Holiday rentals in Winnipeg

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Top-rated holiday rentals in Winnipeg

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

Guest favourite
Loft in Downtown Winnipeg
DandySkyLoft • reserved parking • DT • Jets Arena
☆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.
27 May – 3 Jun
$140 SGD per night
4.96 out of 5 average rating, 183 reviews
Guest favourite
Apartment in Downtown Winnipeg
Jets Nest: DT free PRK+ rooftop patio+gym
Enjoy a stylish experience at this centrally-located condo. Private balcony Overlooking Jets stadium!You'll have views from your private balcony of all the fun that is downtown Winnipeg. The rooftop patio overlooks the beautiful downtown area and is a great place for a cozy fire or photo op.Centrally located and walking distance to dining, shopping, and MetLife stadium. Our rooftop offers 360 degree views of the city. Enjoy a relaxing stay in one of the most desired locations in all of Winnipeg.
11–18 Feb
$112 SGD per night
4.85 out of 5 average rating, 191 reviews
Superhost
Flat in Downtown Winnipeg
Downtown skyline view Penthouse
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)
28 Jan – 4 Feb
$153 SGD per night
4.83 out of 5 average rating, 210 reviews

Popular amenities for Winnipeg holiday rentals

Stay near Winnipeg's top sights

St.Vital Centre71 locals recommend
Canada Life Centre110 locals recommend
CF Polo Park64 locals recommend
Outlet Collection Winnipeg60 locals recommend
The Forks Market154 locals recommend
RBC Convention Centre Winnipeg11 locals recommend

Other great holiday rentals in Winnipeg

Guest favourite
Apartment in Fort Garry
2 Bedrooms Condo Near University of Manitoba
17–24 Jul
$114 SGD per night
4.83 out of 5 average rating, 108 reviews
Superhost
Apartment in Downtown Winnipeg
Glasshouse Downtown - Private/Cozy , Across MTS A+
11–18 Sep
$102 SGD per night
4.86 out of 5 average rating, 471 reviews
Guest favourite
Home in Winnipeg
Albany Cottage: loft bedroom and close to airport
27 Jun – 4 Jul
$107 SGD per night
4.98 out of 5 average rating, 124 reviews
Guest favourite
Apartment in Bridgewater Centre
Wanderlust - Modern 2-bedroom with all amenities!
11–18 Jul
$144 SGD per night
4.91 out of 5 average rating, 209 reviews
Guest favourite
Loft in Downtown Winnipeg
❤️️ theLOFTonJAMES ❤️️ Your Staycation Escape ❤️️
10–17 Apr
$296 SGD per night
5.0 out of 5 average rating, 274 reviews
Guest favourite
Home in Wolseley
Prime Location Private Basement Suite
30 May – 6 Jun
$45 SGD per night
4.86 out of 5 average rating, 318 reviews
Guest favourite
Loft in Downtown Winnipeg
Exchange District NY Style Loft FREE PARKING
30 Jan – 6 Feb
$87 SGD per night
4.91 out of 5 average rating, 164 reviews
Guest favourite
Home in Saint Boniface
*Quiet Cozy Home | Large Yard | 3 min to Downtown*
10–17 Apr
$107 SGD per night
4.87 out of 5 average rating, 69 reviews
Guest favourite
Guest house in Saint Boniface
Saint Boniface, Eugenie Lane, New & Cozy
30 Sep – 7 Oct
$107 SGD per night
4.99 out of 5 average rating, 83 reviews
Guest favourite
Guest suite in Transcona
Entire Basement Suite - Lovely & Close to Stores
9–16 May
$63 SGD per night
4.89 out of 5 average rating, 65 reviews
Superhost
Home in Winnipeg
Spacious Home with 3 BED/2 BATH
25 Jul – 1 Aug
$114 SGD per night
5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in River Heights
Luxury Loft in Osborne Village - Heated Parking
4–11 Sep
$114 SGD per night
5.0 out of 5 average rating, 26 reviews

Quick stats about holiday rentals in Winnipeg

Total rentals

2.2K properties

Rentals with dedicated workspaces

1.3K properties have a dedicated workspace

Rentals with a pool

50 properties have a pool

Pet-friendly rentals

560 properties allow pets

Family-friendly rentals

1K properties are a good fit for families

Total number of reviews

69K reviews

Destinations to explore

  1. Airbnb
  2. Canada
  3. Manitoba
  4. Winnipeg