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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 $175 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.

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Top Guest favourite
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.

FamilyKitchenBreakfast

4.95 out of 5 average rating, 587 reviews
Guest favourite
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 spacesKitchenComfort

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

FamilyKitchenAir conditioning

4.9 out of 5 average rating, 120 reviews
Guest favourite
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.

Indoor spacesKitchenSkiing

4.91 out of 5 average rating, 415 reviews
Guest favourite
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

FamilyIndoor spacesBathroom

4.94 out of 5 average rating, 764 reviews
Top Guest favourite
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.

KitchenFamilySleep quality

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

FamilyIndoor spacesAir conditioning

4.83 out of 5 average rating, 132 reviews
Top Guest favourite
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

FamilyKitchenLayout

4.98 out of 5 average rating, 118 reviews
Top Guest favourite
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.

KitchenFamilyHeating

5.0 out of 5 average rating, 390 reviews
Guest favourite
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 favourite
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.

Indoor spacesKitchenBathroom

4.8 out of 5 average rating, 114 reviews
Top Guest favourite
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

FamilyKitchenLocation

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 favourite
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

KitchenFamilyView

4.98 out of 5 average rating, 279 reviews
Guest favourite
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

KitchenFamilyNearby

4.91 out of 5 average rating, 190 reviews
Top Guest favourite
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

KitchenIndoor spacesOutdoor spaces

4.97 out of 5 average rating, 182 reviews
Top Guest favourite
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!

FamilyIndoor spacesBackyard

4.99 out of 5 average rating, 181 reviews
Top Guest favourite
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

FamilyIndoor spacesValue

5.0 out of 5 average rating, 229 reviews
Top Guest favourite
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

KitchenFamilyLayout

4.98 out of 5 average rating, 216 reviews
Top Guest favourite
Loft in South Burlington

Burlington Loft: Indoor Spa, Cinema, Sleeps 10

KitchenIndoor spacesBiking

4.94 out of 5 average rating, 104 reviews
Guest favourite
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

Indoor spacesFamilyGetting around

4.99 out of 5 average rating, 101 reviews

Family- and pet-friendly home rentals

Top Guest favourite
A living area is presented featuring a spacious futon adorned with colorful cushions, positioned against a backdrop of exposed brick. A large artwork dominates one wall, complemented by wooden beams overhead. Natural light floods through the windows, enhancing the relaxed atmosphere.
Apartment in Burlington

Downtown Burlington, Renovated, 1 bedroom+

KitchenFamilyCleanliness

4.96 out of 5 average rating, 234 reviews
Top Guest favourite
Two inviting chairs are positioned near a bay window, offering a view of a colorful sunset. The soft hues of the sky contrast with the dark silhouettes of trees outside, creating a serene atmosphere. A small side table is located between the chairs.
Apartment in Burlington

Hill Section Carriage House

FamilyIndoor spacesAccess

5.0 out of 5 average rating, 205 reviews
Top Guest favourite
A welcoming entrance features a covered porch with a rocking chair, complemented by a small side table. The front door is framed by two windows, and a mailbox is mounted beside it. Lush greenery surrounds the exterior, enhancing the peaceful environment.
Guest suite in Essex

Private Apartment, Large Yard, Close to Everything

Indoor spacesFamilyNearby

4.97 out of 5 average rating, 161 reviews
Guest favourite
A serene view across Lake Champlain stretches to the distant mountains, framed by trees with autumn foliage. A pathway is visible in the foreground, leading along the lakeshore, while the expansive sky showcases soft clouds.
Guest suite in Burlington

3 Cozy Rooms ,2 Bathrooms,2 Bedrooms,Beach,Bike

KitchenFamilyComfort

4.92 out of 5 average rating, 397 reviews
Top Guest favourite
The living room features a comfortable arrangement with a spacious sofa, armchair, and recliner. A 50-inch Smart TV is positioned on a console beneath a series of framed black-and-white images. Natural light enters through a large window, complemented by dark curtains, and a patterned rug adds warmth.
Home in South Burlington

The Quiet Cul-de-Sac BTV, UVM

KitchenIndoor spacesGetting around

4.97 out of 5 average rating, 137 reviews
Top Guest favourite
A welcoming bedroom features a spacious bed dressed in soft linens. Natural light enters through a window adorned with floral curtains, illuminating the wooden floor. Nearby, a wooden dresser, bookshelf, and a vintage chair add charm to the cozy space.
Bungalow in Burlington

Charming Old North End bungalow

FamilyIndoor spacesHiking

4.92 out of 5 average rating, 878 reviews
Guest favourite
The exterior of the barn-style apartment is presented, featuring white siding and large windows. A gravel path leads to the entrance, flanked by vibrant purple irises and lush greenery, creating a welcoming outdoor space in a tranquil setting.
Barn in Williston

The Carriage Barn in Historical Williston Village

Indoor spacesKitchenQuiet

4.96 out of 5 average rating, 189 reviews
Top Guest favourite
The studio features sloped ceilings and warm cherry hardwood floors, with a spacious bed and leather seating. Natural light enters through multiple windows, while a compact kitchenette and dedicated workspace are integrated into the space. Rustic decor adds character and charm.
Apartment in Shelburne

Secluded Village Gem: Cozy Studio Overlooks River!

Indoor spacesKitchenAmenities

4.92 out of 5 average rating, 520 reviews

Family-friendly home rentals with a pool

Top Guest favourite
A vibrant garden surrounds a pool area, featuring blooming tulips and a variety of colorful flowers. A patio umbrella provides shade over seating near the pool, with scenic views of rolling hills and distant mountains visible in the background.
Apartment in Monkton

Spacious Private Apartment w/ Green Mountain Views

Indoor spacesKitchenHospitality

4.99 out of 5 average rating, 136 reviews
Guest favourite
A cozy living area features a built-in conversation pit surrounding a modern fireplace. Natural light streams in from large windows, illuminating comfortable seating adorned with colorful cushions. Wooden bookshelves filled with books create a warm and inviting backdrop.
Townhouse in Stowe

Ski In Ski Out, Chic, Fun, Cozy, Grt Location!

Indoor spacesFamilyPool

4.94 out of 5 average rating, 158 reviews
Top Guest favourite
A bright and spacious loft area is highlighted by tall windows allowing natural light to illuminate the room. A well-equipped kitchenette is visible, along with a cozy seating arrangement featuring a small table and two chairs, next to a large bed dressed in soft linens.
Guest suite in Starksboro

Private Suite in the Green Mountains

FamilyIndoor spacesWalkability

4.95 out of 5 average rating, 156 reviews
Guest favourite
A white farmhouse is set against a clear blue sky, surrounded by lush greenery and large trees. A private pool reflects the house and trees, creating a serene outdoor space. A rustic barn can be seen in the background, indicating the property's charm.
Home in Plainfield

Mountain View Farmhouse w/ Orchard, Pool is Open!

Indoor spacesFamilyAccuracy

4.82 out of 5 average rating, 153 reviews
Top Guest favourite
A spacious living room features a large brown leather sofa with decorative pillows, accompanied by two armchairs. A wooden coffee table sits on an oriental-style rug, and a couple of framed artworks adorn the walls. Floor-to-ceiling windows provide an airy atmosphere.
Townhouse in Stowe

Gorgeous panoramic views - 4 miles to the mountain

KitchenIndoor spacesCheckout

4.89 out of 5 average rating, 252 reviews
Guest favourite
A dining area is presented with a long wooden table, surrounded by several gray chairs. Two built-in benches with patterned cushions and pillows are positioned along the wall. A round mirror is mounted above the table, reflecting the space's natural light.
Townhouse in Stowe

Stowe, Newly Renovated Topnotch Resort Townhouse

Indoor spacesKitchenGetting around

4.95 out of 5 average rating, 171 reviews
Superhost
The exterior of Stowe Mountain Lodge is showcased against a backdrop of snow-covered slopes. Surrounding buildings blend into the winter landscape, with ski trails visible on the hillside. The scene is framed by scattered trees, enhancing the natural mountain setting.
Condo in Stowe

Ski in/out Condo @ The Lodge at Spruce Peak

KitchenIndoor spacesOutdoor spaces

4.8 out of 5 average rating, 243 reviews
Top Guest favourite
Condo in Stowe

Cozy VT Getaway, Heated Pool, Sleeps 4

KitchenIndoor spacesWalkability

4.97 out of 5 average rating, 240 reviews

When is the best time to visit Winooski?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$265 NZD$272 NZD$230 NZD$241 NZD$327 NZD$323 NZD$300 NZD$311 NZD$293 NZD$340 NZD$262 NZD$274 NZD
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