
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.

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.

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

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.

Cozy 1 Bedroom Apartment Getaway
Kick back and relax in this calm, cozy space! Enjoy an updated bathroom and bedroom, relax on the couch or eat a nice meal at the breakfast bar! This apartment is close to the lake, bike path, great bars and dining, and just a short drive to the mountains. There’s a small park across the street with a tennis court, basketball court and playground! Bayside Park Beach Access - 8 mins Church Street Marketplace, Burlington - 18 mins Stowe Mountain - 60 mins Smugglers Notch - 42 mins

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!

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!

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

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.

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.

Sunny, 1 bedroom studio, walk to downtown.
Enjoy your stay in this cozy, newly remodeled, second floor studio! This sunny apt is located in Burlington’s Old North End, a 10 min walk to downtown and Church St. A wonderful spot to start your adventures in Vermont! Wifi, TV, and parking are included.
Popular amenities for Winooski family-friendly rentals
Family-friendly home rentals with a hot tub

Metcalf Pond Camp Convenient to Smugglers Notch

Brand new Beautiful Modern Clean Home On River

Charming Private Apt in South End w/ Hot Tub

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

Convenient Cape | Explore Burlington & Stowe

Comfortable Downtown Home with Outdoor Hot Tub

Sunrise Lake House! Comfort-Hot Tub-Beach

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

Little Place Guest House 2 (balcony, EV station)

Downtown Burlington, Renovated, 1 bedroom+

Cady’s Falls Cabin

Hydrangea House on the Hill

Private Guesthouse in the heart of Vergennes

The Green Mountain, Colchester, Vermont

The Quiet Cul-de-Sac BTV, UVM

Colchester Lake House
Family-friendly home rentals with a pool

Slopeside Bolton Valley Studio

Lower Yurt Stay on VT Homestead

Gorgeous panoramic views - 4 miles to the mountain

Cute Cottage - Poolside - Minutes To Activities

Studio Cabin near Smugglers Notch

Private Suite in the Green Mountains

Hill Top Apartment With Amazing View Near Stowe

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 | £103 | £115 | £109 | £112 | £130 | £118 | £130 | £134 | £127 | £147 | £113 | £118 |
| 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!
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- Jay Peak Resort
- Sugarbush Resort
- Bolton Valley Resort
- Jay Peak
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Lake Flower
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- University of Vermont
- Stowe Mountain Resort
- ECHO, Leahy Center for Lake Champlain
- Adirondak Loj
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Middlebury College
- Boyden Valley Winery & Spirits
- Shelburne Museum
- Shelburne Vineyard
- Waterfront Park
- Warren Falls
- Lake Champlain Chocolates
- Snow Farm Vineyard & Winery
- Elmore State Park
- Cold Hollow Cider Mill




