
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.

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.

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.

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

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.

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.

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!

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.

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.

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.

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.

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

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
Family-friendly home rentals with a hot tub

Green Mountain Forest Retreat

Slopeside Bolton Valley Studio

Metcalf Pond Camp Convenient to Smugglers Notch

Brand new Beautiful Modern Clean Home On River

Charming Private Apt in South End w/ Hot Tub

Comfortable Downtown Home with Outdoor Hot Tub

Cozy Cabin -Top of Hill with Views

Sauna, Cold Plunge, Hot Tub, Paddle Boards, Bikes
Family- and pet-friendly home rentals

Hill Section Carriage House

The Minouche - Cabin Life at its Best

Entire House. 2+ bed, 2 bath near Lake & bikeway

Hydrangea House on the Hill

Green House in the Heart of Burlington II

Cozy Burlington Getaway w/ Private Deck & Yard

The Carriage Barn in Historical Williston Village

Waterbury Center Guest Bedroom - 244 Howard
Family-friendly home rentals with a pool

Lower Yurt Stay on VT Homestead

Spacious Private Apartment w/ Green Mountain Views

Gorgeous panoramic views - 4 miles to the mountain

Studio Cabin near Smugglers Notch

Private Suite in the Green Mountains

Cozy/Private, close to hospital, i-89

Ski in/out Condo @ The Lodge at Spruce Peak

Château Chavis
When is the best time to visit Winooski?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £102 | £113 | £108 | £111 | £128 | £117 | £128 | £133 | £125 | £145 | £112 | £117 |
| Avg. temp | -6°C | -5°C | 0°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | -2°C |
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!
Destinations to explore
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- Jay Peak Resort
- Sugarbush Resort
- Jay Peak
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Lake Flower
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- ECHO, Leahy Center for Lake Champlain
- Stowe Mountain Resort
- Adirondak Loj
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- University of Vermont
- Shelburne Museum
- Middlebury College
- Shelburne Vineyard
- Lake Champlain Chocolates
- Boyden Valley Winery & Spirits
- Waterfront Park
- Warren Falls
- Snow Farm Vineyard & Winery
- Cold Hollow Cider Mill
- Elmore State Park




