Family-friendly holiday rentals in Winooski

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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 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, 159 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.

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, 280 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.

Guest favourite
The exterior of a two-story home is framed by blooming trees, showcasing vibrant pink flowers. A spacious front porch is visible, illuminated by warm light through multiple windows, hinting at a welcoming atmosphere within. A paved walkway leads to the entrance.
Flat in Old North End
4.97 out of 5 average rating, 317 reviews

Cozy Bright Apartment in Quiet Neighborhood

Two bedroom guest apartment with modern furnishings in one of the best neighborhoods in the Old North End. Cozy & comfortable space with lots of natural light and plenty of space to relax, full bath with a clawfoot tub and shower. 15-minute walk to Church St. and downtown Burlington. A 5-10 minute walk down the hill to Waterfront Park, bike path, skatepark, and waterfront restaurants/brewery. Our place is close to family-friendly activities, nightlife, public transport, and the city center

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, 372 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 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, 160 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!

Top guest favourite
A cozy living area features a light-colored sofa adorned with decorative pillows, complemented by a leather armchair. A well-equipped kitchen area showcases green cabinetry, a black refrigerator, and various appliances on the countertop, illuminated by wall-mounted lights. The space maintains a warm atmosphere with wooden accents.
Guest suite in Jericho
4.99 out of 5 average rating, 138 reviews

Guest Suite w/hot tub & fireplace

Our property in Vermont is a slice of heaven: Set between Burlington & Stowe, 10 minutes off the main highway I-89, with quick access to the main spots in Vermont, but tucked down a dirt road with nothing but the sounds of the stream. On our property we built The Tuckaway Suite, an entirely private guest suite above our garage. With access to a hot tub, and hiking trails right outside the door, this space is a brand new build with cozy cabin vibes.

Top guest favourite
A living area is presented featuring a spacious futon adorned with colorful cushions, positioned against a backdrop of exposed brick. A large artwork dominates one wall, complemented by wooden beams overhead. Natural light floods through the windows, enhancing the relaxed atmosphere.
Flat in Old North End
4.97 out of 5 average rating, 179 reviews

Downtown Burlington, Renovated, 1 bedroom+

Downtown Burlington! Completely renovated 1 bedroom apartment in historical 1845 house. New kitchen. open floor plan, super comfy futon if you need an extra bed. Bathroom with modern feel juxtaposed with a classic claw foot tub. Brand new amenities with a touch of historical flair: high speed wifi, 65" tv, hardwood floors through out, AC and heating controls. 7 minute walk to Church St. Close to UVM and Champlain College. 1 off street parking spot.

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, 341 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.

Top guest favourite
A cozy space is showcased, featuring a kitchenette with essential appliances, a dining area with a small table and chairs, and a spacious bed set against the wall. Natural light filters through a window, enhancing the overall comfort of the area.
Flat in Winooski
4.93 out of 5 average rating, 267 reviews

Barn Studio with sauna- garage door, heated or AC

Cozy downstairs of a converted barn with efficient rinai heater, AC, wood-fired sauna, both inside and outdoor showers, new Casper queen-sized bed and kitchenette w/keurig, hot water kettle, microwave, toaster oven, mini-fridge, and electric coils to cook on. Fire pit and seating outdoors and sauna indoors we can start for you. Quiet long-term tenants live above. STR License: 24104

Superhost
A cozy sleeping area features a spacious bed covered with a patterned blue quilt. Natural light floods in through multiple windows, highlighting a framed artwork above the bed. An armchair is positioned beside a side table, complementing the modern decor and inviting atmosphere.
Flat in Winooski
4.85 out of 5 average rating, 514 reviews

Cute Apartment in the Heart of Winooski

Enjoy a bright and cozy studio apartment in the heart of downtown Winooski. A one minute walk to restaurants, cafés, breweries, and the scenic riverwalk. This comfortable home features a fully equipped kitchen, Smart TV, fast WiFi, and free parking. Just minutes from Burlington and the waterfront, it’s the perfect base for work trips, weekend getaways, and exploring Vermont.

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!