
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.

Convenient, clean, comfortable south end apartment
Enjoy a comfortable stay in an awesome South-End Burlington location. Bright, colorful, clean apartment contains 1-bedroom, luxurious full bath, and open living space with well-equipped kitchenette, dining area, couch, stressless chair, and TV. Office space and fast gigabit fiber internet. Within walking/biking distance to downtown Burlington, UVM, Oakledge/Lake Champlain, Pine Street Corridor, and tons of shops, restaurants, cafes, and breweries. Off-street parking and easy interstate access

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)

Suite Escape - Quiet retreat, close to everything!
Spacious guest suite nestled in a quiet family neighborhood, private entrance, use of shared deck with seating overlooking backyard. King bed and full kitchen with all necessities. Washer/dryer in unit and large walk-in shower. L-shaped sectional with smart 65” TV (no cable). Centrally located within minutes to all Colleges, UVM Med Ctr, Down Town Burlington, Lake Champlain and Golf Courses. This entire property is non-smoking; including tobacco and cannabis products as well as e-cigarettes.

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

Bright and Cozy Prvt Treehouse Apt Near downtown!
An airy and cozy second story apartment that offers a small bed room, studio living space, and raised porch, all privately tucked away behind a natural lawn. Very close to downtown Burlington and North End restaurants. Just three blocks from the Church Street marketplace (bars, shopping, food,) this lovely apartment is the perfect Burlington getaway. Taco Gordo, Mayday, and Pho Hong are just a few minutes walk away for delicious North End dining. Please read the additional details.

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.

La Petite Suite
La Petite Suite is a cozy boutique hotel room alternative in a quiet residential Burlington neighborhood only 2 miles from downtown. The beautifully decorated suite was built in 2024 and is attached to a single-family home. The New North End neighborhood is quiet, safe, and a short drive to local colleges and all that the area has to offer. Our street dead-ends at the bike path and Lake Champlain. You will also have access to our private neighborhood beach during the warmer months.

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.

Deluxe Cute Apt - 1 Min Walk Dining + Shops
Welcome to The Traveling Bohemian! Experience the best of Winooski with our prime location that is just a one minute walk from the bustling Winooski Circle, offering an abundance of dining, shopping, entertainment and coffee options. Winooski is a must-visit destination with Burlington just a short drive away. Visit our website to rent one of our electric bikes during your stay!

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

Metcalf Pond Camp Convenient to Smugglers Notch

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

Comfortable Downtown Home with Outdoor Hot Tub

Stunning remodel walking to Lake Champlain

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

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

200 acre Stowe area Bunkhouse.

Hydrangea House on the Hill

Hideaway studio: breweries, skiing, dogs welcome

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

Green House in the Heart of Burlington II

Oasis near Church Street

Private House|Large Yard|Within 1 Mile To Downtown

A true Vermont get-away cabin in the woods
Family-friendly home rentals with a pool

Stowe 1 BR at Topnotch Resort Next to Heated Pool

Lower Yurt Stay on VT Homestead

Spacious Private Apartment w/ Green Mountain Views

Gorgeous panoramic views - 4 miles to the mountain

Studio Cabin near Smugglers Notch

Private Suite in the Green Mountains

Cozy/Private, close to hospital, i-89

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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $174 SGD | $193 SGD | $184 SGD | $189 SGD | $218 SGD | $199 SGD | $218 SGD | $226 SGD | $213 SGD | $248 SGD | $191 SGD | $199 SGD |
| 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 $102 SGD 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
- Jay Peak
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Lake Flower
- Fort Ticonderoga
- 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
- Waterfront Park
- Boyden Valley Winery & Spirits
- Lake Champlain Chocolates
- Snow Farm Vineyard & Winery
- Warren Falls
- Elmore State Park
- Cold Hollow Cider Mill




