Book Holiday Homes in Winnipeg

Start date: Check-in selected.
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Winnipeg

Home Away from Home! Family-sized vacations, group getaways, business trips,

Home Away from Home! Family-sized vacations, group getaways, business trips,

Winnipeg
Stay at this vacation home in Winnipeg. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Canada Life Centre and Polo Park are located ...
Opens in a new windowHome Away from Home! Family-sized vacations, group getaways, business trips,
Cheerful Tuxedo House with Hot Tub

Cheerful Tuxedo House with Hot Tub

Winnipeg
The price is NZ$1,034 per night from 13 Oct to 14 Oct
NZ$1,034
13 Oct - 14 Oct
includes taxes & fees
Stay at this vacation home in Winnipeg. Enjoy laundry facilities, an in-room coffeemaker, and in-room fireplaces. Popular attractions Polo Park and Canada Life ...
Opens in a new windowCheerful Tuxedo House with Hot Tub
Luxury: Home Away from Home with Private Entrance

Luxury: Home Away from Home with Private Entrance

Winnipeg
Stay at this vacation home in Winnipeg. Enjoy laundry facilities, in-room fireplaces, and air conditioning. Popular attractions Roland Michener Arena and East ...
Opens in a new windowLuxury: Home Away from Home with Private Entrance
Save an average of 15% on thousands of hotels when you're signed in
3000 sq.ft 5 Beds , 4 bedrooms 3 Full bath Spacious Clean Home

3000 sq.ft 5 Beds , 4 bedrooms 3 Full bath Spacious Clean Home

Winnipeg
Stay at this vacation home in Winnipeg. Enjoy laundry facilities, in-room fireplaces, and air conditioning. Popular attractions Polo Park and FortWhyte Alive ...
Opens in a new window3000 sq.ft 5 Beds , 4 bedrooms 3 Full bath Spacious Clean Home
Haven in the Prairies (2BR Suite)

Haven in the Prairies (2BR Suite)

Winnipeg
Stay at this vacation home in Winnipeg. Enjoy free WiFi. Popular attractions Trappist Monastery and Saint Norbert Provincial Heritage Park are located ...
Opens in a new windowHaven in the Prairies (2BR Suite)
Morning glory cottage

Morning glory cottage

Winnipeg
The price is NZ$147 per night from 15 Oct to 16 Oct
NZ$147
15 Oct - 16 Oct
includes taxes & fees
Stay at this vacation home in Winnipeg. Enjoy free WiFi, laundry facilities, and cable/satellite TV service. Popular attractions Canada Life Centre and Kildonan ...
Opens in a new windowMorning glory cottage
Modern Basement Suite with Private Entrance - Perfect for a Relaxing Stay!

Modern Basement Suite with Private Entrance - Perfect for a Relaxing Stay!

Winnipeg
Stay at this vacation home in Winnipeg. Enjoy a fitness center and air conditioning. Popular attractions St.Vital Golf Centre and St. Vital Centre are located ...
Opens in a new windowModern Basement Suite with Private Entrance - Perfect for a Relaxing Stay!
Private Cozy 1 Bedroom Basement Suite

Private Cozy 1 Bedroom Basement Suite

Winnipeg
Stay at this vacation home in Winnipeg. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Trappist Monastery Provincial Park ...
Opens in a new windowPrivate Cozy 1 Bedroom Basement Suite
2500 sq ft 5 beds 3.5 bath New Home (2021)

2500 sq ft 5 beds 3.5 bath New Home (2021)

Winnipeg
Stay at this vacation home in Winnipeg. Enjoy laundry facilities, an in-room coffeemaker, and in-room fireplaces. Popular attractions Trappist Monastery Provincial ...
Opens in a new window2500 sq ft 5 beds 3.5 bath New Home (2021)
Don't see what you're looking for?
See all available properties in Winnipeg
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Winnipeg Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Winnipeg vacation homes are the perfect way for you to wing it.

Holiday houses in Winnipeg let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Winnipeg in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Winnipeg adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Winnipeg with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Winnipeg vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Winnipeg Holiday Homes essential information

Accommodation
238 Holiday Homes
Lowest Price
NZ$147
Highest Price
NZ$1,034
Popular accommodation
Home Away from Home! Family-sized vacations, group getaways, business trips, , Cheerful Tuxedo House with Hot Tub , Luxury: Home Away from Home with Private Entrance , 3000 sq.ft 5 Beds , 4 bedrooms 3 Full bath Spacious Clean Home, Haven in the Prairies (2BR Suite), Morning glory cottage, Modern Basement Suite with Private Entrance - Perfect for a Relaxing Stay!, Private Cozy 1 Bedroom Basement Suite, 2500 sq ft 5 beds 3.5 bath New Home (2021)

Top trending hotels in Winnipeg

Humphry Inn & Suites

Humphry Inn & Suites

2.5 out of 5
260 Main Street, Winnipeg, MB
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Winnipeg. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
Opens in a new windowHumphry Inn & Suites
Radisson Hotel Winnipeg Downtown

Radisson Hotel Winnipeg Downtown

3.5 out of 5
288 Portage Ave, Winnipeg, MB
Fully refundableReserve now, pay when you stay
The price is NZ$247 per night from 3 Oct to 4 Oct
NZ$247
3 Oct - 4 Oct
includes taxes & fees
Stay at this 3.5-star eco-certified hotel in Winnipeg. Enjoy free WiFi, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the ...
Opens in a new windowRadisson Hotel Winnipeg Downtown
Lakeview Signature, Trademark Collection by Wyndham

Lakeview Signature, Trademark Collection by Wyndham

3 out of 5
1999 Wellington Ave, Winnipeg, MB
Fully refundableReserve now, pay when you stay
The price is NZ$277 per night from 27 Sept to 28 Sept
NZ$277
27 Sept - 28 Sept
includes taxes & fees
Book a stay at this business-friendly hotel in Winnipeg. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the restaurant and the ...
Opens in a new windowLakeview Signature, Trademark Collection by Wyndham
Save an average of 15% on thousands of hotels when you're signed in
Victoria Inn Hotel and Convention Centre Winnipeg

Victoria Inn Hotel and Convention Centre Winnipeg

3 out of 5
1808 Wellington Ave, Winnipeg, MB
Fully refundableReserve now, pay when you stay
Book a stay at this family-friendly hotel in Winnipeg. Enjoy free WiFi, free water park access, and breakfast (surcharge). Our guests praise the pool and the ...
Opens in a new windowVictoria Inn Hotel and Convention Centre Winnipeg
Don't see what you're looking for?
See all available properties in Winnipeg
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.