Vacation rentals in Winnipeg

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Top-rated vacation rentals in Winnipeg

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The private rooftop patio features a comfortable seating area with modern furniture and a barbecue grill. An umbrella provides shade, while a view of the city skyline is visible in the background. Potted plants add a touch of greenery to the space.
Loft in Downtown Winnipeg
4.88 out of 5 average rating, 571 reviews

Warehouse Loft in Exch. District w/FREE parking!

*NEW* parking in the exchange is difficult, we are now offering FREE parking with your stay! Fabulous century old warehouse conversion in the heart of Winnipeg's Exchange District! Where historical charm such as original brick meet modern amenities including private rooftop patio, in-suite laundry, high speed wifi, luxurious linens, and a fully stocked kitchen. This space is tastefully decorated and has everything you may need to have a comfortable night in, or fun night out in the Exchange!

Top guest favorite
A cozy living and dining area is highlighted by warm wooden beams and exposed brick walls. A dark leather sofa is surrounded by artful decor and various plants. A dining table is set for a meal, complemented by stylish chairs and soft lighting from industrial fixtures.
Loft in Downtown Winnipeg
5 out of 5 average rating, 344 reviews

theLOFTonJAMES Authentic Industrial Warehouse Loft

Historic Architectural award winning Industrial Loft in the heart of the Winnipeg Exchange District, thoughtfully designed and curated. 📌 24 HR FREE PARKING INCLUDED 📌 Complimentary Museum Passes 📌 Early Check-In (subject to Availability) 📌​ Large fully equipped Chef's Kitchen 📌 Free WiFi 📌 2 Bedrooms with queen beds 📌 Smartlock 📌 Walking distance to Winnipeg's top 5 Tourist Destinations 📌 43" Smart TV with Netflix, Prime Video, Disney, Apple and more. 📌 In-suite​ Washer & Dryer ​

Top guest favorite
A cozy living area is presented with a modern brown sofa and a round coffee table on a textured rug. A desk with a chair is situated in the corner, and a large television is mounted against a slatted wooden feature wall. Soft lighting adds a peaceful ambiance.
Home in Saint Boniface
4.97 out of 5 average rating, 111 reviews

Modern basement with all comforts in Bonavista

Looking for a getaway, private, quiet and tranquil place! 1 bedroom basement apartment with a kitchen side which comes with a fridge, microwave, kettle, coffee brewer, cutlery as well as basic serving utensils for your use. The room is equipped with an adjustable reading desk and chair, a treadmill for exercise and a queen bed that is warm and cozy for a perfect sleep. Fresh/clean towels are provided. It is located in a serene environment of the city with functional transit bus system.

Top guest favorite
A spacious bed is dressed in white linens, complemented by a neutral throw at the foot. Nightstands with plants adorn either side of the bed, and soft wall sconces provide ambient lighting. A serene artwork piece is mounted above the headboard.
Home in Windsor Park
4.99 out of 5 average rating, 133 reviews

2BR separate unit/ kitchen

Peaceful, centrally located in St. Boniface. Host bilingual English/French. Very near hospitals (St.Boniface and HSC), shopping, groceries, restaurants and 5 min drive to The Forks. Close access to Trans Canada Hwy. Large 2BR unit with King and queen bed. Separate entrance with self check-in. Baby play pen on-site and laundry available upon request. Host resides upstairs. Kitchen includes basics (salt, pepper, oil, tea). Nespresso (pods provided). Breakfast items provided. TV (CRAVE)

Top guest favorite
A cozy bedroom features a spacious bed dressed in white linens with a light blue throw. A television is mounted on the wall opposite, and natural light filters through sheer curtains. A nightstand holds a lamp, while a decorative rug adds warmth to the floor.
Home in Crestview
4.94 out of 5 average rating, 301 reviews

Entire rental unit in Crestview

Welcome to our amazing new suite nestled in a peaceful neighborhood in Crestview, just a stone's throw away from Winnipeg's finest dining establishments and shopping centers. Whether you're here for a relaxing getaway or a business trip, our location ensures convenience and tranquility. Situated a mere 15-minute drive from Winnipeg Airport and Polo Park, our suite is easily accessible. As part of a new duplex-style home, this unit offers complete privacy with its own separate entrance.

Top guest favorite
The living area is defined by hardwood flooring and large floor-to-ceiling windows that offer city views. A black leather sofa is complemented by decorative cushions and a modern coffee table, while a patterned area rug adds texture. Soft lighting creates a cozy ambiance.
Condo in Downtown Winnipeg
4.96 out of 5 average rating, 356 reviews

DandySkyLoft • parking included • Jets Arena

Modern and cosy, 12th-floor suite offers floor-to-ceiling windows, a private balcony, a smart TV, Wi-Fi and in-suite laundry. 🅿️ COVERED PARKING is INCLUDED! Security and cameras in elevators and hallways. 📌 We do not have control over the parkade. Steps to Jets Arena, Historic Exchange District, Portage Place, The Forks, etc. Skywalk to Merchant Kitchen and Tim Hortons. For medical professionals or guests visiting loved ones, the Health Sciences Centre is just minutes away.

Top guest favorite
A modern two-story home with a sleek facade is set against a vast sky. The driveway features well-maintained landscaping with patches of grass and decorative stones. A double garage is present, with a neighboring structure visible on the right.
Home in Bridgewater Trails
4.99 out of 5 average rating, 102 reviews

Astounding View of the Cinematic Sunset

Welcome to this modern, beautifully designed open concept home away from home located in the south end of the city. Offering high-end upgrades, fully stocked kitchen, huge island, 2d floor laundry, and much more which creates the perfect balance of extravagance and comfort. You will be staying on a quiet street, yet just minutes away from great restaurants, shopping, spa, groceries, banking, and Altea/Goodlife gym . 10 min away from University of Manitoba , MITT, football IG field.

Guest favorite
A comfortable living area features a dark sectional sofa adorned with decorative pillows. A glass coffee table holds a vase of fresh flowers, while a patterned area rug adds warmth. Wall art enhances the space, and a dining table is visible in the background.
Condo in Downtown Winnipeg
4.93 out of 5 average rating, 254 reviews

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, 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!

Top guest favorite
A modern living area features a black sectional sofa adorned with patterned cushions. A round coffee table sits in front, complemented by a decorative plant. The room is brightened by natural light from a window and showcases a clean, white panelled wall design.
Home in Transcona
4.97 out of 5 average rating, 123 reviews

1Bed Apt- Sep entrance - Full Kitchen - Amenities

"Welcome to the Lapaix Suite Winnipeg! You will love our stylishly designed, exceptionally clean and cozy basement suite. It's fully equipped with everything you might need, making it an ideal space for both short and long stays. Our neighborhood offers a quiet and serene atmosphere and we are located within driving distances from the following Regent Avenue with major grocery stores. - 5mins Club Regent - 5mins Concordia Hospital - 5mins The Forks - 13mins Downtown - 16mins

Top guest favorite
A modern two-story home is shown with a sloped gray roof and light blue siding. The entrance features a set of stairs leading up to the front door, flanked by a tall cedar tree and landscaped grass areas. A fenced yard is visible to one side.
Home in Winnipeg
4.95 out of 5 average rating, 359 reviews

Cute & Cozy 5 Guest home, close to downtown

Make yourselves at home in this modern 2+ bedroom, 2 full bath home, close to downtown. Everything you need for a short or longer stay. 2nd floor has queen bed and single bed, 3 pce bath with walk-in shower. Main floor has fully stocked kitchen including 4 appliances, Livingroom has leather sofa and Smart TV with Wifi, bedroom with double bed. Full finished basement has 4pce bath, laundry, desk and kids play area. Fully fenced yard and parking in rear. Kid & pet friendly.

Guest favorite
A living area features a comfortable gray sofa positioned toward large windows, allowing ample natural light to fill the space. Dark wood flooring adds warmth to the room, complemented by wooden cabinetry and a decorative fireplace. Soft curtains frame the windows, enhancing the cozy atmosphere.
Home in Winnipeg
4.95 out of 5 average rating, 107 reviews

Osbourne village adjacent to downtown main floor

The entire main floor is yours. In one of the best neighborhoods in Canada. Walking distance to some of the best restaurants and pubs in Winnipeg. A block from a grocery store and a few from downtown. Fireplace is only decorative. Cable TV and Wi-Fi. I live on the second and the third floor. The house is over 100 years old. There are four doors to the suite. Two outside doors, 1 to basement and 1 to the upstairs, which only I have access to. The windows are not operable.

Guest favorite
A modern kitchen features sleek dark cabinetry and stainless steel appliances, complemented by a cozy living area. A gray sofa adorned with patterned cushions is positioned near a round dining table. A potted plant adds a touch of greenery to the space.
Condo in Downtown Winnipeg
4.96 out of 5 average rating, 593 reviews

FREE PARKING Luxury 2 Bedroom Condo Downtown

We provide a FREE parking spot in the parkade (located right beside the building) which most hosts do not provide. This is a 4 storey parkade with security on site 24/7. Book with us to enjoy a stunning suite on the 10th floor in the centre of downtown Winnipeg, with floor to ceiling windows overlooking downtown Winnipeg. A stone's throw away from Canada Life Center/BellMTS Place, True North Square, dining and nightlife, The Forks and the Historic Exchange District.

Popular amenities for Winnipeg vacation rentals

Quick stats about vacation rentals in Winnipeg

  • Total rentals

    1.9K properties

  • Total number of reviews

    90K reviews

  • Family-friendly rentals

    920 properties are a good fit for families

  • Pet-friendly rentals

    430 properties allow pets

  • Rentals with a pool

    30 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

  • 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 420 vacation rentals in Exchange District, and over 610 vacation rentals in Bridgewater Forest.

  • 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 private suite rentals in Winnipeg?

    Experience the best of Winnipeg with our private suite rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Winnipeg have a bbq area?

    Absolutely! We offer over 90 house rentals with a bbq area in Winnipeg. Enjoy a tailored experience with all the comforts you desire.

  • Do townhouse rentals in Winnipeg have wifi?

    Absolutely! We offer over 50 townhouse rentals with wifi in Winnipeg. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Winnipeg have a gym?

    Absolutely! We offer over 130 house rentals with a gym in Winnipeg. Enjoy a tailored experience with all the comforts you desire.

  • Are there Winnipeg apartment rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 apartment rentals with pools in Winnipeg, available on Airbnb. Make a splash and soak up the sun in style!

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

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

  • Are there family-friendly house rentals in Winnipeg?

    Winnipeg has more than 500 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore

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