Family-friendly vacation 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 favorite
A warm seating area is presented with two patterned chairs and a matching sofa, arranged around a small table. A textured rug covers the wooden floor, complemented by a brick accent wall featuring decorative plants and framed artwork. Natural light streams through a nearby window.
Guest suite in Essex
4.83 out of 5 average rating, 157 reviews

Spacious Retro Apartment: Ground Level

Cozy basement apartment with separate entrance and natural light. Quiet neighborhood, close to bus route, and walkable distance to bars, restaurants, and center of Essex Junction. We welcome people from all walks of life, and all backgrounds into our warm, vintage chic apartment. Private space in our bustling house, you WILL HEAR us upstairs, please note!! Full bath with small shower, kitchenette with full fridge—no stove. Microwave, hot plate, toaster, Keurig coffee maker and washer and dryer.

Guest favorite
A spacious attic living area features a cozy queen bed with rich bedding and a large area rug. A comfortable chair is positioned near a window draped with fabric. A bookshelf and TV complement the room's inviting layout, enhancing relaxation options.
Apartment in Old North End
4.86 out of 5 average rating, 432 reviews

Unique Prvt Apt w/ Parking and View close 2 Dwntwn

Relish your time away in Burlington at this bright and spacious apartment walkably located from both downtown and the waterfront's various beaches. Relax in its cozy corners and romantic lounging spaces, take a hot bath in its deep claw foot tub, or drop your bags and hit Burlington's numerous restaurants and breweries all within easy walking distance or short Uber rides. Equipped with all the amenities you'll need including a full kitchen, blazing fast WIFI, luxurious sleeping arrangements, an

Top guest favorite
The exterior of a charming red building is showcased, featuring a well-maintained yard. Two black outdoor chairs are positioned on the grass, inviting relaxation. Above, a wooden deck adorned with potted plants offers additional outdoor space, with a glimpse of nearby buildings visible.
Apartment in Old North End
4.96 out of 5 average rating, 199 reviews

Purple Door Annex

Purple Door Annex features a lovingly renovated four-season building located in Burlington's historic Old North End District. A ten minute walk to Church Street and walkable to all of Burlington's City attractions. Purple Door Annex is an ideal space for guests seeking a fun getaway in the heart of the city that is private and well-appointed. Your hosts have five years of experience as superhosts in another bedroom on the premises and are excited to welcome you to this newly renovated space.

Top guest favorite
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.
Apartment in Old North End
4.96 out of 5 average rating, 107 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 favorite
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.
Guesthouse in Winooski
4.98 out of 5 average rating, 367 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!

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 favorite
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.

Guest favorite
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.
Apartment in Winooski
4.97 out of 5 average rating, 110 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 favorite
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.
Apartment in Winooski
4.92 out of 5 average rating, 333 reviews

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

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 favorite
The Tiny Home is nestled among snow-covered trees, featuring a warm wooden exterior and a sloped roof. Soft lighting emanates from multiple windows, illuminating a welcoming entryway with a red door. Steps lead up to the porch, inviting guests inside.
Tiny home in Shelburne
4.91 out of 5 average rating, 402 reviews

Cozy Tiny House Minutes to Downtown Shelburne

220 sq. foot charming Tiny Home under tall pines with a covered porch. Great space for solo travelers and couples that like to be cozy! The rustic interior has a full kitchen, copper shower, and compost toilet. The loft bedroom is serene with 5 windows and blackout curtains (in case you want to sleep in!). Just 12 minutes to Burlington. 4 minutes to downtown Shelburne and Shelburne Museum.

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.
Apartment in Winooski
4.89 out of 5 average rating, 331 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 favorite
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, 515 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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$28,661 GYDG$31,799 GYDG$30,335 GYDG$31,172 GYDG$35,983 GYDG$32,845 GYDG$35,983 GYDG$37,239 GYDG$35,146 GYDG$39,331 GYDG$29,707 GYDG$29,289 GYD
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Quick stats about vacation rentals that are family-friendly in Winooski

  • Total vacation rentals

    Explore 60 vacation rentals in Winooski

  • Nightly prices starting at

    Winooski vacation rentals start at G$16,736 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,350 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Winooski vacation rentals include wi-fi 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!