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Osborne Village holiday lettings

We found 88 holiday rentals — enter your dates for availability

Discover a selection of 5 flats and other holiday rentals in Osborne Village that are perfect for your trip. Holiday rentals provide the amenities that you need and want for your stay with friends, family or just your pet, such as parking and air conditioning. What you'll find is a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Find spaces that suit your style

Why visit Osborne Village

  • Vibrant atmosphere: Experience the lively streets of Osborne Village, filled with local shops and eateries.
  • Cultural events: Attend the dynamic Osborne Street Festival, showcasing the neighbourhood's charm and community spirit.
  • Diverse accommodation: Choose from a variety of vacation rentals, including modern condos and stylish apartments.
  • Family-friendly activities: Enjoy attractions suitable for all ages, making it perfect for family outings.
  • Accessible amenities: Benefit from convenient facilities that enhance your visit, whether for leisure or business.

Popular types of accommodation around Osborne Village

Vrbo offers a delightful selection of vacation rentals in Osborne Village, tailored to meet the needs of every traveller. Whether you’re seeking charming houses, modern condos, or stylish apartments, you'll find the perfect spot to unwind. With options like Osborne apartments and Osborne Village apartments for rent, you can enjoy the local culture and attractions while comfortably settling in. Explore your ideal accommodation in this vibrant Winnipeg neighbourhood today.

  • Houses: The most sought-after option in Osborne Village, offering spacious and comfortable stays ideal for families or groups.
  • Condos: A popular choice for those seeking modern amenities and a vibrant community atmosphere during their visit.
  • Apartments: Well-suited for solo travellers or couples, providing convenient and stylish living spaces.
  • Cottages: A delightful choice, perfect for a quaint getaway surrounded by nature.
  • Cabins: These rustic retreats are ideal for those wanting a back-to-nature experience in a peaceful setting.**

Top attractions near Osborne Village

Osborne Village in Winnipeg, Manitoba, is perfect for family, city, and business-themed holidays. Visitors can enjoy a variety of attractions, including museums, modern colleges, and event venues, catering to those seeking culture and outdoor experiences. Don't miss the vibrant Osborne Street Festival, which adds to the local charm. Whether you're exploring with family or on a business trip, there's something for everyone in this lively neighbourhood.

  • RBC Convention Centre Winnipeg: This vibrant venue is perfect for business events, offering modern facilities and a professional atmosphere. Located 435m from Osborne Village, it frequently hosts conferences and exhibitions, making it a hub for networking and collaboration.
  • University of Winnipeg: A modern institution situated 621m away, the university boasts a lively campus with a diverse student body. Its urban setting provides a unique educational vibe, with various events and activities that engage both students and visitors.
  • Canadian Museum for Human Rights: Just 621m from Osborne Village, this striking museum offers an immersive experience into human rights history and advocacy. With its unique architecture and thought-provoking exhibits, it is a cultural landmark that inspires reflection and dialogue.

Things to do recommended for couples

For a romantic getaway in Osborne Village, consider a night at the Royal Winnipeg Ballet, just 559m away, where culture and romance intertwine. Alternatively, embrace the thrill of the Stony Mountain Ski Area, 9.3km away, perfect for couples who enjoy skiing together amidst beautiful landscapes.

Things to do recommended for families

Families will have a fantastic time at the Canada Life Centre, just 1.6km from Osborne Village, immersing in sports excitement. The Forks National Historic Site and Plaza at the Forks, both 1.6km away, offer serene spots for relaxation and wellness, perfect for unwinding together.

Things to do recommended for groups

Groups visiting Osborne Village can enjoy shopping at Polo Park, just 1.2km away, or explore the vibrant Forks Market within 559m. For a cultural evening, the Burton Cummings Theatre, located 621m from the village, offers a delightful blend of entertainment and romance.

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

When you’re planning a trip, whether it’s with friends, family, or pets, or if you’re seeking a longer getaway, be sure to filter your options according to your key priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Osborne Village with a group: Think about how many bedrooms you'll require, as well as additional features like a fully-equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • Traveling to Osborne Village with young kids: Travelling with young children can present its challenges. It’s important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that are enjoyable for families.
  • Taking your pets with you to Osborne Village: For many, a family holiday isn't truly fulfilling without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Osborne Village: If you're in search of holiday rentals with special offers for stays of a month or longer, you've come to the perfect spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to include additional features in your search, such as a parking space, a well-equipped kitchen, or a private pool.

Where to stay near Osborne Village

Osborne Village, a vibrant neighbourhood in Winnipeg, offers a delightful mix of local shops, eateries, and a friendly atmosphere perfect for families and business travellers alike. Explore its lively streets, where the heart of the community pulsates with life, and enjoy the accessible amenities that make it a charming destination. Whether you're seeking a romantic outing or a family-friendly adventure, Osborne Village is a splendid choice for your Canadian getaway.

  • Downtown Winnipeg: Downtown Winnipeg is a vibrant hub located 435m from Osborne Village, offering a delightful mix of family-friendly activities and business opportunities. Visitors can immerse themselves in the local culture by exploring the numerous entertainment venues, including an arena and a shopping mall centre. The area is also home to significant landmarks such as the stadium and sports facilities, as well as various event and conference venues. With its lively atmosphere, Downtown Winnipeg is the perfect place to enjoy a day of shopping, dining, and entertainment.
  • Legislature: Just 249m from Osborne Village, the Legislature neighbourhood invites visitors to experience its beautiful parks and engaging outdoor spaces. Ideal for families and those seeking a relaxing day out, this area features a recreational arena and stunning urban parks. Travellers can explore the impressive legislative building and enjoy the scenic surroundings, which also include a stadium and a convention centre. Whether you’re looking to unwind with a leisurely stroll or participate in community events, the Legislature is a charming spot to visit.
  • Division No. 11: Located 497m from Osborne Village, Division No. 11 is a fantastic destination for those seeking adventure and breathtaking scenery. This area boasts access to a national park and a historic village, making it perfect for outdoor enthusiasts. Visitors can enjoy activities like hiking and exploring the natural beauty of the national state park nearby. With its diverse landscapes and rich history, Division No. 11 promises an exhilarating experience for anyone looking to connect with nature and discover the region's 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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January5.2°F (-14.9°C)No Rain (Dry)Mostly CloudyModerately LowSlightly Low
February5.2°F (-14.9°C)No Rain (Dry)Mostly CloudyModerately LowSlightly Low
March22.5°F (-5.3°C)No Rain (Dry)Mostly CloudyAverageAverage
April37.4°F (3.0°C)No Rain (Dry)Mostly CloudyAverageSlightly Low
May53.6°F (12.0°C)Light RainMostly SunnyAverageAverage
June64.0°F (17.8°C)Light RainMostly SunnyModerately HighAverage
July68.7°F (20.4°C)Light RainMostly SunnyModerately HighSlightly High
August67.8°F (19.9°C)Light RainMostly SunnyModerately 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 CloudyModerately LowSlightly High

Booking with Vrbo is a breeze

Are you hoping to make your next getaway more affordable? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, you could enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a helpful platform where you can easily create new trips, resume your previous planning, or review and organise your travel arrangements. You’ll discover any properties you’ve saved or booked neatly sorted into categories: Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

How much does it cost to rent a holiday home in Osborne Village?
Prices for holiday 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 holiday 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 holiday rentals with parking?
Vrbo offers a wide selection of holiday 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 holiday rentals in Osborne Village?
A long-stay holiday 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 holiday rental?
July is the most popular month to visit Osborne Village, a vibrant neighbourhood in Winnipeg, Manitoba. During the peak season from June to August, visitors flock to this lively area to enjoy the warm summer weather and the bustling cultural scene. With temperatures typically ranging from 20 to 25 degrees Celsius, it's an ideal time for outdoor activities, exploring local boutiques, and indulging in the diverse culinary offerings.

As you stroll through Osborne Village, you'll find plenty of opportunities for sightseeing, from unique street art to charming parks. The area is known for its friendly atmosphere, making it great for both solo travellers and families looking to soak up the sun and engage with the local community.

If you're seeking a more budget-friendly experience, consider planning your visit in December. It's cooler, with temperatures hovering around -10 degrees Celsius, this month brings a magical winter charm to the Village, with festive decorations and opportunities for seasonal activities, such as ice skating and Christmas markets.

Ultimately, the best time to book a holiday rental in Osborne Village depends on your preferences for lively summer experiences or a quieter, festive winter escape.
How early should I book a Osborne Village holiday rental?
Book your Osborne Village holiday 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 holiday 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 mix of attractions and local culture. This neighbourhood is known for its eclectic shops, trendy cafes, and diverse dining options, making it a great place to explore on foot. The Osborne Street area is particularly lively, with a variety of boutiques and artisanal stores that showcase local craftsmanship.

One of the highlights is the picturesque Assiniboine Riverwalk, which offers scenic views and opportunities for leisurely strolls or cycling. The nearby Forks Market, although just a short distance away, is a must-visit for its historic significance and bustling atmosphere, featuring a wide array of food vendors, shops, and outdoor spaces where events and markets often take place.

Additionally, Osborne Village is home to several parks, such as the charming Vimy Ridge Park, which provides a peaceful retreat for relaxation and outdoor activities. The neighbourhood also hosts various art galleries and performance venues, contributing to its vibrant arts scene.
Can I change or cancel my Osborne Village home rental booking on Vrbo?
To find Osborne Village holiday 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 cabin or a beach house, 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 holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, 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 organising 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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