Family-friendly vacation rentals in Winooski

4.95 out of 5 average rating, 536 reviews

Home in Winooski

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.

4.77 out of 5 average rating, 340 reviews

Cozy 2nd floor 2-BR apartment, steps to downtown!

Welcome to our renovated 2nd floor apartment in the heart of Winooski! We lovingly updated this unique space so we could share our neighborhood with you! Walk right down the street to enjoy the fabulous Winooski center, or travel just 10 minutes to downtown Burlington (Church Street, Lake Champlain). We are also just a hop, skip and jump from a hike or ski trip. Plus, we are only a few minutes from the Burlington Airport so if you are flying in or out of BTV this is a super convenient location!

4.94 out of 5 average rating, 105 reviews

Home in Winooski

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

Apartment in Essex Junction

4.87 out of 5 average rating, 166 reviews

Hidden Gem Near Burlington & Airport

NEW FLOORING & BATHTUB: Feb 2025. This 1,000-sqft spacious basement apartment is in the heart of Essex Junction in a great neighborhood — near Burlington, ski resorts, Essex Expo, and the airport. Restaurants and bars nearby! Great for quick work trips or longer stays. We have a few toys and a Pack ‘n Play for your little one! Fully furnished and equipped for an easy stay — including an air-fryer, panini press, etc. (NO ridiculous cleaning fees!) Come visit — we'd love to host you!so relaxing

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Guesthouse in Winooski

4.97 out of 5 average rating, 345 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.

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Tiny homes in Burlington

5 out of 5 average rating, 368 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.

4.85 out of 5 average rating, 146 reviews

2Bed Apt 5mins from i89, Restaurants, 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!

4.89 out of 5 average rating, 101 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

4.82 out of 5 average rating, 108 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!!

4.92 out of 5 average rating, 308 reviews

Luxury Zen-Den Golf 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.

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Guest suite in Burlington

4.96 out of 5 average rating, 589 reviews

Beautiful suite just steps from UVM/Medical Center

Gorgeous, sunny studio w/ separate entrance in beautifully restored Italianate home on quiet, residential street. En-suite bathroom, fully equipped kitchenette, and sitting porch. Unique urban gardens. Off-street parking & EV charger. Work-friendly space, 1 GB WiFi. Just down the street from UVM campus/Medical Center, 10-15 minute walk to downtown or Champlain College, and a block from the free bus to downtown and the Lake.