Holiday rentals in Winnipeg

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Top-rated holiday rentals in Winnipeg

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Guest favourite
A modern living area is presented with large windows allowing natural light to fill the space. A comfortable sofa is positioned next to a sleek coffee table. A round dining table with white chairs is visible, complemented by decorative items on the table and a wall-mounted TV.
Flat in Downtown Winnipeg
4.95 out of 5 average rating, 19 reviews

9th Fl Sky High Condo "Downtown Luxury Suite"

Be the first to experience this one bedroom and one bathroom modern condo right at the heart of downtown Winnipeg, just across Canada Life Centre. The home of the Winnipeg Jets! This condo boasts of a big balcony overlooking Downtown Winnipeg, an en-suite laundry and all brand new furnitures and appliances, equipped with a 65 inch TV. The building has a security from 4:00 pm to 8:00 am, a Gym , and a Rooftop Patio. Everything you would want for a comfortable stay right at the heart of the city!

Superhost
The studio apartment features a spacious sleeping area with a large bed, complemented by a cozy rug. A comfortable red sofa adds a touch of color, while a dining table with two chairs is positioned nearby. Large windows with modern blinds allow natural light to fill the space.
Flat in Winnipeg
4.81 out of 5 average rating, 134 reviews

Contemporary Studio Apartment

Welcome to our stunning studio apartment at 175 St Annes! This conveniently located unit offers both comfort and accessibility, allowing you to make the most of your stay. -Just 10 minutes from Downtown, The Exchange District, and St. Boniface Hospital -10 minutes drive from St. Vital Centre and St. Vital Park -Steps away from public transit, Superstore, FreshCo, McDonald's, Subway, DQ, Liquor Mart, shopping plazas, restaurants, and more. -Comfortable and convenient stay in a prime location

Guest favourite
The living area is defined by hardwood flooring and large floor-to-ceiling windows that offer city views. A black leather sofa is complemented by decorative cushions and a modern coffee table, while a patterned area rug adds texture. Soft lighting creates a cozy ambiance.
Apartment in Downtown Winnipeg
4.96 out of 5 average rating, 368 reviews

DandySkyLoft • Free Parking • Canada Life Centre

A modern, high-ceiling loft for guests who value comfort and privacy! Perfect for remote work, weekend getaways, and city stays. Fully equipped, well prepared, and welcoming year-round. šŸ…æļø COVERED PARKING INCLUDED. Building security with cameras in elevators and hallways. Steps to Jets Arena, Historic Exchange District, Portage Place, 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.

Top guest favourite
A cozy living area is presented with a modern brown sofa and a round coffee table on a textured rug. A desk with a chair is situated in the corner, and a large television is mounted against a slatted wooden feature wall. Soft lighting adds a peaceful ambiance.
Home in St. Boniface
4.98 out of 5 average rating, 136 reviews

Modern basement with all comforts in Bonavista

Looking for a getaway, private, quiet and tranquil place! 1 bedroom basement apartment with a kitchen side which comes with a fridge, microwave, kettle, coffee brewer, cutlery as well as basic serving utensils for your use. The room is equipped with an adjustable reading desk and chair, a treadmill for exercise and a queen bed that is warm and cozy for a perfect sleep. Fresh/clean towels are provided. It is located in a serene environment of the city with functional transit bus system.

Top guest favourite
A spacious bed is dressed in white linens, complemented by a neutral throw at the foot. Nightstands with plants adorn either side of the bed, and soft wall sconces provide ambient lighting. A serene artwork piece is mounted above the headboard.
Home in Windsor Park
4.99 out of 5 average rating, 148 reviews

2BR separate unit/ kitchen

Peaceful, centrally located in St. Boniface. Host bilingual English/French. Very near hospitals (St.Boniface and HSC), shopping, groceries, restaurants and 5 min drive to The Forks. Close access to Trans Canada Hwy. Large 2BR unit with King and queen bed. Separate entrance with self check-in. Baby play pen on-site and laundry available upon request. Host resides upstairs. Kitchen includes basics (salt, pepper, oil, tea). Nespresso (pods provided). Breakfast items provided. TV (CRAVE)

Top guest favourite
A spacious bedroom is highlighted by a large bed with a dark headboard and soft bedding. Natural light filters through a window, framed by dark curtains. A small desk and lamp are positioned nearby, while recessed lighting enhances the overall ambiance.
Home in Crestview
4.96 out of 5 average rating, 349 reviews

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.

Top guest favourite
A comfortable living area features a dark sectional sofa adorned with decorative pillows. A glass coffee table holds a vase of fresh flowers, while a patterned area rug adds warmth. Wall art enhances the space, and a dining table is visible in the background.
Apartment in Downtown Winnipeg
4.93 out of 5 average rating, 270 reviews

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!

Guest favourite
A modern kitchen features sleek dark cabinetry and stainless steel appliances, complemented by a cozy living area. A gray sofa adorned with patterned cushions is positioned near a round dining table. A potted plant adds a touch of greenery to the space.
Apartment in Downtown Winnipeg
4.96 out of 5 average rating, 621 reviews

FREE PARKING Luxury 2 Bedroom Condo Downtown

We provide a FREE parking spot in the parkade (located right beside the building) which most hosts do not provide. This is a 4 storey parkade with security on site 24/7. Book with us to enjoy a stunning suite on the 10th floor in the centre of downtown Winnipeg, with floor to ceiling windows overlooking downtown Winnipeg. A stone's throw away from Canada Life Center/BellMTS Place, True North Square, dining and nightlife, The Forks and the Historic Exchange District.

Top guest favourite
The open living space features a leather reclining sofa and a stressless chair, accompanied by a small dining bar with stools. Natural light floods in through large windows, illuminating the modern kitchen with stainless steel appliances and a cozy area rug underfoot.
Guest house in St. Boniface
4.99 out of 5 average rating, 171 reviews

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.

Guest favourite
The living room features a dark-colored sofa against one wall, a flat-screen TV mounted opposite, and a small wooden table with two upholstered chairs. The warm-toned wooden flooring complements the light grey walls, and a window provides natural light, covered by a light curtain.
Home in St. Boniface
4.86 out of 5 average rating, 49 reviews

Basement suite in French Quarter

Private suite in the basement of my home. Bedroom, full bathroom (small sink due to space constraints), living room with smart TV, fridge, microwave and toaster oven (no kitchen sink, sorry!), access to laundry on request. Close to downtown, USB, the Forks and the Canadian Museum for Human Rights. **Suite is only accessible by stairs. I also offer bicycles at no cost to be able to explore the most unique and beautiful area of the city! License STRA-2025-2875642

Guest favourite
The open-concept living area features a modern kitchen with stainless steel appliances and light cabinetry. A dining table with four chairs is positioned beside a comfortable sofa adorned with checkered pillows. A large window allows natural light to fill the space.
Apartment in Downtown Winnipeg
4.9 out of 5 average rating, 270 reviews

Urban Glasshouse Across CanadaLife w/FREE Parking

Fully furnished loft in a newly constructed building situated in the heart of Downtown Winnipeg. Walking distance away from BellMTS Center, RBC Convention Center, Exchange District, Burton Cumming Theater, Shaw Park| Winnipeg Goldeyes, Concert Hall,The Human Rights Museum, The Forks, University of Winnipeg.Easy access to restaurant like Browns Social House, The Merchant Kitchen, Tim Hortons, Moxies, Tavern.

Top guest favourite
Home in Island Lakes
5 out of 5 average rating, 44 reviews

Davigo Deluxe

Davigo Deluxe is brand new luxuriously furnished space with guaranteed guests' privacy and comfort. It consists of a living room, kitchenette, dining area, a bedroom, and washroom/laundry room. It has brand new state of the art appliances and furniture, including a commercial treadmill for exercise. SELF CHECK-IN & CHECK-OUT Check yourself in and out with the keypad.

Popular amenities for Winnipeg holiday rentals

When is the best time to visit Winnipeg?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$80 SGD$80 SGD$80 SGD$85 SGD$87 SGD$92 SGD$94 SGD$94 SGD$90 SGD$89 SGD$85 SGD$83 SGD
Avg. temp-15°C-13°C-5°C4°C11°C16°C19°C17°C13°C5°C-4°C-11°C

Frequently Asked Questions

  • What are the best places to stay in Winnipeg?

    Winnipeg has a range of accommodations in areas like Exchange District, known for historic architecture and dining, and Osborne Village, often suggested for local culture and shops. St. Boniface provides a French-Canadian atmosphere near arts and bakeries.

  • What are the best things to do in Winnipeg with kids?

    Families often explore Assiniboine Park Zoo, the Manitoba Children's Museum, and The Forks, where outdoor spaces, playgrounds, and interactive exhibits are available. Many enjoy activities along the river and hands-on science displays.

  • What are some of the best things to do in Winnipeg?

    Explore The Forks, browse galleries and restaurants in the Exchange District, and learn at the Canadian Museum for Human Rights. Outdoor spaces and river walks are frequently suggested for experiencing local scenery.

  • How is the weather in Winnipeg?

    Winnipeg has cold winters, with January around -5 to 15°F (-21 to -10°C), and warm summers reaching 53 to 78°F (12 to 25°C) in July. Precipitation is highest in late spring and summer, so layered clothing and weather protection are useful year-round.

  • What are the best places to visit in Winnipeg?

    Winnipeg has popular sites such as The Forks, the Canadian Museum for Human Rights, and Assiniboine Park. The Exchange District attracts visitors for its historic buildings and vibrant arts scene.

  • What are some hiking trails in Winnipeg?

    Explore riverfront trails at The Forks, nature paths at Assiniboine Park, and wooded loops within Kildonan Park. Trails often offer quiet spots, birdwatching, and scenic vistas near central neighborhoods.

  • What are some family activities we can do in Winnipeg?

    Families enjoy hands-on exhibits at the Manitoba Children's Museum, observing animals at Assiniboine Park Zoo, and skating or biking at The Forks. Seasonal festivals and splash pads are frequently suggested around the city.

  • What are some of the best day trip ideas from Winnipeg?

    Outdoor enthusiasts often explore provincial parks, lakeside beaches, or interpretive centers focused on prairie ecology just outside Winnipeg. Many visitors enjoy cultural sites and small-town art spaces in nearby communities.

  • Are there any pet friendly accommodations available in Winnipeg?

    Winnipeg has various pet-friendly stays, especially in neighborhoods like Osborne Village and St. Boniface. Parks and riverwalks nearby make it convenient for guests traveling with pets.

  • What are some local tips for visiting Winnipeg?

    Layer clothing year-round, as temperatures can change quickly. Try locally roasted coffee and consider exploring both historic neighborhoods and multicultural eateries around the city.

  • What is Winnipeg known for?

    Winnipeg is known for its diverse arts scene, rich Indigenous and Franco-Manitoban heritage, and The Forks, a longstanding meeting place at the rivers’ confluence. The city often draws attention for cultural festivals and public art.

  • What are the best hidden gems to explore in Winnipeg?

    Many visitors enjoy exploring Saint-Norbert Farmers' Market, street art murals around West End, and the Leo Mol Sculpture Garden. Small indie bookstores and vintage shops offer quieter experiences.

  • What are the best foods to try in Winnipeg?

    Winnipeg has diverse food traditions, including bannock, smoked goldeye, and traditional French-Canadian pastries. Ukrainian pierogies, locally roasted coffee, and international fare are frequently suggested.

  • What should I bring for a trip to Winnipeg?

    Pack for changing weather with layers, a windproof jacket, and sturdy footwear. In winter, insulated coats, gloves, and warm hats are essential, while sunglasses and reusable water bottles are handy during warmer months.

  • What is the nightlife in Winnipeg like?

    Nightlife in Winnipeg features music venues, cozy pubs, and lively lounges in areas like the Exchange District and Osborne Village. Local breweries and performance spaces help create a welcoming, creative atmosphere.

  • What are the most popular events or festivals in Winnipeg?

    Winnipeg hosts the Winnipeg Folk Festival in summer, Festival du Voyageur during winter, and Folklorama in early August. Cultural celebrations and arts events are frequently suggested in parks and neighborhoods.

  • Are there family friendly vacation rentals in Winnipeg?

    Winnipeg has a range of family-friendly vacation rentals available in neighborhoods around The Forks, St. Boniface, and near Assiniboine Park. Many properties provide kitchens, laundry, and space for group gatherings.

  • When is the best time to visit Winnipeg?

    Late spring through early fall is often recommended, with milder temperatures, festivals, and outdoor experiences available. Winter can appeal for snow activities and seasonal events, though it is colder and snowier.

Quick stats about holiday rentals in Winnipeg

  • Total holiday rentals

    Explore 1,910 holiday rentals in Winnipeg

  • Verified guest reviews

    Over 89,790 verified reviews to help you choose

  • Family-friendly holiday rentals

    920 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 430 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    1,140 properties have a dedicated workspace

  • Wifi availability

    1,860 of Winnipeg holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Monthly stays and Gym across Winnipeg rentals

  • 4.7 Average rating

    Winnipeg stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    Winnipeg’s top spots include Canada Life Centre, Assiniboine Park and Winnipeg Art Gallery

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