Book Holiday Homes in Anola

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Featured Holiday Homes in Anola

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

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

Winnipeg MB
With a stay at this vacation home in Winnipeg (St. Vital), you'll be within a 15-minute drive of Canada Life Centre and Royal Canadian Mint.
Opens in a new windowCozy 2-Bedroom basement Suite with Private entrance South Winnipeg.
Brilliant 4-bedroom house with AC in Winnipeg

Brilliant 4-bedroom house with AC in Winnipeg

2 out of 5
Winnipeg MB
With a stay at this vacation home in Winnipeg (St. Vital), you'll be within a 15-minute drive of Canada Life Centre and Royal Canadian Mint.
Opens in a new windowBrilliant 4-bedroom house with AC in Winnipeg
Afan Home of Joy

Afan Home of Joy

Winnipeg MB
The price is AU$189 per night from 29 Dec to 30 Dec
AU$189
29 Dec - 30 Dec
includes taxes & fees
With a stay at this vacation home in Winnipeg (Peguis), you'll be within a 15-minute drive of Canada Life Centre and Kildonan Place.
Opens in a new windowAfan Home of Joy
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Serenity meets class: Entire Basement Suite in Winnipeg

Serenity meets class: Entire Basement Suite in Winnipeg

Winnipeg MB
The price is AU$143 per night from 1 Jan to 2 Jan
AU$143
1 Jan - 2 Jan 2026
includes taxes & fees
With a stay at this vacation home in Winnipeg (St. Vital), you'll be within a 15-minute drive of Canada Life Centre and St.Vital Golf Centre.
Opens in a new windowSerenity meets class: Entire Basement Suite in Winnipeg
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
With a stay at this vacation home in Winnipeg, you'll be a 3-minute drive from Canada Life Centre and 8 minutes from Polo Park.
Opens in a new window2 beds/3 br with office very specious unit in StB with free parking and wifi.
3 floors character house

3 floors character house

Winnipeg MB
With a stay at this vacation home, you'll be centrally located in Winnipeg, within a 15-minute drive of Canada Life Centre and Polo Park.
Opens in a new window3 floors character house
French district Main floor of the duplex house - clean and quiet - Pet Friendly!

French district Main floor of the duplex house - clean and quiet - Pet Friendly!

Winnipeg MB
With a stay at this vacation home, you'll be centrally located in Winnipeg, a 3-minute drive from Canada Life Centre and 8 minutes from Polo Park.
Opens in a new windowFrench district Main floor of the duplex house - clean and quiet - Pet Friendly!
Morning glory cottage

Morning glory cottage

Winnipeg MB
The price is AU$133 per night from 29 Dec to 30 Dec
AU$133
29 Dec - 30 Dec
includes taxes & fees
With a stay at this vacation home in Winnipeg (Peguis), you'll be within a 15-minute drive of Canada Life Centre and Kildonan Place.
Opens in a new windowMorning glory cottage
One-bedroom guest suite with  private entry

One-bedroom guest suite with private entry

Winnipeg MB
The price is AU$139 per night from 29 Dec to 30 Dec
AU$139
29 Dec - 30 Dec
includes taxes & fees
With a stay at this vacation home in Winnipeg (East Kildonan), you'll be within a 15-minute drive of Canada Life Centre and Polo Park.
Opens in a new windowOne-bedroom guest suite with private entry
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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.

Anola 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 Anola vacation homes are the perfect way for you to wing it.

Holiday houses in Anola 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 Anola 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 Anola adventures, obvs.

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

Anola Holiday Homes essential information

Accommodation
114 Holiday Homes
Lowest Price
AU$114
Highest Price
AU$189
Popular accommodation
Cozy 2-Bedroom basement Suite with Private entrance South Winnipeg., Brilliant 4-bedroom house with AC in Winnipeg, Afan Home of Joy, Serenity meets class: Entire Basement Suite in Winnipeg, 2 beds/3 br with office very specious unit in StB with free parking and wifi. , 3 floors character house, French district Main floor of the duplex house - clean and quiet - Pet Friendly!, Morning glory cottage, One-bedroom guest suite with private entry

Top trending hotels in Anola

Canad Inns Destination Centre Club Regent Casino Hotel

Canad Inns Destination Centre Club Regent Casino Hotel

3 out of 5
1415 Regent Ave W Winnipeg MB
Fully refundableReserve now, pay when you stay
The price is AU$149 per night from 5 Jan to 6 Jan
AU$149
5 Jan - 6 Jan 2026
includes taxes & fees
With a stay at Canad Inns Destination Centre Club Regent Casino Hotel, you'll be centrally located in Winnipeg, within a 15-minute drive of Canada Life Centre ...
Opens in a new windowCanad Inns Destination Centre Club Regent Casino Hotel
Travelodge by Wyndham Winnipeg East

Travelodge by Wyndham Winnipeg East

2 out of 5
20 Alpine Ave, St Annes Road Winnipeg MB
Fully refundableReserve now, pay when you stay
The price is AU$114 per night from 11 Jan to 12 Jan
AU$114
11 Jan - 12 Jan 2026
includes taxes & fees
With a stay at Travelodge by Wyndham Winnipeg East in Winnipeg (St. Vital), you'll be a 5-minute drive from Royal Canadian Mint and 7 minutes from Manitoba Children's ...
Opens in a new windowTravelodge by Wyndham Winnipeg East
Canad Inns Destination Centre Transcona

Canad Inns Destination Centre Transcona

3 out of 5
826 Regent Avenue West Winnipeg MB
Fully refundableReserve now, pay when you stay
The price is AU$143 per night from 4 Jan to 5 Jan
AU$143
4 Jan - 5 Jan 2026
includes taxes & fees
With a stay at Canad Inns Destination Centre Transcona in Winnipeg (Transcona), you'll be within a 5-minute drive of Transcona Museum and Kildonan Place.
Opens in a new windowCanad Inns Destination Centre Transcona
Save an average of 15% on thousands of hotels when you're signed in
Super 8 by Wyndham Winnipeg East MB

Super 8 by Wyndham Winnipeg East MB

2 out of 5
1485 Niakwa Rd East Winnipeg MB
Fully refundableReserve now, pay when you stay
The price is AU$145 per night from 4 Jan to 5 Jan
AU$145
4 Jan - 5 Jan 2026
includes taxes & fees
With a stay at Super 8 by Wyndham Winnipeg East MB in Winnipeg (Symington Yards), you'll be within a 15-minute drive of Canada Life Centre and Royal Canadian ...
Opens in a new windowSuper 8 by Wyndham Winnipeg East MB
Don't see what you're looking for?
See all available properties in Anola
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.