Family-friendly vacation rentals in Winooski

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Winooski

  • Total vacation rentals

    Explore 50 vacation rentals in Winooski

  • Nightly prices starting at

    Winooski vacation rentals start at G$20,922 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,440 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Winooski vacation 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.

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Top guest favorite
A bright living area is furnished with a spacious sectional sofa adorned with colorful cushions. Artistic wall decorations add visual interest, while a leafy plant and bookshelves bring a touch of greenery. A cozy reading nook featuring a small chair is also visible, along with a dining area.
Home in Winooski

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.

KitchenFamilyView

4.95 out of 5 average rating, 587 reviews
Guest favorite
Apartment in Winooski

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.

Indoor spacesKitchenAccuracy

4.85 out of 5 average rating, 198 reviews
Superhost
A spacious living area features a gray sectional sofa adorned with decorative pillows. A wood coffee table sits in front of the sofa. Natural light filters through two windows, highlighting a decorative plant on a small side table. A tranquil horse print adorns the wall.
Home in Winooski

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

Indoor spacesKitchenCheckout

4.9 out of 5 average rating, 120 reviews
Guest favorite
A cozy living area features a brown leather sectional sofa and a matching armchair. A coffee table holds decorative items and magazines. A side table with a lamp is positioned beside the sofa, complemented by a floral arrangement. Soft carpet covers the floor, contributing to a relaxed ambiance.
Guest suite in Essex Junction

Spacious Master Suite with balcony, Essex Junction

NEW! Very roomy 600 sq ft suite in quiet neighborhood, walking distance of 5-corners, 5 miles to Burlington. Vaulted ceiling, sky lights, extra large windows and a sliding glass door (leading to a balcony) make for a very bright and comfortable space! Walk in closet, full bathroom (2 sinks) and a brand new king-size bed. Kitchenette area that has refrigerator/freezer, new coffee maker, toaster, toaster oven, microwave and 2-burner cooktop suitable for simple meal cooking. Private entrance.

FamilyIndoor spacesLayout

4.91 out of 5 average rating, 415 reviews
Guest favorite
The interior features a cozy sleeping area with a patterned bedspread and a rustic wooden accent wall. A comfortable sofa is positioned beside a coffee table, with ambient lighting highlighting the space. A kitchenette and breakfast bar are visible in the background.
Guest suite in Burlington

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

FamilyKitchenSolo travel

4.94 out of 5 average rating, 764 reviews
Top guest favorite
A modern rustic cottage is illuminated by string lights in the evening sky, which displays warm hues of pink and orange. The exterior features wooden siding and large windows, while a cozy seating area with Adirondack chairs is visible in the shared yard.
Guesthouse in Winooski

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 spacesKitchenCondition

4.98 out of 5 average rating, 397 reviews
Superhost
A bright entryway is highlighted by a bold blue front door featuring a grid pattern of windows. To the right, a yellow tufted bench offers seating, while a patterned rug adds contrast. The space is complemented by light-colored walls and wood flooring, creating an open atmosphere.
Home in Winooski

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

Indoor spacesFamilyOutdoor spaces

4.83 out of 5 average rating, 132 reviews
Top guest favorite
Apartment in Winooski

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

FamilyKitchenAccess

4.98 out of 5 average rating, 118 reviews
Top guest favorite
An aerial view captures the shared outdoor space, featuring a grassy area surrounded by vibrant flowers and greenery. A wooden deck leads to the entry of the tiny house, accompanied by several seating options, including chairs and a table shaded by an umbrella.
Tiny home in Winooski

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.

Indoor spacesFamilyCondition

5.0 out of 5 average rating, 390 reviews
Guest favorite
A cozy bedroom features a spacious bed with neutral bedding and decorative pillows. Two bedside lamps are positioned on each side of the bed. Natural light enters through a window adorned with light curtains. A minimalist clothing rack is situated against one wall.
Guest suite in Colchester

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

Indoor spacesKitchenAccuracy

4.88 out of 5 average rating, 205 reviews
Guest favorite
Home in Burlington

Second story stay

Welcome to our Cozy Second-Floor Retreat 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 also offers comfort and convenience. It’s a short walk to great food, drink, and entertainment, and just minutes from the Church Street Marketplace. The space is warm and inviting, thoughtfully designed with books, games and smart TV to accommodate guests and pets for a comfortable stay.

KitchenIndoor spacesDecor

4.8 out of 5 average rating, 114 reviews
Top guest favorite
The kitchen features modern appliances including a gas range, microwave, and dishwasher, set against light cabinetry. A wooden table with four bar stools occupies the center, while a cozy couch and vibrant area rug add comfort and warmth to the space.
Apartment in Winooski

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

FamilyKitchenCleanliness

4.98 out of 5 average rating, 151 reviews

Popular amenities for Winooski family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favorite
An outdoor courtyard features a salt-water hot tub and natural wooden seating. Lush greenery envelops the space, creating an intimate feel. A rustic barrel-shaped structure adds a unique element to the design. The ground is covered in smooth gravel, enhancing the serene atmosphere.
Guest suite in Burlington

Sauna, Cold Plunge, Hot Tub, Paddle Boards, Bikes

Indoor spacesFamilyBackyard

4.98 out of 5 average rating, 279 reviews
Guest favorite
The welcoming front porch features two black chairs and a small table, surrounded by lush greenery and flower beds. A vibrant red door invites entry, framed by large windows that allow natural light to illuminate the space.
Home in South Burlington

Cozy Quite Home - Central to Shop, UVM, Airport

FamilyKitchenCheck-in

4.91 out of 5 average rating, 190 reviews
Top guest favorite
The two-story home features a classic gray exterior with white trim and a decorative front door. A welcoming porch is framed by lush greenery, while steps lead to the entrance. Large windows allow for natural light, enhancing the inviting appearance.
Home in Burlington

Comfortable Downtown Home with Outdoor Hot Tub

Indoor spacesFamilyBathroom

4.97 out of 5 average rating, 182 reviews
Top guest favorite
A dining area is presented with a modern wooden table surrounded by six brown chairs. A large window allows natural light to fill the space, complemented by light grey walls. Decorative elements include two potted plants and a vibrant artwork piece on the wall.
Townhouse in Malletts Bay

Fully Loaded - Bikes & Hot Tub - Groups Welcome!

KitchenIndoor spacesBathroom

4.99 out of 5 average rating, 181 reviews
Top guest favorite
A bright living room is highlighted by natural light from large windows. Light grey furniture complements the wooden flooring. A cozy area rug sits beneath a small coffee table. A wall-mounted TV and decorative shelves add to the welcoming atmosphere.
Apartment in Burlington

Charming Private Apt in South End w/ Hot Tub

KitchenFamilyHiking

5.0 out of 5 average rating, 229 reviews
Top guest favorite
An aerial view captures a charming barn-style home surrounded by lush greenery, with expansive views of a serene lake in the background. The property features meticulously maintained lawns and a landscape rich in trees, set against a backdrop of rolling hills and distant mountains.
Barn in Hinesburg

Cozy Cabin -Top of Hill with Views

FamilyIndoor spacesAmenities

4.98 out of 5 average rating, 216 reviews
Top guest favorite
Loft in South Burlington

Burlington Loft: Indoor Spa, Cinema, Sleeps 10

Indoor spacesKitchenAir conditioning

4.94 out of 5 average rating, 104 reviews
Guest favorite
A two-level house is set against a backdrop of greenery, featuring a front deck with seating and a sliding door entry. Bright yellow daffodils bloom in the foreground, enhancing the serene garden landscape. The sky is clear, suggesting a bright day.
Home in Williston

Hillside Hideaway | Hot Tub, Privacy, Proximity

FamilyKitchenHot tub

4.99 out of 5 average rating, 101 reviews

Family- and pet-friendly home rentals

When is the best time to visit Winooski?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$31,802 GYDG$32,638 GYDG$27,617 GYDG$28,872 GYDG$39,124 GYDG$38,706 GYDG$35,986 GYDG$37,241 GYDG$35,149 GYDG$40,798 GYDG$31,383 GYDG$32,848 GYD
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