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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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Apartment in Winnipeg

4.82 out of 5 average rating, 190 reviews

Upscale Glass condo 9th floor

Note: PARKING AVAILABLE FOR $10 PER DAY WITH $100 SECURITY DEPOSIT FOR PARKING TRANSPONDER BUZZ CODE IS FOR 1st TIME ENTRY ONLY. PLEASE USE KEYFOB TO ENTER THE BUILDING. PLEASE NOTE IF YOU ARE ORDERING FOOD YOU HAVE TO GO DOWNSTAIRS AND TAKE IT FROM THE MAIN ENTRANCE. DELIVERY GUYS WILL NOT BE ALOOWED TO ENTER THE BUILDING. (After the first entry made through buzz code, entry of your friend or family member will be only with the key fob issued to you & not by repeatedly using the buzz call)

2–9 Dec

$235 NZD per night

Guest favourite

Guest suite in Saint Boniface

4.95 out of 5 average rating, 363 reviews

Beautiful! Home away from home with all comforts

1 bedroom basement apartment has a functional kitchen which comes with cooktop, fridge, microwave, kettle, coffee brewer, cutlery as well as basic cooking and serving utensils for your use. The room is with all the comfort of a home with a queen bed that is warm and cozy for a perfect sleep. Fresh/clean towels are provided. It is located in the serene environment of the city with a functional Transit bus system. Parking on driveway available Extra private room is available if needed at a fee

9–16 Nov

$120 NZD per night

Guest favourite

Condo in Winnipeg

4.98 out of 5 average rating, 143 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, 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!

26 Jan – 2 Feb

$156 NZD per night

Guest favourite

Loft in Downtown Winnipeg

4.96 out of 5 average rating, 197 reviews

DandySkyLoft • FREE parking • Canada Life Centre

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.

2–9 Sep

$223 NZD per night

Guest favourite

Home in Winnipeg

4.98 out of 5 average rating, 132 reviews

Albany Cottage: loft bedroom and close to airport

Take it easy at this cottage style home located on a quiet residential street just 10 minutes west of Downtown Winnipeg and 5 minutes from the James Armstrong Richardson International Airport. Albany Cottage, built in 1912, offers a loft bedroom and office plus a breezy boho porch for enjoying your morning coffee. Public transportation and bike/walking trails are right at the end of the street and you are a 10 minute walk from one of Winnipeg's most popular public spaces, Assiniboine Park.

16–23 Mar

$166 NZD per night

Guest favourite

Home in Winnipeg

4.93 out of 5 average rating, 110 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.

16–23 Oct

$131 NZD per night

Guest favourite

Guest suite in Winnipeg

4.98 out of 5 average rating, 121 reviews

Newly Built Luxury Home Near Airport

Welcome to your home away from home with this newly built luxury 3 bedroom, 2.5 bathroom home, centrally located. Equipped with everything you need including Disney+, ensuite in the master bedroom, an outdoor patio accessible from the dining area, and the most convenient location in the city - just minutes away from the airport, polo park, downtown, Assiniboine Park, Canlan Sports Complex, walking/biking path and community tennis courts at the end of the lane - rackets included!

11–18 Oct

$214 NZD per night

Guest favourite

Condo in Fort Garry

4.93 out of 5 average rating, 123 reviews

Modern One Bedroom, King bed! 5 Mins to U of M.

Spacious one bedroom condo, newly renovated, located in the heart of Pembina Hwy alongside Red river. 5 minutes away from University of Manitoba, and Investors Group field Stadium. 8 minutes away from St. Vital Mall. You'll love the open space and location. Great for students, parents who are visiting their University kids, couples, solo adventurers, and business travellers. Guests will enjoy the smart TV with Amazon Prime Video, and fast WIFI. My weichat is Mary58.

15–22 Jan

$154 NZD per night

Guest favourite

Condo in Downtown Winnipeg

4.96 out of 5 average rating, 387 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.

30 Dec – 6 Jan

$180 NZD per night

Guest favourite

Guest suite in Winnipeg

4.81 out of 5 average rating, 108 reviews

Cozy Newly Renovated 1-Bedroom Basement Suite

Renovated 1 Bedroom- Licensed Basement Suite w/ Private Entrance (Self Check-in). It features a Private Bath, BBQ grill at the backyard (weather permits), Darts and Board games for Fun. Wet Bar w/ Keurig, microwave etc. for your dining needs & coffee fix. 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!

13–20 Jul

$87 NZD per night

Guest favourite

Loft in Winnipeg

4.92 out of 5 average rating, 172 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!

15–22 Mar

$143 NZD per night

Guest favourite

Home in Saint Boniface

4.89 out of 5 average rating, 218 reviews

Central cozy 2bd home, hot tub & gym

This completely private main floor and basement suite in a duplex is just approx 3km from downtown in a beautiful area of Winnipeg. The suite is fully equipped with luxury amenities: King bed, rain shower, bidet, in-suite washer and dryer, dedicated office space, fully stocked kitchen with KitchenAid appliances, indoor fireplace, fully equipped gym, outdoor dining area and patio furniture, and 5-7 person hot tub, amongst others

28 Jul – 4 Aug

$245 NZD per night

Holiday rentals for every style

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Houses

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Apartments

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Hotels

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Popular amenities for Winnipeg holiday rentals

Free parking on premises

Air conditioning

Stay near Winnipeg's top sights

Canada Life Centre110 locals recommend

St.Vital Centre71 locals recommend

CF Polo Park64 locals recommend

Outlet Collection Winnipeg60 locals recommend

RBC Convention Centre Winnipeg11 locals recommend

Assiniboine Park168 locals recommend

Other great holiday rentals in Winnipeg

Guest favourite

Condo in Downtown Winnipeg

4.88 out of 5 average rating, 277 reviews

Luxury condo downtown **PARKING Spot Included**

25 Mar – 1 Apr

$172 NZD per night

Guest favourite

Guest suite in Winnipeg

4.94 out of 5 average rating, 53 reviews

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

16–23 Dec

$165 NZD per night

Guest favourite

Bungalow in River Heights

5.0 out of 5 average rating, 87 reviews

Elm Tree Place - Charming Updated 1930s Bungalow

25 Dec – 1 Jan

$223 NZD per night

Guest favourite

Condo in River Heights

4.95 out of 5 average rating, 58 reviews

The Hinterlands - modern in cozy suburb

8–15 May

$234 NZD per night

Guest favourite

Condo in Downtown Winnipeg

4.96 out of 5 average rating, 25 reviews

HighFloor Corner 2 BDRM Facing Canada Life

27 Sep – 4 Oct

$239 NZD per night

Guest favourite

Apartment in Downtown Winnipeg

4.96 out of 5 average rating, 47 reviews

Winnipeg Exchange district- Loft style 1 BR unit

8–15 Dec

$218 NZD per night

Guest favourite

Condo in Winnipeg

5.0 out of 5 average rating, 21 reviews

Luxury cozy l Panoramic View l Home Office l Gym

14–21 Apr

$289 NZD per night

Guest favourite

Apartment in Ile des Chênes

5.0 out of 5 average rating, 17 reviews

Green Acres on Willow Ridge

23–30 Oct

$132 NZD per night

Quick stats about holiday rentals in Winnipeg

Total rentals
2K properties
Rentals with dedicated workspaces
1.2K properties have a dedicated workspace
Rentals with a pool
50 properties have a pool
Pet-friendly rentals
500 properties allow pets
Family-friendly rentals
950 properties are a good fit for families
Total number of reviews
68K reviews

Destinations to explore