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.

%{current} / %{total}1 / 1
Guest favourite
A bright living area is furnished with a spacious sectional sofa adorned with colorful cushions. Artistic wall decorations add visual interest, while a leafy plant and bookshelves bring a touch of greenery. A cozy reading nook featuring a small chair is also visible, along with a dining area.
Home in Winooski
4.94 out of 5 average rating, 555 reviews

Very clean and charming 2 BR, close to everything!

Enjoy this newly updated apartment in Winooski, VT (Vermont's Brooklyn). This charming house is one of the original carriage homes in Winooski. Newly converted to a duplex, enjoy this private apartment within walking distance to downtown Winooski's restaurants and bars. Less than 1 mile from the local colleges in Burlington and Colchester, including University of Vermont, St. Michaels College and Champlain College. You have your own private entrance with free parking for 2 cars in the driveway.

Top guest favourite
A modern guest house nestled among trees features a rich red exterior with a standing seam metal roof. The landscape is adorned with lush greenery and flowering plants, creating a serene environment. Two prominent windows provide natural light while maintaining privacy.
Cottage in Jericho
5 out of 5 average rating, 166 reviews

Selkie’s Shed

This guest house has been built and designed by my husband and I. It sits behind our house with private walking/biking trails right out your door. The design is modern with natural warm colors and tucked away in the trees. The loudest noise you will hear are the owls hooting and a faint distant train whistle two times a day. Our mission is to create an atmosphere of tranquility, calmness and peace. We offer mother nature outside your door with easy access to all the activities you desire.

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, 373 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.

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 Winooski
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, 161 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, 117 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

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, 343 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.

Top guest favourite
A neatly made king bed is adorned with decorative pillows and crisp linens. A bedside table holds a lamp with a warm shade, illuminating a glass of water. Natural light filters in from nearby windows, providing a serene ambiance.
Guest suite in South End
4.99 out of 5 average rating, 499 reviews

The Garden Studio

Nestled in Burlington's Hill Section, The Garden Studio offers comfort and elegance to guests who will enjoy the king bed and stone fireplace. The mini kitchen area has a view of the courtyard with its seasonal fountain, flowers and bird feeders. You will enjoy the central location with walkable access to Burlington's famed Church Street Marketplace, the vibrant South End Arts District as well as the University and Lake Champlain.

Guest favourite
A charming cottage is set against a backdrop of greenery, featuring a metal roof and white exterior. A spacious porch adorned with chairs and potted flowers invites relaxation, while vibrant landscaping enhances the outdoor appeal.
Cottage in Colchester
4.91 out of 5 average rating, 122 reviews

The Cottage at Overlake

Welcome to Overlake on Malletts Bay! The Cottage is an adorable, rustic, clean and quaint, one bedroom, one bath lodging with beach access. It sits back from the road with a private parking area and large outdoor space for your enjoyment. Featuring incredible views of Lake Champlain from dawn to dusk, the Cottage makes a great base to explore Burlington and it's surrounding areas. It is a non-smoking / no pets property.

Guest favourite
An open living area features a gray sofa with accent pillows, complemented by a wicker coffee table. A armchair is positioned nearby, with a standing lamp providing light. Large windows allow natural light to fill the space, alongside a green potted plant.
Flat in Old North End
4.98 out of 5 average rating, 124 reviews

Green House in the Heart of Burlington I

Come stay at a newly renovated, one-bedroom apartment in the heart of Burlington, just steps away from the Church Street Marketplace. Enjoy a ten-minute walk down to the waterfront of Lake Champlain and the Burlington bike path or take a trip to the mountains for the day. In the evenings enjoy all that Downtown Burlington has to offer from shops, breweries, restaurants, and energetic nightlife.

Superhost
The living room features a turquoise couch and a single pink armchair, complemented by patterned rugs and decorative plants. Natural light enters through the sheer curtained window, illuminating the cozy seating area, which includes a circular coffee table placed centrally.
Flat in Winooski
4.89 out of 5 average rating, 339 reviews

Hot Tub | Bohemian Bungalow | Restaurants + Shops

Stay in your own stylish 2-bedroom home in downtown Winooski, just steps from restaurants, breweries, cafés, and the scenic Winooski Riverwalk. This comfortable and walkable Vermont apartment features modern décor, a private backyard hot tub, full kitchen, workspace, and off-street parking—all within minutes of Burlington, VT.

Top guest favourite
A combined living area features a spacious daybed adorned with a floral blanket and cushions in blue tones. A cozy armchair sits nearby, and a small wooden table is positioned against the wall. Natural light filters through the window, highlighting the decorative wall art and patterned curtain.
Flat in Old North End
4.97 out of 5 average rating, 635 reviews

Sunny, 1 bedroom studio, walk to downtown.

Enjoy your stay in this cozy, newly remodeled, second floor studio! This sunny apt is located in Burlington’s Old North End, a 10 min walk to downtown and Church St. A wonderful spot to start your adventures in Vermont! Wifi, TV, and parking are included.

Popular amenities for Winooski family-friendly rentals

When is the best time to visit Winooski?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price£102£114£108£111£129£117£129£133£126£146£112£117
Avg. temp-6°C-5°C0°C8°C15°C20°C22°C21°C17°C10°C4°C-2°C

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 £60 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!