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 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, 538 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.

Guest favorite

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 favorite

A spacious living area features a large gray sectional sofa and a wooden coffee table. The soft lighting creates a comfortable ambiance. A television is positioned across from the seating area, while light-colored walls provide a subtle backdrop. A pet stands in the center of the room.

Apartment in Essex Junction

4.87 out of 5 average rating, 166 reviews

Hidden Gem Near Burlington & Airport

NEW FLOORING & BATHTUB: Feb 2025. This 1,000-sqft spacious basement apartment is in the heart of Essex Junction in a great neighborhood — near Burlington, ski resorts, Essex Expo, and the airport. Restaurants and bars nearby! Great for quick work trips or longer stays. We have a few toys and a Pack ‘n Play for your little one! Fully furnished and equipped for an easy stay — including an air-fryer, panini press, etc. (NO ridiculous cleaning fees!) Come visit — we'd love to host you!so relaxing

Guest favorite

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, 116 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 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

4.97 out of 5 average rating, 349 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 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.

Apartment in Winooski

4.85 out of 5 average rating, 149 reviews

2Bed Apt 5mins from i89, Restaurants, Public Pool

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!

Superhost

A dining area features a long wooden table surrounded by sleek chairs. Natural light fills the space through large windows, and exposed beams enhance the vaulted ceiling. A cozy seating area with a dark sofa is visible in the background, framed by neutral-toned walls.

Apartment in Winooski

4.89 out of 5 average rating, 103 reviews

Airy Modern Winooski Apartment

Spend time with your friends and family in this freshly renovated apartment with an open floor plan. Tall, vaulted ceilings with original exposed collar ties, cozy TV nook, 2 bedrooms with abundant natural light, brand new kitchen, front and rear sunrooms for extra space, and 1.5 bathrooms. Enjoy a very short 5 min walk to the center of Winooski where there are a selection of restaurants, coffee shops and bars to choose from! STR License number: 24504

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

4.83 out of 5 average rating, 109 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!!

Top guest favorite

A bright and airy open living space is highlighted by a spiral staircase leading to a loft area. A large flat-screen TV is mounted on the wall, while a kitchen with modern bar seating is visible. Natural light enters through multiple windows, enhancing the contemporary design.

Tiny home in Old North End

4.99 out of 5 average rating, 137 reviews

theLOFT | Burlington, VT

Thoughtfully designed with modern touches, local art, and cozy vibes and just a 15-minute stroll from the heart of downtown! Perfect for solo travelers or couples looking for a clean, comfortable, and convenient stay to kick back or explore; close to eateries, breweries, music, and everything the city has to offer. Inside, smart space utilization and brilliant lighting create a chic, inviting atmosphere. We can’t wait to see you soon!

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

4.91 out of 5 average rating, 312 reviews

Luxury Zen-Den Golf 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 favorite

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, 573 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 favorite

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.

Apartment in Winooski

4.93 out of 5 average rating, 240 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