Holiday rentals in Winooski

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Top-rated holiday rentals in Winooski

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Guest favourite
Home in Winooski
4.95 out of 5 average rating, 546 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.

Top guest favourite
Guest suite in South Burlington
5 out of 5 average rating, 264 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.

Superhost
Home in Winooski
4.94 out of 5 average rating, 106 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
Guest house in Winooski
4.97 out of 5 average rating, 356 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
Tiny home in New North End
4.89 out of 5 average rating, 179 reviews

Tiny House & Sauna in Burlington

Adorable one room tiny house 5 minutes from Downtown and beaches on Lake Champlain. Located in the New North End of Burlington, this urban get away in a quiet residential neighborhood features the Burlington Bike Path down the street, a vegan cafe across the road and use of spacious backyard sauna. Guests have access to a private bathroom through a separate entry in the main house, about 20 steps away. Breakfast nook includes coffee, tea, microwave, mini fridge & sink.

Superhost
Flat in Winooski
4.86 out of 5 average rating, 108 reviews

Airy Modern Winooski Apartment

Spend time with your friends and family in this freshly renovated apartment with an open floor plan. Tall, vaulted ceilings with original exposed collar ties, cozy TV nook, 2 bedrooms with abundant natural light, brand new kitchen, front and rear sunrooms for extra space, and 1.5 bathrooms. Enjoy a very short 5 min walk to the center of Winooski where there are a selection of restaurants, coffee shops and bars to choose from! STR License number: 24504

Superhost
Flat in Winooski
4.83 out of 5 average rating, 113 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!!

Top guest favourite
Tiny home in Old North End
4.99 out of 5 average rating, 143 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
Flat in Winooski
4.98 out of 5 average rating, 103 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

Top guest favourite
Flat in Winooski
4.92 out of 5 average rating, 318 reviews

Luxury Zen-Den Golf Ski Brewers walk-shop-dine UVM

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.

Guest favourite
Tiny home in Shelburne
4.9 out of 5 average rating, 383 reviews

Cozy Tiny House Minutes to Downtown Shelburne

220 sq. foot charming Tiny Home under tall pines with a covered porch. Great space for solo travelers and couples that like to be cozy! The rustic interior has a full kitchen, copper shower, and compost toilet. The loft bedroom is serene with 5 windows and blackout curtains (in case you want to sleep in!). Just 12 minutes to Burlington. 4 minutes to downtown Shelburne and Shelburne Museum.

Guest favourite
Guest suite in Winooski
4.96 out of 5 average rating, 577 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

Popular amenities for Winooski holiday rentals

Quick stats about holiday rentals in Winooski

  • Total rentals

    120 properties

  • Nightly prices starting at

    $65 SGD before taxes and fees

  • Total number of reviews

    11K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

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