
Family-friendly holiday rentals in Winooski
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Winooski

Total holiday rentals
Explore 50 holiday rentals in Winooski

Nightly prices starting at
Winooski holiday rentals start at $171 NZD per night before taxes and fees

Verified guest reviews
Over 5,440 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
50 of Winooski holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Winooski rentals

4.8 Average rating
Winooski stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Winooski
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

3 BR home near I-89, BTV, UVM & Malls
This home has a great location with quick access to I-89, & it's close to UVM, St. Mike, Champlain College, Malls, downtown Burlington, TJmaxx, Restaurants, & Bars. 8-minute away from the BTV airport! Places within walking distance: Healthy Living, Trader Joe's, Chipotle, Hannaford, Dave's Hot Chicken, Applebee's, & Target. This home is close to Lake Champlain/Waterfront, bike paths, hiking trails, ski resorts, & 30min drive to Ben & Jerry's Factory! Rental Permit #: RENTALREG-2025-438

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.

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

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 of $20 No cats allowed City of Burlington Rental Registration RB-3464

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

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

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

Second story stay
Welcome to our Cozy Second-Floor Retreat in downtown Burlington, VT! Located in the historic Old North End, this private apartment is upstairs in our 200 year old house! The space is quirky but also offers comfort and convenience. It’s a short walk to great food, drink, and entertainment, and just minutes from the Church Street Marketplace. The space is warm and inviting, thoughtfully designed with books, games and smart TV to accommodate guests and pets for a comfortable stay.

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.
Popular amenities for Winooski family-friendly rentals
Family-friendly home rentals with a hot tub

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

Charming Private Apt in South End w/ Hot Tub

Cozy Quite Home - Central to Shop, UVM, Airport

Cozy Cabin -Top of Hill with Views

Fully Loaded - Bikes & Hot Tub - Groups Welcome!

Convenient Cape | Explore Burlington & Stowe

So. Burl. quiet setting 10 mins fr. everything

Metcalf Pond Cottage Convenient to Smugglers Notch
Family- and pet-friendly home rentals

3 Cozy Rooms ,2 Bathrooms,2 Bedrooms,Beach,Bike

Downtown Burlington, Renovated, 1 bedroom+

Hill Section Carriage House

The Carriage Barn in Historical Williston Village

Secluded Village Gem: Cozy Studio Overlooks River!

The Quiet Cul-de-Sac BTV, UVM

The Cabin @ The Birches

Private Apartment, Large Yard, Close to Everything
Family-friendly home rentals with a pool

Spacious Private Apartment w/ Green Mountain Views

Private Suite in the Green Mountains

Stowe, Newly Renovated Topnotch Resort Townhouse

Ski In Ski Out, Chic, Fun, Cozy, Grt Location!

Mountain View Farmhouse w/ Orchard, Pool is Open!

Gorgeous panoramic views - 4 miles to the mountain

Upper Yurt Stay on VT Homestead

Cabin in the Woods VT - Discount Jay Peak Lift Tix
When is the best time to visit Winooski?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $260 NZD | $267 NZD | $226 NZD | $236 NZD | $320 NZD | $316 NZD | $294 NZD | $304 NZD | $287 NZD | $333 NZD | $256 NZD | $268 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 |
Destinations to explore
- Jay Peak Resort
- Sugarbush Resort
- Bolton Valley Resort
- Jay Peak
- Stowe Mountain Resort
- Fort Ticonderoga
- University of Vermont
- Middlebury College
- Lake Flower
- Jay Peak Resort Golf Course
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Snow Farm Vineyard & Winery
- Warren Falls
- Shelburne Vineyard
- Shelburne Museum
- Pump House Indoor Waterpark
- Cold Hollow Cider Mill
- Elmore State Park
- Waterfront Park
- Boyden Valley Winery & Spirits
- Lake Champlain Chocolates
- Green River Reservoir State Park
- Branbury State Park
- Little River State Park





