Holiday rentals in Winooski Upper Reservoir

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Top-rated holiday rentals in Winooski Upper Reservoir

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A modern cabin is nestled among tall trees, elevated on stilts. Large windows offer a glimpse of the interior space, featuring a minimalist design. The surrounding greenery creates a natural setting, while the pathway leading to the cabin is lined with earth tones.
Cabin in Morristown
5 out of 5 average rating, 289 reviews

Cady’s Falls Cabin

Welcome to our treehouse inspired, modern cabin overlooking The Kenfield Brook on Terrill Gorge. We are located 5 miles from Stowe and its attractions, and just a few minutes from downtown Morrrisville with all its amenities. Just upstream from the picturesque Cady’s Fall swimming hole and across the brook from the amazing Cady’s Falls bike trails, our cabin is perched atop the hillside. With its simple, minimalist design it’s easy to immerse yourselves in nature and feel at home in the trees.

Top guest favourite
A spacious guest suite features a king bed with a light-colored bedspread and decorative pillows. Two bedside tables with lamps are on either side, while large windows allow natural light to fill the room. Light-colored walls and wood flooring enhance the welcoming atmosphere.
Guest suite in South Burlington
5 out of 5 average rating, 292 reviews

Suite Escape - Quiet retreat, close to everything!

Spacious guest suite nestled in a quiet family neighborhood, private entrance, use of shared deck with seating overlooking backyard. King bed and full kitchen with all necessities. Washer/dryer in unit and large walk-in shower. L-shaped sectional with smart 65” TV (no cable). Centrally located within minutes to all Colleges, UVM Med Ctr, Down Town Burlington, Lake Champlain and Golf Courses. This entire property is non-smoking; including tobacco and cannabis products as well as e-cigarettes.

Top guest favourite
A unique treehouse is seen perched among tall trees, with a blend of rustic wood siding and large windows that reflect the surrounding greenery. The structure stands elevated from the ground, supported by slender pillars, blending harmoniously with the natural forest environment.
Treehouse in Hancock
4.98 out of 5 average rating, 175 reviews

Weasley's Enchanted Treehouse @ Vermont ReTREEt

Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

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.
Guest house in Winooski
4.98 out of 5 average rating, 388 reviews

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.

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
4.82 out of 5 average rating, 124 reviews

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

Top guest favourite
Flat in Winooski
4.98 out of 5 average rating, 102 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

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 Burlington
5 out of 5 average rating, 383 reviews

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.

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
4.98 out of 5 average rating, 205 reviews

Cozy Cabin -Top of Hill with Views

Experience the ultimate Vermont retreat in our newly renovated second-story guest space nestled in a charming barn, offering breathtaking easterly views of the Green Mountain range, including the majestic Camels Hump and Bolton peaks. This hilltop cabin is cocooned by lush trees and verdant pastures, providing an idyllic escape from the hustle and bustle of everyday life. Kayak, swim or paddleboard on nearby Lake Iroquois 2 miles away or Lake Champlain 9 miles away.

Top guest favourite
A modern house with wooden exterior is shown from an elevated perspective, surrounded by autumn foliage. A hot tub is positioned on a spacious deck, which includes a seating area with four chairs and a small table. Scenic mountain views and vibrant trees enhance the natural setting.
Tiny home in Warren
4.99 out of 5 average rating, 323 reviews

Luxury Glass Tiny House - Mountain View + Hot Tub

Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*

Top guest favourite
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
4.96 out of 5 average rating, 156 reviews

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.

Top guest favourite
An open-concept kitchen and living area is highlighted by a spiral staircase leading to a loft. A modern kitchen features stainless steel appliances and a central island with two stools. Natural light flows through a front door, creating a bright and inviting space.
Tiny home in Burlington
4.99 out of 5 average rating, 203 reviews

theLOFT | Burlington, VT

Thoughtfully designed with modern touches, local art, and cozy vibes and just a 15-minute stroll from the heart of downtown! Perfect for solo travelers or couples looking for a clean, comfortable, and convenient stay to kick back or explore; close to eateries, breweries, music, and everything the city has to offer. Inside, smart space utilization and brilliant lighting create a chic, inviting atmosphere. We can’t wait to see you soon!

Guest favourite
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.
Flat in Winooski
4.92 out of 5 average rating, 362 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.

Popular amenities for Winooski Upper Reservoir holiday rentals