
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.

Spacious Retro Apartment: Ground Level
Cozy basement apartment with separate entrance and natural light. Quiet neighborhood, close to bus route, and walkable distance to bars, restaurants, and center of Essex Junction. We welcome people from all walks of life, and all backgrounds into our warm, vintage chic apartment. Private space in our bustling house, you WILL HEAR us upstairs, please note!! Full bath with small shower, kitchenette with full fridge—no stove. Microwave, hot plate, toaster, Keurig coffee maker and washer and dryer.

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.

Purple Door Annex
Purple Door Annex features a lovingly renovated four-season building located in Burlington's historic Old North End District. A ten minute walk to Church Street and walkable to all of Burlington's City attractions. Purple Door Annex is an ideal space for guests seeking a fun getaway in the heart of the city that is private and well-appointed. Your hosts have five years of experience as superhosts in another bedroom on the premises and are excited to welcome you to this newly renovated space.

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.

Jean’s Place
We welcome you to this one bedroom apartment in the heart of Burlington, Vermont. The unit is located in a professional neighborhood in the heart of the old north end district. This unit has separate upstairs accessibility. Plenty of bakeshops, breweries, cafes, restaurants located in the neighborhood . We are also just minutes away from the beautiful Lake Champlain waterfront with walking/bike friendly roads and paths, and more! No solicitation of any kind for this listing to this Airbnb.

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.

Brand New Cottage Near Burlington Park & Beaches -
This home situated across from Ethan Allen Park is just a short walk, bike ride, or drive to the North Ave beaches. Designed in keeping with the 1930's bungalow aesthetic of the main house, the cottage sleeps up to 4 with a queen-sized bed in the bedroom and queen-sized pullout sofa in the living room. Skylights brighten the lofty interiors. The cottage is well insulated and features centrally ducted heat and A/C, providing excellent climate control to suit your comfort preferences.

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!!

Old North End Guest Suite
Our property is located on a quiet street in Burlington's Old North End. Recently renovated the guest suite sits above our home and is equipped with a private entrance. Windows face west providing a good deal of natural light. The partial kitchen is located in a small room off of the bedroom. The kitchen is equipped with a sink, small refrigerator and freezer, toaster oven, microwave, and an electric kettle. Private bathroom. Wifi is provided.

Luxe Zen-Den Ski Haus 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
Popular amenities for Winooski family-friendly rentals
Family-friendly home rentals with a hot tub

Slopeside Bolton Valley Studio

Green Mountain Forest Retreat

Metcalf Pond Camp Convenient to Smugglers Notch

Backyard Bunker Retreat

Charming Private Apt in South End w/ Hot Tub

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

Convenient Cape | Explore Burlington & Stowe

Spruce Peak Lodge Studio Mnnt Views! | 1516
Family- and pet-friendly home rentals

Hill Section Carriage House

Cozy cottage in peaceful location

Rustic 5th wheel camper close to lake.

200 acre Stowe area Bunkhouse.

Hydrangea House on the Hill

VT Hideaway studio: breweries,hiking, dogs welcome

The Brookside Cabin

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

Epic Views of the Green Mountains

Apartment, comfy and cozy with kitchen/gas fire

Spacious Private Apartment w/ Green Mountain Views

Tiny House on Vermont Homestead

Studio Cabin near Smugglers Notch

Private Suite in the Green Mountains

Château Chavís

Ski in/out Condo @ The Lodge at Spruce Peak
When is the best time to visit Winooski?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $178 SGD | $197 SGD | $188 SGD | $193 SGD | $223 SGD | $204 SGD | $223 SGD | $231 SGD | $218 SGD | $244 SGD | $184 SGD | $182 SGD |
| 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 $104 SGD per night before taxes and fees

Verified guest reviews
Over 5,350 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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- Sugarbush Resort
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- Parc Safari
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
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- Country Club of Vermont
- Ethan Allen Homestead Museum
- Leahy Center for Lake Champlain
- Burlington Country Club
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- Domaine Cotes d'Ardoise - Winery & Cidery
- Vermont National Country Club
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