
Vacation rentals in Winnipeg
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Top-rated vacation rentals in Winnipeg
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winnipeg vacation rentals
Winnipeg apartment rentals

Condo in the Heart of Osborne

Lovely 1 bedroom suite with free parking on site.

Luxurious one bedroom suite in Bridgwater

2 Bedrooms Near University of Manitoba

Modern Luxury in Osborne Village

Stunning & Spacious 2 Bedroom Home in Wolseley

Cozy 1 bedroom Basement suite (Private Entrance)

19th Fl Sky High Condo "Winnipeg Sunset Suite"
Other great vacation rentals in Winnipeg

°New York style condo The District° Free Parking

Entire Basement Suite in Winnipeg (Bishop's Suite)

Cutee Home in Prairie Pointe

Exchange District Gem

Zen Bungalow Lower Level Luxury - central

Luxury 1 Bedroom Basement Suite

Restful Haven: Home Away from Home

Bliss and Comfort Home: Basement with Private door
Quick stats about vacation rentals in Winnipeg
Total rentals
1.9K properties
Total number of reviews
85K reviews
Family-friendly rentals
910 properties are a good fit for families
Pet-friendly rentals
440 properties allow pets
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
1.1K properties have a dedicated workspace
Your guide to Winnipeg
All About Winnipeg
Sometimes called Canada’s “Gateway to the West,” the cosmopolitan, multicultural city of Winnipeg is the capital of the province of Manitoba, only 60 miles north of the Minnesota border. The city grew around the confluence of two rivers, the River Red and the River Assiniboine, at a place now known as the Forks. As it has been for thousands of years, the Forks remains the city’s gathering point, where you’ll find a marketplace, restaurants, a skate park, event spaces, and the striking Canadian Museum of Human Rights.
Near the Forks is the bustling Exchange District, which showcases 20th-century heritage buildings and an exciting mix of restaurants, shops, and nightlife. The neighborhood is home to Winnipeg’s thriving cultural life, and you can catch performances at the Royal Manitoba Theatre Centre, the Manitoba Opera, and the Royal Winnipeg Ballet here. The city boasts an enviable selection of green spaces and trails, including Crescent Park by River Red, where you can take a relaxing stroll through its wooded areas.
The best time to stay in a vacation rental in Winnipeg
Manitoba has four distinct, and occasionally dramatic, seasons. The warm days of summer, which grow quite muggy in August, are the best time for exploring the region’s green spaces, including the Wetland Boardwalk Trail and Transcona Bioreserve. In June, Pride Winnipeg celebrates the city’s LGBTQ+ community.
If you head to Winnipeg in the winter, expect frigid temperatures and plenty of snow and ice on the ground, so be sure to pack a warm hat, thick coat, and proper boots. The streets light up during the holiday period, and the trails winding through the Arctic Glacier Winter Park in the Forks are beautifully illuminated from December to February. The transitional spring and autumn seasons are short but appealing, and May and September are rare times when you’ll encounter mild temperatures and few visitors at the same time. In May, the Manito Ahbee Festival celebrates the heritage, arts, and music of indigenous people who have called the region home for thousands of years.
Top things to do in Winnipeg
Canadian Museum for Human Rights
Head to the Forks to admire one of the most cutting-edge buildings in the city: the Canadian Museum for Human Rights. As you wander around the 10 core galleries, you’ll gain insight into human-rights issues in Canada and around the world through exhibits that incorporate artwork, storytelling, and technology.
The Manitoba Museum
The Manitoba Museum, in the Exchange District, puts millions of years of Manitoba history on display, showing how the province’s icy Hudson Bay coasts and its prairie plains evolved over the ages. Walk through the immersive three-dimensional galleries before heading to the Planetarium, for a spectacular trip through the constellations.
Assiniboine Forest
Just 15 minutes southwest from the center of Winnipeg, Assiniboine Forest is one of the largest urban nature parks in the country, spread across 700 acres. Six well-marked trails will lead you through the park’s aspen and oak woods. The longest is the Sagimay Trail, a loop of just over 1.5 miles that brings you to a boardwalk through the wetlands surrounding the Eve Werier Memorial Pond. Look out for a host of animals and birds on your walk, including beavers and white-tailed deer.
Frequently Asked Questions
What types of vacation rentals are available in Winnipeg?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Winnipeg. From over 310 apartment rentals to over 1,010 house rentals, we've got you covered.
Where should I stay in Winnipeg?
Make yourself at home in Winnipeg by choosing from our most frequently booked neighborhoods. We have over 560 vacation rentals in East St. Paul, over 610 vacation rentals in Bridgewater Forest, and over 420 vacation rentals in Exchange District.
Are there vacation rentals with a dedicated workspace in Winnipeg?
Yes! Work meets play with ease at over 1,140 vacation rentals in Winnipeg featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Winnipeg?
Four-legged friends are welcome in Winnipeg. Choose from more than 440 vacation rentals for guests traveling with pets.
How much does it cost to stay in guesthouse rentals in Winnipeg?
Experience the best of Winnipeg with our guesthouse rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do condo rentals in Winnipeg have a bbq area?
Absolutely! We offer over 30 condo rentals with a bbq area in Winnipeg. Enjoy a tailored experience with all the comforts you desire.
Do bungalow rentals in Winnipeg have a gym?
Absolutely! We offer over 10 bungalow rentals with a gym in Winnipeg. Enjoy a tailored experience with all the comforts you desire.
Are there Winnipeg condo rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 condo rentals with pools in Winnipeg, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Winnipeg have self check-in?
Absolutely! We offer over 140 house rentals with self check-in in Winnipeg. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly townhouse rentals in Winnipeg?
Winnipeg has more than 30 family-friendly townhouse rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Destinations to explore
- Fargo Vacation rentals
- Kenora Vacation rentals
- Lake Winnipeg Vacation rentals
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- Apartment rentals Winnipeg
- Rentals with a patio Winnipeg
- Pet-friendly rentals Winnipeg
- Rentals with outdoor seating Winnipeg
- Family-friendly rentals Winnipeg
- Rentals with a fireplace Winnipeg
- Rentals with a washer and dryer Winnipeg
- Rentals with a fire pit Winnipeg
- Rentals with lake access Winnipeg
- Rentals with a hot tub Winnipeg
- Rentals with breakfast Winnipeg
- Fitness-friendly rentals Winnipeg
- Townhouse rentals Winnipeg
- House rentals Winnipeg
- Rentals with pools Winnipeg
- Condo rentals Winnipeg
- Rentals with an EV charger Winnipeg