Transcona holiday rentals
We found 59 holiday rentals — enter your dates for availability
Discover a selection of 14 homes and other holiday rentals in Transcona that are perfect for your trip. Holiday rentals provide the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and a hot tub. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find properties near top attractions in Transcona
Find the best place to stay - Transcona

Luxury 1 bedroom Basement suite (Private Entrance and Free Parking)
Sleeps 2 · 1 bedroom · 1 bathroom

Charming 2-bedroom apartment in wonderful Devonshire area of Winnipeg with WiFi
Sleeps 4 · 2 bedrooms · 1 bathroom

Royal Oak - 2-bedroom (King & Queen bed), Living Area, Kitchen and Full bathroom
Sleeps 6 · 2 bedrooms · 1 bathroom

Entire Guest Suite/Separate Entrance/Free Parking in Winnipeg
Sleeps 2 · 1 bedroom · 1 bathroom

Cozy and Charming private 2B/R basement suite/Private entrance/self check in
Sleeps 4 · 2 bedrooms · 1 bathroom

Flamingo Home! A family-friendly home with 4 bedrooms and 3 bathrooms.
Sleeps 8 · 4 bedrooms · 3 bathrooms
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
When is the best time to visit Transcona for a holiday rental?
The best time to visit Transcona for a holiday rental is during the peak season from April to June. This vibrant period draws visitors keen to enjoy the delightful spring weather and various local events. With temperatures typically ranging from 5 to 20 degrees Celsius, it's an ideal time for outdoor activities, including leisurely strolls in the nearby parks and exploration of the area's charming community.June stands out as the most popular month, offering an energetic atmosphere that resonates with both locals and tourists. The community comes alive with festivals, markets, and activities that showcase the warm spirit of Transcona, making it a great time to immerse yourself in the culture.For those seeking a more budget-friendly experience, consider planning your visit in December. While this month is part of the low tourist season, it provides a unique opportunity to enjoy the charm of winter festivities, including holiday lights and local celebrations.
What are the top attractions in Transcona, Manitoba, Canada?
In Transcona, visitors can explore a variety of attractions that highlight the area's unique charm. One of the main draws is the Transcona Historical Museum, which showcases the local history and heritage, offering insights into the development of the community and its railway significance. The museum is located conveniently near the town centre, making it accessible for those staying nearby.For outdoor enthusiasts, the Kildonan Park is a short drive away, featuring beautiful gardens, walking trails, and picnic areas, ideal for a relaxing day out. Additionally, the nearby Transcona Trail provides scenic pathways for walking and cycling, superb for enjoying the natural surroundings.Transcona also boasts numerous local shops and eateries, particularly along Regent Avenue, where visitors can experience the local culture and cuisine. The area is known for its community events, such as the annual Transcona Festival, which showcases local talent and brings residents together.
Are all fees included in the Transcona 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 Transcona holiday homes with parking?
Stayz offers a wide selection of holiday homes in Transcona 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 Transcona holiday homes?
You can find great discounts on holiday homes in Transcona 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 Transcona holiday home booking on Stayz?
To find Transcona 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 Transcona?
A long-stay holiday home in Transcona 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 Transcona holiday home?
Book your Transcona 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 Transcona?
Prices for holiday homes in Transcona 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 Transcona 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.
More holiday ideas
- Osborne Village Holiday Rentals
- Saint Malo Holiday Rentals
- Winnipeg Holiday Rentals
- Gimli Holiday Rentals
- Chalet Beach Holiday Rentals
- Beaconia Holiday Rentals
- Pelican Beach Golf and Country Club Holiday Rentals
- Winnipeg Beach Holiday Rentals
- St. Andrews Holiday Rentals
- Petersfield Holiday Rentals
- Manitoba Holiday Rentals


