Vermont.

Superhost
A well-equipped kitchen is paired with a cozy living area, featuring a pink armchair and potted plants. Warm wooden floors are complemented by decorative rugs. Natural light filters through multiple windows, illuminating the space. A combination of modern appliances and rustic decor contributes to a relaxed atmosphere.
Flat in Winooski
4.91 out of 5 average rating, 431 reviews

Deluxe Cute Apt - 1 Min Walk Dining + Shops

Welcome to The Traveling Bohemian! Experience the best of Winooski with our prime location that is just a one minute walk from the bustling Winooski Circle, offering an abundance of dining, shopping, entertainment and coffee options. Winooski is a must-visit destination with Burlington just a short drive away. Visit our website to rent one of our electric bikes during your stay!

Guest favourite
A cozy sleeping area features a full-sized bed with a patterned duvet situated under a ceiling fan. The walls are painted a deep blue, complemented by two bedside lamps on dark nightstands. A closet and a doorway to the bathroom are visible in the background.
Guest suite in Essex
4.88 out of 5 average rating, 517 reviews

Private, Clean and Comfy Space to Stay

A perfect place to get great rest while traveling on business or to launch an adventure while in Vermont. Enjoy a newly constructed affordable one-room/bedroom space with a shower and toilet. Easily prepare a cup of coffee in the morning before you begin your day.

Popular amenities for Winooski family-friendly rentals

When is the best time to visit Winooski?

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Avg. price$174 SGD$193 SGD$184 SGD$189 SGD$218 SGD$199 SGD$218 SGD$226 SGD$213 SGD$248 SGD$191 SGD$199 SGD
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Quick stats about holiday rentals that are family-friendly in Winooski

  • Total holiday rentals

    Explore 60 holiday rentals in Winooski

  • Nightly prices starting at

    Winooski holiday rentals start at $102 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,840 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    60 of Winooski holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winooski rentals

  • 4.8 Average rating

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