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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Top guest favourite
A light-filled living area features a gray sectional sofa adorned with two patterned pillows. A wooden coffee table sits on a vibrant red rug, holding a small vase with fresh flowers. Large windows provide views of the outdoor space adjacent to a French door.
Flat in South End
4.99 out of 5 average rating, 213 reviews

Cedar View

Welcome to our newly constructed one-bedroom apartment in Burlington, located off of Shelburne Road in the hill section. We are a short drive/walk from Church Street, the waterfront, UVM Campus, and Champlain College. We have multiple grocery stores within a half mile radius and I-89 is easily accessible. Our apartment has ample privacy and your own quiet outdoor space, enclosed by cedars. The space includes cathedral ceilings and is a great setting to enjoy a relaxing vacation or business trip.

Top guest favourite
The charming exterior of the house is shown, featuring a light-colored facade and a sloped roof. Lush greenery surrounds the property, with trees providing partial shade. A well-maintained lawn leads to a welcoming front door, and a parked vehicle is visible in the driveway.
Flat in Old North End
4.94 out of 5 average rating, 121 reviews

The Chickadee Roost

Find comfort and relaxation in our peaceful, well-equipped oasis in Burlington’s historic Old North End. Mindfully decorated, a perfect space for working, cooking, unwinding, and entertaining. Brand new queen mattress and additional queen bedroll, hotel quality sheets and towels, a cook’s kitchen, charging station for your devices, games and toys, and a Roku flatscreen for movie night. Enjoy coffee or wine on the private deck. Our goal is for you to wish you could stay longer and come back soon!

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 cottage with a wooden exterior is nestled among greenery. A spacious deck with a railing extends from the front, featuring stairs leading down to a natural landscape. Trees surround the property, providing a sense of privacy and tranquility.
Cottage in Hinesburg
4.96 out of 5 average rating, 267 reviews

Bright new cottage in exquisite Vermont setting

Relax in "Findaway" cottage. Centrally located between Burlington and Montpelier and directly adjacent to Sleepy Hollow cross country ski and bike area, Birds of Vermont museum and the Vermont Audubon Center. Settle in and relax, hike right out the door, or sip a drink on the deck overlooking a beaver pond where you may see beaver, otters, deer, birds or even a moose! Surrounded by gardens and not far from downhill skiing and hiking options, swimming, sailing, dining and Lake Champlain.

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.

Guest favourite
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, 115 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 small vase containing vibrant flowers is placed on a wooden shelf. Sunlight filters through large windows, illuminating a loft area with a wooden ceiling. Spacious seating areas are visible below, providing a welcoming atmosphere.
Barn in Westford
5 out of 5 average rating, 283 reviews

The Book Barn: Newly Renovated Guesthouse

Enjoy all Vermont has to offer in this bright, airy space minutes away from Burlington and the mountains. On 14 acres with a brook, it’s a short walk down a dirt road to a historic covered bridge and town common. Fall colors are breathtaking when taken in from the barn deck, while Spring and Summer visitors enjoy free concerts on the town green on Sundays. Spectacular sunsets and hot air balloons are familiar sights. It doesn’t get much more Vermonty. *Note: No Cleaning Fee!

Top guest favourite
A comfortable living area features a beige sofa and armchair, complemented by a decorative coffee table. A large window with light drapes allows natural light to fill the space. A ceiling fan and decorative plant enhance the inviting ambiance of the room.
Flat in Plattsburgh
5 out of 5 average rating, 239 reviews

Peaceful 2-bedroom apartment with free parking

Relax alone or with your family and friends at this peaceful place to stay. Walking distance to downtown restaurants, marina, and to the walking trail by the lake - and 1 hour from Burlington, Montreal, and Lake Placid. Apartment is attached to our house, so we can assist you in any way. Handicap accessible with a no-step shower/no steps to enter house. House is on a quiet street- and bedrooms have room darkening curtains which means a great night’s rest!

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.

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.

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 Junction
4.88 out of 5 average rating, 525 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

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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 £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!