Vacation rentals in Winooski

4.92 out of 5 average rating, 361 reviews

The spacious living area features a unique wooden coffee table, complemented by a light-colored sectional sofa. Large windows along the slanted walls allow natural light to fill the space, while potted plants and decorative elements enhance the inviting ambiance.

Cabin in Stowe

The Canopy House—Remodeled Vermont A-Frame Near Downtown

Awarded as one of the top Airbnb's in New England by Condé Nast and Boston Globe! Featured on multiple global publications. Watch the snowflakes fall from the comfort of the 6-person outdoor hot tub, with first-class stargazing to be had all year long. Back inside, the vaulted interior features OM Home Furniture, while a 50” TV with soundbar sits above a real fire. Less than a two mile drive to all downtown Stowe has to offer. 3 BD 2 BA modern A-Frame with two living rooms, 6 person hot tub, Fireplace, two new Roku TV's , soundbar, AC unit, WiFi, deck and back patio, rainfall shower, high-end mattresses, Sonos speaker and furnished by OM Home Furniture. Close to Main Street, 5 miles to Von Trapp, 9 miles to Stowe Mountain Resort and .5 miles from rte 100 to get you easily in and out of town. you will have access to entire house accept for one personal closet in back downstairs bedroom. Less than a 2-mile drive to downtown Stowe, this home is on a hill just off Route 100. Nearby Von Trapp is full of restaurants and other amenities. Ski and snowboard from Stowe Mountain Resort 9 miles away, with picturesque hiking in the summer. I would highly recommend a four wheel or all wheel drive vehicle. House is on a hill with a pretty steep road leading to it.

4.96 out of 5 average rating, 102 reviews

A cottage is seen perched on a grassy bank, overlooking a river. Tall trees frame the scene, providing a natural backdrop. The water's surface reflects the surroundings, while a hint of light is visible from the cottage window, suggesting warmth inside.

Home in Willsboro

"Beau Overlook" Enjoy 2 states from 1 great spot!

Come enjoy LOGISTICS to the Green Mountains of VT & the heart of the DACKS in one sweet spot. "Beau Overlook Cottage" perched high on the banks of the BOQUET RIVER, with sweet sounds of water tumbling over river rocks below. This home is situated 2 miles north of the Lake Champlain ~ Boquet River Delta. The beautiful LAKE scene at the sandbar of the delta must be seen to be appreciated. This relaxing sanctuary will provide an upscale and sophisticated home, whose logistics cannot be beat!

4.95 out of 5 average rating, 21 reviews

An inviting dining area features a large wooden table surrounded by eight chairs. A modern kitchen with a stylish island and bar seating is visible in the background. Natural light fills the space through large windows, highlighting the warm wood accents of the vaulted ceiling.

Condo in Warren

Charming Sugarbush Farmhouse Condo with Hot Tub

MRT-11088676 The Mad House used to house the most exclusive restaurant in the valley. After a million dollar renovation it has transformed from the Common Man restaurant into the Mad House Rentals. This professionally managed, Renovated barn is nestled between Lincoln Peak and Mount Ellen, with Mad River Glen just a short distance away. The Mad House brings you everything you could want for any season. Ski lockers, mudrooms, A/C in most units, private decks with private grills and hot

4.98 out of 5 average rating, 61 reviews

The exterior of a spacious townhome is displayed, featuring a well-maintained façade with light-colored siding. A winding pathway is lined with greenery, leading to the entrance. Decorative trees provide shade, while a lamp post adds a welcoming touch to the landscape.

Townhouse in Stowe

Stowe Depot townhouse - Fireplace -Deck- Rec Path

Spacious Stowe Village townhouse, in walking distance to many shops, restaurants and Park. The Main suite has a King bed, 40" HDTV, and an en-suite bathroom with Jacuzzi tub. The second bedroom has a queen bed, 27" HDTV and an en-suite bathroom. Beautiful kitchen with granite counters, coffee maker and grinder. Living room features a gas fireplace, smart TV and nice furniture. There is a comfortable Murphy bed and an air mattress for additional guests, plus a nice covered deck to enjoy!

4.93 out of 5 average rating, 140 reviews

A modern lakefront home is showcased at dusk, highlighted by warm exterior lighting that illuminates the spacious deck. The inviting outdoor area features comfortable seating, while the surrounding nature adds a serene touch to the cozy atmosphere.

Home in Eden

Cozy Lake Eden Retreat|Hot Tub|Wifi|Games|Pets OK

Enjoy a quintessential Vermont getaway at this lakefront home. It’s the perfect place for remote workers and families looking for a perfect base for outdoor activities. Relax in then hot tub & admire gorgeous lake views, and enjoy direct access to the water. Rainy days are no less fun, with a game room and fireplace to keep you busy. Lake Eden –Frontyard! Eden Ethical Dog Sledding – 8 Min Drive Stowe – 30 Min Drive Create Lasting Memories In Eden With Us & Learn More Below!

5 out of 5 average rating, 57 reviews

A spacious great room features floor-to-ceiling windows offering views of the green mountains. A cozy seating area surrounding a fireplace invites relaxation. A side table holds decorative items, while a wooden dresser adds functionality. Natural light enhances the welcoming atmosphere.

Home in Cambridge

Sunning Home near Smuggs/Stowe & Wedding Venues

Welcome to the Mirador- our Vermont getaway! Escape to the picturesque beauty of Vermont and indulge in a memorable stay at our charming retreat. Located just a stone's throw away from Smugglers Notch and conveniently close to popular wedding venues, this inviting house provides a comfortable and convenient base for your adventures. With its charm, modern amenities, and breathtaking surroundings, it's the ideal place to relax and explore all that Vermont has to offer.

4.9 out of 5 average rating, 41 reviews

An open dining area features a large table with decorative placements, surrounded by black chairs. A modern kitchen equipped with stainless steel appliances and a central island is visible. Natural light floods the space through large windows, highlighting the sleek design elements.

Home in Malletts Bay

Chic Modern Lake Getaway!

Luxurious sanctuary on the shores of Lake Champlain with panoramic sunsets, unparalleled Lake views and a sandy beach right out the back door. Offering 4 bedrooms and 2.5 bathrooms- hi-end getaway sleeps up to 8 people. Located on a quiet dead end street our private beachfront home offers everything you desire to relax, recharge, and get away from it all! Enjoy an open and bright first floor with full gourmet kitchen and breathtaking views from the wall of windows.

Apartment in Waterbury Center

4.98 out of 5 average rating, 63 reviews

Sir Richards Waterbury Stowe 2 B Lake View Escape

A fun, filled, peaceful property surrounded by nature. Drift into an amazing, relaxed state sitting on the front deck listening to the water fountains & closeness to nature. Only the mountains, ponds, woods & lake on your side and in front of you. And yet, only 2 blocks from busy Route 100 attractions. Spacious 1200 sq. ft. 4 prs. snowshoes winter, 2 kayaks, & a canoe on the 6 1/2 mile Reservoir. Hiking & fishing summer & winter. "Memories Are Made Here."

4.96 out of 5 average rating, 226 reviews

A spacious wooden house features a balcony with a railing, overlooking a green lawn. Large windows allow natural light to fill the interior, while five skylights add brightness. Vibrant trees display autumn foliage in the surroundings, creating a serene atmosphere.

Home in Addison

Brthtkng New Premier Lake Champlain Wfrnt Escape!

7/19/20 : UPDATE - We are fully compliant with all local, state and federal safety protocols. Call /text Us fir any questions, at 978-502-6282 . Be Well, Be Safe & We Look Forward to Having You as Our Guests! We are the #1 Premier Lake Champlain Breathtaking New Property with 250'+ Prime Lake Champlain West/Sunset/Adirondack Mtn. facing w/Amazing Sunsets & Jacuzzi Tub in Master Bath Overlooking Lake,Mountains & Amazing Sunsets and 250+ 5 Star Reviews!

4.89 out of 5 average rating, 167 reviews

Townhouse in Stowe

Stowe, Topnotch Resort-Best Mt & Luxury in Vermont

This beautiful Resort Condo is located in the award-winning, Top Notch Resort & Spa. Our spacious 2-bedroom, 2-bathroom condo is only 1 mile away from Stowe Mt. Resort while offering privacy and room to spread out on the resort’s 120 acres. It is perfect for families or couples. We are proud of our stellar reviews and competitive pricing. Newly updated, our home is ready for your perfect vacation! Enhanced Cleaning protocols in place!

4.83 out of 5 average rating, 161 reviews

A spacious basement area features a heated pool table alongside a round poker table surrounded by bright blue chairs. A sign labeled 'HEATED POOL-A/C' is displayed on the wall, indicating the comfort and entertainment options available.

Home in Stowe

Great For Large Groups with Hot Tub

This property is not suited to noisy groups - please don’t book for partying. Recently renovated to meet every vacation need, this unique property has everything you require for a great trip. The property is huge, ideally located right on Mountain Rd - minutes to slopes, spas, breweries, restaurants, hiking, biking and swimming holes. With 4 large comfortable bedrooms, fun basement, huge living space with fireplace and private hot tub.

4.78 out of 5 average rating, 9 reviews

Apartment in Warren

Professionally Managed Ski Gem

New listing! Come de-stress in the beautiful mountains of Vermont. Our condo and all the amenities included are perfect for a romantic getaway or a family vacation. Located less than a half mile from Sugarbush Resort, our condo is an ideal location for a ski vacation. However, the access to 3 pools, 2 hot tubs, tennis courts, basketball court, gym and more make this a perfect 4 season rental as well!

Vacation rentals for every style

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Popular amenities for Winooski vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Winooski's top sights

Church Street Marketplace86 locals recommend

City Market/Onion River Co-op11 locals recommend

The Farmhouse Tap & Grill45 locals recommend

Leunig's Bistro43 locals recommend

Flynn Center for the Performing Arts33 locals recommend

Church Street Marketplace station95 locals recommend

Other great vacation rentals in Winooski

4.96 out of 5 average rating, 94 reviews

A serene lake reflects the vibrant autumn foliage along the shore, with mountains rising in the background. Soft clouds drift across the sky, enhancing the tranquil setting. A dock is visible on the water, surrounded by lush greenery.

Cottage in Lewis

A slice of Heaven

4.95 out of 5 average rating, 84 reviews

A covered patio area features several adirondack chairs arranged around a small table, overlooking Lake Champlain. Tall trees and plants provide natural framing, with a clear view of the water in the background. Hints of decorative elements add charm to the outdoor space.

Home in Milton

Waterfront * Sunsets * Private * Swimming/Fishing

4.82 out of 5 average rating, 45 reviews

A well-maintained garden is visible adjacent to the villa, featuring a stone pathway that winds through lush greenery. The sky showcases a mix of clouds and blue hues, creating a serene backdrop. The villa’s exterior is highlighted by both brick and siding elements.

Villa in Stowe

Beautiful 5 Bedroom Villa with Amazing Views

4.81 out of 5 average rating, 26 reviews

A charming log cabin is nestled among greenery, featuring a welcoming front porch. A pathway of stone pavers leads to the entrance, which is highlighted by a landscaped yard. Tall trees provide a natural backdrop, enhancing the tranquil setting.

Cabin in Peru

Adirondack Mountains Log Cabin

4.96 out of 5 average rating, 25 reviews

A snowy landscape features two skiers navigating down a slope, with the backdrop of distant mountains under a clear blue sky. Signage indicating ski trails is visibly placed, surrounded by a forest of snow-covered trees, creating a tranquil, winter scene.

Vacation home in Stowe

Great location! Spacious 3 Bedroom, 2 bath unit.

4.98 out of 5 average rating, 40 reviews

A spacious hot tub emits a soft blue glow in the dark, surrounded by mist. The area is accented with a wooden deck, and a staircase provides access to the tub. Soft lighting enhances the peaceful ambiance of the outdoor space.

Home in Warren

Private Home with Hot Tub 1 mile from Sugarbush

4.88 out of 5 average rating, 8 reviews

A cozy cabin exterior is framed by a wooden porch with a sloped roof. The entrance features a white door and six-paneled windows, allowing natural light to enter. Surrounding the cabin are gravel pathways and large stones, set against a backdrop of trees and a clear sky.

Cabin in Eden

Simply Eden- cabin 1