
Family-friendly holiday rentals in Winooski
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Top-rated family-friendly rentals in Winooski
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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.

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.

Bright & adorable 1 bedroom studio with parking
Welcome to our delightful space located off the ave in Burlington's New North End! You've found a gem in a quiet section of the beautiful city of Burlington. We strive to offer travelers a place to rest that promises safety and comfort. This one bedroom apartment is a convenient 7 minute drive to downtown, 1 minute drive to the beach, and only a few blocks from the bike path/lake! We are located directly on the bus line, so even travelers without a vehicle can access all Vermont has to offer.

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

Hemlock canvas glamping tent on 100 acres No heat
Scenic beauty of rural Vermont. Enjoy peaceful days and wonderful evenings by the fire. Features included: -Hot shower and sink! -Queen size memory foam mattress. -Front deck area with sitting chairs. -Metal fire ring with adjustable cooking grate. -Picnic table -Gravel road through rolling meadow to private camp site. -View of fields full of wildlife and the beaver pond. -Super clean porta-potty. * There are other sites on the property. You will see other campers from a distance.

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.

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!!

Luxury Zen-Den Golf Ski Brewers walk-shop-dine UVM
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.

Cozy Tiny House Minutes to Downtown Shelburne
220 sq. foot charming Tiny Home under tall pines with a covered porch. Great space for solo travelers and couples that like to be cozy! The rustic interior has a full kitchen, copper shower, and compost toilet. The loft bedroom is serene with 5 windows and blackout curtains (in case you want to sleep in!). Just 12 minutes to Burlington. 4 minutes to downtown Shelburne and Shelburne Museum.

Modern Winooski Studio-Walkable to Winooski Circle
Modern, renovated studio apartment, slightly larger than most hotel rooms, within walking distance of Winooski’s bars and restaurants. And we're just a few miles (bikeable or driving) to downtown Burlington, UVM, Champlain College, and St. Michael’s College. Easy highway access means quick drives to all that Vermont has to offer. City of Winooski Short-Term Rental License #24103

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

Bohemian Penthouse - 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

Autumn retreat w/ hot tub perfect for couples

Charming Private Apt in South End w/ Hot Tub

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

Comfortable Downtown Home with Outdoor Hot Tub

Convenient Cape | Explore Burlington & Stowe

Hilltop Haven

Moon Ridge Cabin *Hottub*

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

Hill Section Carriage House

200 acre Stowe area Bunkhouse.

Spacious Winooski Oasis, close to downtown!

VT Hideaway studio: breweries,hiking, dogs welcome

Hyde Away | Spacious funky loft w/ parking & tub

Oasis near Church Street

The Brookside Cabin

Cozy 1BD in Burlington’s Coolest Neighborhood
Family-friendly home rentals with a pool

Luxury Alpine Studio. Ski In Ski Out. Spruce Peak

Lower Yurt Stay on VT Homestead

Apartment, comfy and cozy with kitchen/gas fire

Spacious Private Apartment w/ Green Mountain Views

Modest Mountain Dacha

Private Suite in the Green Mountains

Ski in/out Condo @ The Lodge at Spruce Peak

Château Chavís
Quick stats about holiday rentals that are family-friendly in Winooski
Total rentals
60 properties
Nightly prices starting at
€ 69 before taxes and fees
Total number of reviews
5.4K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
60 properties include access to wifi
Destinations to explore
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- Sugarbush Resort
- Jay Peak Resort
- Smugglers' Notch Resort
- Spruce Peak
- Parc Safari
- Bolton Valley Resort
- Le Vignoble du Ruisseau - Winery & Cidery
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Cochran's Ski Area
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Autumn Mountain Winery
- Lucky Bugger Vineyard & Winery
- Country Club of Vermont
- Burlington Country Club
- Leahy Center for Lake Champlain
- Ethan Allen Homestead Museum
- Val Caudalies - Vignoble & Cidrerie
- Vermont National Country Club
- Domaine Cotes d'Ardoise - Winery & Cidery
- Lincoln Peak Vineyard
- Domaine du Ridge
- Boyden Valley Winery & Spirits