
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 $177 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.

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.
4.95 out of 5 average rating, 588 reviews
Second story stay
Welcome to our Cozy Second-Floor unit 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 offers comfort and convenience. It’s a short walk to great food, drink, and entertainment, and a 15 minute walk from the Church Street Marketplace. Warm and inviting space, thoughtfully designed with books, games, smart TV to accommodate guests and pets for a comfortable stay. Massage available downstairs!
4.8 out of 5 average rating, 116 reviews
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.
4.85 out of 5 average rating, 199 reviews
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
4.9 out of 5 average rating, 120 reviews
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
4.94 out of 5 average rating, 769 reviews
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.
4.98 out of 5 average rating, 399 reviews
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
4.98 out of 5 average rating, 119 reviews
Hidden Gem Near Burlington & Airport
NEW FLOORING & BATHTUB: Feb 2025. This 1,000-sqft spacious basement apartment is in the heart of Essex Junction in a great neighborhood — near Burlington, ski resorts, Essex Expo, and the airport. Restaurants and bars nearby! Great for quick work trips or longer stays. We have a few toys and a Pack ‘n Play for your little one! Fully furnished and equipped for an easy stay — including an air-fryer, panini press, etc. (NO ridiculous cleaning fees!) Come visit — we'd love to host you!
4.85 out of 5 average rating, 213 reviews
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
4.88 out of 5 average rating, 207 reviews
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!!
4.81 out of 5 average rating, 126 reviews
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!
4.99 out of 5 average rating, 216 reviews
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
4.98 out of 5 average rating, 152 reviewsPopular amenities for Winooski family-friendly rentals
Family-friendly home rentals with a hot tub

Sauna, Cold Plunge, Hot Tub, Paddle Boards, Bikes
4.98 out of 5 average rating, 280 reviews
Fully Loaded - Bikes & Hot Tub - Groups Welcome!
4.99 out of 5 average rating, 182 reviews
Cozy Quite Home - Central to Shop, UVM, Airport
4.91 out of 5 average rating, 192 reviews
Charming Private Apt in South End w/ Hot Tub
5.0 out of 5 average rating, 230 reviews
Cozy Cabin -Top of Hill with Views
4.98 out of 5 average rating, 217 reviews
Hillside Hideaway | Hot Tub, Privacy, Proximity
4.99 out of 5 average rating, 102 reviews
Comfortable Downtown Home with Outdoor Hot Tub
4.97 out of 5 average rating, 183 reviews
Designer A-Frame Treehouse | Hot Tub & Sauna
4.91 out of 5 average rating, 111 reviewsFamily- and pet-friendly home rentals

Downtown Burlington, Renovated, 1 bedroom+
4.96 out of 5 average rating, 236 reviews
Luxe Zen-Den Golf Club Brewers walk-shop-dine UVMC
4.92 out of 5 average rating, 377 reviews
Snugnuff
4.86 out of 5 average rating, 105 reviews
Private Apartment, Large Yard, Close to Everything
4.97 out of 5 average rating, 161 reviews
Charming 1BD Loft in Shelburne
4.85 out of 5 average rating, 123 reviews
Happy Hollow Barn
4.93 out of 5 average rating, 136 reviews
The Quiet Cul-de-Sac BTV, UVM
4.97 out of 5 average rating, 138 reviews
The Carriage Barn in Historical Williston Village
4.96 out of 5 average rating, 190 reviewsFamily-friendly home rentals with a pool

Spacious Private Apartment w/ Green Mountain Views
4.99 out of 5 average rating, 136 reviews
Ski In Ski Out, Chic, Fun, Cozy, Grt Location!
4.94 out of 5 average rating, 158 reviews
Private Suite in the Green Mountains
4.95 out of 5 average rating, 157 reviews
Stowe, Newly Renovated Topnotch Resort Townhouse
4.95 out of 5 average rating, 171 reviews
Mountain View Farmhouse w/ Orchard, Pool is Open!
4.82 out of 5 average rating, 153 reviews
Serene Mountain Studio Spruce Peak Lodge | 1328
4.98 out of 5 average rating, 157 reviews
World-Class Villa @ Trapp & Stowe
4.98 out of 5 average rating, 103 reviews
Ski in Ski Out Bolton Valley Condo!
4.91 out of 5 average rating, 191 reviewsWhen is the best time to visit Winooski?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $269 NZD | $276 NZD | $233 NZD | $244 NZD | $331 NZD | $327 NZD | $304 NZD | $315 NZD | $297 NZD | $345 NZD | $265 NZD | $278 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
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- Portland Holiday rentals
- Newark Holiday rentals
- Mont-Tremblant Holiday rentals
- Salem Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- York County 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
- 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
- Alburg Dunes State Park





