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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Top guest favourite
A two-story house is set against a cloudy sky, surrounded by well-maintained green grass and trees. A pathway leads to the entrance, with a gravel trail visible to the side. The structure features a mix of light and dark siding, providing a contemporary look.
Guest suite in Headingley
4.98 out of 5 average rating, 214 reviews

Private Luxury 2 bedrooms Basement Suite Winnipeg

New Fully Furnished Basement suite This suites offer 📌 2 bedrooms (1 King Size and 1 Queen Size) 📌 1 Full washroom 📌 spacious Living Area 📌 Large Kitchen 📌 Dining area 📌 Led Tv 4K UHD 65 Inches with Netflix 📌 Separate Entrance 📌 Lit path 📌 Free 24 Hrs Parking 📌 Free WiFi Welcome to our New Suite nestled in Very peaceful neighbourhood in Blumberg Trail Just Stones throw away from Trans Canada Hyw 1. Whether you're here for a relaxing getaway our location ensures Privacy nd convenience.

Guest favourite
Guest suite in St. Boniface
4.94 out of 5 average rating, 590 reviews

Beautiful! Home away from home with all comforts

1 bedroom basement apartment has a functional kitchen which comes with cooktop, fridge, microwave, kettle, coffee brewer, cutlery as well as basic cooking and serving utensils for your use. The room is with all the comfort of a home with a queen bed that is warm and cozy for a perfect sleep. Fresh/clean towels are provided. It is located in the serene environment of the city with a functional Transit bus system. Parking on driveway available Extra private room is available if needed at a fee

Superhost
Guest suite in Winnipeg
4.76 out of 5 average rating, 312 reviews

Beautiful Design private 1 BR Basement Suite

The stylish 1 BR private basement suite in the 2400sqft two story house for short or long term rental in the quiet and safe neighborhood of south west Winnipeg, big window in bedroom, very bright, big living room with fireplace, kitchen counter (stove not included) and spacious bathroom, Included centralized A/C and heating. Close to all amenities. Free parking available on driveway or street. No Alcohol drinks allowed, If you have any questions to booking the place then contact through Airbnb.

Superhost
A bright studio apartment features a spacious bed with white linens, complemented by a cozy sofa bed. Two modern chairs and a small table are positioned near large windows with striped shades. A light rug adds warmth to the sleek, neutral-toned flooring.
Flat in Winnipeg
4.8 out of 5 average rating, 148 reviews

Modern Studio Apartment near Downtown

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

Top guest favourite
Loft in Downtown Winnipeg
5 out of 5 average rating, 368 reviews

theLOFTonJAMES Authentic Industrial Warehouse Loft

Historic Architectural award winning Industrial Loft in the heart of the Winnipeg Exchange District, thoughtfully designed and curated. 📌 24 HR FREE PARKING INCLUDED 📌 Complimentary Museum Passes 📌 Early Check-In (subject to Availability) 📌​ Large fully equipped Chef's Kitchen 📌 Free WiFi 📌 2 Bedrooms with queen beds 📌 Smartlock 📌 Walking distance to Winnipeg's top 5 Tourist Destinations 📌 43" Smart TV with Netflix, Prime Video, Disney, Apple and more. 📌 In-suite​ Washer & Dryer ​

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, 193 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
Apartment in Downtown Winnipeg
4.96 out of 5 average rating, 401 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 cozy bedroom features a spacious bed dressed in white linens with a light blue throw. A television is mounted on the wall opposite, and natural light filters through sheer curtains. A nightstand holds a lamp, while a decorative rug adds warmth to the floor.
Home in Crestview
4.94 out of 5 average rating, 377 reviews

Entire rental unit 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.

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, 680 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.

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 Wolseley
4.8 out of 5 average rating, 205 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.

Superhost
The kitchen area features modern appliances, including a stainless steel refrigerator and oven. A round dining table is set for four, with stylish white chairs. A comfortable seating arrangement is visible in the living area, complemented by large windows that allow ample natural light.
Apartment in Downtown Winnipeg
4.87 out of 5 average rating, 478 reviews

Luxury condo downtown **PARKING Spot Included**

Stunning suite in the downtown area, equipped for business travellers that want to be centrally located. This unit is a 8th floor with floor to ceiling windows. If you book with us expect a clean, spacious, well decorated and fully stocked unit prepped for your every need. You wont be disappointed! The two bedrooms allow privacy if travelling with family, friends or work colleagues. We also include free parking spot in the parkade attached to the building.

Top guest favourite
Home in Winnipeg
4.87 out of 5 average rating, 111 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 Scotia Bank Theatre Winnipeg

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