
Family-friendly holiday rentals in Winooski
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Top-rated family-friendly rentals in Winooski
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Brand-new house steps away from downtown and lake!
Enjoy everything Burlington has to offer in this brand-new, cozy, stylish cottage. This adorable house was completed in January of 2023 and has a master bedroom plus a sleeping loft, as well as a full-sized bathroom, washer and dryer, and parking. The dining/living area has a partial view of Lake Champlain! You're tucked away on a quiet residential street near a park & playground but are just a 10-minute walk to downtown and a 5-minute walk to the lakefront and a gorgeous shoreline bike path.

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.

3Bed Apt 5 Mins to i89, w/ off street parking!
Enjoy a relaxing stay at our listing, located in a peaceful residential area just moments from Myers Public Pool and Landry park/skatepark. Also a short 15-minute walk to the Winooski Circle with its many restaurants/vibrant nightlife. Fully equipped apartment, with large sunny kitchen, newly renovated bathroom, and private workspace for Zoom calls or studying. Includes Private off street parking. Experience all that Winooski and Burlington has to offer from the comfort of this 3 bedroom apt.

Minutes from Burlington on Evening Sun
Welcome to our Guest Suite only minutes from Burlington, Malletts Bay, and Lake Champlain. This spacious 2 Bedroom Suite with private entrance, full bath, sitting area with TV, bistro table is located on the second floor of our home. No shared spaces. Great views of farm lands, the Adirondack Mountains, and beautiful sunsets. Conveniently located only 4.5 miles from Burlington Airport and within 3.5 miles of 4 local colleges. Local Ski Resorts and Green Mountain hiking are only 30-60 min away.

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.

Fairytale cabin at The Wild Farm
Lay in bed and look out the huge picture window at the farm. You might see cats climbing trees, hummingbirds, snowflakes falling, lightning storms and many more beautiful moments. We have a Wolf, don't be alarmed she is as friendly as can be and will greet you and escort you to the cabin. If you like nature, animals, walking in the forest, cuddling up by the wood stove, then this is the place for you. The cabin is surrounded by gorgeous perennial gardens. We look forward to hosting you!

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

Burlington area “neighborhood” location
You will enjoy easy access to everything in the greater Burlington area -Airport BTV -University of Vermont, Champlain College, St Michael's College -UVMMC Hospital and Medical Center -Champlain Valley Expo -Respite Center The space is very well-appointed and comfortable. One bedroom with queen bed Second bedroom is two daybeds in the living area. Kitchen and washer/dryer Private entrance on right side of the home. See photo showing private entrance down short stairway under portico

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.

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 Golf Club 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.

Brand New Cottage with Deck & Pergola
Built in 2024, this bright cottage sits directly across from Ethan Allen Park, with North Avenue beaches a short bike ride or drive away. Sleeps up to 4 with a queen bed in the bedroom and a queen pullout sofa in the living room. Skylights and lofty ceilings fill the space with natural light, highlighting warm wooden interiors throughout. Well insulated with centrally ducted heat and A/C for year-round comfort.
Popular amenities for Winooski family-friendly rentals
Family-friendly home rentals with a hot tub

Charming Private Apt in South End w/ Hot Tub

So. Burl. quiet setting 10 mins fr. everything

Convenient Cape | Explore Burlington & Stowe

Comfortable Downtown Home with Outdoor Hot Tub

Secluded Luxury Treehouse - Hot Tub + Projector

Metcalf Pond Cottage Convenient to Smugglers Notch

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

Tiny House at Camp Comyns

Downtown Burlington, Renovated, 1 bedroom+

Hyde Away | Spacious funky loft w/ parking & tub

Tiny on the Hill - Sauna + Burlington + Stowe

Cozy Burlington Getaway w/ Private Deck & Yard

The Sunrise Cabin
Family-friendly home rentals with a pool

Cozy Bolton Valley Ski Studio • Hike & Relax

Stowe, Newly Renovated Topnotch Resort Townhouse

Lower Yurt Stay on VT Homestead

Cozy two-bedroom cabin near Smugglers Notch

Spacious Private Apartment w/ Green Mountain Views

Gorgeous panoramic views - 4 miles to the mountain

Cute Cottage - Poolside - Minutes To Activities

Hill Top Apartment With Amazing View Near Stowe
When is the best time to visit Winooski?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $268 NZD | $275 NZD | $233 NZD | $263 NZD | $304 NZD | $277 NZD | $304 NZD | $314 NZD | $297 NZD | $344 NZD | $265 NZD | $277 NZD |
| 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 $141 NZD per night before taxes and fees

Verified guest reviews
Over 5,300 verified reviews to help you choose

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Winooski holiday 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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- Family-friendly rentals Chittenden County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Jay Peak Resort
- Sugarbush Resort
- Jay Peak
- Bolton Valley Resort
- Stowe Mountain Resort
- Fort Ticonderoga
- Whiteface Mountain Ski Resort
- University of Vermont
- Middlebury College
- Jay Peak Resort Golf Course
- Lake Flower
- Parc Safari
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- ECHO, Leahy Center for Lake Champlain
- Snow Farm Vineyard & Winery
- Pump House Indoor Waterpark
- Shelburne Vineyard
- Shelburne Museum
- Warren Falls
- Elmore State Park
- Cold Hollow Cider Mill
- Waterfront Park
- Boyden Valley Winery & Spirits
- Cochran's Ski Area





