Book Holiday Homes in Winnipeg

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Featured Holiday Homes in Winnipeg

Cheerful Tuxedo House with Hot Tub

Cheerful Tuxedo House with Hot Tub

Winnipeg
Stay at this vacation home in Winnipeg. Enjoy an in-room coffeemaker, in-room fireplaces, and air conditioning. Popular attractions Outlet Collection Winnipeg ...
Cheerful Tuxedo House with Hot Tub
1800 sq. 3 bed 2.5 bath New Home (2021)

1800 sq. 3 bed 2.5 bath New Home (2021)

Winnipeg
Stay at this vacation home in Winnipeg. Enjoy an in-room coffeemaker, in-room fireplaces, and housekeeping. Popular attractions Outlet Collection Winnipeg and ...
1800 sq. 3 bed 2.5 bath New Home (2021)
Luxurious House in a Desired Location, King Bed

Luxurious House in a Desired Location, King Bed

Winnipeg
Book a stay at this family-friendly vacation home in Winnipeg. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Outlet Collection Winnipeg ...
Luxurious House in a Desired Location, King Bed
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3 floors character house

3 floors character house

Winnipeg
Book a stay at this family-friendly vacation home in Winnipeg. Enjoy free WiFi, a water park, and a fitness center. Popular attractions Canada Life Centre and ...
3 floors character house
Modern house in trendy location in South Winnipeg-Bridgwater Area

Modern house in trendy location in South Winnipeg-Bridgwater Area

Winnipeg
Book a stay at this family-friendly vacation home in Winnipeg. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Outlet Collection Winnipeg ...
Modern house in trendy location in South Winnipeg-Bridgwater Area
King Bed Astounding Cinematic Sunset in trendy location, South City

King Bed Astounding Cinematic Sunset in trendy location, South City

Winnipeg
Stay at this vacation home in Winnipeg. Enjoy free WiFi, a garden, and patios. Popular attractions Outlet Collection Winnipeg and FortWhyte Alive Center are ...
King Bed Astounding Cinematic Sunset in trendy location, South City
House in Winnipeg's Prime Neighbourhood

House in Winnipeg's Prime Neighbourhood

Winnipeg
Book a stay at this family-friendly vacation home in Winnipeg. Enjoy a fitness center, an in-room coffeemaker, and in-room fireplaces. Popular attractions Outlet ...
House in Winnipeg's Prime Neighbourhood
Luxurious and Comfortable 3-Bedroom Bungalow Style House

Luxurious and Comfortable 3-Bedroom Bungalow Style House

Winnipeg
Stay at this vacation home in Winnipeg. Enjoy an in-room coffeemaker, in-room fireplaces, and air conditioning. Popular attractions Outlet Collection Winnipeg ...
Luxurious and Comfortable 3-Bedroom Bungalow Style House
Welcoming Private 2 Bedroom Suite

Welcoming Private 2 Bedroom Suite

Winnipeg
Stay at this vacation home in Winnipeg. Enjoy free WiFi, an in-room coffeemaker, and housekeeping. Popular attractions Outlet Collection Winnipeg and Trappist ...
Welcoming Private 2 Bedroom Suite
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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
223 Holiday Homes
Lowest Price
NZ$165
Highest Price
NZ$271
Popular accommodation
Cheerful Tuxedo House with Hot Tub , 1800 sq. 3 bed 2.5 bath New Home (2021), Luxurious House in a Desired Location, King Bed, 3 floors character house, Modern house in trendy location in South Winnipeg-Bridgwater Area, King Bed Astounding Cinematic Sunset in trendy location, South City, House in Winnipeg's Prime Neighbourhood, Luxurious and Comfortable 3-Bedroom Bungalow Style House, Welcoming Private 2 Bedroom Suite

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$271 per night from 6 Apr to 7 Apr
NZ$271
includes taxes & fees
6 Apr - 7 Apr
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 ...
Victoria Inn Hotel and Convention Centre Winnipeg
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$222 per night from 6 Apr to 7 Apr
NZ$222
includes taxes & fees
6 Apr - 7 Apr
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 ...
Lakeview Signature, Trademark Collection by Wyndham
Canad Inns Destination Centre Fort Garry

Canad Inns Destination Centre Fort Garry

3 out of 5
1824 Pembina Hwy, Winnipeg, MB
Fully refundable
The price is NZ$165 per night from 7 Apr to 8 Apr
NZ$165
includes taxes & fees
7 Apr - 8 Apr
Book a stay at this eco-certified hotel in Winnipeg. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
Canad Inns Destination Centre Fort Garry
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The Fort Garry Hotel, Spa and Conference Centre, Ascend Hotel Collection

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

4 out of 5
222 Broadway, Winnipeg, MB
Fully refundableReserve now, pay when you stay
The price is NZ$258 per night from 18 Apr to 19 Apr
NZ$258
includes taxes & fees
18 Apr - 19 Apr
Book a stay at this spa hotel in Winnipeg. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition ...
The Fort Garry Hotel, Spa and Conference Centre, Ascend Hotel Collection
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.