Holiday houses in Winnipeg

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Top-rated holiday rentals in Winnipeg

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

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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, 51 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
A modern living area features a gray couch and a small dining table with two chairs. A large-screen Smart TV is mounted on the wall, displaying colorful content. A white coffee table sits on a light area rug, enhancing the clean, bright space.
Guest suite in Saint Boniface
4.92 out of 5 average rating, 61 reviews

Kelvista's suite

Welcome to your home away from home! This fully furnished, modern 2-bedroom basement suite is designed to offer the ultimate comfort and convenience during your stay. Situated in the quiet, neighborhood of Bonavista, you’ll enjoy a tranquil, family-friendly environment while staying just minutes away from exciting attractions in nearby Sage Creek, Island Lake and St Vital. From booking to checkout, we provide exceptional service to ensure a comfortable, smooth, and memorable stay.

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.
Condo in Downtown Winnipeg
4.96 out of 5 average rating, 359 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.

Guest favourite
The bedroom features a spacious bed with a textured comforter and coordinated pillows. Two bedside lamps flank the bed, and a modern piece of wall art adds a touch of color. A small working space table is positioned beside a chair, with a soft carpet covering the floor.
Guest suite in Winnipeg
4.93 out of 5 average rating, 112 reviews

One-bedroom guest suite with private entry

Welcome to my inviting Airbnb listing! Discover my one-bedroom basement suite with a private washroom, dining area, and living room. Enjoy a cozy retreat with a small working space table in the bedroom. Your privacy is ensured with a separate access door equipped with a keypad. The kitchen on the main floor is the only shared space, ensuring exclusive access to the basement amenities. Conveniently park up to two vehicles during your stay. Relax and unwind in this charming space!

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
Home in Sage Creek
4.93 out of 5 average rating, 14 reviews

Touchstone Suite - One Bedroom Basement Suite

Welcome to your home away from home! This private one-bedroom basement suite is the perfect spot that offers comfort, convenience, and affordability. The suite features a spacious bedroom with a queen-size bed, a bright living area, a fully equipped kitchenette, and a private bathroom.Whether you’re visiting for work or leisure, you’ll enjoy modern amenities including Wi-Fi, Smart TV, . The suite has a private entrance, so you can come and go at your convenience.

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.

Guest favourite
The modern kitchen features a large island with woven bar stools, stainless steel appliances, and sleek cabinetry. A spacious living area is visible, furnished with comfortable seating and a flat-screen TV. Stylish light fixtures provide illumination, enhancing the open layout.
Guest suite in Winnipeg
4.93 out of 5 average rating, 94 reviews

*Trendy Home | Free Parking | 7 min to Downtown*

Enjoy your time in this trendy & friendly neighborhood, all within walking distance to popular parks, restaurants, and cafes! Being in central Winnipeg brings you close to major attractions in the city including the Canada Life Centre, The Forks, Canadian Museum of Human Rights, and more! Downtown is only a 7 minute drive! This home is perfect for families, business professionals, medical personnel, tourists, and solo adventurers!

Guest favourite
Home in Sage Creek
4.92 out of 5 average rating, 12 reviews

Pitchsky Suites-Cozy one bedroom basement suite

Designed with charm and comfort in mind, this stylish one-bedroom retreat is perfect for solo travelers, couples, or business guests. The concept living room creates a bright feel that’s perfect for relaxing or entertaining. A modern bathroom, and thoughtful touches throughout. Free parking included and a vibe that’s truly one of a kind, you’ll feel right at home the moment you walk in.

Popular amenities for Winnipeg holiday rentals

When is the best time to visit Winnipeg?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$95 AUD$95 AUD$95 AUD$101 AUD$104 AUD$110 AUD$111 AUD$114 AUD$111 AUD$107 AUD$101 AUD$99 AUD
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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    1,860 of Winnipeg holiday rentals include Wi-Fi 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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