Holiday rentals in Winnipeg

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Top-rated holiday rentals in Winnipeg

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Top guest favourite
A modern living area features a television mounted on the wall opposite a sleek black leather sofa set. A coffee table is centered on a textured area rug, enhancing the space's inviting layout, while dark curtains frame the window, filtering natural light.
Guest suite in Winnipeg
4.96 out of 5 average rating, 50 reviews

Bright & Clean Winnipeg Stay

Welcome to your home away from home! Our cozy and clean basement-level suite with its own private entrance is perfect for couples, professionals, or travelers looking for comfort and convenience. Located in a great neighborhood, just minutes from University of Manitoba, Bombers Stadium you'll enjoy easy access to everything Winnipeg has to offer. This Unit offers: Queen Bed, Fast Wi-Fi, Smart TV, Keyless entry, Free parking. Kitchenette, Washer & Dryer (Shared), No Stove & Cooking not Allowed!

Top guest favourite
A bright living area features a white couch draped with a cover and two patterned chairs. A small table sits in the center, while large glass doors lead outside to a patio and backyard. The kitchen is partially visible in the background.
Guest suite in Transcona
4.94 out of 5 average rating, 110 reviews

Private Entire Basement Suite -Walk Out- Lake View

Welcome to our Newly Built Luxurious Walkout Basement Suite with seperate entrance. Enjoy your stay in Winnipeg and have access to a huge backyard as well as nearby parks and lakeview. Suite is completely private and offers a huge master Bedroom along with walk in closet, laundry, full kitchen, living room and a workstation. Enjoy this big and bright basement suite which is close to all amenities such as parks, shops, mall and grocery stores. Brand new clean and quiet neighborhood with Parking.

Guest favourite
The living area features a large sectional sofa facing a mounted television. A coffee table and dining table with two chairs are situated on a patterned rug, complementing the modern decor. Soft, ambient lighting is provided by ceiling fixtures and natural light from a small window.
Guest suite in Saint Boniface
4.84 out of 5 average rating, 109 reviews

Entire basement suite in Bonavista.

Fully furnished basement suite located in Bonavista, Winnipeg. This suite offers 1 bedroom for 2 guests and infant below the age of 2 and Queen Airbed Mattress for extra guest after 2.This spacious suite is close to Sage creek mall which has Sobeys, Shoppers drug mart, Tim Hortons, McDonald's, Pizza Pizza, and other fast food joints as well as banking. The house is about three minutes drive from the Perimeter highway. It is close to major walking and biking routes in Bonavista and Sage Creek.

Guest favourite
Guest suite in Winnipeg
5 out of 5 average rating, 6 reviews

Basement suite- with laundry & free parking

Cozy and private 1-bedroom basement suite with high-speed internet (200M), in-suite laundry and fully equipped kitchenette. Board games + Smart TV with Netflix, Crave, Disney+ and Prime. Quiet, smoke-free, pet-free, and professionally cleaned and sanitized after every guest. Whether you're in town for business or weekend getaway or a longer stay, this suite is comfortable and self-sufficient. Guests will be able to cook simple meals with induction cooker, blender and Ninja Air Fryer.

Top guest favourite
A spacious bedroom is highlighted by a large bed with a dark headboard and soft bedding. Natural light filters through a window, framed by dark curtains. A small desk and lamp are positioned nearby, while recessed lighting enhances the overall ambiance.
Home in Crestview
4.96 out of 5 average rating, 332 reviews

Entire Suite 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 favourite
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.
Apartment in Downtown Winnipeg
4.93 out of 5 average rating, 258 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 favourite
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.
Apartment in Downtown Winnipeg
4.96 out of 5 average rating, 358 reviews

DandySkyLoft • free parking • 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 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 favourite
The open living space features a leather reclining sofa and a stressless chair, accompanied by a small dining bar with stools. Natural light floods in through large windows, illuminating the modern kitchen with stainless steel appliances and a cozy area rug underfoot.
Guest house in Saint Boniface
4.99 out of 5 average rating, 166 reviews

Saint Boniface, Eugenie Lane, Private & Cozy

Located in the heart of St.Boniface, this stand alone guesthouse has everything you need nearby, including St. Boniface Hospital. Enjoy a walk to the Forks Market, Human Rights Museum, Exchange District, or catch a ballgame when the Goldeyes are in town. Plenty of coffee shops, restaurants and french bakeries. Old Town Barbershop, Bold Hair Salon, bowling alley, gym and parks are all just minutes away as well. If you prefer to cook, we have grocery stores in the area.

Guest favourite
A modern kitchen area features a wooden island with three dark stools, complemented by stainless steel appliances. Natural light fills the space through large windows with light curtains. A cozy seating area with a blue couch is visible, accentuated by a green potted plant.
Loft in Downtown Winnipeg
4.91 out of 5 average rating, 272 reviews

Exchange District NY Style Loft FREE PARKING

This gorgeous brick and beam loft is located in the heart of Winnipeg's exchange district. It comes fully furnished and has everything you'll need for an exceptional stay. We are in the theatre/waterfront east exchange district surrounded by: Royal Manitoba Theatre Centre, Centennial Concert Hall, Manitoba Museum, the waterfront and river trail, Shaw Park stadium, The Forks Market, Canadian Museum for Human Rights - and of course, MANY amazing restaurants and pubs!

Guest favourite
The living room features a dark-colored sofa against one wall, a flat-screen TV mounted opposite, and a small wooden table with two upholstered chairs. The warm-toned wooden flooring complements the light grey walls, and a window provides natural light, covered by a light curtain.
Home in Saint Boniface
4.85 out of 5 average rating, 46 reviews

Basement suite in French Quarter

Private suite in the basement of my home. Bedroom, full bathroom (small sink due to space constraints), living room with smart TV, fridge, microwave and toaster oven (no kitchen sink, sorry!), access to laundry on request. Close to downtown, USB, the Forks and the Canadian Museum for Human Rights. **Suite is only accessible by stairs. I also offer bicycles at no cost to be able to explore the most unique and beautiful area of the city! License STRA-2025-2875642

Superhost
A spacious living room area is highlighted by an orange sectional sofa positioned against a white wall. A set of four map-themed art pieces adorns the wall above the sofa. A small potted plant and a white coffee table are present, enhancing the minimalist design.
Home in Wolseley
4.83 out of 5 average rating, 188 reviews

Modern, Minimalist, & Clean - Self-Contained Suite

Welcome to this beautiful, clean, & minimalist main floor, self-contained suite. Perfectly located in the charming area of Wolseley, this central location is within walking distance of several trendy coffee shops, restaurants, and micro-breweries. The suite features heated bathroom flooring, a rainforest shower, and a modern office area. The space is perfect for a smaller amount of guests & is styled in a way that is ideal for remote workers passing through.

Top guest favourite
Home in Island Lakes
5 out of 5 average rating, 40 reviews

Davigo Deluxe

Davigo Deluxe is brand new luxuriously furnished space with guaranteed guests' privacy and comfort. It consists of a living room, kitchenette, dining area, a bedroom, and washroom/laundry room. It has brand new state of the art appliances and furniture, including a commercial treadmill for exercise. SELF CHECK-IN & CHECK-OUT Check yourself in and out with the keypad.

Popular amenities for Winnipeg holiday rentals

When is the best time to visit Winnipeg?

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Avg. price$80 SGD$80 SGD$80 SGD$86 SGD$88 SGD$93 SGD$95 SGD$97 SGD$95 SGD$91 SGD$86 SGD$84 SGD
Avg. temp-15°C-13°C-5°C4°C11°C16°C19°C17°C13°C5°C-4°C-11°C

Quick stats about holiday rentals in Winnipeg

  • Total holiday rentals

    Explore 1,910 holiday rentals in Winnipeg

  • Verified guest reviews

    Over 89,790 verified reviews to help you choose

  • Family-friendly holiday rentals

    920 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 430 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    1,140 properties have a dedicated workspace

  • Wifi availability

    1,860 of Winnipeg holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Monthly stays and Gym across Winnipeg rentals

  • 4.7 Average rating

    Winnipeg stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    Winnipeg’s top spots include Canada Life Centre, Assiniboine Park and Winnipeg Art Gallery

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