- Canada
- Manitoba
- Winnipeg
- Old Market Square
- Rentals by Owner
Discover Your Ideal Old Market Square, Winnipeg Rental by Owner for an Authentic Stay
Discover Your Perfect Old Market Square Rentals by Owner
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Old Market Square Rentals by Owner
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- TV
- Air Conditioner
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- Air Conditioner
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- View
- Air Conditioner
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- TV
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- Security/Safety
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
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- Balcony/Terrace
- Air Conditioner
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- TV
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- Security/Safety
- Restaurant
- Air Conditioner
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- Pet Friendly
Why Choose Rent By Owner for your Old Market Square vacation rental?
What makes our Rentals by Owner special?
Popular Areas for Old Market Square Rentals by Owner
Where are the best neighborhoods to stay in Old Market Square?
When exploring the vibrant neighborhood surrounding Old Market Square in Winnipeg, Manitoba, you’ll find a diverse and welcoming area ideal for your stay. This central location offers convenient access to the city’s cultural and entertainment options, making it a perfect choice for travelers seeking an authentic experience. Booking a rental by owner in this neighborhood ensures you enjoy a comfortable and trustworthy accommodation, providing a seamless and dependable stay amidst the lively atmosphere of Old Market Square in Winnipeg.
Downtown Winnipeg
This vibrant area offers easy access to the core of the city, making it a convenient choice for travelers seeking proximity to business centers and cultural attractions within the region.
View 48+ Rentals in Downtown WinnipegSt. James
Located nearby, this neighborhood provides a quieter atmosphere while still being close to the amenities and services in the central area, ideal for those looking for a balanced stay.
View 27+ Rentals in St. JamesFort Gary
Known for its historic charm, here you'll find a peaceful neighborhood with scenic surroundings, suitable for visitors wanting a relaxed environment not far from the city's main attractions.
View 462+ Rentals in Fort GaryExchange District
As the historic heart of the city, this district is perfect for exploring architectural heritage and enjoying a vibrant arts scene, all within easy reach of your rental accommodations.
View 47+ Rentals in Exchange DistrictRegent
Situated near the downtown core, Regent offers a mix of residential comfort and accessibility to key commercial areas, making it a practical choice for your stay.
View 128+ Rentals in RegentLegislature
Close to the provincial government buildings, this neighborhood provides a prestigious setting with convenient access to historic sites and public spaces.
View 602+ Rentals in LegislatureBest Times to Visit Old Market Square
When should you plan your Rentals by Owner stay?
Choosing the ideal time to visit ensures you experience this destination at its best, allowing you to enjoy the local atmosphere and make the most of your rental here in Winnipeg’s vibrant area.
Peak Season Highlights
Summer (June to August)
During the summer months, this area experiences warm weather and lively outdoor activities, making it an ideal time to enjoy your stay in Winnipeg.
Fall (September to October)
In early fall, the region offers pleasant temperatures and vibrant foliage, perfect for exploring and relaxing outdoors before winter sets in.
Off-Season Highlights
Winter (December to February)
The cold winter season brings snow and a quieter atmosphere, providing a cozy experience for those looking to enjoy peaceful accommodations.
Spring (March to May)
Early spring can be quite cool and less crowded, offering a more serene environment with the gradual warming of the region’s climate.
Weekly Weather Forecast for Old Market Square
How to Book Your Old Market Square vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Old Market Square
Common Rentals by Owner Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy access to a private outdoor patio or balcony, perfect for relaxing after exploring the area
- Take advantage of on-site parking facilities to conveniently explore nearby attractions
- Make use of communal gardens or green spaces that allow you to unwind outdoors
- Benefit from outdoor dining areas ideal for alfresco meals in this vibrant destination
- Utilize barbecue grills available at select rentals for outdoor cooking with friends and family
- Discover options for bike rentals or storage, enabling easy exploration of the region by bike
- Access nearby parks or walking trails that provide outdoor recreation opportunities just steps away
Top Attractions Around Old Market Square
What attractions are nearby?
Within walking distance, you can explore vibrant local markets, enjoy lively cultural events, and experience the dynamic atmosphere that makes this destination a perfect choice for your stay in the region.

Family Activities
- Exploring the Winnipeg Art Gallery: Engage your family with captivating exhibits and interactive activities at this cultural hub in the heart of the region, perfect for a day of artistic discovery.
- Strolling through Old Market Square: Enjoy the vibrant atmosphere and unique local shops surrounding this central spot, offering opportunities for family shopping and street performances.
- Visiting the Canadian Museum for Human Rights: Discover inspiring exhibits and family-friendly programs that highlight important stories here, making it an educational experience for all ages.
- Relaxing in nearby parks and green spaces: Take advantage of the outdoor areas around the area for picnics, playtime, or leisurely walks, providing a great way to unwind with your loved ones in this lively region.
Adult Activities
- Visit The Forks: Enjoy a leisurely stroll along the historic site featuring markets, shops, and cultural attractions near Old Market Square.
- Explore Local Art Galleries: Discover vibrant artworks at nearby galleries that showcase the region's creative spirit and contemporary talent.
- Attend Live Performances: Immerse yourself in live music and entertainment hosted at venues within walking distance of the square.
- Dine at Diverse Restaurants: Savor a variety of culinary delights from local eateries offering authentic flavors in this lively area.
Old Market Square Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Events and Festivals: Check the area’s event schedule to experience authentic local culture during your stay in Winnipeg's vibrant surroundings.
- Utilize Public Transportation: Take advantage of convenient transit options around here to effortlessly access top attractions in Winnipeg without the hassle of driving.
- Discover Hidden Gems: Ask your hosts or locals for insider tips on lesser-known spots nearby that offer a more personal look into the region’s charm.
- Plan Your Day Strategically: Map out key destinations in advance to maximize your time and enjoy the best of what this destination has to offer.
Transportation Options
- Public Transit: The area is well-served by Winnipeg's public transportation system, offering convenient bus routes that connect you to various parts of the city.
- Taxi Services: Taxis and ride-sharing services such as Uber are readily available here, providing quick and reliable transportation options within the region.
- Bike Rentals: Explore the neighborhood on two wheels through local bike rental services, perfect for those seeking an eco-friendly way to see the sights.
- Walking: The compact layout encourages walking, making it easy to access nearby attractions and accommodations in this vibrant part of the city.
Local Customs Options
- Indigenous Heritage Celebrations: Recognize the significance of Indigenous traditions, which are celebrated through local events and cultural displays here in the region.
- Respect for Local Artisans: Support artisans by engaging with their craft markets and exhibitions, reflecting the area's rich artistic heritage.
- Community Gatherings: Participate in neighborhood festivals and public gatherings that foster a sense of community and showcase regional hospitality.
- Traditional Culinary Practices: Enjoy the authentic flavors of regional cuisine, often featuring locally sourced ingredients and culinary customs.
Frequently Asked Questions About Old Market Square Rentals by Owner
1. What are the top vacation rentals in Old Market Square?
There are a lot of options in Old Market Square. If you plan on staying in the Old Market Square area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Old Market Square:
- Lovely St Boniface home w/king bed + private yard
- Academy & Wellington (Suite 2) Sleeps 8 (six beds) on Academy & Wellington
- The Academy - 5 beds, big TV’s, comfy beds, parking
- McMillan Masterpiece - (Sleeps 8) comfy beds, big TV’s, parking
- Recently renovated home just a 7 minute walk from the St Boniface Hospital.
- Guest suite in The Gates - Lower level luxury with sauna, workspace & fireplace
- Central Mid-Century Modern Newly Renovated Bungalow
- Peaceful Bay Getaway! The entire lower level private guest suite is all yours!
- Luxurious 2 bed 2 bath penthouse PH1 downtown
- Retraite Saint Boniface/St. Boniface Retreat
2. How many Rentbyowner vacation rentals are available in Old Market Square?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 334 in the Old Market Square area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Old Market Square.
3. What is the cancellation policy for rental properties in this area?
4. How do I ensure my booking with a rental owner in this region is secure?
5. Are there any age restrictions or specific check-in procedures I should be aware of?
6. What amenities can I expect when booking a rental here?
7. How do I communicate with the property owner if I have questions during my stay?
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