Holiday houses in Winooski

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Top-rated holiday rentals in Winooski

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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, 555 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 Jericho
5 out of 5 average rating, 136 reviews

Guest Suite w/hot tub & fireplace

Our property in Vermont is a slice of heaven: Set between Burlington & Stowe, 10 minutes off the main highway I-89, with quick access to the main spots in Vermont, but tucked down a dirt road with nothing but the sounds of the stream. On our property we built The Tuckaway Suite, an entirely private guest suite above our garage. With access to a hot tub, and hiking trails right outside the door, this space is a brand new build with cozy cabin vibes. Follow the journey on IG at @VTstays!

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.
Guesthouse in Winooski
4.98 out of 5 average rating, 370 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 cozy sitting area features a couch and an armchair, complemented by decorative cushions. Wall art is displayed above a television, and a kitchenette is visible in the background. Warm lighting enhances the inviting atmosphere in this thoughtfully arranged space.
Guest suite in Waterbury Center
4.94 out of 5 average rating, 482 reviews

Waterbury Center Guest Bedroom - 244 Howard

The guestroom room has a separate entrance located off a covered, back porch with a small table and chairs for summer use. There is adjustable heat and cool air from the wall mounted air-source, heat pump. The little kitchen alcove is convenient for coffee or tea or a light meal (toaster oven, single induction “hot” plate, water heater) We live in a historic building. Our neighborhood is very close to Rte 100. Waterbury village and Stowe are nearby too with skiing, hiking and biking.

Top Guest favourite
Tiny home in Centennial
5 out of 5 average rating, 376 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.

Guest favourite
The kitchen and dining area feature a circular table surrounded by white chairs, brightened by natural light from skylights. Modern appliances, including a refrigerator and microwave, are neatly arranged on shelves filled with cookware. The muted color palette and clean lines contribute to a welcoming atmosphere.
Cottage in New North End
4.94 out of 5 average rating, 104 reviews

Brand New, Airy Cottage Near Burlington Beaches

This comfortable, new cottage situated across from Ethan Allen Park is just a short walk, bike ride, or drive to the North Avenue beaches. The home accommodates up to four guests, featuring a queen-sized bed in the bedroom and a queen-sized pullout sofa in the living room. Skylights brighten the high ceilings and wood interiors. The cottage is well insulated and features centrally ducted heat and A/C, providing excellent climate control to suit your comfort preferences.

Top Guest favourite
A living area is presented featuring a spacious futon adorned with colorful cushions, positioned against a backdrop of exposed brick. A large artwork dominates one wall, complemented by wooden beams overhead. Natural light floods through the windows, enhancing the relaxed atmosphere.
Apartment in Old North End
4.97 out of 5 average rating, 176 reviews

Downtown Burlington, Renovated, 1 bedroom+

Downtown Burlington! Completely renovated 1 bedroom apartment in historical 1845 house. New kitchen. open floor plan, super comfy futon if you need an extra bed. Bathroom with modern feel juxtaposed with a classic claw foot tub. Brand new amenities with a touch of historical flair: high speed wifi, 65" tv, hardwood floors through out, AC and heating controls. 7 minute walk to Church St. Close to UVM and Champlain College. 1 off street parking spot.

Guest favourite
The kitchen features modern appliances including a gas range, microwave, and dishwasher, set against light cabinetry. A wooden table with four bar stools occupies the center, while a cozy couch and vibrant area rug add comfort and warmth to the space.
Apartment in Winooski
4.97 out of 5 average rating, 115 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
A neatly made king bed is adorned with decorative pillows and crisp linens. A bedside table holds a lamp with a warm shade, illuminating a glass of water. Natural light filters in from nearby windows, providing a serene ambiance.
Guest suite in South End
4.99 out of 5 average rating, 498 reviews

The Garden Studio

Nestled in Burlington's Hill Section, The Garden Studio offers comfort and elegance to guests who will enjoy the king bed and stone fireplace. The mini kitchen area has a view of the courtyard with its seasonal fountain, flowers and bird feeders. You will enjoy the central location with walkable access to Burlington's famed Church Street Marketplace, the vibrant South End Arts District as well as the University and Lake Champlain.

Guest favourite
A modern kitchen features stainless steel appliances and a spacious island with a light wood countertop. Two bar stools are positioned at the island. Natural light floods in through three large windows, enhancing the bright and open feel of the space.
Apartment in Old North End
4.89 out of 5 average rating, 265 reviews

Beautiful+Modern Flat: downtown, parking, laundry

Totally new modern little apartment with a cozy gas fireplace, and all the amenities: Full kitchen, washer, dryer, dishwasher, super fast wifi, and convenient location to downtown or the lakefront. NESPRESSO coffee maker and coffee provided free. Walk or bike is just a few minutes to lakefront or Church Street Marketplace. One parking spot provided! 15%weekly stay discount 30%monthly!!

Guest favourite
Apartment in Winooski
4.94 out of 5 average rating, 189 reviews

Postmodern Penthouse - 1 Min Walk Dining + Shops

Enjoy a bright and cozy two bedroom apartment in the heart of downtown Winooski. A one minute walk to restaurants, cafés, breweries, and the scenic riverwalk. This comfortable home features a fully equipped kitchen, Smart TV, fast WiFi, and free parking. Just minutes from Burlington and the waterfront, it’s the perfect base for work trips, weekend getaways, and exploring Vermont.

Guest favourite
A cozy sleeping area features a full-sized bed with a patterned duvet situated under a ceiling fan. The walls are painted a deep blue, complemented by two bedside lamps on dark nightstands. A closet and a doorway to the bathroom are visible in the background.
Guest suite in Essex
4.88 out of 5 average rating, 522 reviews

Private, Clean and Comfy Space to Stay

A perfect place to get great rest while traveling on business or to launch an adventure while in Vermont. Enjoy a newly constructed affordable one-room/bedroom space with a shower and toilet. Easily prepare a cup of coffee in the morning before you begin your day.

Popular amenities for Winooski holiday rentals

When is the best time to visit Winooski?

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Frequently Asked Questions

  • Are there family-friendly apartment rentals in Winooski?

    Winooski has more than 30 family-friendly apartment rentals. 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 apartment rentals in Winooski?

    Four-legged friends are welcome in Winooski. Choose from more than 30 apartment rentals for guests traveling with pets.

  • Are there Winooski vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Winooski, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Winooski have free parking?

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

  • Do apartment rentals in Winooski have air conditioning?

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

  • What are the most popular amenities for House Rentals in Winooski?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with wifi, over 20 homes with air conditioning, over 30 homes with free parking, over 30 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

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

    Yes! Work meets play with ease at over 10 house rentals in Winooski featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Winooski have a kitchen?

    Absolutely! We offer over 30 house 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.

Quick stats about holiday rentals in Winooski

  • Total holiday rentals

    Explore 120 holiday rentals in Winooski

  • Nightly prices starting at

    Winooski holiday rentals start at $57 AUD per night before taxes and fees

  • Verified guest reviews

    Over 11,540 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    120 of Winooski holiday rentals include Wi-Fi 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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