
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.

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

Kid-Friendly, Near Zoo, Mall & Downtown
Welcome to our cozy and convenient family-friendly getaway! 7 minutes from the airport and 5 minutes to Polo Park Mall. Enjoy easy access to: Downtown & Canada Life Centre (15 min) The Forks, museums & historic sites, Assiniboine Park & Zoo, Sargent Sundae (5–10 min drive). St. James Civic Centre (with pool) just a 15-minute walk! With a quiet neighborhood setting, plenty of nearby parks, and child-friendly features, this home is perfect for families, business travelers, or weekend explorers

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

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.

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.

Cute & Cozy 5 Guest home, close to downtown
Make yourselves at home in this modern 2+ bedroom, 2 full bath home, close to downtown. Everything you need for a short or longer stay. 2nd floor has queen bed and single bed, 3 pce bath with walk-in shower. Main floor has fully stocked kitchen including 4 appliances, Livingroom has leather sofa and Smart TV with Wifi, bedroom with double bed. Full finished basement has 4pce bath, laundry, desk and kids play area. Fully fenced yard and parking in rear. Kid & pet friendly.

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.

The Luxe on Vista
Please note: no parties permitted. Enjoy this relaxing St. Vital retreat with a private entrance to your spacious 2-bedroom, 1-bath suite featuring a full kitchen, living and dining area, and a cozy wood-burning fireplace. This is an up-and-down residence, but you have your own private entrance and exclusive use of the backyard. Enjoy the 94-jet hot tub year-round, plus an outdoor bar (not heated), BBQ, and heated saltwater pool with diving board (seasonal May–October).

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.

Modern Comfort Haven | Near Downtown
Experience the welcoming neighborhood of St. Boniface, where you can stroll to nearby restaurants, cafes, and downtown hotspots! Located in the heart of Winnipeg, you’re just minutes away from major attractions like the Canada Life Centre, The Forks, the Canadian Museum of Human Rights, and more. Downtown is only a 5-minute drive away! This home is ideal for families, business professionals, medical personnel, tourists, and solo adventurers alike!

Inviting Stay in a Prime Location!
Thanks for stopping by! Bring the family to this great home with lots of room for fun. This main floor unit has a private front and back entrance. It has 3 bedrooms and 2 bathrooms. The open concept living room/dining room/ kitchen offers the perfect opportunity for a home cooked meal and conversation. Bedrooms are cozy and comfortable and ready to offer you a great nights sleep! We hope to see you soon!

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
Other great holiday rentals in Winnipeg

Bethel's Lodge Winnipeg

Stylish Loft • 19FL • Gym, Theatre • Central WPG

Cozy Lakeview Home at Prairie Pointe

Cozy Modern Home

Modern Skyloft | Steps to Canada Life Arena

Gorgeous 2BR Unit In Brand New ApartHOTEL

New at Sage Creek. Private Entrance, king size bed

Aubrey Fox Den #STRA-2026-2479756
When is the best time to visit Winnipeg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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°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 1,950 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
Destinations to explore
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- Canada Life Centre
- University Of Manitoba
- Winnipeg Art Gallery
- Assiniboine Park Zoo
- RBC Convention Centre
- The Forks Market
- Glasshouse Skylofts
- Manitoba Museum
- Canadian Museum For Human Rights
- Birds Hill Provincial Park
- Children's Museum
- Princess Auto Stadium
- St Vital Park
- Royal Canadian Mint
- South Beach Casino & Resort





