
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.

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.

The English Basement In-Law Suite
Enjoy the peace and privacy of your own beautifully-appointed basement suite! The entrance is not regularly used by our family and you can come and go as you wish. The suite includes modern lighting, a bathroom with a jet tub, a kitchenette and breakfast bar, and covered parking. An outdoor seating area is reserved for your sole use - perfect for relaxing and letting your dog out. 120V EV charging available for add'l fee No cats allowed, sorry! (City of Burlington Rental Registration RB-3464)

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.

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

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.

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.

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.

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.

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.

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.

Private, Clean and Comfy Space to Stay
A perfect place to get great rest while traveling on business or to launch an adventure while in Vermont. Enjoy a newly constructed affordable one-room/bedroom space with a shower and toilet. Easily prepare a cup of coffee in the morning before you begin your day.
Popular amenities for Winooski family-friendly rentals
Family-friendly home rentals with a hot tub

Green Mountain Forest Retreat

Slopeside Bolton Valley Studio

Charming Private Apt in South End w/ Hot Tub

The Caterpillar House: Tiny w/ Hot Tub & Fire Pit

Comfortable Downtown Home with Outdoor Hot Tub

Spruce Peak Lodge Studio Mnnt Views! | 1516

Sauna, Cold Plunge, Hot Tub, Paddle Boards, Bikes

Cozy Cabin -Top of Hill with Views
Family- and pet-friendly home rentals

Hill Section Carriage House

The Minouche - Cabin Life at its Best

Secluded Riverside Loft next to Smuggs

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

The Bootlegger Outlaw Hideout @The Pony Farm Ranch

Secluded Village Gem: Cozy Studio Overlooks River!

Lovely Treehouse Loft in Burlington South End

The Carriage Barn in Historical Williston Village
Family-friendly home rentals with a pool

Jay Peak Ski in Ski out Condo

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO

Spacious Private Apartment w/ Green Mountain Views

Ski in Ski out - fantastic location on the trail

Gorgeous panoramic views - 4 miles to the mountain

Private Suite in the Green Mountains

Château Chavis

Ski in/out Condo @ The Lodge at Spruce Peak
When is the best time to visit Winooski?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$28,588 GYD | G$31,719 GYD | G$30,258 GYD | G$31,093 GYD | G$35,892 GYD | G$32,762 GYD | G$35,892 GYD | G$37,144 GYD | G$35,057 GYD | G$40,692 GYD | G$31,301 GYD | G$32,762 GYD |
| 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 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$16,694 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!
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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
- Warren Falls
- Waterfront Park
- Boyden Valley Winery & Spirits
- Snow Farm Vineyard & Winery
- Cold Hollow Cider Mill
- Elmore State Park




