
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.

Albert's "Baxter's HideAway" a Unique Treasure.
Walk Softly, There’s a Dream Here! Seasonal rental, no heat. Review from Bob: "Albert’s place was so lovingly put together. Creative, like living in a museum." "Impressionism" enjoy my choice of artist paintings throughout the cottage. Nestled in the private Mills Point Peninsula is Baxter’s Hide-Away cottage waiting for you and your companion. Perfectly situated steps to The World Famous Colchester Causeway Bike path and Lake access. Not a good neighborhood for singles coming to party.

Private Modern Home w/ Rooftop Deck, EV Charger
Located a 5 minute walk from downtown Burlington and boasting a secluded and private rooftop terrace for guests exclusive use, you'll enjoy stunning views of Burlington's historic Old North End in a relaxing and private atmosphere. Custom modern home has all new appliances, fully equipped kitchen, deep soaking tub, and washer/dryer. This will truly be your perfect home away from home. 2 private off street parking spaces are included with a dedicated EV charger for you during their stay.

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.

Tiny House Cabin between Burlington and Stowe
The Four Seasons has all the comforts of home with the calm and quiet of the mountains. Enjoy the beautiful sunset views from the wooded deck or in front of the cozy wood stove. We are minutes from hiking the Long Trail, rock climbing the Bolton Dome, skiing Bolton Valley, Stowe Mountain Resort, or Smugglers Notch, swimming in Lake Champlain, or playing golf at the West Bolton Golf Course. We are also less than an hour drive to Burlington, Montpelier, Stowe and the Canadian border.

Gorgeous Treehouse! Big views, Cozy warm fireplace
Lilla Rustica is an elevated cabin among the trees. Private, with Stunning views this was built by "The Tree House Guys" a local Vermont company whom can be found having a season on the DIY network. Tons of detail, while keeping the design natural and simple. Unbelievable views of Camels hump State park. A loft with one queen bed and downstairs has a queen bed with three sides of the bed having windows facing the views. Hiking offered right from the cabin. An awesome getaway!

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!

Mini Mod Apartment, Private- Parking
1st floor private little apartment (280sft!). Totally updated and modern, little spot with a private entry and private feel as it is around back. Has a washer dryer, petitie kitchen, bathroom, large bedroom/ room. And small porch. Pet friendly with a private yard. Comes with one designated parking spot. Be right downtown in Winooski and walk to downtown. Only a quick 5 min drive to UVM or Church Street! 15%weekly stay discount 30%monthly!!

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!

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.

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

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

Metcalf Pond Camp Convenient to Smugglers Notch

Modern 3-BD Mountain Cabin w/ Hot Tub, Deck, Loft

Charming Private Apt in South End w/ Hot Tub

So. Burl. quiet setting 10 mins fr. everything

Comfortable Downtown Home with Outdoor Hot Tub

Caboose Tiny Home | Hot Tub, Sauna, River & Views

Cozy Cabin -Top of Hill with Views

Sauna, Cold Plunge, Hot Tub, Paddle Boards, Bikes
Family- and pet-friendly home rentals

Secluded Riverside Loft next to Smuggs

Relaxing Craftsbury Retreat

Cozy VT Barn by Burlington-Firepit-BringUrDog-WiFi

Rustic 5th wheel camper close to lake.

The Brookside Cabin

Birch Tree Cabin! Pets Welcome!

Meadow Cottage on Organic Farm with Mountain Views

Charming 1BD Loft in Shelburne
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

Spacious Private Apartment w/ Green Mountain Views

Gorgeous panoramic views - 4 miles to the mountain

Cute Cottage - Poolside - Minutes To Activities

Studio Cabin near Smugglers Notch

Private Suite in the Green Mountains
When is the best time to visit Winooski?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £113 | £116 | £98 | £111 | £128 | £117 | £128 | £133 | £125 | £145 | £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 5,300 verified reviews to help you choose

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 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
- Stowe Mountain Resort
- Bolton Valley Resort
- Fort Ticonderoga
- Lake Flower
- Whiteface Mountain Ski Resort
- Parc Safari
- Jay Peak Resort Golf Course
- Jay Peak
- Middlebury College
- ECHO, Leahy Center for Lake Champlain
- University of Vermont
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Pump House Indoor Waterpark
- Warren Falls
- Shelburne Museum
- Elmore State Park
- Snow Farm Vineyard & Winery
- Shelburne Vineyard
- Cold Hollow Cider Mill
- Waterfront Park
- Cochran's Ski Area
- Lake Champlain Chocolates





