Family-friendly holiday 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 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
4.94 out of 5 average rating, 561 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.

Superhost
Flat in Winooski
4.84 out of 5 average rating, 185 reviews

3Bed Apt 5 Mins to i89, w/ off street parking!

Enjoy a relaxing stay at our listing, located in a peaceful residential area just moments from Myers Public Pool and Landry park/skatepark. Also a short 15-minute walk to the Winooski Circle with its many restaurants/vibrant nightlife. Fully equipped apartment, with large sunny kitchen, newly renovated bathroom, and private workspace for Zoom calls or studying. Includes Private off street parking. Experience all that Winooski and Burlington has to offer from the comfort of this 3 bedroom apt.

Top guest favourite
Two white Adirondack chairs are positioned on a grassy area, facing a sunset over rolling farmland. A small table holds a bottle of wine and two glasses, creating a serene setting for relaxation.
Guest suite in Colchester
4.98 out of 5 average rating, 141 reviews

Minutes from Burlington on Evening Sun

Welcome to our Guest Suite only minutes from Burlington, Malletts Bay, and Lake Champlain. This spacious 2 Bedroom Suite with private entrance, full bath, sitting area with TV, bistro table is located on the second floor of our home. No shared spaces. Great views of farm lands, the Adirondack Mountains, and beautiful sunsets. Conveniently located only 4.5 miles from Burlington Airport and within 3.5 miles of 4 local colleges. Local Ski Resorts and Green Mountain hiking are only 30-60 min away.

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
4.93 out of 5 average rating, 115 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

Top guest favourite
A charming treehouse is nestled among lush green trees, featuring large windows that glow warmly at dusk. A connecting bridge is illuminated with string lights, creating a welcoming pathway. Ferns and forest foliage add to the natural surroundings, enhancing the serene woodland atmosphere.
Treehouse in Moretown
4.97 out of 5 average rating, 179 reviews

Treehouse at Bliss Ridge Farm - Best Views in VT!

This treehouse, the Birds Nest, is open May-Oct. Our “4-Season Treehouse @ Bliss Ridge,” is open year-round: https://www.airbnb.com/h/bigtreehouseatblissridgefarm — NEW SAUNA on property! Dr. Seuss-inspired tree home perched @top of 88-acre, organic hill farm, surrounded by 1000s acres of wilderness. Designed by B'fer Roth, DIY network host of The Treehouse Guys - built WITHIN living trees, not stilts! Private hiking & panoramic views of Worcester range, MR valley! No pets or animals please.

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, 379 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 Winooski
5 out of 5 average rating, 381 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.

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 Burlington
4.96 out of 5 average rating, 205 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.

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, 116 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 favourite
An open-concept kitchen and living area is highlighted by a spiral staircase leading to a loft. A modern kitchen features stainless steel appliances and a central island with two stools. Natural light flows through a front door, creating a bright and inviting space.
Tiny home in Burlington
4.99 out of 5 average rating, 193 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 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, 355 reviews

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.

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, 276 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

Popular amenities for Winooski family-friendly rentals

When is the best time to visit Winooski?

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Avg. price$194 SGD$199 SGD$169 SGD$190 SGD$220 SGD$201 SGD$220 SGD$227 SGD$215 SGD$249 SGD$192 SGD$201 SGD
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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 $102 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,300 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 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!