Holiday rentals with outdoor seating in Winooski

Purple Door Annex

Purple Door Annex features a lovingly renovated four-season building located in Burlington's historic Old North End District. A ten minute walk to Church Street and walkable to all of Burlington's City attractions. Purple Door Annex is an ideal space for guests seeking a fun getaway in the heart of the city that is private and well-appointed. Your hosts have five years of experience as superhosts in another bedroom on the premises and are excited to welcome you to this newly renovated space.

Cottontail Cottage - Snowshoes, Fireplace & Sauna

Quiet and peaceful cottage in a beautiful setting. Located on 6 acres adjacent to the Shelburne Pond Nature Reserve and only 15 min to the Church Street Marketplace in downtown Burlington. Enjoy the sunrise over the hills behind the cottage and sunsets over the Adirondacks to the west. Sit in the chairs or chaise lounge in the private backyard listening to the birds or relax in the shared sauna after a day of skiing or snowshoeing. (The sauna is available by reservation to ensure your privacy.)

Modern, hilltop, lakeside retreat!

Escape to a modern winter retreat nestled among towering trees with stunning views of Mallets Bay. This cozy, luxurious haven, built in 2021, is perfect for gathering with loved ones or a peaceful getaway. Just 15 minutes from Burlington and Winooski, enjoy nearby dining, unique shops & winter adventures. End your day around the Solo Stove for a cozy fire, sharing stories and laughter under the stars. Start each morning with lake views & local coffee—our serene space is the ideal winter escape!

The Chickadee Roost

Find comfort and relaxation in our peaceful, well-equipped oasis in Burlington’s historic Old North End. Mindfully decorated, a perfect space for working, cooking, unwinding, and entertaining. With brand new mattress and queen size bedroll, hotel quality sheets and towels, a cook’s kitchen, charging station for your devices, games and toys, and a Roku flatscreen for movie night. Enjoy your coffee or wine on the private deck. Our goal is for you to wish you could stay longer and come back soon!

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.

Small But Mighty Downtown Location with Parking

Our place boasts a great location in downtown -5 blocks to Church St- restaurants, events, shopping and waterfront park, with the added benefit of a driveway for your car. Cozy and well appointed, our bright little apartment is a great respite from all that Burlington has to offer. Our street is a quiet, residential area adjacent in the downtown core. We are half a block from Battery Park, with live, open-air concerts on Thursday evenings during summer. You'll have the apartment to yourself.

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!

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.

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 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.