Family-friendly vacation rentals in Winooski

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Top-rated family-friendly rentals in Winooski

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Winooski

4.95 out of 5 average rating, 496 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

Rental unit in Burlington

4.86 out of 5 average rating, 580 reviews

Private Apt. - Classy clean comfort

My place is spotlessly clean, perfectly furnished, and tucked into one of Burlington's most quaint neighborhoods. I live downstairs, so this is very much my home. It is close to parks, public transport, and a 15 minute walk to the city center. You can be at the beach after a short walk through a beautiful forest trail (the trail is unimproved). Burlington's best coffee shop, Scout and Co. is just across the street. Good for couples, solo adventurers, friend groups, and families (with kids).

Guest favorite

Guest suite in Burlington

4.94 out of 5 average rating, 632 reviews

The English Basement In-Law Suite

Enjoy the peace and privacy of your own beautifully-appointed basement suite! The entrance is not regularly used by our family and you can come and go as you wish. The suite includes modern lighting, a bathroom with a jet tub, a kitchenette and breakfast bar, and covered parking. There’s also an outdoor seating area reserved for your sole use - perfect for relaxing and for letting your dog out for a bathroom break (no cats allowed, sorry). (City of Burlington Rental Registration RB-3464)

Guest favorite

Guest suite in Malletts Bay

4.87 out of 5 average rating, 351 reviews

Malletts Bay Flat

Newly remodeled with a separate entrance to first level of a raised ranch home. Private bathroom, queen sized bed and sitting area. There are down pillows and a down comforter on the bed. Eating area with table and chairs, microwave and fridge. Heated by a gas stove. We are a 10 minute drive to Burlington and a 10 minute walk to Bayside Beach and Park where one can play tennis on lighted courts and swim in Lake Champlain. There is a grocery/liquor store a 5 minute walk away.n

Guest favorite

Bungalow in Burlington

4.91 out of 5 average rating, 776 reviews

Charming Old North End bungalow

Welcome to my home, a heartbeat away from downtown and lakefront, Burlington! Enjoy a personable, safe, quiet, comfortable retreat. Pleasant bedroom, inviting living rooms, clawfoot tub/shower, plenty of hot water, well stocked full kitchen, oak supper table, work/study desks, yoga space, sunporch. Browse my excellent library of good books, enjoy original and unique art, keyboard piano and guitar. Ideal for one or two people, but also full size futon for extra guests.

Guest favorite

Rental unit in Burlington

4.87 out of 5 average rating, 445 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.

Guest favorite

Guest suite in Waterbury Center

4.94 out of 5 average rating, 444 reviews

Waterbury Center Guest Bedroom - 244 Howard

The guestroom room is very cozy with radiant heat in the floor during the winter. The separate entrance is off a covered porch. The porch has chairs and a table and is very pleasant in the warmer months The little kitchen alcove is convenient for coffee or tea or a light meal. We live in a historic building and our neighborhood is located very close to Rte 100. Waterbury village and Stowe as well as skiing, hiking and biking are all nearby.

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 favorite

Rental unit in Burlington

4.96 out of 5 average rating, 278 reviews

Five Sisters Studio - South End

This second floor studio apartment is spacious, extremely clean and fully furnished. Queen size bed - Love seat with pull out twin bed - Full kitchen with dining area for two- includes coffee maker and complimentary Green Mountain Coffee and Vermont maple syrup - Large closet with hangers - Flat screen TV with Roku - High speed wifi -Private Exterior entrance

Guest favorite

Rental unit in Burlington

4.98 out of 5 average rating, 538 reviews

Burlington Walkabout Luxurious Retreat

Location, location, location! "Burlington Walkabout" is 1.5 blocks from the waterfront. Walk to EVERYTHING downtown. You will love this newly renovated, Luxurious suite, with all the amenities for a relaxing, delightful stay in BTown! Uniquely situated with a private covered porch, cozy back yard & off street parking. Short Term Rental Registration # RB-3369

Guest favorite

Rental unit in South Burlington

4.94 out of 5 average rating, 462 reviews

Private two level building near airport

The apartment is in a separate building located behind a single family home. It is a dual story building with a studio apartment on the second floor and a sitting/play area on the first. There is one queen sized bed, bathroom, kitchen, and living room area. We have been told the steps to the second floor are steep which may be difficult for some.

Guest favorite

Guest suite in Hinesburg

4.96 out of 5 average rating, 1,208 reviews

Boston Magazine Pick! Barn Loft

*** Chosen by Boston Magazine as one of five New England barns to rent! *** Beautiful barn loft close to Burlington, the Green Mountains and Lake Champlain. Air conditioning, cathedral ceilings, plenty of natural light, rustic charm and lovely views. The space has its own entrance and is completely separate and private from the main house.