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 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
4.95 out of 5 average rating, 547 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 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, 266 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 living area features a cozy dark couch facing a television and electric fireplace. A coffee table with a wood-patterned surface sits on a light area rug. A small kitchenette with granite countertops is equipped with a sink, and natural light enters through a nearby window.
Flat in New North End
4.84 out of 5 average rating, 276 reviews

Bright & adorable 1 bedroom studio with parking

Welcome to our delightful space located off the ave in Burlington's New North End! You've found a gem in a quiet section of the beautiful city of Burlington. We strive to offer travelers a place to rest that promises safety and comfort. This one bedroom apartment is a convenient 7 minute drive to downtown, 1 minute drive to the beach, and only a few blocks from the bike path/lake! We are located directly on the bus line, so even travelers without a vehicle can access all Vermont has to offer.

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
4.94 out of 5 average rating, 106 reviews

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

Guest favourite
An enclosed tent interior showcases a queen-size bed with a soft blue coverlet. A small table with a checked cloth is positioned next to chairs, while large mesh windows allow natural light and views of the green outdoor space beyond.
Tent in Westford
4.89 out of 5 average rating, 118 reviews

Hemlock canvas glamping tent on 100 acres No heat

Scenic beauty of rural Vermont. Enjoy peaceful days and wonderful evenings by the fire. Features included: -Hot shower and sink! -Queen size memory foam mattress. -Front deck area with sitting chairs. -Metal fire ring with adjustable cooking grate. -Picnic table -Gravel road through rolling meadow to private camp site. -View of fields full of wildlife and the beaver pond. -Super clean porta-potty. * There are other sites on the property. You will see other campers from a distance.

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
4.97 out of 5 average rating, 357 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 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.
Flat in Winooski
4.83 out of 5 average rating, 113 reviews

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!!

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, 319 reviews

Luxury Zen-Den Golf Ski 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.

Guest favourite
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
4.9 out of 5 average rating, 386 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.

Guest favourite
A modern studio apartment features a spacious bed with a cozy purple throw, complemented by a small dining table and white accent chairs. Natural light floods in through two windows dressed with dark curtains, while a well-equipped kitchenette and a bathroom area are accessible in the background.
Guest suite in Winooski
4.96 out of 5 average rating, 580 reviews

Modern Winooski Studio-Walkable to Winooski Circle

Modern, renovated studio apartment, slightly larger than most hotel rooms, within walking distance of Winooski’s bars and restaurants. And we're just a few miles (bikeable or driving) to downtown Burlington, UVM, Champlain College, and St. Michael’s College. Easy highway access means quick drives to all that Vermont has to offer. City of Winooski Short-Term Rental License #24103

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, 252 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 living room features a sleek black leather sofa and a matching ottoman, with vibrant patterned rugs on hardwood flooring. Light streaming through windows illuminates various seating options, including a woven rattan chair and stylish decorative elements such as plants, wall art, and skiing equipment.
Flat in Winooski
4.89 out of 5 average rating, 349 reviews

Bohemian Penthouse - 1 Min Walk Dining + Shops

Welcome to The Traveling Bohemian! Experience the best of Winooski with our prime location that is just a one minute walk from the bustling Winooski Circle, offering an abundance of dining, shopping, entertainment and coffee options. Winooski is a must-visit destination with Burlington just a short drive away. Visit our website to rent one of our electric bikes during your stay!

Popular amenities for Winooski family-friendly rentals

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

  • Total rentals

    60 properties

  • Nightly prices starting at

    € 69 before taxes and fees

  • Total number of reviews

    5.4K reviews

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 properties include access to wifi