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Osborne Village vacation rentals

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August 2025

September 2025

Discover a selection of 5 condos and other vacation rentals in Osborne Village that are perfect for your trip. Vacation rentals provide the best amenities for your family, friends, or furry companion, such as air conditioning and a pool. You'll be able to choose a rental that has what everyone needs, including places that are non-smoking or accessible.

Find spaces that suit your style

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Condo/Apartment

Find the best place to stay - Osborne Village

Winnipeg Holiday

Sleeps 2 · 1 bedroom · 1 bathroom

Top rated rentals - Osborne Village

Amazing Location to The Forks & Downtown

We stayed at this cute little place and enjoyed our time and would stay here again! The owners were easy to get ahold of and responded quickly. Area is very walkable with nearby coffee shops, restaurants and we felt safe in the area.

SHARON B.

Stayed Jul 2025

The cozy bedroom includes a king size bed, luxury bedding, a dresser and hangers

Premier Host

European Get Away in the Heart of Winnipeg

All around Excellent stay.

Lynne G.

Stayed Jun 2025

Premier Host

Comfortable, spacious, quiet apartment

We stayed here for several days with our adult son and his partner. The layout (with bedrooms upstairs and 2.5 bathrooms) was great for two couples on different schedules. Nice location and we appreciated the underground parking. The apartment is attractive, roomy, and well equipped. Communication with Egilio was excellent and early check-in was a nice bonus. Would definitely stay here again.

Nazeem M.

Stayed Apr 2025

Family Day Weekend

We visited from Ontario for the Family Day weekend. The house is spacious but not overly so, just right for a family with three (young) adult kids. The host was quick to respond to questions and very helpful.

Michelle M.

Stayed Feb 2025

Comfortable, quiet location

Very nice layout with 2 bedrooms, a full bath and a half bath. Well appointed kitchen. Not much in walking distance but shopping and downtown are both short car rides(10 minutes).

Robert B.

Stayed Nov 2024

Find out more about Osborne Village

Why visit Osborne Village

Cultural Experiences: Explore local art galleries and museums that showcase Winnipeg's rich heritage.
Diverse Dining: Enjoy a wide array of restaurants offering everything from local cuisine to international flavours.
Charming Parks: Relax in beautiful parks that provide a peaceful retreat within the vibrant neighbourhood.
Unique Shopping: Discover local boutiques and specialty shops for one-of-a-kind souvenirs and gifts.
Convenient Accessibility: Experience the ease of navigating the area, making it perfect for families and business travellers alike.

Popular types of accommodation around Osborne Village

Planning a getaway to Osborne Village? You're in for a treat! This vibrant neighbourhood offers an array of vacation rentals, from charming private homes to modern condos and apartments. Discover the best Osborne apartments, including those in Winnipeg, and explore options like Osborne Terraces to find the perfect spot for your stay. Get ready to experience the beauty and culture of Osborne Village while enjoying the comfort of your home away from home.

Houses: These spacious homes are the top choice for visitors to Osborne Village, ideal for families or groups seeking comfort and privacy.
Condos: Offering modern amenities and convenient locations, condos are the second favourite choice for travelers wanting a stylish stay.
Apartments: A popular option for solo travellers or couples, apartments provide a home-like atmosphere with essential comforts.
Cottages: Perfect for a quaint getaway, cottages offer a charming escape for those wanting a peaceful retreat.
Cabins: A delightful choice for nature enthusiasts, cabins provide a rustic experience while being close to the outdoors.**

Top attractions around Osborne Village

Osborne Village in Winnipeg is perfect for family, city-themed, or business vacations, offering a vibrant mix of attractions. Visitors can explore a variety of points of interest, including event venues, museums, and modern educational institutions. The area caters to those seeking cultural experiences and family-friendly activities, making it a delightful destination with something for everyone.

RBC Convention Centre Winnipeg: A premier event space, this venue offers a professional atmosphere ideal for conferences and exhibitions. Its modern design and accessible location make it a hub of business activity, perfect for networking and attending events.
Canadian Museum for Human Rights: This striking architectural marvel focuses on the importance of human rights across the globe. Engaging exhibits and interactive displays provide visitors with a profound cultural experience that promotes understanding and empathy.
University of Winnipeg: A vibrant institution in the heart of the city, it combines modern architecture with a lively student atmosphere. The university's diverse programs and community events make it a great place to explore local culture and innovation.

Things to do recommended for couples

For a romantic getaway in Osborne Village, catch a captivating performance by the Royal Winnipeg Ballet, just 1.4km away, where culture and passion intertwine. If you’re up for adventure, head to Stony Mountain Ski Area, 24.1km away, for thrilling skiing and sports vibes together.

Things to do recommended for families

While visiting Osborne Village, families can catch a game at the Canada Life Centre, explore the relaxing Forks National Historic Site, or unwind at the Plaza at the Forks, all within 1.6km's reach. These spots offer a perfect blend of fun and relaxation for everyone.

Things to do recommended for groups

Groups visiting Osborne Village can enjoy a shopping spree at Polo Park, indulge in local flavours at Forks Market, and catch a captivating performance at Burton Cummings Theatre, all while soaking in the vibrant culture and community atmosphere of Winnipeg.

What do I need to keep in mind when booking a vacation around Osborne Village

If you're planning a trip with a group, family, or pets, or if you're considering an extended stay, it's essential to set your priorities when filtering options. Here are some helpful booking tips for Vrbo to assist you.

Traveling to Osborne Village with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily apply filters for these options and more on Vrbo.
Traveling to Osborne Village with young kids: Embarking on a trip with young children can present its own set of challenges. It's essential to prioritize their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, it's wise to take into account your closeness to attractions that cater to families.
Taking your pets with you to Osborne Village: For many families, a trip wouldn’t feel complete without their furry companions. If you can relate, take a look at Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that all members of your family feel comfortable and at home.
Planning for a long term stay visiting Osborne Village: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay around Osborne Village

Osborne Village is a vibrant neighbourhood in Winnipeg, perfect for families and business travellers alike. With its friendly atmosphere, explore local boutiques, diverse dining options, and charming parks. The area is easily accessible, offering a delightful blend of urban culture and community spirit. Just a short distance away, you can discover more of Winnipeg's unique attractions, ensuring a memorable experience in this lively corner of the city.

Downtown Winnipeg: Downtown Winnipeg is a vibrant neighbourhood located 1.1km away from Osborne Village, buzzing with energy and offering a mix of family-friendly activities, business opportunities, and entertainment options. Visitors can enjoy an array of attractions, including the arena entertainment facility and a bustling shopping mall. Key landmarks in the area include the local stadium and a prominent sports facility, making it a hub for sporting events and conferences. With its lively atmosphere and diverse offerings, Downtown Winnipeg is a must-visit for travellers seeking a dynamic urban experience.
Legislature: Situated 644m from Osborne Village, the Legislature neighbourhood is perfect for those looking to immerse themselves in outdoor activities and the urban environment. This area features a delightful recreational area and an arena entertainment facility, ideal for families and outdoor enthusiasts alike. Visitors can explore nearby attractions like the sports facility stadium and the picturesque urban park, which provides a serene escape from the bustling city. The Legislature’s blend of nature and city life makes it an inviting spot for a leisurely day out.
Exchange District: Located 1.6km from Osborne Village, the Exchange District is a historic neighbourhood that captivates visitors with its unique blend of family-friendly activities, business centres, and cultural experiences. The area is known for its arena entertainment facility and shopping mall, catering to all tastes. Key landmarks include a sports facility stadium and a modern college, enriching the district's educational and cultural landscape. The Exchange District's vibrant atmosphere and diverse attractions offer a fantastic experience for those looking to explore Winnipeg's rich heritage.

Best time to go to Osborne Village

If you're planning a trip to Osborne Village, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like December to February tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	5.2°F (-14.9°C)	No Rain (Dry)	Mostly Cloudy	Slightly Low	Slightly Low
February	5.2°F (-14.9°C)	No Rain (Dry)	Mostly Cloudy	Slightly Low	Slightly Low
March	22.5°F (-5.3°C)	No Rain (Dry)	Mostly Cloudy	Average	Average
April	37.4°F (3.0°C)	No Rain (Dry)	Mostly Cloudy	Average	Slightly Low
May	53.6°F (12.0°C)	Light Rain	Mostly Sunny	Average	Average
June	64.0°F (17.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
July	68.7°F (20.4°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	67.8°F (19.9°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
September	59.0°F (15.0°C)	Light Rain	Mostly Sunny	Average	Average
October	43.7°F (6.5°C)	Light Rain	Mostly Sunny	Average	Average
November	26.8°F (-2.9°C)	No Rain (Dry)	Mostly Cloudy	Average	Average
December	11.1°F (-11.6°C)	No Rain (Dry)	Mostly Cloudy	Slightly Low	Slightly High

Booking with Vrbo is simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate. Furthermore, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to refine your search by price, location, and type of vacation rental. We're here to help you find the best options for your needs!

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform for you to plan new trips, resume your previous ones, or review and manage your travel arrangements. You can easily access your saved or booked properties, organized into categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Osborne Village?

In Osborne Village, condos are the most popular type of vacation rental, with several options available throughout this vibrant neighbourhood. These properties often come equipped with modern amenities such as fully furnished kitchens, stylish living areas, and access to fitness facilities or communal lounges. The area is known for its lively atmosphere, being close to local boutiques, cafes, and parks, making it an ideal base for exploring the city.

How much does it cost to rent a vacation home in Osborne Village?

Prices for vacation rentals in Osborne Village vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Osborne Village to more spacious homes.

Are there any discounts for Osborne Village vacation house rentals?

You can find great discounts on house rentals in Osborne Village on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.

Are there any Osborne Village vacation rentals with parking?

Vrbo offers a wide selection of vacation rentals in Osborne Village with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.

Can I find long-stay vacation rentals in Osborne Village?

A long-stay vacation rental in Osborne Village is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

When is the best time to visit Osborne Village for a vacation rental?

The most popular time to visit Osborne Village is during the summer months, specifically from June to August. This period attracts a vibrant mix of travellers eager to experience the lively atmosphere, with plenty of outdoor events, festivals, and cultural activities taking place. The pleasant temperatures, often reaching the low 20s Celsius, create ideal conditions for exploring the charming streets filled with unique shops, galleries, and eateries.

July stands out as the peak month for visitors, offering a bustling environment where you can enjoy local events, including art fairs and music festivals. The warm weather invites leisurely strolls along the Assiniboine River and opportunities to relax in the nearby parks. Whether you're sampling local cuisine or soaking up the vibrant arts scene, there's something for everyone to enjoy.

For those looking for a more cost-effective getaway, consider visiting Osborne Village in December. While it's the low season, the vacation charm of the area shines through with festive lights and markets. This quieter month allows for a more intimate experience, superb for enjoying the local culture at a leisurely pace.

Are there any remote work vacation rentals in Osborne Village?

In Osborne Village, Manitoba, there are several remote work vacation rentals available, making it a great choice for those needing to balance work and leisure. This vibrant neighbourhood is known for its trendy atmosphere, offering a range of cafes, shops, and local restaurants within easy reach. Many of the rental properties come equipped with essential amenities for remote work, such as Wi-Fi, dedicated desk spaces, and ergonomic desk chairs, ensuring a comfortable environment for productivity. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.

How early should I book a Osborne Village vacation rental?

Book your Osborne Village vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.

What are the top attractions in Osborne Village?

In Osborne Village, visitors can enjoy a vibrant array of attractions and amenities. This neighbourhood is renowned for its eclectic mix of boutique shops, art galleries, and cafes, making it a delightful area for leisurely strolls and shopping. The picturesque waterfront along the Assiniboine River offers scenic walking paths and parks, which are superb for picnics or casual outings.

Can I change or cancel my Osborne Village home rental booking on Vrbo?

To find Osborne Village vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.

Why should I join Vrbo as a host?

Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.

Are all fees included in the Osborne Village vacation rental prices shown on Vrbo?

Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.