Holiday houses 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 spacious studio apartment is presented, featuring a comfortable bed with white linens. A cozy red sofa sits adjacent to a coffee table. Two modern chairs surround a small table, and two large windows allow natural light to fill the space, complemented by roller shades.
Apartment in Winnipeg
4.8 out of 5 average rating, 115 reviews

Prime 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

Guest favourite
A dining table is set with black plates and cutlery, positioned near large windows that offer expansive views of downtown Winnipeg. A bottle of wine and wine glasses are placed on the table, complemented by decorative plants. Natural light fills the bright space.
Loft in Beaumont
5 out of 5 average rating, 19 reviews

Sunny 2BR Gem | Wake Up to Stunning City Views

You’re getting a sunny 2BR | 1.5B corner apartment with breathtaking downtown views 🏡✨. You’ll experience soaring high ceilings and large windows that fill the space with natural light ☀️. Sip morning coffee ☕️ on your private balcony. You can relax in the spacious living area with a smart TV 📺, cook easily in a fully equipped kitchen 🍳, and enjoy the convenience of in-unit laundry 🧺. You’re 10 minutes from downtown and only steps away from Starbucks ☕️, KFC 🍗, Shoppers 🛍️, and more!

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.
Condo 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. 🅿️ 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.

Guest favourite
Home in Winnipeg
4.95 out of 5 average rating, 20 reviews

1-bedroom Walkout basement with private entrance

Bright walkout 1-bedroom basement suite with private entrance in a quiet, family-friendly neighborhood. Part of a well-maintained single-family home, this cozy space has large windows, plenty of natural light, and a modern layout. ✔ Private entrance ✔ Bright walkout basement suite ✔ Quiet residential neighborhood ✔ Ideal for short & long-term stays ✔ Close to walking trails & green spaces To ensure a peaceful environment for everyone, quiet hours are observed between 10:00 PM and 7:00 AM.

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 Downtown Winnipeg
5 out of 5 average rating, 353 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, 138 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
Home in Bridgewater Trails
4.99 out of 5 average rating, 107 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 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.
Condo in Downtown Winnipeg
4.93 out of 5 average rating, 271 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
Guest suite in Winnipeg
4.92 out of 5 average rating, 123 reviews

One-bedroom guest suite with private entry

Welcome to my inviting Airbnb listing! Discover my one-bedroom basement suite with a private washroom, dining area, and living room. Enjoy a cozy retreat with a small working space table in the bedroom. Your privacy is ensured with a separate access door equipped with a keypad. The kitchen on the main floor is the only shared space, ensuring exclusive access to the basement amenities. Conveniently park up to two vehicles during your stay. Relax and unwind in this charming space!

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.
Condo in Downtown Winnipeg
4.96 out of 5 average rating, 622 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 spacious living area features a comfortable love seat, a glass coffee table, and a sleek entertainment unit. A large TV is mounted on the wall, while a modern kitchenette with stainless steel appliances is nearby. Natural light fills the room through a window, enhancing the welcoming ambiance.
Guest suite in St. Boniface
4.91 out of 5 average rating, 47 reviews

Entire Basement Suite in Winnipeg (Bishop's Suite)

Enjoy a cozy retreat in this calm, stylish space with everything you need for a relaxing stay. Our home, very close to the highway and right at a bus station, perfect for easy city travel. It features a fully stocked kitchenette, fast WiFi, a dedicated workspace, and a comfortable bed for peaceful nights. Nestled in a serene neighborhood with a private entrance, it's the ideal spot for couples to unwind, create memories, for business travelers, or a weekend getaway.

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

Popular amenities for Winnipeg holiday rentals

When is the best time to visit Winnipeg?

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Avg. price$93 AUD$93 AUD$93 AUD$99 AUD$102 AUD$108 AUD$109 AUD$109 AUD$105 AUD$103 AUD$99 AUD$97 AUD
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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    1,860 of Winnipeg holiday rentals include Wi-Fi 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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