Family-friendly vacation rentals in Winooski

4.99 out of 5 average rating, 203 reviews

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.

Home in South Burlington

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

FamilyIndoor spacesTV

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 spacesWalkability

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.

KitchenIndoor spacesValue

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 spacesKitchenBathroom

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.

KitchenIndoor spacesAmenities

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.

KitchenFamilyWalkability

4.82 out of 5 average rating, 130 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

KitchenFamilyAir conditioning

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 spacesAccess

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

Indoor spacesFamilyWifi

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.

FamilyKitchenLocation

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.

KitchenFamilyCheckout

A cozy space is showcased, featuring a kitchenette with essential appliances, a dining area with a small table and chairs, and a spacious bed set against the wall. Natural light filters through a window, enhancing the overall comfort of the area.

4.94 out of 5 average rating, 292 reviews

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

FamilyKitchenCheck-in

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

Indoor spacesFamilyComfort

4.98 out of 5 average rating, 275 reviews

4.95 out of 5 average rating, 131 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

KitchenIndoor spacesNearby

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.

5.0 out of 5 average rating, 226 reviews

Charming Private Apt in South End w/ Hot Tub

KitchenFamilyParks

4.9 out of 5 average rating, 189 reviews

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

Indoor spacesFamilyHot tub

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

FamilyIndoor spacesHeating

4.92 out of 5 average rating, 110 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.

Home in South Burlington

So. Burl. quiet setting 10 mins fr. everything

Indoor spacesKitchenCleanliness

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 spacesFamilyLayout

A light-filled living area features a soft beige sofa with colorful cushions, a natural wood coffee table, and two teal armchairs. Modern appliances are visible in the kitchen area, complemented by a dining space with bar stools. Green plants add a touch of freshness to the room.

4.95 out of 5 average rating, 331 reviews

Cozy 3 Bedroom Getaway with Hot Tub

FamilyKitchenGrill

Family- and pet-friendly home rentals

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.

5.0 out of 5 average rating, 203 reviews

Hill Section Carriage House

KitchenIndoor spacesView

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.

4.96 out of 5 average rating, 230 reviews

Downtown Burlington, Renovated, 1 bedroom+

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

FamilyKitchenPets

4.92 out of 5 average rating, 396 reviews

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 spacesSolo travel

4.94 out of 5 average rating, 762 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

FamilyIndoor spacesAccess

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

FamilyIndoor spacesParking

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!

Indoor spacesFamilyQuiet

4.98 out of 5 average rating, 124 reviews

A landscaped pathway with natural stone steps leads to a rustic log cabin, framed by lush greenery. The cabin features a warm wooden exterior, complemented by a surrounding garden with various plants. A decorative bell is positioned near the pathway.

Cabin in South Hero

The Cabin @ The Birches

FamilyKitchenAmenities

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

Indoor spacesKitchenWalkability

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 spacesBiking

4.95 out of 5 average rating, 154 reviews

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 spacesFamilyNearby

4.95 out of 5 average rating, 170 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!

KitchenIndoor spacesTV

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

Indoor spacesFamilyBiking

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!

Indoor spacesFamilyLayout

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 spacesLong stay

4.97 out of 5 average rating, 407 reviews