
Holiday rentals with outdoor seating in Winooski
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Winooski
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Cady’s Falls Cabin
Welcome to our treehouse inspired, modern cabin overlooking The Kenfield Brook on Terrill Gorge. We are located 5 miles from Stowe and its attractions, and just a few minutes from downtown Morrrisville with all its amenities. Just upstream from the picturesque Cady’s Fall swimming hole and across the brook from the amazing Cady’s Falls bike trails, our cabin is perched atop the hillside. With its simple, minimalist design it’s easy to immerse yourselves in nature and feel at home in the trees.

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.

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

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.

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.

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

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.

City Farmhouse
Relax with the whole family at this refurbished 1800s farmhouse. Re-designed with groups in mind, this newly renovated four bedroom house sleeps ten comfortably. Our space is in a busy Winooski neighborhood 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 Viking gas stove/oven, dishwasher and custom-built, Vermont-milled cherry bar-top. License: 24525

The Book Barn: Newly Renovated Guesthouse
Enjoy all Vermont has to offer in this bright, airy space minutes away from Burlington and the mountains. On 14 acres with a brook, it’s a short walk down a dirt road to a historic covered bridge and town common. Fall colors are breathtaking when taken in from the barn deck, while Spring and Summer visitors enjoy free concerts on the town green on Sundays. Spectacular sunsets and hot air balloons are familiar sights. It doesn’t get much more Vermonty. *Note: No Cleaning Fee!

Cozy Cabin -Top of Hill with Views
Experience the ultimate Vermont retreat in our newly renovated second-story guest space nestled in a charming barn, offering breathtaking easterly views of the Green Mountain range, including the majestic Camels Hump and Bolton peaks. This hilltop cabin is cocooned by lush trees and verdant pastures, providing an idyllic escape from the hustle and bustle of everyday life. Kayak, swim or paddleboard on nearby Lake Iroquois 2 miles away or Lake Champlain 9 miles away.

Luxury Glass Tiny House - Mountain View + Hot Tub
Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*

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.
Popular amenities for outdoor seating rentals in Winooski
House rentals with outdoor seating

Brand new Beautiful Modern Clean Home On River

Comfortable Downtown Home with Outdoor Hot Tub

Luxury Urban Farmstay, centrally located

The Sugar House, Maple Hill Road

Fabulous Remodeled Home ½ mile walk from Church St

Sunny Historical Burlington Home (Pet Friendly)

Quiet with All the Comforts of Home

Historic Downtown Victorian walk to Church St, UVM
Apartment rentals with outdoor seating

Charlotte Private Studio Apartment with a View

Burlington Walkabout Luxurious Retreat

Hideaway studio: breweries, skiing, dogs welcome

Purple Door Annex

The Bootlegger Outlaw Hideout @The Pony Farm Ranch

The Chickadee Roost

Mountain View Retreat | Private Deck + Fast WiFi

Private Getaway on Lake Lamoille
Apartment rentals with outdoor seating

One level condo in the heart of Stowe Village!

Trailside Smugglers' Notch Loft | 2 Baths | Views

Lovely 3-BR Stonybrook Townhouse With Mtn Views

Renovated 4-bedroom House: Hot Tub & Outdoor Space

Meadow Lane Farm House

The Cozy Condo at Smuggs Resort!

NEW: Stylish Ski On/Ski Off Mountainside Retreat

Smugglers' Notch Relaxing Mountainside Retreat
When is the best time to visit Winooski?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £100 | £119 | £94 | £95 | £114 | £113 | £123 | £131 | £122 | £138 | £103 | £114 |
| Avg. temp | -6°C | -5°C | 0°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | -2°C |
Quick stats about holiday rentals with outdoor seating in Winooski

Total holiday rentals
Explore 20 holiday rentals in Winooski

Nightly prices starting at
Winooski holiday rentals start at £59 per night before taxes and fees

Verified guest reviews
Over 3,680 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Winooski holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Winooski rentals

4.9 Average rating
Winooski stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with outdoor seating Chittenden County
- Rentals with outdoor seating Vermont
- Rentals with outdoor seating United States
- Jay Peak Resort
- Sugarbush Resort
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Jay Peak
- Lake Flower
- Stowe Mountain Resort
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Middlebury College
- University of Vermont
- ECHO, Leahy Center for Lake Champlain
- Adirondak Loj
- Shelburne Museum
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Warren Falls
- Shelburne Vineyard
- Snow Farm Vineyard & Winery
- Waterfront Park
- Elmore State Park
- Cold Hollow Cider Mill





