Holiday rentals with outdoor seating in 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!

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.

Private 1BR Apt - Sep Entrance - Full Kitchen

Welcome! Enjoy our stylishly designed and exceptionally clean 1-bed self-contained basement suite with private entrance, full kitchen and Amenities. Just 16mins from downtown Winnipeg, the home is located in a serene neighbourhood with parks, nearby shopping, resturants and amenities. We are 5minutes drive from Kildonan Mall, Club Regent, grocery stores(Super Store, Walmart, Costco) and Concordia hospital. New to the City? The Forks is a great place to visit, we are just 13minutes away

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.

Executive Downtown Comfort with amenities galore

Thoughtfully decorated with all the conveniences of home. Whether working or just relaxing, you will surely love the balcony with barbecue, hot tub, sauna, or gym. Heated indoor parking for mid sized vehicle, sorry no trucks. Main floor of the building is connected to a convenience store, restaurant, and vape shop. Within walking distance of the art gallery, MTS, & Convention Centre , the Forks, & Osborne Village with trendy shops and restaurants. 2 day min. stay. Welcome!

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.

Peaceful Home near Winnipeg's Airport

Welcome to my little home away from home. Located at one of the best locations in the city at sunny St. James. We are 5 minutes away from the airport, a walk to bus stops route 26, hair salon's, 7 -11, grocery stores (Safeway, family foods), fresh bakery (La belle baguette), Polo Park Mall, Silver City Cinemas, Canadian Tire, Michael's, Best Buy, Olive Garden, Red Lobster & Local restaurants, Outlet Mall, Several parks including Assiniboine Park

Riverfront 4BR Luxe w/ Hot Tub & Fire Pit

Riverfront retreat minutes from downtown! Unwind in the hot tub, gather by the fire pit, or stroll straight into Bois-des-Esprits forest. Inside: 4 spacious bedrooms, 2 baths, grand living room, game lounge with pool table, ping-pong, arcade, gym & smart TVs. Huge kitchen and dining for family feasts. Kayaks, riverside sunsets, walks on a frozen river and year-round adventure await—relax or explore, then book now to secure your dates!

Private, Historic & Retro 1-bedroom Condo w/ patio

A one of a kind 1-bedroom on the top floor of a brick warehouse in the Exchange District - the best part of downtown. You’ll love all the natural light while appreciating plenty of privacy. Appointed with everything you’ll need for your stay, including extra style, a huge patio and forever views. Perfect for the single traveler, road warrior or couples (with or without little ones) it’s hard to find a better value.