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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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Superhost
A modern living area is showcased with a grey sofa and a glass-top coffee table. The open kitchen features light cabinetry and stainless-steel appliances. Wooden flooring complements the bright ambiance, enhanced by natural light from a large window.
Apartment in River - Osborne
4.78 out of 5 average rating, 130 reviews

Spacious 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 Free off-street parking o Blackout blinds o Central cooling/heating o Keurig coffee & tea o Highspeed wifi; great for remote work o Smart Tv 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

Superhost
A charming two-story home is presented, showcasing a welcoming entrance with well-maintained gardens. Large windows allow for ample natural light, and soft evening hues glow in the sky. The exterior is accented by a white facade and a spacious wooden deck.
Guest suite in St. Boniface
4.73 out of 5 average rating, 223 reviews

Saint Boniface Retreat

Conveniently located in the safe and comfortable French Quarter of the city. Where you'll enjoy a family-friendly, vibrant scene that will allow you the best access to the city. Cozy walk-up suite.Located in a family-friendly neighborhood of St. Boniface. Minutes walk to Downtown, The Forks Market Human Rights Museum, Shaw Park,Exchange District and St.Boniface Hospital.1 bath, laundry, 1 parking spot, air conditioning Ideal location for everything that is the staple of Winnipeg, MB. Canada.

Guest favourite
Home in Winnipeg
4.92 out of 5 average rating, 162 reviews

Comfy Cozy 4 guest home close to downtown

This 2-storey, 2 bedroom, guest home offers easy access to everything from this centrally located place. A few steps to city transit or a short drive gets you downtown in minutes. Cook in a fully functioning kitchen, have a sit-down meal in the dining room, enjoy a relaxing evening in front of the fireplace while streaming your favorite shows. Cozy main floor extra sitting area. Laundry & kids play area. A fully fenced backyard and deck. Secured parking for 1 vehicle as well as street parking.

Guest favourite
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, 596 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
A cozy living and dining area is highlighted by warm wooden beams and exposed brick walls. A dark leather sofa is surrounded by artful decor and various plants. A dining table is set for a meal, complemented by stylish chairs and soft lighting from industrial fixtures.
Loft in Exchange District
5 out of 5 average rating, 362 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, 160 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, 386 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 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, 166 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, 374 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 two-story home with a sleek facade is set against a vast sky. The driveway features well-maintained landscaping with patches of grass and decorative stones. A double garage is present, with a neighboring structure visible on the right.
Home in Winnipeg
4.99 out of 5 average rating, 113 reviews

Astounding View of the Cinematic Sunset

Welcome to this modern, beautifully designed open concept home away from home located in the south end of the city. Offering high-end upgrades, fully stocked kitchen, huge island, 2d floor laundry, and much more which creates the perfect balance of extravagance and comfort. You will be staying on a quiet street, yet just minutes away from great restaurants, shopping, spa, groceries, banking, and Altea/Goodlife gym . 10 min away from University of Manitoba , MITT, football IG field.

Top guest favourite
A modern kitchen area features a wooden island with three dark stools, complemented by stainless steel appliances. Natural light fills the space through large windows with light curtains. A cozy seating area with a blue couch is visible, accentuated by a green potted plant.
Loft in Exchange District
4.91 out of 5 average rating, 293 reviews

Exchange District NY Style Loft FREE PARKING

This gorgeous brick and beam loft is located in the heart of Winnipeg's exchange district. It comes fully furnished and has everything you'll need for an exceptional stay. We are in the theatre/waterfront east exchange district surrounded by: Royal Manitoba Theatre Centre, Centennial Concert Hall, Manitoba Museum, the waterfront and river trail, Shaw Park stadium, The Forks Market, Canadian Museum for Human Rights - and of course, MANY amazing restaurants and pubs!

Guest favourite
A spacious living area features a comfortable gray sectional sofa positioned near a sleek coffee table. A colorful rug adds texture to the wood floor. On the wall, a TV is mounted above a stylish console, while wall art complements the neutral color scheme.
Guest suite in Transcona
4.87 out of 5 average rating, 106 reviews

Entire Basement Suite - Lovely & Close to Stores

This basement suite is made perfect for you and your loved ones. A good size living area and a spacious bedroom will make you feel at home. This suite is close to many amenities including shops, restaurants, a mall and a major bus stop. There is separate access for you and a smart lock door to allow ease of movement. You will be provided with a passcode when your reservation is confirmed. We will do our best to make your stay a memorable one. Welcome!

Popular amenities for Winnipeg holiday rentals

When is the best time to visit Winnipeg?

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Avg. price£46£46£46£49£51£54£55£55£52£50£51£51
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 1,980 holiday rentals in Winnipeg

  • Nightly prices starting at

    Winnipeg holiday rentals start at £7 per night before taxes and fees

  • Verified guest reviews

    Over 96,840 verified reviews to help you choose

  • Family-friendly holiday rentals

    960 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 440 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    1,180 properties have a dedicated workspace

  • Wifi availability

    1,950 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

Destinations to explore

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