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Featured Holiday Homes in Winnipeg

Cozy Modern Basement Suite in Devonshire Winnipeg

Cozy Modern Basement Suite in Devonshire Winnipeg

Winnipeg MB
Stay at this holiday home in Winnipeg. Enjoy air conditioning. Popular attractions Canada Life Centre and Club Regent Casino are located nearby.
Opens in a new windowCozy Modern Basement Suite in Devonshire Winnipeg
Brilliant 4-bedroom house with AC in Winnipeg

Brilliant 4-bedroom house with AC in Winnipeg

Winnipeg MB
Stay at this holiday home in Winnipeg. Enjoy a fitness centre, laundry facilities and patios. Popular attractions St.Vital Golf Centre and Grand Prix Amusements ...
Opens in a new windowBrilliant 4-bedroom house with AC in Winnipeg
Kelvista's suite

Kelvista's suite

Winnipeg MB
The price is NZ$250 per night from 8 May to 9 May
NZ$250
8 May - 9 May
includes taxes & fees
Stay at this holiday home in Winnipeg. Enjoy free Wi-Fi, laundry facilities and an in-room coffee maker. Popular attractions St.Vital Golf Centre and St. Vital ...
Opens in a new windowKelvista's suite
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Flamingo Home! A family-friendly home with 4 bedrooms and 3 bathrooms.

Flamingo Home! A family-friendly home with 4 bedrooms and 3 bathrooms.

Winnipeg MB
Stay at this holiday home in Winnipeg. Enjoy laundry facilities, patios and an in-room coffee maker. Popular attractions Canada Life Centre and Club Regent Casino ...
Opens in a new windowFlamingo Home! A family-friendly home with 4 bedrooms and 3 bathrooms.
Modern Luxury in Richmond West

Modern Luxury in Richmond West

Winnipeg MB
The price is NZ$410 per night from 12 May to 13 May
NZ$410
12 May - 13 May
includes taxes & fees
Stay at this holiday home in Winnipeg. Enjoy laundry facilities and air conditioning. Popular attractions Princess Auto Stadium and Little Mountain Park are ...
Opens in a new windowModern Luxury in Richmond West
3 floors character house

3 floors character house

Winnipeg MB
Stay at this holiday home in Winnipeg. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Canada Life Centre and Polo Park are located ...
Opens in a new window3 floors character house
2 beds/3 br with office very specious unit in StB with free parking and wifi.

2 beds/3 br with office very specious unit in StB with free parking and wifi.

Winnipeg MB
Stay at this holiday home in Winnipeg. Enjoy free Wi-Fi, laundry facilities and balconies. Popular attractions Canada Life Centre and Polo Park are located ...
Opens in a new window2 beds/3 br with office very specious unit in StB with free parking and wifi.
Cozy 2-Bedroom basement Suite with Private entrance South Winnipeg.

Cozy 2-Bedroom basement Suite with Private entrance South Winnipeg.

Winnipeg MB
Stay at this holiday home in Winnipeg. Enjoy free Wi-Fi, a garden and an in-room coffee maker. Popular attractions Canada Life Centre and Grand Prix Amusements ...
Opens in a new windowCozy 2-Bedroom basement Suite with Private entrance South Winnipeg.
Serenity meets class: Entire Basement Suite in Winnipeg

Serenity meets class: Entire Basement Suite in Winnipeg

Winnipeg MB
The price is NZ$170 per night from 11 May to 12 May
NZ$170
11 May - 12 May
includes taxes & fees
Stay at this holiday home in Winnipeg. Enjoy free Wi-Fi, laundry facilities and an in-room coffee maker. Popular attractions St.Vital Golf Centre and St. Vital ...
Opens in a new windowSerenity meets class: Entire Basement Suite in Winnipeg
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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
286 Holiday Homes
Lowest Price
NZ$170
Highest Price
NZ$410
Popular accommodation
Cozy Modern Basement Suite in Devonshire Winnipeg, Brilliant 4-bedroom house with AC in Winnipeg, Kelvista's suite, Flamingo Home! A family-friendly home with 4 bedrooms and 3 bathrooms., Modern Luxury in Richmond West, 3 floors character house, 2 beds/3 br with office very specious unit in StB with free parking and wifi. , Cozy 2-Bedroom basement Suite with Private entrance South Winnipeg., Serenity meets class: Entire Basement Suite in Winnipeg

Top trending hotels in Winnipeg

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
The price is NZ$220 per night from 18 May to 19 May
NZ$220
18 May - 19 May
includes taxes & fees
Stay at this family-friendly hotel in Winnipeg. Enjoy free Wi-Fi, free water park access and breakfast (surcharge). Our guests praise the pool and the helpful ...
Opens in a new windowVictoria Inn Hotel and Convention Centre Winnipeg
The Grand Winnipeg Airport Hotel by Lakeview

The Grand Winnipeg Airport Hotel by Lakeview

4 out of 5
1979 Wellington Ave. Winnipeg MB
Fully refundableReserve now, pay when you stay
The price is NZ$290 per night from 6 June to 7 June
NZ$290
6 June - 7 June
includes taxes & fees
Stay at this business-friendly hotel in Winnipeg. Enjoy free Wi-Fi, room service and a fitness centre. Our guests praise the restaurant and the helpful staff ...
Opens in a new windowThe Grand Winnipeg Airport Hotel by Lakeview
The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel

The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel

4 out of 5
222 Broadway Winnipeg MB
Fully refundableReserve now, pay when you stay
The price is NZ$265 per night from 15 May to 16 May
NZ$265
15 May - 16 May
includes taxes & fees
Stay at this spa hotel in Winnipeg. Enjoy free Wi-Fi, a full-service spa and 2 restaurants. Our guests praise the helpful staff and the property condition in ...
Opens in a new windowThe Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel
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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$259 per night from 9 May to 10 May
NZ$259
9 May - 10 May
includes taxes & fees
Stay at this business-friendly hotel in Winnipeg. Enjoy free Wi-Fi, 2 bars/lounges and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
Opens in a new windowLakeview Signature, Trademark Collection by Wyndham
Don't see what you're looking for?
See all available properties in Winnipeg
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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.