Family-friendly vacation rentals in Winooski

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Winooski

  • Total vacation rentals

    Explore 50 vacation rentals in Winooski

  • Nightly prices starting at

    Winooski vacation rentals start at G$20,917 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,440 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

    50 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!

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 favorite
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

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.

4.95 out of 5 average rating, 588 reviews
Guest favorite
Home in Burlington

Second story stay

Welcome to our Cozy Second-Floor unit in downtown Burlington, VT! Located in the historic Old North End, this private apartment is upstairs in our 200 year old house! The space is quirky but offers comfort and convenience. It’s a short walk to great food, drink, and entertainment, and a 15 minute walk from the Church Street Marketplace. Warm and inviting space, thoughtfully designed with books, games, smart TV to accommodate guests and pets for a comfortable stay. Massage available downstairs!

4.8 out of 5 average rating, 115 reviews
Superhost
A spacious living area features a gray sectional sofa adorned with decorative pillows. A wood coffee table sits in front of the sofa. Natural light filters through two windows, highlighting a decorative plant on a small side table. A tranquil horse print adorns the wall.
Home in Winooski

Private House|Large Yard|Within 1 Mile To Downtown

Beautifully renovated home close to everything Burlington has to offer. Walking distance to Winooski's vibrant rotary with restaurants, breweries and bars. 2 miles from Burlington Church Street, Lake Champlain waterfront, and UVM. Private yard with yard games, fire pit, and grill. Safe and private neighborhood right off I-89 just 30 minutes from Vermont's mountains providing the east coasts best hiking and skiing. Off and on-street parking. - 65-inch smart TV - Bedroom smart TV - AC included

4.9 out of 5 average rating, 120 reviews
Guest favorite
A cozy living area features a brown leather sectional sofa and a matching armchair. A coffee table holds decorative items and magazines. A side table with a lamp is positioned beside the sofa, complemented by a floral arrangement. Soft carpet covers the floor, contributing to a relaxed ambiance.
Guest suite in Essex Junction

Spacious Master Suite with balcony, Essex Junction

NEW! Very roomy 600 sq ft suite in quiet neighborhood, walking distance of 5-corners, 5 miles to Burlington. Vaulted ceiling, sky lights, extra large windows and a sliding glass door (leading to a balcony) make for a very bright and comfortable space! Walk in closet, full bathroom (2 sinks) and a brand new king-size bed. Kitchenette area that has refrigerator/freezer, new coffee maker, toaster, toaster oven, microwave and 2-burner cooktop suitable for simple meal cooking. Private entrance.

4.91 out of 5 average rating, 416 reviews
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

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.

4.98 out of 5 average rating, 399 reviews
Top guest favorite
Apartment in Winooski

Burlington area “neighborhood” location

You will enjoy easy access to everything in the greater Burlington area -Airport BTV -University of Vermont, Champlain College, St Michael's College -UVMMC Hospital and Medical Center -Champlain Valley Expo -Respite Center The space is very well-appointed and comfortable. One bedroom with queen bed Second bedroom is two daybeds in the living area. Kitchen and washer/dryer Private entrance on right side of the home. See photo showing private entrance down short stairway under portico

4.98 out of 5 average rating, 119 reviews
Guest favorite
A cozy bedroom features a spacious bed with neutral bedding and decorative pillows. Two bedside lamps are positioned on each side of the bed. Natural light enters through a window adorned with light curtains. A minimalist clothing rack is situated against one wall.
Guest suite in Colchester

Cozy 1 Bedroom Apartment Getaway

Kick back and relax in this calm, cozy space! Enjoy an updated bathroom and bedroom, relax on the couch or eat a nice meal at the breakfast bar! This apartment is close to the lake, bike path, great bars and dining, and just a short drive to the mountains. There’s a small park across the street with a tennis court, basketball court and playground! Bayside Park Beach Access - 8 mins Church Street Marketplace, Burlington - 18 mins Stowe Mountain - 60 mins Smugglers Notch - 42 mins

4.88 out of 5 average rating, 207 reviews
Superhost
A modern kitchen is equipped with stainless steel appliances, including a refrigerator, dishwasher, and microwave. Light cabinetry contrasts with decorative backsplash tiles. A wood countertop provides workspace beside a coffee maker, ensuring a functional and welcoming cooking area.
Apartment in Winooski

Mini Mod Apartment, Private- Parking

1st floor private little apartment (280sft!). Totally updated and modern, little spot with a private entry and private feel as it is around back. Has a washer dryer, petitie kitchen, bathroom, large bedroom/ room. And small porch. Pet friendly with a private yard. Comes with one designated parking spot. Be right downtown in Winooski and walk to downtown. Only a quick 5 min drive to UVM or Church Street! 15%weekly stay discount 30%monthly!!

4.81 out of 5 average rating, 126 reviews
Guest favorite
Bright interiors are enhanced by skylights, allowing natural light to fill the space. A comfortable gray sofa is positioned beside a cheerful yellow chair, with a round ottoman nearby. Colorful curtains frame the window, while a white dining table offers seating for meals.
Cottage in Burlington

Brand New Cottage Near Burlington Park & Beaches

Built in 2024 and designed to complement the 1930s bungalow aesthetic of the main house, this cottage sits directly across from Ethan Allen Park with North Avenue beaches a short bike ride or drive away. Sleeps up to 4 with a queen bed in the bedroom and a queen pullout sofa in the living room. Skylights and lofty ceilings fill the space with natural light throughout. Well insulated with centrally ducted heat and A/C for year-round comfort.

4.96 out of 5 average rating, 166 reviews
Top 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

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

4.98 out of 5 average rating, 151 reviews
Guest favorite
Apartment in Winooski

Luxe Zen-Den Golf Club 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.

4.92 out of 5 average rating, 377 reviews
Guest favorite
Home in Huntington

Happy Hollow Barn

This one of a kind 4 bedroom home was built in 2018. We refinished an old barn frame from Waitsfield, VT and had it moved to our property. The hand-hewn frame of this early 1800's barn is a piece of art in itself. We have used as much of the original structure as we could to create a warm, rustic, and inviting space for you to get away from reality for a little while. Come enjoy a peaceful retreat in the mountains of Vermont.

4.93 out of 5 average rating, 136 reviews

Popular amenities for Winooski family-friendly rentals

When is the best time to visit Winooski?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$31,794 GYDG$32,631 GYDG$27,611 GYDG$28,866 GYDG$39,115 GYDG$38,697 GYDG$35,978 GYDG$37,233 GYDG$35,141 GYDG$40,789 GYDG$31,376 GYDG$32,840 GYD
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