Family-friendly holiday rentals in Winooski

The living room features a cozy layout with a large sectional sofa, a circular coffee table, and a mounted television displaying streaming options. A decorated Christmas tree stands in one corner, complemented by a wall clock and decorative shelving displaying small items.

4.99 out of 5 average rating, 203 reviews

3 BR home near I-89, BTV, UVM & Malls

This home has a great location with quick access to I-89, & it's close to UVM, St. Mike, Champlain College, Malls, downtown Burlington, TJmaxx, Restaurants, & Bars. 8-minute away from the BTV airport! Places within walking distance: Healthy Living, Trader Joe's, Chipotle, Hannaford, Dave's Hot Chicken, Applebee's, & Target. This home is close to Lake Champlain/Waterfront, bike paths, hiking trails, ski resorts, & 30min drive to Ben & Jerry's Factory! Rental Permit #: RENTALREG-2025-438

FamilyKitchenCleanliness

4.95 out of 5 average rating, 584 reviews

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.

KitchenIndoor spacesAccuracy

4.85 out of 5 average rating, 196 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.

FamilyKitchenPets

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 suite in Essex Junction

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.

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 spacesAccuracy

4.91 out of 5 average rating, 414 reviews

4.98 out of 5 average rating, 396 reviews

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.

KitchenIndoor spacesWi-Fi

4.82 out of 5 average rating, 131 reviews

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

KitchenIndoor spacesAccess

4.98 out of 5 average rating, 115 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

KitchenIndoor spacesCondition

Guest suite in Colchester

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.

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

KitchenIndoor spacesValue

4.88 out of 5 average rating, 202 reviews

4.82 out of 5 average rating, 109 reviews

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 spacesKitchenPets

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.

4.98 out of 5 average rating, 147 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

KitchenFamilyDecor

A bright living area features a large television displaying an underwater scene with a turtle. A circular glass coffee table is centered between a sleek black sofa and a plush seating area. Light pours in through expansive windows, highlighting a colorful area rug and a potted plant.

4.92 out of 5 average rating, 371 reviews

Luxe Zen-Den Golf Club Brewers walk-shop-dine UVMC

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.

Indoor spacesKitchenLayout

Popular amenities for Winooski family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest suite in Burlington

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.

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

KitchenIndoor spacesGetting around

4.98 out of 5 average rating, 275 reviews

5.0 out of 5 average rating, 226 reviews

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

KitchenFamilyComfort

4.98 out of 5 average rating, 214 reviews

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

KitchenFamilyLong stay

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.

4.9 out of 5 average rating, 189 reviews

Cozy Quite Home - Central to Shop, UVM, Airport

FamilyIndoor spacesPets

Townhouse in Malletts Bay

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.

Fully Loaded - Bikes & Hot Tub - Groups Welcome!

Indoor spacesFamilyBiking

4.99 out of 5 average rating, 181 reviews

A spacious living area is designed with light-colored furnishings, including a large sectional sofa and a matching armchair. Natural light floods in through multiple windows. A wall-mounted television is positioned above a low cabinet, creating a cozy atmosphere for relaxation and entertainment.

4.92 out of 5 average rating, 110 reviews

So. Burl. quiet setting 10 mins fr. everything

FamilyKitchenComfort

4.95 out of 5 average rating, 132 reviews

A charming two-story house is viewed at dusk, displaying warm lights glowing through its windows. An American flag waves gently outside, and a spacious deck can be seen to the right, surrounded by neatly kept grass and trees in the background.

Home in Williston

Convenient Cape | Explore Burlington & Stowe

KitchenFamilyTV

4.97 out of 5 average rating, 181 reviews

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 spacesFamilyCleanliness

Family- and pet-friendly home rentals

5.0 out of 5 average rating, 203 reviews

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

FamilyKitchenAir conditioning

Guest suite in Burlington

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.

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

FamilyKitchenBathroom

4.92 out of 5 average rating, 396 reviews

4.96 out of 5 average rating, 188 reviews

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

KitchenFamilyWalkability

4.96 out of 5 average rating, 230 reviews

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+

FamilyIndoor spacesAccess

Guest suite in Burlington

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.

The English Basement In-Law Suite

FamilyIndoor spacesComfort

4.94 out of 5 average rating, 762 reviews

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.

4.97 out of 5 average rating, 134 reviews

The Quiet Cul-de-Sac BTV, UVM

KitchenFamilyWi-Fi

4.92 out of 5 average rating, 514 reviews

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!

FamilyKitchenAccuracy

4.97 out of 5 average rating, 158 reviews

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 spacesFamilyCondition

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 134 reviews

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

KitchenIndoor spacesView

Guest suite in Starksboro

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.

Private Suite in the Green Mountains

FamilyIndoor spacesSleep quality

4.95 out of 5 average rating, 154 reviews

4.94 out of 5 average rating, 158 reviews

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!

FamilyIndoor spacesLocation

Superhost

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 spacesFamilyHiking

4.95 out of 5 average rating, 171 reviews

4.82 out of 5 average rating, 149 reviews

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!

FamilyKitchenNearby

4.89 out of 5 average rating, 252 reviews

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

FamilyKitchenPool

Guesthouse in Montgomery Center

A guest cabin nestled in the woods is visible, featuring a spacious green yard and a flowing brook nearby. A hammock hangs between trees, while red outdoor chairs are arranged around a stone fire pit. The cabin's elevated deck overlooks the serene landscape.

Cabin in the Woods VT - Discount Jay Peak Lift Tix

KitchenIndoor spacesBarbecue

4.97 out of 5 average rating, 407 reviews