Family-friendly holiday rentals in Winooski

4.95 out of 5 average rating, 588 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.

4.85 out of 5 average rating, 198 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.

4.8 out of 5 average rating, 115 reviews

Home in Burlington

Second story stay

Welcome to our Cozy Second-Floor unit 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 offers comfort and convenience. It’s a short walk to great food, drink, and entertainment, and a 15 minute walk from the Church Street Marketplace. Warm and inviting space, thoughtfully designed with books, games, smart TV to accommodate guests and pets for a comfortable stay. Massage available downstairs!

4.9 out of 5 average rating, 120 reviews

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

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.

4.91 out of 5 average rating, 416 reviews

4.98 out of 5 average rating, 119 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

4.95 out of 5 average rating, 100 reviews

A welcoming living area is displayed, featuring a leather couch and a second seating option with a cozy fabric in a muted tone. A coffee table is centered on a patterned area rug, complemented by plants and wall art. A TV is positioned on the entertainment unit, with natural light filtering through the windows.

Home in Winooski

Artsy Bungalow

This newly renovated artsy bungalow offers a convenient, peaceful and stylish place to stay while exploring the Burlington/Winooski area. The 3 bed 1 3/4 bath home is nestled 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, and a brewery. Winooski is referred to as “the Brooklyn of Burlington” because of the foodie scene and rich cultural diversity.

A modern kitchen is equipped with stainless steel appliances, including a refrigerator, dishwasher, and microwave. Light cabinetry contrasts with decorative backsplash tiles. A wood countertop provides workspace beside a coffee maker, ensuring a functional and welcoming cooking area.

4.81 out of 5 average rating, 126 reviews

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!!

4.96 out of 5 average rating, 165 reviews

Bright interiors are enhanced by skylights, allowing natural light to fill the space. A comfortable gray sofa is positioned beside a cheerful yellow chair, with a round ottoman nearby. Colorful curtains frame the window, while a white dining table offers seating for meals.

Cottage in Burlington

Brand New Cottage Near Burlington Park & Beaches

Built in 2024 and designed to complement the 1930s bungalow aesthetic of the main house, this cottage sits directly across from Ethan Allen Park with North Avenue beaches a short bike ride or drive away. Sleeps up to 4 with a queen bed in the bedroom and a queen pullout sofa in the living room. Skylights and lofty ceilings fill the space with natural light throughout. Well insulated with centrally ducted heat and A/C for year-round comfort.

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, 151 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

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, 377 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.

Apartment in South Burlington

Cozy Private Suite | Near BTV Airport & UVM

Welcome to our cozy ground-floor suite! This is a private, comfortable retreat designed to feel warm and easy. You’ll enjoy your own entrance, off-street parking, and a peaceful wooded backyard while still being close to everything. The fully furnished space includes a full kitchen with full-size appliances, cookware, dishes, and a coffee and tea station, making it perfect for short or longer stays.

4.81 out of 5 average rating, 140 reviews

Popular amenities for Winooski family-friendly rentals

Kitchen

Wi-Fi

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

4.98 out of 5 average rating, 280 reviews

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!

4.99 out of 5 average rating, 182 reviews

4.91 out of 5 average rating, 191 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

4.97 out of 5 average rating, 183 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

4.98 out of 5 average rating, 216 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

4.99 out of 5 average rating, 101 reviews

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

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, 230 reviews

Charming Private Apt in South End w/ Hot Tub

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, 335 reviews

Cozy 3 Bedroom Getaway with Hot Tub

Family- and pet-friendly home rentals

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

4.94 out of 5 average rating, 769 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.

4.96 out of 5 average rating, 234 reviews

Downtown Burlington, Renovated, 1 bedroom+

Apartment in South Burlington

Snugnuff

4.86 out of 5 average rating, 105 reviews

4.97 out of 5 average rating, 161 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

4.97 out of 5 average rating, 138 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.

Home in South Burlington

The Quiet Cul-de-Sac BTV, UVM

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

4.92 out of 5 average rating, 397 reviews

4.96 out of 5 average rating, 190 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

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, 205 reviews

Hill Section Carriage House

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 136 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

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

4.95 out of 5 average rating, 156 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!

4.95 out of 5 average rating, 171 reviews

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

4.82 out of 5 average rating, 153 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!

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

4.98 out of 5 average rating, 157 reviews

Home in Stowe

Serene Mountain Studio Spruce Peak Lodge | 1328