
Family-friendly holiday rentals in Winooski
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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.

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.

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!

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.

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.

The Cottage at Overlake
Welcome to Overlake on Malletts Bay! The Cottage is an adorable, rustic, clean and quaint, one bedroom, one bath lodging with beach access. It sits back from the road with a private parking area and large outdoor space for your enjoyment. Featuring incredible views of Lake Champlain from dawn to dusk, the Cottage makes a great base to explore Burlington and it's surrounding areas. It is a non-smoking / no pets property.

Green House in the Heart of Burlington I
Come stay at a newly renovated, one-bedroom apartment in the heart of Burlington, just steps away from the Church Street Marketplace. Enjoy a ten-minute walk down to the waterfront of Lake Champlain and the Burlington bike path or take a trip to the mountains for the day. In the evenings enjoy all that Downtown Burlington has to offer from shops, breweries, restaurants, and energetic nightlife.

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.

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

Woodpecker Cottage on the Lake

BEARfoot Bungalow

Metcalf Pond Camp Convenient to Smugglers Notch

Winter Wonderland w/ hot tub perfect for couples

Brand new Beautiful Modern Clean Home On River

Charming Private Apt in South End w/ Hot Tub

Comfortable Downtown Home with Outdoor Hot Tub

Hilltop Haven
Family- and pet-friendly home rentals

Luxury Alpine Studio Ski in Ski out mountainside

Tiny on the Hill - Sauna + Burlington + Stowe

Camp Rousseau- Elegance in the Adirondack Forest

Serene Country Cabins 1 In the heart of Vermont

Dog Friendly Apartment near Jay Peak

Secluded Village Gem: Cozy Studio Overlooks River!

Private House|Large Yard|Within 1 Mile To Downtown

Lovely Treehouse Loft in Burlington South End
Family-friendly home rentals with a pool

Slopeside Bolton Valley Studio

Upper Yurt Stay on VT Homestead

Cozy two-bedroom cabin near Smugglers Notch

Stowe, Topnotch Resort-Best Mt & Luxury in Vermont

Cute Cottage - Poolside - Minutes To Activities

Private Suite in the Green Mountains

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 | £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
- Jay Peak
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Lake Flower
- Jay Peak Resort Golf Course
- 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




