Photo by Tourism Winnipeg/Dan Harper

Winnipeg holiday lettings

We found 475 holiday rentals — enter your dates for availability

Select from 289 houses, 125 apartments and other holiday rentals to find the perfect place for your stay in Winnipeg. Whether you’re travelling with friends, family or even pets, holiday rentals have the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a hot tub. What you'll find is a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Winnipeg (and vicinity)

Showing deals for:24 Apr - 1 May

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Theatrical Winnipeg will entice you

Take a holiday to Winnipeg and enjoy the area's museums, architecture and theatre scene. Renowned for its sporting events, shopping and restaurants, this city welcomes all visitors. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Winnipeg

Are you hoping to discover attractions to visit while you're in the area? Venture out of your holiday home and experience everything that makes Winnipeg a fun spot to go on holiday. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Thermëa - Winnipeg (0.2 mi / 0.3 km)
  • Assiniboine Park Zoo (5.1 mi / 8.1 km)
  • BellMTS Iceplex (9 mi / 14.5 km)
  • Assiniboia Downs (9.1 mi / 14.7 km)
  • Crescent Drive Golf Course (0.2 mi / 0.3 km)
  • Windsor Park Golf Course (2.7 mi / 4.3 km)

Exploring the natural features in Winnipeg

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Winnipeg is a great spot to appreciate mother nature. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Plaza at the Forks (3.9 mi / 6.3 km)
  • Assiniboine Park (4.9 mi / 7.9 km)
  • Saint Norbert Provincial Heritage Park (5.4 mi / 8.7 km)
  • St. Vital Park (0.3 mi / 0.5 km)
  • FortWhyte Alive Center (3.7 mi / 6 km)
  • Old Market Square (4.5 mi / 7.3 km)

How to get to and around Winnipeg

Fly into Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.), the closest airport, located 6.1 mi (9.8 km) from the city centre.

If you're travelling by train, you can make your way to Winnipeg Union Station.

Frequently asked questions

What is the best area to stay in Winnipeg when booking a holiday rental?
When considering a holiday rental in Winnipeg, a popular area to stay in is the Exchange District. This vibrant neighbourhood is known for its stunning architecture, with many historic buildings that have been beautifully preserved. It is a hub for arts and culture, making it an ideal base for those who enjoy galleries, boutique shops, and trendy restaurants. Notable attractions in the vicinity include the Canadian Museum for Human Rights, which offers a profound and engaging experience, and the Forks, a popular gathering place featuring markets, parks, and riverside walking paths.

Another excellent option is the Osborne Village area. This lively district is renowned for its eclectic atmosphere and youthful vibe, boasting an array of cafes, pubs, and unique shops. Staying here provides easy access to the Assiniboine Park, where you can enjoy beautiful gardens, walking trails, and the Assiniboine Park Zoo, making it superb for families and nature enthusiasts alike. The number of properties in this area tends to be plentiful, giving visitors a variety of choices to fit their preferences.
How much does it cost to rent a holiday home in Winnipeg?
Prices for holiday rentals in Winnipeg 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 Winnipeg 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 Winnipeg holiday house rentals?
You can find great discounts on house rentals in Winnipeg 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.
Where are the best Winnipeg ski resort rentals?
For those seeking ski resort rentals near Winnipeg, the closest major ski area is at Holiday Mountain, located in the scenic Pembina Valley region, approximately an hour's drive from the city. The area around the resort provides a range of holiday rentals, including cosy cabins and chalets that cater to winter sports enthusiasts. Many of these properties come equipped with essential amenities such as kitchens for self-catering, fireplaces for those chilly evenings, and comfortable living spaces superb for relaxing after a day on the slopes.
What is the most popular type of holiday rental accomodation in Winnipeg?
In Winnipeg, holiday houses are the most popular type of rental accommodation, with around 210 available across various neighbourhoods. These homes provide ample space, featuring multiple bedrooms, fully equipped kitchens, and often private outdoor areas for relaxation. Many are situated in family-friendly areas, making them ideal for larger groups or families. Additionally, there are about 85 apartments and 48 condos available, typically located in bustling areas close to attractions such as The Forks and the Exchange District. These apartments and condos usually come with modern amenities, including laundry facilities and sometimes balconies, offering a convenient base for exploring the city.
Are there any family house rentals in Winnipeg?
In Winnipeg, there are numerous family-friendly house rentals available, with around 165 options scattered throughout the city. Neighbourhoods such as Fort Garry and St. Vital offer spacious homes that cater to families, often featuring large living areas, full kitchens for preparing meals together, and outdoor spaces for children to play. These properties typically come equipped with modern amenities like Wi-Fi and laundry facilities, ensuring a comfortable stay.
Can I rent a holiday home with a pool or hot tub in Winnipeg?
In Winnipeg, there are several holiday homes available for rent that feature pools and hot tubs, making it a great choice for those seeking relaxation and leisure during their stay. The city offers diverse neighbourhoods, including the vibrant Exchange District and the more residential Fort Garry, where you can find properties with fantastic amenities.
Can I find long-stay holiday rentals in Winnipeg?
A long-stay holiday rental in Winnipeg 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.
Are there pet-friendly house rentals in Winnipeg?
In Winnipeg, travellers can find a variety of pet-friendly house rentals, with over a hundred options available. Many of these holiday homes are situated in neighbourhoods such as Fort Garry and St. Vital, which are well-known for their parks and green spaces. These areas often feature properties equipped with essential amenities including fully stocked kitchens, outdoor areas for relaxation, and comfortable living spaces, making them suitable for families or groups travelling with pets.
Are there any remote work holiday rentals in Winnipeg?
In Winnipeg, there are numerous remote work holiday rentals available, with around 271 options to choose from. The city is well-equipped for remote workers, featuring properties that provide essential amenities such as high-speed Wi-Fi, dedicated desks, and comfortable office chairs. Many of these rentals also include additional conveniences like computer monitors and safes, ensuring a productive work environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Winnipeg holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Winnipeg 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.
What are popular rental amenities in Winnipeg?
In Winnipeg, popular holiday rental amenities include kitchens, which allow travellers to prepare their own meals, as well as complimentary Wi-Fi for staying connected. Many rentals also feature microwaves and refrigerators, providing convenience for storing and reheating food. Additionally, cookware, dishware, and utensils are commonly available, enabling guests to dine comfortably in their accommodations.
When is the best time to visit Winnipeg for a holiday rental?
July is the most popular time to visit Winnipeg for a holiday rental, as the city comes alive during the summer months of June to August. This peak season is characterised by vibrant festivals, outdoor concerts, and numerous activities that allow visitors to fully embrace the warm weather. With temperatures typically ranging from the mid-teens to low twenties Celsius, it's an ideal time for exploring the city's parks, rivers, and historical sites comfortably.

In July, you can enjoy the famous Winnipeg Folk Festival, which attracts music lovers from all over. This lively atmosphere is great for those who seek cultural experiences alongside outdoor adventures. Don't miss the chance to stroll through The Forks, where the Assiniboine and Red Rivers meet, offering picturesque views and a variety of dining options.

If you're looking for a more budget-friendly option, consider visiting in December. While it's the low season, the festive holiday spirit fills the city with charm, making it a delightful time for winter activities. You can experience the beauty of the winter landscape while enjoying seasonal events, like the Festival of Lights.
How early should I book a Winnipeg holiday rental?
Book your Winnipeg 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 Winnipeg?
In Winnipeg, visitors can explore a variety of attractions that highlight the city's rich history and vibrant culture. The Exchange District is a must-visit, renowned for its well-preserved early 20th-century architecture and a thriving arts scene, where holiday rentals often provide easy access to local galleries and theatres. Just a short distance away, The Forks is another popular destination, where the Assiniboine and Red Rivers meet. This area features a market, walking trails, and historical sites, making it a lively spot for both locals and tourists.
Can I change or cancel my Winnipeg home rental booking on Vrbo?
To find Winnipeg 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 Winnipeg 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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