Holiday rentals in Winooski

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Top-rated holiday rentals in Winooski

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

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Guest favourite
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
4.94 out of 5 average rating, 557 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.

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
4.93 out of 5 average rating, 114 reviews

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

Top guest favourite
Treehouse in Hancock
4.98 out of 5 average rating, 169 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, 377 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.

Top guest favourite
A spacious cabin is set in a lush green landscape, surrounded by tall trees. Large windows dominate the front, allowing natural light to fill the interior. The sloped grassy yard leads to a relaxing outdoor space, perfect for enjoying the serene woodland views.
Cabin in Enosburg
4.99 out of 5 average rating, 196 reviews

The Rustic Retreat at Twin Ponds

Take it easy and make yourself right at home in our woodsy cabin tucked away in the Cold Hollow Mountains. As you head down the drive, let your worries fade away - you’re now on cabin time. Relax in the clawfoot tub after a day of travel or prepare a home-cooked meal in the well equipped kitchen. When morning comes, enjoy your coffee while cozied up in front of the fireplace or stay in bed and take in the views. And with plenty of woods to explore, it's your perfect escape at your pace.

Guest favourite
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
4.84 out of 5 average rating, 115 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
Tiny home in Centennial
5 out of 5 average rating, 379 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.

Superhost
A spacious bedroom is furnished with a wooden bed featuring a colorful headboard. Crisp white linens are layered on the bed, accompanied by a decorative pillow and rolled towels. Natural light enters through the large window, illuminating the light-colored walls and enhancing the room's inviting appearance.
Flat in Winooski
4.84 out of 5 average rating, 168 reviews

2Bed Apt 5mins to i89, parking, close to dwntwn!

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
Flat in Winooski
4.86 out of 5 average rating, 152 reviews

1bdrm Apt near UVMMC, i89, and Downtown

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, private off street parking and beautiful porch for evening drinks or morning coffee.

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 Old North End
4.99 out of 5 average rating, 187 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, 351 reviews

Luxe Zen-Den Ski Haus 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.

Top guest favourite
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.
Flat in Winooski
4.93 out of 5 average rating, 271 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

Popular amenities for Winooski holiday rentals

When is the best time to visit Winooski?

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Avg. price£95£95£92£95£111£100£111£115£112£130£97£104
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Winooski?

    Winooski has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Winooski?

    Experience the best of Winooski with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Winooski?

    Four-legged friends are welcome in Winooski. Choose from more than 50 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Winooski?

    Yes! Work meets play with ease at over 60 vacation rentals in Winooski featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do apartment rentals in Winooski have air conditioning?

    Absolutely! We offer over 50 apartment rentals with air conditioning in Winooski. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Winooski have a kitchen?

    Absolutely! We offer over 60 apartment rentals with a kitchen in Winooski. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Winooski have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Winooski. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Winooski have free parking?

    Absolutely! We offer over 30 house rentals with free parking in Winooski. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Winooski

  • Total holiday rentals

    Explore 110 holiday rentals in Winooski

  • Nightly prices starting at

    Winooski holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 10,800 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    110 of Winooski holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winooski rentals

  • 4.8 Average rating

    Winooski stays are highly rated by guests – averaging 4.8 out of 5!

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