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Osborne Village holiday rentals

We found 92 holiday rentals — enter your dates for availability
Discover a selection of 6 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.

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

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.
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.
Are all fees included in the Osborne Village holiday homes prices shown on Stayz?
Stayz 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.
Are there any Osborne Village holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Osborne Village holiday homes?
You can find great discounts on holiday homes in Osborne Village on Stayz, 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.
Can I change or cancel my Osborne Village holiday home booking on Stayz?
To find Osborne Village holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Osborne Village?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Osborne Village holiday home?
Book your Osborne Village holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Osborne Village?
Prices for holiday homes 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. Stayz offers something for every taste and budget, from affordable homes in Osborne Village to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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