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Compiled by the Road Trip Manitoba team
Last updated on January 18, 2024
Are hotels not your thing, or are you looking to mix it up when it comes to your accommodation? One of the best ways to get to know a city well is to stay in a vacation rental. With that in mind, we’ve rounded up the best Winnipeg Airbnbs!
These Winnipeg vacation rentals allow you to live like a local and get to know a neighbourhood during your visit. From urban apartments to cozy bungalows to modern condos, we’re sure there’s an Airbnb in Winnipeg for you.
Note: We’ve only included entire units and guest suites with private access, but if you’re looking for a cheaper deal, make sure to check out Airbnbs that host a private room in someone’s house!
Land acknowledgements: Winnipeg is located on Treaty No. 1, the original lands and waters of Anishinaabe, Ininiwak, Anishininiwak, Dakota, and Dene peoples, and on the homeland of the Métis Nation.
Our Picks for Winnipeg Airbnbs
Unique Urban Getaway Overlooking Winnipeg Skyline
- Type of rental: Entire unit
- Guests: 2
- Bedrooms: 1
- Bathrooms: 1.5
This stunning loft in downtown Winnipeg is one of our very favourite vacation rentals in the city. With an extremely convenient location – you’re within walking distance to The Forks, the Canadian Museum for Human Rights, and some of the best restaurants in Winnipeg – you also have an amazing 360º view via the huge floor-to-ceiling windows. Found on top of the Waterfront’s “spaceship” building, this architecturally unique vacation rental is sure to be one to remember.
Other amenities include a Finnish sauna, a two-person sunken tub, a fully-fitted kitchen, and – especially rare in downtown Winnipeg – free parking. Past renters rave about the fantastic communication from the host, the luxurious details, and especially the views, which many say should be considered a Winnipeg attraction all to themselves.
Note: Two more guests could technically stay here, as long as they are comfortable sleeping on the living room sofa. Unfortunately, this vacation rental is not wheelchair accessible, as you are required to climb stairs to the loft.
TheLOFTonJAMES: Your Staycation Escape
- Type of unit: Entire unit
- Guests: 5
- Bedrooms: 2
- Bathrooms: 1
We dare you to find a more stylish vacation rental in Winnipeg! This incredible loft can accommodate up to five guests and is just a few minutes from many of the best things to do in Winnipeg, including the Exchange District and great restaurants. The warehouse conversion is a Chicago-style industrial loft, and it features century-old timber beams, original exposed brick, high ceilings, and dozens of beautiful details that make this one of the Winnipeg Airbnbs that stands out from the rest. Picture oversized leather chairs, industrial light fixtures, and interesting art on every wall!
Once you look past the amazing decor, you’ll realize there’s a lot more to love about this loft, too. Amenities include all the basics, with a washer and dryer, fast wifi, and a fully-equipped kitchen. On top of that, there’s a city skyline view, free parking, and a travel crib available upon request.
Penthouse Condo with Private Patio in The Exchange District
- Type of unit: Entire unit
- Guests: 2
- Bedrooms: 1
- Bathrooms: 1
If you’re looking to stay in a great location in the Exchange District, look no further than this penthouse condo. One of the most sought-after Winnipeg vacation rentals, you’ll have to book well in advance if you want to snag this penthouse for yourself! With a five-star rating for its prime location, this Airbnb is small but mighty, perfect for a couple or a solo traveler.
With all the amenities you could ask for, including a fully-equipped kitchen, free parking, and fast wifi, the piece de résistance is the private patio with views over the city centre. Past renters also talk about the amazing host and the beautiful natural light in the unit.
Cozy Two Bedroom Home in Central Winnipeg
- Type of unit: Entire unit
- Guests: 4
- Bedrooms: 2
- Bathrooms: 1
If you’re on the search for an actual house to stay in during your time in Winnipeg, look no further than this cozy two-bedroom home in the charming neighbourhood of St. Boniface. You’ll have the entire main floor and basement suite of a duplex to yourself, making it a good option for families. Within easy driving distance of almost all of Winnipeg’s main attractions, it’s the ideal option for those who want a quiet stay while still being close enough to the city’s action.
As for amenities, get ready to be spoiled! Enjoy the king-sized bed, rainfall shower, KitchenAid appliances, indoor fireplace, fully equipped gym, outdoor dining area, outdoor fireplace, outdoor screen and projector, and year-round hot tub, to name a few. It’s no shocker this one made our list of Winnipeg Airbnbs and don’t be surprised if you never want to leave.
Modern Condo in Osborne Village
- Type of unit: Entire condo
- Guests: 4
- Bedrooms: 2
- Bathrooms: 2.5
One of the most iconic neighbourhoods in Winnipeg, Osborne Village is home to this spacious condo with a welcoming vibe. With stylish touches throughout, the attention to detail is second to none; be prepared to instantly feel at home upon stepping through the door.
With a great location for exploring the area – South Osborne, Corydon Village, the Winnipeg Art Gallery, and the Manitoba Legislative Building are all nearby, while The Forks is only a short drive away – you can still have a ton of peace and quiet whenever you return to the rental.
Amenities include free parking, fast wifi, air conditioning, and a beautiful balcony. The space is also pet friendly, so feel free to bring Fido along! Past guests mention how clean the condo is, and how easy the communication is with the host.
New York Style Condo in the Exchange District
- Type of unit: Entire condo
- Guests: 4
- Bedrooms: 1
- Bathrooms: 1
This fully furnished condo right in the heart of the Exchange District is within walking distance of tons of Winnipeg’s best eateries, attractions, and shops. Modern and sleek, the New York-style decor includes exposed beams and brick throughout the main floor studio. With amenities such as a bathtub, a 55-inch smart TV, and free parking – quite rare in downtown Winnipeg – there’s a lot to love about this rental space.
Past guests especially enjoyed how perfect the condo is for entertainment in Winnipeg; you’re close to many bars, restaurants, and entertainment venues, including the Canada Life Centre (MTS Centre).
Treetop Suite in Central Winnipeg
- Type of unit: Guest suite with private entrance
- Guests: 2
- Bedrooms: 1
- Bathrooms: 1
If you’re not in downtown Winnipeg, there are still some excellent neighbourhoods that offer a convenient location for all the best of what the city offers. Wolseley is one such neighbourhood! Stay in this cozy guest suite on the top floor of a classic Winnipeg home, equipped with its own kitchen and private entrance.
With tons of bright sunlight and a view of the trees all around you, this spot included in our picks for Winnipeg Airbnbs is perfect for those who are looking for a bit more peace and quiet during their stay. There’s also a sofa bed in the living room if you would like to discuss accommodating more than two guests. 2SLBGTQ+ friendly and in a great location in Central Winnipeg, this place definitely deserves to be on the list of the best vacation rentals in town.
Cozy St. James Home
- Type of unit: Entire house
- Guests: 6
- Bedrooms: 3
- Bathrooms: 1
One of our top picks when it comes to Winnipeg Airbnbs for families, this spacious home has three bedrooms and a fenced yard, making it ideal for those traveling with little ones. Exceptionally clean and stocked with new appliances, staying here is both easy and comfortable… which, at the end of the day, is what we’re all looking for!
Located in the quiet neighbourhood of St. James, you’re still within driving distance of Winnipeg’s major attractions. Polo Park Mall is nearby, as are plenty of playgrounds and parks; Assiniboine Park and the Assiniboine Park zoo are only about ten minutes away by car. And the rental is pet friendly, meaning the whole family can stay.
Stylish Loft in Osborne Village
- Type of unit: Entire unit
- Guests: 2
- Bedrooms: 1
- Bathrooms: 1.5
This modern, stylish loft in the heart of Osborne Village is the perfect getaway for those who want to be close to all of Winnipeg’s best attractions and restaurants but don’t want to deal with the hustle and bustle of downtown. Found on a tree-lined street, the sun-filled condo comes with new appliances, sleek design, and free parking on the premises.
Other amenities include a balcony, in-unit laundry, and air conditioning. It’s extremely close to some of the best restaurants in Winnipeg, including The Grove and Cafe Carlo, while also being within walking distance of the shops and cafés of both Osborne Village and Corydon Village.
Eye-Catching Views in Downtown Winnipeg
- Type of unit: Entire condo
- Guests: 4
- Bedrooms: 2
- Bathrooms: 2
You can’t get much more magnificent than this condo in downtown Winnipeg. Ideal for a few friends or a family with older children, the condo has floor-to-ceiling windows that showcase breathtaking views over the city. There’s also a small balcony where you can enjoy a cup of coffee in the morning or a glass of wine with the sunset.
With beautiful decor – think crisp white linens, exposed steel columns, hardwood floors, and tasteful design details – there’s also a gym in the building as well as a rooftop patio. Easily walk to True North Square, home of Hargrave Street Market, or the Canada Life Centre (MTS Centre) for concerts or Jets games. There’s no way we could leave this condo off the list when it comes to the best Winnipeg Airbnbs!
While you’re in the city, don’t miss checking out some of the world-class museums in Winnipeg, and when you need to fuel up in between, we also hava guide to the best Winnipeg coffee shops and cafes!
Brenna Holeman (she/her) has adventured to over 100 countries but is incredibly proud to call Winnipeg home. Brenna spent 16 years travelling solo around the world, living in Copenhagen, Edinburgh, Osaka, Antigua, and London, England. Once a writer and editor for Expedia UK, she is a co-founder of Road Trip Manitoba and also runs This Battered Suitcase, one of the most trusted and respected travel blogs in the world.
