Holiday rentals in Winnipeg

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Top-rated holiday rentals in Winnipeg

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A bright living area features a comfortable dark sofa and a stylish coffee table. A large window allows natural light, with a potted plant beside it. A sleek TV is mounted on the wall, and decorative shelves display various items. Wooden flooring complements the neutral décor.
Apartment in Winnipeg
4.93 out of 5 average rating, 124 reviews

Charming Condo w/Parking Near Downtown & The Forks

One of the most desirable areas in Winnipeg! 5min walk to Osborne Village & Little Italy (Corydon) were you'll find bars & restaurants! 5min drive to Saunic (sauna & cold plunge), Canada Life Centre, & The Forks. o Blackout blinds o Free off-street parking o Keurig coffee & tea o Highspeed wifi; perfect for remote work o Smart TVs in living room & bdrm o Cooking essentials (pots, pans, oil, salt, etc.) o Board games/books o Washer/dryer in building o Dishwasher o 3rd floor (top); no elevator

Top guest favourite
A modern kitchen area showcases stainless steel appliances, including a refrigerator and oven. A round white table with black chairs is positioned in the foreground, complemented by sleek cabinetry and open shelving filled with plants. Abundant natural light illuminates the space.
Home in St. Boniface
4.97 out of 5 average rating, 209 reviews

2BDR Entire House! St. Boniface Hospital w/Parking

Entire Private House in St. Boniface. Ideally located, 2 bedroom house - sleeps 6. Steps from St. Boniface Hospital. Close to Forks/Downtown in Wpg’s French Quarter. Close to Culture, Restaurants/Cafe's+Grocery Stores. High quality newly renovated, spotless, beautiful house w/parking, full kitchen, in-suite washer+dryer*. Modern furniture+decor make this a lovely place for longer stays. Ideal for families, medical personnel(close to hospital), business travelers, tourists +solo adventurers!

Superhost
A modern living area features a white sofa adorned with decorative pillows, positioned near floor-to-ceiling windows that offer expansive city views. A coffee table with a sleek design and a lamp are visible, complemented by a stylish chair and an arc floor lamp.
Apartment in Downtown Winnipeg
4.84 out of 5 average rating, 608 reviews

Glasshouse Downtown - Private/Cozy , Across MTS A+

***Theres currently limited access to the common areas, gym and rooftop due to covid. Please follow regulatory guidlines. Can fit 6 if needed but more suitable for 2-4 people** Close to 1000sq feet inside. Glasshouse downtown. Floor to Ceiling Windows. My place is close to nightlife, public transport, the city center, NHL Hockey Rink, Restaurants, Downtown, Parks and Museums . You’ll love my place because of the comfy bed, the views , the kitchen, open layout, Washer/Dryer. STRA-2024-2456470

Top guest favourite
The spacious dining area features a large table with comfortable chairs, providing ample seating for meals. The kitchen is adjacent, equipped with modern appliances and a central island. Large windows frame the stunning city view, while contemporary furnishings offer a relaxed atmosphere.
Flat in Downtown Winnipeg
5 out of 5 average rating, 43 reviews

City View-23

Located in downtown Winnipeg, this suite has a spectacular, unencumbered south view of Winnipeg - stunning by day or by night, for every season. The view of the Assiniboine river is the main attraction. Being on the 24th floor makes the space feel secluded from the hustle of a busy city. The space is decorated with comfortable contemporary furniture with a fully stocked kitchen. This suite has a small den with a privacy screen, allowing a space for a 3rd guest. Enjoy your home away from home.

Top guest favourite
Apartment in Downtown Winnipeg
4.96 out of 5 average rating, 408 reviews

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.

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 Winnipeg
4.96 out of 5 average rating, 404 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 modern living area features a dark gray couch adorned with two large, light-colored pillows. A stainless steel refrigerator and sleek kitchen appliances are visible in the background, with a white rug adding texture to the floor. Natural light filters in through a window and doorway.
Flat in Winnipeg
4.94 out of 5 average rating, 220 reviews

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.

Top guest favourite
Home in Winnipeg
5 out of 5 average rating, 23 reviews

Luxury Stay with Everything Hotels Wish They Had

Designed for those who expect more from where they stay. This luxury show home in south Winnipeg offers premium bedding, plush towels, and a level of comfort you feel the moment you walk in. Enjoy spacious living, large smart TVs, and a fully equipped kitchen for effortless stays. Immaculately clean, private, and thoughtfully designed throughout — a polished, five-star experience that goes beyond the standard and delivers comfort, quality, and ease at every turn.

Superhost
A spacious living room area is highlighted by an orange sectional sofa positioned against a white wall. A set of four map-themed art pieces adorns the wall above the sofa. A small potted plant and a white coffee table are present, enhancing the minimalist design.
Home in Winnipeg
4.8 out of 5 average rating, 210 reviews

Modern, Minimalist, & Clean - Self-Contained Suite

Welcome to this beautiful, clean, & minimalist main floor, self-contained suite. Perfectly located in the charming area of Wolseley, this central location is within walking distance of several trendy coffee shops, restaurants, and micro-breweries. The suite features heated bathroom flooring, a rainforest shower, and a modern office area. The space is perfect for a smaller amount of guests & is styled in a way that is ideal for remote workers passing through.

Guest favourite
The kitchen features modern cabinetry and stainless steel appliances, including a microwave and stove. A wooden dining table is set for two, with white plates and utensils arranged neatly. Soft lighting illuminates the space, highlighting the stylish decor and open design.
Apartment in Downtown Winnipeg
4.95 out of 5 average rating, 252 reviews

FREE PARKING NY Style Condo in Exchange District

We provide FREE parking behind the condo which most hosts do not provide. Book with us to enjoy this gorgeous brick and beam suite on the 4th floor in the heart of the Exchange District. This condo has everything you'll need for an exceptional stay. Walking distance from The Forks, Canada Life Centre, Theatre District, Manitoba Museum, many restaurants, pubs, the river trail and the Canadian Museum for Human Rights.

Superhost
A modern kitchen is featured with sleek white cabinets and stainless steel appliances. A wooden island provides additional counter space and bar seating with white stools. Natural light fills the area, highlighting the minimalist design and dark tiled backsplash.
Apartment in Downtown Winnipeg
4.8 out of 5 average rating, 193 reviews

Glass Condo! 2 BDRM w/ Patio Lic.#2025-2479797

Welcome to this breathtaking 2-bedroom, 1-bathroom high-rise condo with floor to ceiling glass windows. Situated on the 16th floor, it offers the most spectacular view in the building! The expansive 20-foot balcony, the largest in the building, provides sweeping vistas of the surrounding area, including the Canadian Museum for Human Rights, picturesque prairie sunsets, and scenic views of True North Square.

Guest favourite
Home in Winnipeg
4.86 out of 5 average rating, 117 reviews

Cozy 2-BR, 2-Bath House. Near Polo Park&Airport

Feel at home in this cozy city retreat. This charming 2-bedroom, 2-bath house with a private garage offers comfort, privacy, and convenience. Located minutes from the airport and steps from Polo Park mall, you’ll enjoy easy access to shopping, dining, and attractions. Relax in modern, thoughtfully designed spaces with everything you need for a restful and hassle-free stay in the heart of Winnipeg.

Popular amenities for Winnipeg holiday rentals

When is the best time to visit Winnipeg?

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Avg. price$85 SGD$86 SGD$86 SGD$85 SGD$87 SGD$92 SGD$94 SGD$94 SGD$90 SGD$86 SGD$87 SGD$87 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 1,950 holiday rentals in Winnipeg

  • Nightly prices starting at

    Winnipeg holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 100,140 verified reviews to help you choose

  • Family-friendly holiday rentals

    920 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 460 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    1,230 properties have a dedicated workspace

  • Wifi availability

    1,900 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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