Holiday rentals in Winnipeg
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Top-rated holiday rentals in Winnipeg
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Spacious new 3BR, sleeps 10, King Bed, 8min to YWG
Relax in this brand-new cozy home in St James, just minutes from Winnipeg Airport, downtown, Polo Park, and Assiniboine Park. This stylish space offers a King bed, 2 Queens, and a sofabed, sleeping 10 comfortably. Enjoy a fully stocked kitchen, dining for 6, 4 high chairs, and free parking in a quiet neighborhood near top restaurants & shopping. Perfect for large families, professionals, medical workers, tourists, or solo travelers, this home provides a relaxing retreat for every kind of guest
Warehouse Loft in Exch. District w/FREE parking!
*NEW* parking in the exchange is difficult, we are now offering FREE parking with your stay! Fabulous century old warehouse conversion in the heart of Winnipeg's Exchange District! Where historical charm such as original brick meet modern amenities including private rooftop patio, in-suite laundry, high speed wifi, luxurious linens, and a fully stocked kitchen. This space is tastefully decorated and has everything you may need to have a comfortable night in, or fun night out in the Exchange!
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
Private Suite in cozy River Heights home.
Private cozy suite with a private bathroom. Suite includes 1 bedroom (1 double bed), 1 bathroom, living room with large screen TV, sectional couch (turns into double bed), kitchenette includes: countertop with sink, fridge, table & chairs, toaster oven, coffee maker, Kettle and microwave, toaster, dishes and cooking essentials. It is located in the basement of a character home with lots of mature trees with restaurants nearby and is in one of the most desirable neighbourhoods in Winnipeg.
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.
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.
Academy/Wellington, 6 bds, 4 Big TV's, parking
ASK ABOUT BOOKING BOTH SUITES ON THIS PROPERTY! We welcome guests of all races, faiths, genders, etc. 🌈 This upscale townhouse duplex home has new appliances/hardwood floors/granite counters/central AC & four 55" to 65" TV’s. HUGE parking lot!🚗 walking distance to Corydon & the best high end steak house in Wpg “529 Wellington”. We obsess over every detail to ensure these guest homes are cleaned & maintained to the highest standard. Guests book here repeatedly for a reason.
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.
Modern Home in Central River Heights
This comfortable 4-bedroom home in Winnipeg’s desirable River Heights neighbourhood offers 2,300 sq. ft. of bright, open living space. Enjoy a new chef’s kitchen with a large quartz island and seating, perfect for cooking and conversation. The main floor includes three bedrooms and two large living areas, while the spacious lower level adds another bedroom, a cozy lounge, and a dedicated workspace. Just minutes from downtown, the airport, the Outlet Collection and Polo Park.
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.
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.
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!
Popular amenities for Winnipeg holiday rentals
Other great holiday rentals in Winnipeg
Urban-Peg: Modern Comfort in the Heart of the City
Luxury 2-bedroom in St Vital, St Anne's, Winnipeg
Stylish Loft • 19FL • Gym, Theatre • Central WPG
3BD River Heights Gem | Your Home Away from Home
2BR Unit- Downtown |Free Parking | RBC Conv | Jets
New 2 bedroom suite / Free Parking
Winnipeg Exchange District - Spacious 1 BR Loft
House near Winnipeg Airport and All Amenities
When is the best time to visit Winnipeg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $80 SGD | $80 SGD | $80 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°C | 4°C | 11°C | 16°C | 19°C | 17°C | 13°C | 5°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 $13 SGD 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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