Family-friendly vacation 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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Top guest favorite
The exterior of the dark blue cottage is presented, featuring a gravel pathway leading to the entrance. Green grass surrounds the base, with a few colorful flowers visible near the house. The structure has multiple windows, enhancing the inviting appearance.
Cottage in Old North End
4.98 out of 5 average rating, 297 reviews

Brand-new house steps away from downtown and lake!

Enjoy everything Burlington has to offer in this brand-new, cozy, stylish cottage. This adorable house was completed in January of 2023 and has a master bedroom plus a sleeping loft, as well as a full-sized bathroom, washer and dryer, and parking. The dining/living area has a partial view of Lake Champlain! You're tucked away on a quiet residential street near a park & playground but are just a 10-minute walk to downtown and a 5-minute walk to the lakefront and a gorgeous shoreline bike path.

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
4.94 out of 5 average rating, 555 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 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, 207 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.

Guest favorite
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.
Apartment 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 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, 371 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.

Guest favorite
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, 115 reviews

Lovely Lil’ House- fenced yard!/Hot Tub

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.

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
4.84 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 favorite
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.
Apartment in Old North End
4.97 out of 5 average rating, 178 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 favorite
Apartment in Old North End
4.86 out of 5 average rating, 116 reviews

Private Apt w/ parking spot shrt walk to Dwntwn!

Welcome to our freshly renovated apartment in Burlington, VT. Located easy walking distance from downtown, and just steps from Scout Coffee, your morning caffeine fix is covered (coffee and tea are also provided in the unit). Off street parking is provided. Equipped with a modern heat pump HVAC system you'll be perfectly comfortable at whatever temperature you prefer. This listing efficiently offers everything you need to experience Burlington.

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, 116 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, 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.

Popular amenities for Winooski family-friendly rentals

When is the best time to visit Winooski?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$28,663 GYDG$31,801 GYDG$30,336 GYDG$31,173 GYDG$35,985 GYDG$32,847 GYDG$35,985 GYDG$37,240 GYDG$35,148 GYDG$40,797 GYDG$31,382 GYDG$32,847 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$16,737 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,840 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 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!