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Osborne Village vacation rentals

We found 88 vacation rentals — enter your dates for availability

Discover a selection of 6 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.
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Find out more about Osborne Village

Why visit Osborne Village

  • Vibrant Culture: Experience the lively atmosphere with local shops, dining options, and street vendors.
  • Iconic Attractions: Visit landmarks like the Canada Life Building and nearby museums.
  • Live Music & Events: Enjoy various live performances and fun activities throughout the area.
  • Scenic Views: Take in the beautiful river crossings and charming village scenery.
  • Diverse Accommodations: Choose from upscale apartments, cozy condos, and vacation homes tailored to your needs.

Popular types of accommodation around Osborne Village

Planning a getaway to Osborne Village? Exciting accommodations await you. Discover a variety of options, including upscale apartments, houses, and cozy condos. Whether you're looking for main floor units or charming Winnipeg apartments, Osborne Village has something to suit every traveler's needs. Enjoy the vibrant atmosphere and convenient access to local attractions while enjoying the comfort of your ideal rental.

  • Houses: The top choice for travelers in Osborne Village, offering a home-like atmosphere perfect for families or groups.
  • Condos: A popular option featuring modern amenities and often located in vibrant areas, ideal for enjoying the local scene.
  • Apartments: A favored accommodation type that provides convenience and comfort for solo travelers or couples.
  • Cabins: A charming option for those seeking a cozy retreat surrounded by nature.
  • Villas: A luxurious choice for travelers looking for spacious living and upscale features.**

Top attractions in and around Osborne Village

Osborne Village in Winnipeg is perfect for business, family, and city-themed vacations, offering a vibrant mix of culture and outdoor experiences. Explore local attractions like museums, lively streets, and the iconic Canada Life Building. Enjoy live music, fun activities, and the charm of street vendors, all while taking in the scenic river crossing. This area has something for everyone, making it an ideal destination for travelers seeking a memorable experience.

  • The McKim Courtyard: A vibrant piazza in Osborne Village, The McKim Courtyard is a cultural hub where you can enjoy local art, lively events, and a relaxed atmosphere surrounded by charming shops and cafes.
  • Canadian Museum for Human Rights: Located a mile away, this striking museum offers an engaging exploration of human rights issues, featuring innovative exhibits and stunning architecture that inspire reflection and dialogue.
  • Corydon Avenue: Just 0.6 miles from Osborne Village, Corydon Avenue is a bustling street filled with diverse restaurants, shops, and nightlife, making it a perfect spot for dining and entertainment.

Things to do recommended for couples

Osborne Village offers a charming escape for couples. Enjoy a cozy dinner at a local bistro, explore unique boutiques, or take a romantic stroll along the riverfront. Don't miss the vibrant art scene and cozy cafés that make for the perfect date night atmosphere.

Things to do recommended for families

Families visiting Osborne Village can explore the Assiniboine Park Zoo, where kids can see exotic animals up close, and enjoy interactive play at the nearby Children's Museum, filled with hands-on exhibits. Don't miss the vibrant local shops and cozy cafes for a delightful family experience.

Things to do recommended for groups

Explore the vibrant shops and cafes of Osborne Village, then enjoy a group bike tour along the scenic Assiniboine River. Cap off your day with a fun evening at a local pub featuring live music and delicious Canadian cuisine.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

When planning your trip—whether you're traveling with a group, family, or pets, or if you're considering an extended stay—it's important to prioritize your preferences. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Osborne Village with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Osborne Village with young kids: Traveling with young kids can present its own set of challenges. It's important to prioritize their comfort and safety, along with offering suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Osborne Village: For many families, a vacation wouldn't feel whole without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Osborne Village: If you're searching for vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the right 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.

Where to stay near Osborne Village

Osborne Village, a vibrant neighborhood in Winnipeg, offers a unique blend of city charm and community spirit. Known as the heart of Osborne Village, this area is perfect for family vacations and business trips alike. Explore desirable and accessible neighborhoods filled with friendly faces, local shops, and delightful dining options. Experience the essence of village living while enjoying the bustling atmosphere that makes this area a must-visit destination for travelers.

  • Winnipeg: As the capital city of Manitoba, Winnipeg is a vibrant urban center that offers a rich blend of culture, history, and modern amenities. Situated in the heart of Canada, it is known for its diverse attractions, including shopping malls, arenas, and a variety of entertainment venues. Visitors can explore local landmarks, such as the iconic sports stadium and the renowned modern college university. Whether you're here for family fun or business, Winnipeg's bustling atmosphere and welcoming locals make it a must-visit destination.
  • Downtown Winnipeg: Located just 0.7 miles from Osborne Village, Downtown Winnipeg is the city's bustling core, ideal for both leisure and professional activities. This neighborhood is packed with shopping centers and arena entertainment facilities that cater to all tastes. Its proximity to major attractions, including a sports facility stadium and a conference venue, ensures a dynamic experience. Downtown Winnipeg is perfect for families and business travelers looking to immerse themselves in the city's vibrant culture and enjoy its many offerings.
  • Legislature: Only 0.4 miles away from Osborne Village, the Legislature neighborhood is a charming area that combines business and leisure. Known for its stunning architecture, this area is home to the Manitoba Legislative Building and offers a wealth of attractions, including an education hub and shopping areas. Visitors will appreciate the convenient access to an event conference venue and a sports facility stadium, making it an excellent choice for family outings or business engagements. The Legislature neighborhood exemplifies Winnipeg's blend of history and modern city life.

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 January to February and April tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January5.2°F (-14.9°C)No Rain (Dry)Mostly CloudySlightly LowSlightly Low
February5.2°F (-14.9°C)No Rain (Dry)Mostly CloudySlightly LowSlightly Low
March22.5°F (-5.3°C)No Rain (Dry)Mostly CloudyAverageSlightly Low
April37.4°F (3.0°C)No Rain (Dry)Mostly CloudySlightly LowAverage
May53.6°F (12.0°C)Light RainMostly SunnyAverageAverage
June64.0°F (17.8°C)Light RainMostly SunnySlightly HighAverage
July68.7°F (20.4°C)Light RainMostly SunnySlightly HighSlightly High
August67.8°F (19.9°C)Light RainMostly SunnySlightly HighSlightly High
September59.0°F (15.0°C)Light RainMostly SunnyAverageAverage
October43.7°F (6.5°C)Light RainMostly SunnyAverageAverage
November26.8°F (-2.9°C)No Rain (Dry)Mostly CloudyAverageAverage
December11.1°F (-11.6°C)No Rain (Dry)Mostly CloudyAverageSlightly High

Booking with Vrbo is a breeze

Are you hoping to save on your next getaway? Being flexible with your travel dates can really make a difference, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options for your travel needs.

Vrbo Trips: Planning made easy

Vrbo's Trip Board feature offers you a convenient way to plan your trips. You can easily start new trips, pick up where you left off, or manage your existing plans. You'll find your previously saved and booked properties categorized under Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Osborne Village?
In Osborne Village, apartments are the most common vacation rental option, with about 11 available in this vibrant neighborhood known for its trendy shops and lively option. These apartments typically feature modern amenities, including fully equipped kitchens, comfortable living spaces, and often access to communal facilities like fitness centers or rooftop terraces. Additionally, several condos and vacation houses can be found, offering more spacious rooms for families or groups.
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 traveling 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. To get the best value, book early and take advantage of Vrbo's free rewards program.
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.
What are popular rental amenities in Osborne Village?
In Osborne Village, popular vacation rental amenities include fully equipped kitchens, allowing travelers to prepare their own meals, and onsite parking for convenience. Many rentals also feature a coffee and tea maker, which is a nice touch for those who enjoy a warm beverage. Additionally, travelers can expect comfortable working spaces with desks, ideal for business travelers or those needing to catch up on work. Many properties also offer balconies, providing a pleasant outdoor space to relax and enjoy the neighborhood atmosphere.
Can I find family house rentals in Osborne Village?
In Osborne Village, Manitoba, there are several family-friendly house rentals available, making it an excellent choice for those traveling with kids. This vibrant neighborhood is known for its unique charm and accessibility to various attractions. Many homes in the area feature spacious living rooms, fully equipped kitchens for preparing family meals, and outdoor spaces where children can enjoy some fresh air.

Visitors will appreciate the proximity to parks and playgrounds, ensuring that outdoor fun is just a short walk away. Additionally, the area is rich in local culture, with cafes, shops, and art galleries offering plenty of opportunities for family outings.
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 travelers 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 book pet-friendly vacation rentals in Osborne Village?
In Osborne Village, travelers can find several pet-friendly vacation rentals that cater to those traveling with furry companions. The area is known for its vibrant setting, featuring a mix of modern amenities and local charm. Many of the rentals come equipped with convenient features such as full kitchens, spacious living areas, and laundry facilities, making them ideal for extended stays. Additionally, some properties may offer private outdoor spaces where pets can enjoy fresh air and playtime.

Osborne Village is also close to various parks and green spaces, providing ample opportunities for walks and outdoor activities with pets. Nearby parks often feature walking trails, open fields, and pet-friendly areas, ensuring that both travelers and their pets can enjoy the natural surroundings. See all pet-friendly rentals in Osborne Village.
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. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Osborne Village for a vacation rental?
The best time to visit Osborne Village for a vacation rental is during the peak season from June to August, with July being particularly popular among travelers. This vibrant neighborhood comes alive in the summer, offering a delightful mix of outdoor activities, cultural events, and a lively option. The warm temperatures, typically ranging from the mid-60s to the low 80s Fahrenheit, create superb conditions for exploring the area's charming shops, cafes, and parks.

During these summer months, visitors can enjoy various festivals and events that showcase the local arts scene, making it an ideal time for those seeking a blend of adventure and culture. The bustling streets are filled with people enjoying the sunshine, making it easier to meet fellow travelers and locals alike.

For those looking for a more budget-friendly option, consider visiting in December. While this is the low season, Osborne Village transforms into a winter wonderland, offering a great experience with holiday lights and festive markets. It's a quieter time, allowing for peaceful strolls through the village while still enjoying the cozy atmosphere of local cafes.

Ultimately, your choice of when to visit Osborne Village will depend on whether you're drawn to the energetic summer vibe or the serene beauty of winter.
Are there any remote work vacation rentals in Osborne Village?
In Osborne Village, Manitoba, there are several remote work vacation rentals available, totaling around 17 options. This vibrant neighborhood is known for its artistic flair and close proximity to downtown Winnipeg, making it an appealing choice for remote workers. Many of the rentals feature amenities conducive to productivity, including high-speed internet, Wi-Fi in rooms, dedicated desks, and complimentary in-room internet access.

Travelers can expect comfortable accommodations that cater to both work and leisure, often equipped with cozy living spaces for relaxation after a day of work. Additionally, Osborne Village boasts a lively option with a variety of cafes, restaurants, and shops nearby, providing convenient spots for breaks or casual meetings. The local parks and riverwalk also offer great opportunities for outdoor activities when it's time to unwind. 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, Manitoba, Canada?
In Osborne Village, visitors can enjoy a vibrant and artistic experience filled with various attractions. The area is known for its lively mix of shops, boutiques, and cafes, making it a great spot for leisurely strolls. The local art scene is highlighted by galleries and public art installations, which often feature works by Manitoba artists.

Osborne Village is also close to the scenic Assiniboine River, where travelers can enjoy walking and biking trails that offer picturesque views of the waterfront. For those interested in nightlife, the neighborhood is home to a variety of bars and restaurants, providing an energetic social scene.

Additionally, the nearby Forks Market, a short distance away, offers a blend of historical significance and modern amenities, featuring local vendors, dining options, and cultural activities.
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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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