Holiday rentals in Winnipeg

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Top-rated holiday rentals in Winnipeg

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Superhost
A bright studio apartment features a spacious bed with white linens, complemented by a cozy sofa bed. Two modern chairs and a small table are positioned near large windows with striped shades. A light rug adds warmth to the sleek, neutral-toned flooring.
Flat in Winnipeg
4.81 out of 5 average rating, 130 reviews

Modern Studio Apartment near Downtown

Welcome to our stunning studio apartment at 175 St Annes! This conveniently located unit offers both comfort and accessibility, allowing you to make the most of your stay. -Just 10 minutes from Downtown, The Exchange District, and St. Boniface Hospital -10 minutes drive from St. Vital Centre and St. Vital Park -Steps away from public transit, Superstore, FreshCo, McDonald's, Subway, DQ, Liquor Mart, shopping plazas, restaurants, and more. -Comfortable and convenient stay in a prime location

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 comfortable living area features a grey sofa adorned with blue decorative cushions. A light grey rug covers the floor under a small coffee table. A desk with a chair is situated in one corner, while a stylish chandelier casts soft light throughout the space.
Guest suite in Winnipeg
4.87 out of 5 average rating, 85 reviews

JEM Rentals - Cozy 1 Bedroom Suite w/ Full Kitchen

Enjoy a stylish experience at this centrally located Licensed Private Suite. 8 min drive to Downtown, 8 min drive to Polo Park Shop. Center, 10 min drive to The Forks and 14 min drive from Airport. The Suite is in the Main Level of the house with 1 Bedroom, Private Bath w/ Washer and Dryer, Full Kitchen with Dining Bar Table. Keurig for your coffee fix, mini fridge and other small kit appliances. Free middle parking slot at back allotted for the suite. New Furnace & Centralized AC installed!

Guest favourite
A bright and airy studio apartment features a spacious layout with a white bed and a blue accent wall. The kitchenette is equipped with modern appliances, and a small dining table provides additional space. Large windows allow natural light to fill the room, adorned with dark curtains.
Flat in Spence
4.88 out of 5 average rating, 17 reviews

(West End) Downtown Bachelor with Single Bed

This cozy downtown apartment is in the same building as The Gargoyle Theatre and Feast Restaurant, across the street from the West End Cultural Centre. A ten-minute walk from the University of Winnipeg, close to most downtown attractions. Easy bus access, lots of ethnic restaurants, and a nearby grocery store. The building manager is on-site, if there are any requests. Please note: This is a second-floor walk-up, so non-accessible. There are no dedicated parking spots at the building. No TV.

Top guest favourite
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, 143 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 favourite
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, 319 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 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, 365 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. Steps to Jets Arena, Historic Exchange District, Portage Place, The Forks, etc. The Glasshouse offers a secure entrance and convenient skywalk to the ALT Hotel, The Merchant Kitchen, Brown’s Social House, and Tim Hortons. The Health Sciences Centre is just a short distance away.

Guest favourite
A comfortable seating area is presented with a blue couch and a wooden chair featuring a striped pillow. A small coffee table is positioned in front of a dark media console containing a television displaying a movie screen. Plants add a touch of greenery to the space.
Guest suite in Winnipeg
4.84 out of 5 average rating, 188 reviews

JEM Rentals -Cozy Renovated 1-Bedrm Basement Suite

Renovated 1 Bedroom- Licensed Basement Suite w/ Private Entrance (Self Check-in). It features a Private Bath, BBQ grill at the backyard- new deck (weather permits). Wet Bar w/ Keurig, microwave etc. for your dining needs & coffee fix. Hot plate per request. Location is near Harris Meat & Grocery, 2min away from Bus Stop, 3min drive to McDonalds & 6 min drive to shopping centers. Enjoy this cozy place w your loved ones and friends. Discounts available for week long stay!

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, 278 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, 48 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

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, 97 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
A spacious patio area features comfortable seating, including a cushioned outdoor couch and armchairs, surrounded by green turf. A vibrant cityscape unfolds in the background, framed by a clear sky, highlighting the unique blend of historic and modern architecture.
Apartment in Downtown Winnipeg
4.97 out of 5 average rating, 252 reviews

Private, Historic & Retro 1-bedroom Condo w/ patio

A one of a kind 1-bedroom on the top floor of a brick warehouse in the Exchange District - the best part of downtown. You’ll love all the natural light while appreciating plenty of privacy. Appointed with everything you’ll need for your stay, including extra style, a huge patio and forever views. Perfect for the single traveler, road warrior or couples (with or without little ones) it’s hard to find a better value.

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$95 SGD$91 SGD$89 SGD$86 SGD$84 SGD
Avg. temp-15°C-13°C-5°C4°C11°C16°C19°C17°C13°C5°C-4°C-11°C

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 430 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in loft rentals in Winnipeg?

    Experience the best of Winnipeg with our loft rentals, starting at about $40 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 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 house rentals in Winnipeg?

    Winnipeg has more than 520 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Bungalow Rentals in Winnipeg?

    Enhance your stay in our Bungalow Rentals with the most popular amenities: over 20 homes with self check-in, over 20 homes with a bbq area, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.

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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