Holiday rentals with outdoor seating in Winnipeg

Jets Nest: DT free PRK+ rooftop patio+gym

Enjoy a stylish experience at this centrally-located condo. Private balcony Overlooking Jets stadium!You'll have views from your private balcony of all the fun that is downtown Winnipeg. The rooftop patio overlooks the beautiful downtown area and is a great place for a cozy fire or photo op.Centrally located and walking distance to dining, shopping, and MetLife stadium. Our rooftop offers 360 degree views of the city. Enjoy a relaxing stay in one of the most desired locations in all of Winnipeg.

Luxury 2BR Spacious Apartment.

Discover Winnipeg from our exquisite 2BR apartment at 590 St. Annes! Enjoy a convenient and comfortable stay in this prime location with: - 5 minutes drive from Cineplex, St. Vital Mall. - 5-minutes drive to Walmart, London Drugs, Shoppers, 7-Eleven, Sephora and many more. - Proximity to public transit, a variety of restaurants, shopping plazas, and more. -15 Minutes drive to Downtown and Exchange District. -Unwind in a comfortable space where accessibility meets luxury in this prime location.

Warehouse Loft in Exch. District w/FREE parking!

*NEW* parking in the exchange is difficult, we are now offering FREE parking with your stay! Fabulous century old warehouse conversion in the heart of Winnipeg's Exchange District! Where historical charm such as original brick meet modern amenities including private rooftop patio, in-suite laundry, high speed wifi, luxurious linens, and a fully stocked kitchen. This space is tastefully decorated and has everything you may need to have a comfortable night in, or fun night out in the Exchange!

<Stay In-Peg> Private Gym • Dedicated Office Space

Welcome to the unique 2BR 2Bath getaway nestled in a friendly neighborhood, less than teen mins from the booming downtown. It promises a relaxing, modern oasis close to excellent restaurants, shops, attractions, and landmarks. The vivid Stay In-inspired decor and a rich amenity list will leave you in awe. ✔ 2 Comfortable BRs ✔Modern & Artsy ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Private Gym ✔ Office ✔ High-Speed Wi-Fi ✔ Smart TV with Amazon Fire Stick ✔ Free Parking See more below!

Albany Cottage: loft bedroom and close to airport

Take it easy at this cottage style home located on a quiet residential street just 10 minutes west of Downtown Winnipeg and 5 minutes from the James Armstrong Richardson International Airport. Albany Cottage, built in 1907, offers a loft bedroom and office plus a breezy boho porch for enjoying your morning coffee. Public transportation and bike/walking trails are right at the end of the street, and you are a 10-minute walk from one of Winnipeg's most popular public spaces, Assiniboine Park.

Aubrey Fox Den #STRA-2026-2479756

This cozy character home is nestled in the heart of Wolseley, one of Winnipeg's most beloved, safe, urban neighbourhoods. The Aubrey Fox Den is only a short walk from an Italian specialty food store, organic grocery store, wool shop, bookstore, juice bar, and wonderful local breweries, artisanal coffee shops bakeries and bistros. With easy travel downtown and minutes away from the Assiniboine River with gorgeous kayaking in the summer and walks, skiing, skating and campfires in the winter.

Modern Home in Central River Heights

This comfortable 4-bedroom home in Winnipeg’s desirable River Heights neighbourhood offers 2,300 sq. ft. of bright, open living space across 2 levels. Enjoy a new chef’s kitchen with a large quartz island and seating, perfect for cooking and conversation. The main floor includes three bedrooms and two large living areas, while the spacious lower level adds another bedroom, a cozy lounge, and a dedicated workspace. Just minutes from downtown, the airport, the Outlet Collection and Polo Park.

DandySkyLoft • Free Parking • Canada Life Centre

A modern, high-ceiling loft designed for comfort. Fully equipped, well prepared, and welcoming year-round. FREE PARKING STALL with 24/7 security on site INCLUDED! Steps to Jets Arena, Historic Exchange District, The Forks. Direct skywalk access to ALT Hotel, The Merchant Kitchen, Brown’s Social House, and Tim Hortons. The Health Sciences Centre is just minutes away. Building security patrols all floors, with cameras in elevators and hallways, and strictly enforces quiet and rules.

Entire Suite in Crestview

Welcome to our amazing new suite nestled in a peaceful neighborhood in Crestview, just a stone's throw away from Winnipeg's finest dining establishments and shopping centers. Whether you're here for a relaxing getaway or a business trip, our location ensures convenience and tranquility. Situated a mere 15-minute drive from Winnipeg Airport and Polo Park, our suite is easily accessible. As part of a new duplex-style home, this unit offers complete privacy with its own separate entrance.

Village House Unit 7

This is a beautiful, spacious condo with loads of natural light! The living and sleeping areas are on separate levels, very quiet. Spacious balcony off the kitchen. Ideal for singles or couples. Washer and dryer directly i the unit. The newly opened Monuts cafe on the main floor of the building serves up delicious coffee and protein donuts! You are walking distance to downtown, the Forks, and all of the shops and cafes of Osborne Village. Within minutes of all major bus routes.

Luxury lifestyle in trendy location, king bed

This stylish and spacious place to stay is perfect for families and small traveling working groups. The house is located on the quiet street in the heart of Bridgwater Lakes, desirable location close to all city spots. Overflowing with stylish details and offering a well-designed layout with 18 and 9 ft ceiling, open concept kitchen and dining with a huge island. No pets please(e.g. service dogs); we have severe allergies ;it sends us to an emergency room. Thanks for understanding.

Saint Boniface, Eugenie Lane, Private & Cozy

Located in the heart of St.Boniface, this stand alone guesthouse has everything you need nearby, including St. Boniface Hospital. Enjoy a walk to the Forks Market, Human Rights Museum, Exchange District, or catch a ballgame when the Goldeyes are in town. Plenty of coffee shops, restaurants and french bakeries. Old Town Barbershop, Bold Hair Salon, bowling alley, gym and parks are all just minutes away as well. If you prefer to cook, we have grocery stores in the area.