Holiday rentals in Winooski

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Top-rated holiday rentals in Winooski

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Guest favourite

Rental unit in Winooski

4.92 out of 5 average rating, 245 reviews

LuxScandinavian ZenDen Brewers WalkShopDineSki UVM

Close to the circle and 2.5 m from Church st. Our Winooski location is perfect for your lake Champlain adventures! With convenient access to UVM, Winooski Riverwalk, breweries, a dog park, shops, and eateries🍺🥐🐶🏖️⛵️ We provide an inclusive and welcoming space for all guests without any chore lists. Whether you're here to hit the slopes, explore the beaches, or sample local brews at Four Quarters brewery, our fully accessible location offers the perfect retreat. Book now for the best of Vermont!

Guest favourite

Home in Winooski

4.95 out of 5 average rating, 492 reviews

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.

Guest favourite

Guest suite in Essex Junction

4.93 out of 5 average rating, 334 reviews

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.

Guest favourite

Guest house in Burlington

5 out of 5 average rating, 352 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. Eva was so excited to be named the most hospitable host in Vermont by Airbnb in 2021. Come visit to find out why! ;)

Guest favourite

Guest house in Winooski

4.97 out of 5 average rating, 299 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.

Guest favourite

Rental unit in Winooski

4.87 out of 5 average rating, 114 reviews

2 Bdrm Apt near Winooski Circle and Public Pool

Welcome to our cozy 2 bedroom apt in the heart of Winooski, a 10min drive from downtown Burlington. Perfect for business and leisure trips, with a comfy workspace area and plenty of natural light. You'll be right at home here, and we've added plenty of personal touches to make your stay extra special. Situated in a quiet and pleasant residential neighborhood that's just a short walk from a lovely park and public pool, come stay with us and experience the best of Vermont living!

Guest favourite

Home in Winooski

4.97 out of 5 average rating, 107 reviews

Walk downtown Winooski Modern Farmhouse

Comfort is king in this recently constructed (2022) modern farmhouse themed micro home. Our home offers open concept living downstairs, a cozy fireplace and air conditioning making your visit to Vermont comfortable in all seasons! There are 2 bedrooms, designated work space and a full bathroom upstairs. Note: Extended stay requests will be considered during non peak seasons. Lease agreement and security deposit equal to one month’s rent will be required at time of booking.

Guest favourite

Rental unit in Burlington

4.87 out of 5 average rating, 444 reviews

Quiet and Cosy homestead. Your own private place.

This place is close to city center, nightlife, public transport, the airport, UVM Medical Center, along with multiple colleges (UVM and Champlain College to name a few), very family-friendly place. You’ll love this place because of its coziness, location and accessibility, people and the views. This place is great for couples, solo adventurers, business travelers, and families (with kids). Location is everything and this place has it all, it's your Home Away From Home.

Superhost

Rental unit in Winooski

4.87 out of 5 average rating, 117 reviews

Centrally Located Winooski Apartment

Simple, brightly lit second-floor apartment located conveniently off of I-89. Five-minute walk to the downtown Winooski Circle with restaurants, bars, nightlife, etc. 5-10 minute drive or 10-15 minute bike ride to Downtown Burlington/Burlington Waterfront, UVM Medical Center, and the University of Vermont. Highlights include queen-sized Casper mattress and beautiful porch for evening drinks or morning coffee.

Guest favourite

Guest suite in Winooski

4.96 out of 5 average rating, 542 reviews

Modern Winooski Studio-Walkable to Winooski Circle

Modern, renovated studio apartment, slightly larger than most hotel rooms, within walking distance of Winooski’s bars and restaurants. And we're just a few miles (bikeable or driving) to downtown Burlington, UVM, Champlain College, and St. Michael’s College. Easy highway access means quick drives to all that Vermont has to offer. City of Winooski Short-Term Rental License #24103

Guest favourite

Rental unit in Winooski

4.94 out of 5 average rating, 210 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

Superhost

Rental unit in Winooski

4.85 out of 5 average rating, 459 reviews

Cute Apartment in the Heart of Winooski

Welcome to The Traveling Bohemian! Experience the best of Winooski with our prime location that is just a one minute walk from the bustling Winooski Circle, offering an abundance of dining, shopping, entertainment and coffee options. Winooski is a must-visit destination with Burlington just a short drive away. Visit our website to rent one of our electric bikes during your stay!