
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 $170 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, Wifi 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.

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.
KitchenFamilyOutdoor spaces

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.
Indoor spacesFamilyAccuracy

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
FamilyKitchenBackyard

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
FamilyKitchenWalkability

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.
KitchenIndoor spacesComfort

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!
Indoor spacesFamilyAir conditioning

Sauna, Cold Plunge, Hot Tub, Paddle Boards, Bikes
*Burlington’s 1st Spa + Stay. Recently renovated and upgraded! We added a sauna, a cold plunge, upgraded bicycles, enlarged the courtyard, added an exercise/yoga room, robes and sandals, an espresso machine… the list goes on! New photos were just added! We still have a king bed, a queen bed, and the two twins that make up the Dream Sofa in the living room. Pets are still welcome! We have new stuff for kids too! We’re right near the beach and bike path!
Indoor spacesKitchenValue

Brand New Cottage Near Burlington Park & Beaches
Built in 2024 and designed to complement the 1930s bungalow aesthetic of the main house, this 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 throughout. Well insulated with centrally ducted heat and A/C for year-round comfort.
FamilyKitchenSleep quality

theLOFT | Burlington, VT
Thoughtfully designed with modern touches, local art, and cozy vibes and just a 15-minute stroll from the heart of downtown! Perfect for solo travelers or couples looking for a clean, comfortable, and convenient stay to kick back or explore; close to eateries, breweries, music, and everything the city has to offer. Inside, smart space utilization and brilliant lighting create a chic, inviting atmosphere. We can’t wait to see you soon!
FamilyKitchenLaundry

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.
Indoor spacesKitchenAmenities

Barn Studio with sauna- garage door, heated or AC
Cozy downstairs of a converted barn with efficient rinai heater, AC, wood-fired sauna, both inside and outdoor showers, new Casper queen-sized bed and kitchenette w/keurig, hot water kettle, microwave, toaster oven, mini-fridge, and electric coils to cook on. Fire pit and seating outdoors and sauna indoors we can start for you. Quiet long-term tenants live above. STR License: 24104
FamilyKitchenLayout

Cute Apartment in the Heart of Winooski
Enjoy a bright and cozy studio apartment in the heart of downtown Winooski. A one minute walk to restaurants, cafés, breweries, and the scenic riverwalk. This comfortable home features a fully equipped kitchen, Smart TV, fast WiFi, and free parking. Just minutes from Burlington and the waterfront, it’s the perfect base for work trips, weekend getaways, and exploring Vermont.
FamilyIndoor spacesAir conditioning
Popular amenities for Winooski family-friendly rentals
Family-friendly home rentals with a hot tub

Stowe Sky Retreat: Hot Tub/Views/Family Friendly
KitchenFamilySkiing

Metcalf Pond Camp Convenient to Smugglers Notch
FamilyIndoor spacesAccuracy

Charming Private Apt in South End w/ Hot Tub
KitchenIndoor spacesParks

So. Burl. quiet setting 10 mins fr. everything
FamilyIndoor spacesDecor

Comfortable Downtown Home with Outdoor Hot Tub
FamilyIndoor spacesCondition

Convenient Cape | Explore Burlington & Stowe
KitchenFamilyLayout

Haven Tiny House by Stowe | Hot Tub, Sauna & Views
Indoor spacesKitchenHospitality

Hilltop Haven
KitchenIndoor spacesAccess
Family- and pet-friendly home rentals

Hill Section Carriage House
FamilyIndoor spacesAccess

The Minouche - Cabin Life at its Best
Indoor spacesKitchenGetting around

Downtown Burlington, Renovated, 1 bedroom+
KitchenFamilyGetting around

Hideaway studio: breweries, skiing, dogs welcome
FamilyIndoor spacesLong stay

Hyde Away | Spacious funky loft w/ parking & tub
FamilyIndoor spacesNearby

Cozy Burlington Getaway w/ Private Deck & Yard
KitchenFamilyBarbecue

Charming Old North End bungalow
KitchenIndoor spacesShared spaces

The Rustic Retreat at Twin Ponds
KitchenIndoor spacesWi-Fi
Family-friendly home rentals with a pool

Cabin in the Woods VT - Discount Jay Peak Lift Tix
FamilyIndoor spacesBackyard

Stowe, Newly Renovated Topnotch Resort Townhouse
KitchenFamilyAccess

Lower Yurt Stay on VT Homestead
Indoor spacesKitchenTV

Spacious Private Apartment w/ Green Mountain Views
Indoor spacesKitchenGetting around

The Cozy Condo at Smuggs Resort!
KitchenFamilyHiking

Studio Cabin near Smugglers Notch
KitchenFamilyAir conditioning

Private Suite in the Green Mountains
KitchenFamilySleep quality

Ski in/out Condo @ The Lodge at Spruce Peak
FamilyIndoor spacesAccess
When is the best time to visit Winooski?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $258 NZD | $265 NZD | $224 NZD | $234 NZD | $318 NZD | $314 NZD | $292 NZD | $302 NZD | $285 NZD | $331 NZD | $255 NZD | $267 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
- New York City Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Portland Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Mont-Tremblant Holiday rentals
- Newport Holiday rentals
- Providence Holiday rentals
- Bar Harbor Holiday rentals
- Salem Holiday rentals
- 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
- ECHO, Leahy Center for Lake Champlain
- Snow Farm Vineyard & Winery
- Shelburne Museum
- Warren Falls
- Shelburne Vineyard
- 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
- Ethan Allen Homestead Museum





