
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.

Cedar View
Welcome to our newly constructed one-bedroom apartment in Burlington, located off of Shelburne Road in the hill section. We are a short drive/walk from Church Street, the waterfront, UVM Campus, and Champlain College. We have multiple grocery stores within a half mile radius and I-89 is easily accessible. Our apartment has ample privacy and your own quiet outdoor space, enclosed by cedars. The space includes cathedral ceilings and is a great setting to enjoy a relaxing vacation or business trip.

The Chickadee Roost
Find comfort and relaxation in our peaceful, well-equipped oasis in Burlington’s historic Old North End. Mindfully decorated, a perfect space for working, cooking, unwinding, and entertaining. Brand new queen mattress and additional queen bedroll, hotel quality sheets and towels, a cook’s kitchen, charging station for your devices, games and toys, and a Roku flatscreen for movie night. Enjoy coffee or wine on the private deck. Our goal is for you to wish you could stay longer and come back soon!

Selkie’s Shed
This guest house has been built and designed by my husband and I. It sits behind our house with private walking/biking trails right out your door. The design is modern with natural warm colors and tucked away in the trees. The loudest noise you will hear are the owls hooting and a faint distant train whistle two times a day. Our mission is to create an atmosphere of tranquility, calmness and peace. We offer mother nature outside your door with easy access to all the activities you desire.

Bright new cottage in exquisite Vermont setting
Relax in "Findaway" cottage. Centrally located between Burlington and Montpelier and directly adjacent to Sleepy Hollow cross country ski and bike area, Birds of Vermont museum and the Vermont Audubon Center. Settle in and relax, hike right out the door, or sip a drink on the deck overlooking a beaver pond where you may see beaver, otters, deer, birds or even a moose! Surrounded by gardens and not far from downhill skiing and hiking options, swimming, sailing, dining and Lake Champlain.

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

The Book Barn: Newly Renovated Guesthouse
Enjoy all Vermont has to offer in this bright, airy space minutes away from Burlington and the mountains. On 14 acres with a brook, it’s a short walk down a dirt road to a historic covered bridge and town common. Fall colors are breathtaking when taken in from the barn deck, while Spring and Summer visitors enjoy free concerts on the town green on Sundays. Spectacular sunsets and hot air balloons are familiar sights. It doesn’t get much more Vermonty. *Note: No Cleaning Fee!

Peaceful 2-bedroom apartment with free parking
Relax alone or with your family and friends at this peaceful place to stay. Walking distance to downtown restaurants, marina, and to the walking trail by the lake - and 1 hour from Burlington, Montreal, and Lake Placid. Apartment is attached to our house, so we can assist you in any way. Handicap accessible with a no-step shower/no steps to enter house. House is on a quiet street- and bedrooms have room darkening curtains which means a great night’s rest!

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.

Hot Tub | Bohemian Bungalow | Restaurants + Shops
Stay in your own stylish 2-bedroom home in downtown Winooski, just steps from restaurants, breweries, cafés, and the scenic Winooski Riverwalk. This comfortable and walkable Vermont apartment features modern décor, a private backyard hot tub, full kitchen, workspace, and off-street parking—all within minutes of Burlington, VT.

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

Woodpecker Cottage on the Lake

Metcalf Pond Camp Convenient to Smugglers Notch

Charming Private Apt in South End w/ Hot Tub

Comfortable Downtown Home with Outdoor Hot Tub

Stowe, Topnotch Resort-Best Mt & Luxury in Vermont

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

Guest Suite w/hot tub & fireplace

Cozy 3 Bedroom Getaway with Hot Tub
Family- and pet-friendly home rentals

Downtown Burlington, Renovated, 1 bedroom+

Cute and Cozy Burlington Bungalow-Pet Friendly

Organic Farm Hideaway Home and Pond

Rockhaven - Island View

"Dragonfly Apartment" Private Bristol Apartment

Forest Hideaway

The Barn in Shelburne

Close to everything!
Family-friendly home rentals with a pool

Slopeside Bolton Valley Studio

Upper Yurt Stay on VT Homestead

Cozy two-bedroom cabin near Smugglers Notch

Cute Cottage - Poolside - Minutes To Activities

Private Suite in the Green Mountains

Château Chavis

Hill Top Apartment With Amazing View Near Stowe

Cozy/Private, close to hospital, i-89
When is the best time to visit Winooski?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £102 | £114 | £108 | £111 | £129 | £117 | £129 | £133 | £126 | £146 | £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
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- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Lake Flower
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- Pump House Indoor Waterpark
- Stowe Mountain Resort
- ECHO, Leahy Center for Lake Champlain
- University of Vermont
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Adirondak Loj
- Shelburne Museum
- Middlebury College
- Boyden Valley Winery & Spirits
- Warren Falls
- Shelburne Vineyard
- Lake Champlain Chocolates
- Waterfront Park
- Snow Farm Vineyard & Winery
- Elmore State Park
- Cold Hollow Cider Mill




