Winnipeg vacation rentals

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Top-rated vacation rentals in Winnipeg

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite
Loft in Downtown Winnipeg
DandySkyLoft • reserved parking • DT • Jets Arena
☆24/7 FREE PARKING stall included. Complementary, covered, and secured! Modern cozy suite on the 12th floor with floor-to-ceiling windows and a private balcony, smart 55" TV and WiFi, and in-suite laundry. Concierge and cameras in elevators and hallways. Located downtown steps away from Jets Arena, Historical Exchange District, Portage Place, The Forks, etc. A great location to come for a concert or game, shopping, or business. Industrial style; Self-check-in/out; Gym(24/7)/Theatre/Rooftop.
May 27 – Jun 3
$105 per night
4.96 out of 5 average rating, 183 reviews
Guest favorite
Condo in Downtown Winnipeg
Jets Nest: DT free PRK+ rooftop patio+gym
Enjoy a stylish experience at this centrally-located condo. Private balcony Overlooking Jets stadium!You'll have views from your private balcony of all the fun that is downtown Winnipeg. The rooftop patio overlooks the beautiful downtown area and is a great place for a cozy fire or photo op.Centrally located and walking distance to dining, shopping, and MetLife stadium. Our rooftop offers 360 degree views of the city. Enjoy a relaxing stay in one of the most desired locations in all of Winnipeg.
Feb 11 – 18
$84 per night
4.85 out of 5 average rating, 191 reviews
Guest favorite
Condo in Downtown Winnipeg
Executive Downtown Comfort with amenities galore
Thoughtfully decorated with all the conveniences of home. Whether working or just relaxing, you will surely love the balcony with barbecue, outdoor pool, hot tub, sauna, or gym. Heated indoor parking for mid sized vehicle, sorry no trucks. Main floor of the building is connected to a convenience store, restaurant, and vape shop. Within walking distance of the art gallery, MTS, & Convention Centre , the Forks, & Osborne Village with trendy shops and restaurants. 2 day min. stay. Welcome!
Aug 22 – 29
$65 per night
4.98 out of 5 average rating, 133 reviews

Popular amenities for Winnipeg vacation rentals

Stay near Winnipeg's top sights

St.Vital Centre71 locals recommend
Canada Life Centre110 locals recommend
CF Polo Park64 locals recommend
Outlet Collection Winnipeg60 locals recommend
The Forks Market154 locals recommend
RBC Convention Centre Winnipeg11 locals recommend

Other great vacation rentals in Winnipeg

Superhost
Apartment in Winnipeg
Downtown skyline view Penthouse
Jan 28 – Feb 4
$114 per night
4.83 out of 5 average rating, 210 reviews
Guest favorite
Home in Winnipeg
Albany Cottage: loft bedroom and close to airport
Jun 27 – Jul 4
$80 per night
4.98 out of 5 average rating, 124 reviews
Guest favorite
Loft in Downtown Winnipeg
❤️️ theLOFTonJAMES ❤️️ Your Staycation Escape ❤️️
Apr 10 – 17
$221 per night
5.0 out of 5 average rating, 274 reviews
Guest favorite
Condo in Fort Garry
2 Bedrooms Condo Near University of Manitoba
Jul 17 – 24
$85 per night
4.83 out of 5 average rating, 108 reviews
Guest favorite
Condo in Bridgewater Centre
Wanderlust - Modern 2-bedroom with all amenities!
Jul 11 – 18
$108 per night
4.91 out of 5 average rating, 209 reviews
Guest favorite
Home in Wolseley
Prime Location Private Basement Suite
May 30 – Jun 6
$34 per night
4.86 out of 5 average rating, 318 reviews
Guest favorite
Tiny home in Springfield
Little house in the country
Jan 7 – 14
$67 per night
4.94 out of 5 average rating, 251 reviews
Guest favorite
Loft in Downtown Winnipeg
Exchange District NY Style Loft FREE PARKING
Jan 30 – Feb 6
$65 per night
4.91 out of 5 average rating, 164 reviews
Guest favorite
Condo in Winnipeg
Private & Historic Condo with patio
May 22 – 29
$70 per night
4.97 out of 5 average rating, 199 reviews
Guest favorite
Guest suite in Winnipeg
Cozy Home in Downtown Winnipeg-Free Parking
Nov 1 – 8
$67 per night
4.89 out of 5 average rating, 126 reviews
Guest favorite
Condo in Downtown Winnipeg
°New York style condo The District° Free Parking
Nov 26 – Dec 3
$65 per night
4.92 out of 5 average rating, 263 reviews
Guest favorite
Apartment in Winnipeg
Experience Winnipeg in the heart of downtown
Jun 7 – 14
$65 per night
4.84 out of 5 average rating, 505 reviews

Other great vacation rentals in Winnipeg

Superhost
Home in Winnipeg
Spacious Home with 3 BED/2 BATH
Jul 25 – Aug 1
$85 per night
5.0 out of 5 average rating, 4 reviews
Guest favorite
Apartment in River Heights
Luxury Loft in Osborne Village - Heated Parking
Sep 4 – 11
$85 per night
5.0 out of 5 average rating, 26 reviews
Guest favorite
Home in River Heights
Cozy South River Heights Suite
Jun 3 – 10
$69 per night
4.96 out of 5 average rating, 57 reviews
Guest favorite
Home in Fort Garry
Modern house, Close to All Amenities in South WPG
Sep 3 – 10
$155 per night
4.98 out of 5 average rating, 53 reviews
Guest favorite
Condo in Winnipeg
Luxury cozy l Panoramic View l Home Office l Gym
Jun 5 – 12
$143 per night
5.0 out of 5 average rating, 17 reviews
Guest favorite
Guest suite in Winnipeg
Modern suite close to everything
Oct 22 – 29
$63 per night
4.94 out of 5 average rating, 32 reviews
Guest favorite
Guest suite in Transcona
Entire Basement Suite - Lovely & Close to Stores
May 9 – 16
$47 per night
4.89 out of 5 average rating, 65 reviews
Guest favorite
Condo in River Heights
Townhouse Style Luxury Condo in River Heights
Jun 1 – 8
$78 per night
4.93 out of 5 average rating, 14 reviews
Guest favorite
Bungalow in Winnipeg
Spacious 3 BR Main floor of Home in River Heights
Jul 14 – 21
$116 per night
4.98 out of 5 average rating, 45 reviews
Guest favorite
Home in Transcona
Spacious & Modern 2 bed retreat
Mar 20 – 27
$49 per night
5.0 out of 5 average rating, 14 reviews
Guest favorite
Home in Transcona
Cozy city 2 bedroom modern full home
May 23 – 30
$59 per night
4.95 out of 5 average rating, 88 reviews
Guest favorite
Bungalow in River Heights
Elm Tree Place - Charming Updated 1930s Bungalow
Oct 6 – 13
$113 per night
5.0 out of 5 average rating, 84 reviews

Quick stats about vacation rentals in Winnipeg

Total rentals

2.2K properties

Rentals with dedicated workspaces

1.3K properties have a dedicated workspace

Rentals with a pool

50 properties have a pool

Pet-friendly rentals

560 properties allow pets

Family-friendly rentals

1K properties are a good fit for families

Total number of reviews

69K reviews

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

  • Where should I stay in Winnipeg?

    Make yourself at home in Winnipeg by choosing from our most frequently booked neighborhoods. We have over 1,230 vacation rentals in Downtown Winnipeg, over 90 vacation rentals in Transcona, and over 490 vacation rentals in Exchange District.

  • Are there vacation rentals with a dedicated workspace in Winnipeg?

    Yes! Work meets play with ease at over 1,300 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 560 vacation rentals for guests traveling with pets.

  • Are there Winnipeg vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in Winnipeg, available on Airbnb. Make a splash and soak up the sun in style!

  • 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 bungalow rentals in Winnipeg have a bbq area?

    Absolutely! We offer over 20 bungalow rentals with a bbq area in Winnipeg. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Winnipeg have wifi?

    Absolutely! We offer over 1,030 house rentals with wifi in Winnipeg. Enjoy a tailored experience with all the comforts you desire.

  • Do serviced apartment rentals in Winnipeg have a gym?

    Absolutely! We offer over 10 serviced apartment rentals with a gym in Winnipeg. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Winnipeg have self check-in?

    Absolutely! We offer over 130 condo 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 50 family-friendly townhouse rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore

  1. Airbnb
  2. Canada
  3. Manitoba
  4. Winnipeg