Discover Your Perfect Old Market Square Vacation Homes

Best Vacation Homes in Old Market Square

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9.7 (9 Reviews)
House
Winnipeg Radiant Home
  • Air Conditioner
  • Parking
  • Security/Safety
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Why Choose Rent By Owner for your Old Market Square Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Old Market Square Vacation Rentals

Where are the best neighborhoods to stay in Old Market Square?

Discover the vibrant neighborhoods surrounding Old Market Square in Winnipeg, Manitoba, where your stay can be nestled in the heart of the city’s dynamic atmosphere. Whether you're exploring the lively streets or seeking a tranquil spot nearby, choosing a vacation rental in this area puts you close to local culture and conveniences. The neighborhood offers a blend of historic charm and modern amenities, making it an ideal base for your Winnipeg adventure. Booking a comfortable and dependable vacation rental here ensures you experience the essence of the city while enjoying a seamless and trustworthy reservation process.

Downtown Winnipeg

Staying in this central area offers convenient access to the vibrant core of the city, making it an ideal base for exploring the region's cultural and business hubs. You'll find a mix of modern amenities and historic charm that enhance your experience here.

View 48+ Rentals in Downtown Winnipeg

St. James

Located just outside the bustling city center, this neighborhood provides a peaceful retreat with easy access to urban attractions. It’s perfect for those seeking a comfortable stay close to local dining, shopping, and scenic parks.

View 27+ Rentals in St. James

Fort Gary

This historic district blends heritage charm with modern comforts, offering a picturesque setting for your visit. It’s an excellent choice for travelers interested in experiencing the area's rich history while enjoying nearby amenities.

View 462+ Rentals in Fort Gary

Exchange District

Renowned for its vibrant arts and entertainment scene, this district is a lively hub packed with unique shops and cultural venues. Staying here places you right in the heart of Winnipeg's dynamic downtown life.

View 47+ Rentals in Exchange District

Regent

Situated close to key attractions and transportation routes, this neighborhood offers a practical and charming location for your stay. It combines accessibility with a welcoming atmosphere for visitors exploring the city here.

View 128+ Rentals in Regent

Legislature

Near the provincial government buildings, this area provides a regal ambiance and proximity to significant landmarks. It’s ideal for visitors interested in the region's political and historical sites.

View 602+ Rentals in Legislature

Best Times to Visit Old Market Square

When should you plan your Vacation Rentals stay?

Choosing the best time to visit here ensures you enjoy comfortable weather and vibrant local events, making your stay in the region truly memorable when booking your vacation rentals in Old Market Square, Winnipeg, Manitoba, Canada.

Peak Season Highlights

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Summer (June to August)

During the warmest months, you can enjoy the lively atmosphere and outdoor events in this area, making it an ideal time to explore and stay nearby.

Average Temperature Daytime: around 25°C - Nighttime: 15°C
autumn
Fall (September to October)

As the region transitions into autumn, the vibrant fall colors and mild weather create a picturesque setting for your visit.

Average Temperature Daytime: about 18°C - Nighttime: 8°C

Off-Season Highlights

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Winter (December to February)

The cold winter months bring fewer tourists, offering a quieter experience; cozy accommodations are perfect for enjoying the season’s tranquility.

Average Temperature Daytime: -10°C - Nighttime: -20°C
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Spring (April to May)

Early spring still experiences cooler temperatures, but it’s an excellent time to find more affordable rates while witnessing the gradual return of greenery.

Average Temperature Daytime: around 10°C - Nighttime: 2°C

Weekly Weather Forecast for Old Market Square

How to Book Your Old Market Square Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Old Market Square

More Top-Rated Vacation Rentals in Old Market Square Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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

  • Access to outdoor seating areas or patios where you can relax and enjoy the fresh air
  • On-site parking facilities for convenient arrival and departure options
  • Enjoyable landscaped gardens or courtyards that enhance your outdoor experience
  • Public parks or green spaces nearby for outdoor activities and picnics
  • Outdoor fire pits or barbeque grills available for leisure and social gatherings
  • Bike storage or rental options to explore the surrounding area actively
  • Nearby walking trails or paths that provide scenic routes around this vibrant destination

Top Attractions Around Old Market Square

What attractions are nearby?

In this vibrant area, you can explore a variety of local events, dine at diverse restaurants, and enjoy cultural experiences that showcase the best of Winnipeg’s lively atmosphere.

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Family Activities

  • Exploring the Old Market Murals: Discover vibrant murals and public art installations that offer engaging photo opportunities and a glimpse into the local culture.
  • Visiting the Canadian Museum for Human Rights: Spend time exploring interactive exhibits that educate and inspire, perfect for a family day out in this region’s cultural hub.
  • Enjoying Public Parks and Play Areas: Relax and play in nearby parks with playgrounds and open spaces where children can unwind while parents soak in the lively atmosphere.
  • Participating in Community Festivals: Join seasonal festivals and markets hosted here, providing fun activities and local entertainment ideal for family outings in this area.
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Adult Activities

  • Explore the vibrant local arts scene: Immerse yourself in galleries and outdoor installations that showcase the region’s creative community, right in the heart of this lively area.
  • Enjoy live performances at nearby venues: Experience a variety of concerts, theater productions, or street performances that bring energy and entertainment to the historic square.
  • Savor diverse culinary experiences: Indulge in the region’s renowned restaurants and bars that offer a range of international and local cuisines within walking distance.
  • Participate in cultural festivals and events: Attend seasonal festivals, markets, and community celebrations that highlight the area's rich heritage and modern vitality.

Old Market Square Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local events and markets: Check the area calendar to discover festivals, markets, and cultural events that can enhance your stay in this vibrant part of Winnipeg.
  • Visit nearby dining establishments: Take advantage of the region’s diverse culinary scene by trying popular restaurants and cafes within walking distance from your vacation rental.
  • Plan outdoor activities: Utilize the scenic parks and pedestrian-friendly streets surrounding here to enjoy leisurely walks, cycling, or picnics during your visit.
  • Connect with local attractions: Use your vacation rentals as a comfortable base to explore the region’s museums, galleries, and historic sites at your own pace.

Transportation Options

  • Public Transit (Bus and Transit Services): You can easily access the area's well-connected bus services, offering convenient transportation throughout Winnipeg.
  • Bike Rentals and Cycling Paths: Explore the vicinity on bike rentals available nearby, with dedicated cycling paths that make getting around here both eco-friendly and enjoyable.
  • Taxis and Rideshare Services: Taxis and rideshare options such as Uber provide hassle-free travel within and around this vibrant part of Winnipeg.
  • Walking: The compact layout of the area makes walking a practical and scenic way to discover local attractions and amenities.

Local Customs Options

  • Indigenous Welcome Ceremonies: You may experience traditional Indigenous welcome ceremonies that honor the region’s rich cultural heritage at various community events in the area.
  • Local Art and Craftsmanship: Supporting local artisans by purchasing handmade crafts and artworks is a common custom, reflecting the area’s vibrant creative scene.
  • Cuisine Sharing Traditions: Sampling regional cuisine in local eateries often involves sharing dishes family-style, highlighting the community’s emphasis on hospitality.
  • Festive Community Gatherings: Participating in seasonal festivals and public celebrations offers an authentic glimpse into the region’s communal spirit and traditions.

Frequently Asked Questions About Old Market Square?

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:

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 486 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 vacation rentals near Old Market Square in Winnipeg?

The cancellation policy varies depending on the individual owner and the specific listing. You should review the cancellation terms detailed in the booking listing or contact the property owner directly for precise information.

4. How do I find available dates and rates for vacation rentals in this area?

Availability and rates are provided on the listing page. You can select your preferred dates to see real-time pricing and availability, ensuring you find the perfect stay in this vibrant destination.

5. Are there any specific check-in and check-out times I should be aware of?

Check-in and check-out times differ by property. Details are typically specified on the listing page. For flexible arrangements, it's best to contact the owner beforehand to confirm your arrival and departure times.

6. What amenities are included in vacation rentals here?

Amenities vary by property; common features include Wi-Fi, kitchen facilities, and laundry options. To ensure the rental meets your needs, review the amenities section of the listing or reach out directly to the owner for clarification.

7. Is there a secure payment process when booking within the region?

Yes, all payments are processed through a secure and trusted platform. For additional peace of mind, verify the details on the booking page and contact customer support if you have any concerns about the transaction.

Best Vacation Homes in Old Market Square

|
9.5 (16 Reviews)
Apartment
Cozy Home in Downtown Winnipeg
  • Parking
  • Security/Safety
  • Restaurant
View Availability