Title: Headingley Vacation Rentals from CA $138: Short-Term Rentals for 2026 | Expedia.ca

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# Headingley Vacation Rentals

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## Check prices for these dates

Tonight

[Dec 26 - Dec 27](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2025-12-26&endDate=2025-12-27&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 27 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2025-12-27&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Headingley vacation rentals

![Exterior](https://images.trvl-media.com/lodging/124000000/123290000/123284100/123284081/70b8c187.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/124000000/123290000/123284100/123284081/84bd380c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123290000/123284100/123284081/e9fa9cd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123290000/123284100/123284081/32c02b2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brand New 1BR Suite + Private entrance with Free parking & washer, dryer & iron

[](https://www.expedia.ca/Winnipeg-Hotels-Brand-New-1BR-Suite-Private-Entrance-With-Free-Parking-Washer.h123284081.Hotel-Information)

Peguis

10/10

Exceptional

(1)

"Very clean and nice Host responded quickly to any messages "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

[](https://www.expedia.ca/Winnipeg-Hotels-Brand-New-1BR-Suite-Private-Entrance-With-Free-Parking-Washer.h123284081.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/121000000/120060000/120052800/120052768/w1085h720x0y4-4ef2bd38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/121000000/120060000/120052800/120052768/1e03b48a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120060000/120052800/120052768/0e9fd37b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/121000000/120060000/120052800/120052768/7091445b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Golden Eagle, Basement Suite

[](https://www.expedia.ca/Winnipeg-Hotels-Golden-Eagle.h120052768.Hotel-Information)

Winnipeg

10/10

Exceptional

(2)

"Place was very clean and kids enjoyed the ping-pong table and mini pool table. We felt a draft from the windows but they supplied a heater and extra blankets that helped. The tv was nice and big for the kids to game out with. Beds, bedding and pillows were very comfortable! I gave them 4 stars for accuracy of ad because at the top it says “entire house”, but throughout the ad it clarifies that it’s not, that we have the full basement. Which was good enough. But the kids were disappointed we...

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Germaine B.

CA $77

CA $151 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](https://www.expedia.ca/Winnipeg-Hotels-Golden-Eagle.h120052768.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/121000000/120670000/120661800/120661728/1a8fbb5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/121000000/120670000/120661800/120661728/06812597.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120670000/120661800/120661728/2444ba08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120670000/120661800/120661728/6e9794b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### St. Thérèse’s Nest: Your Peaceful Retreat Minutes from the Pulse of the City

[](https://www.expedia.ca/Winnipeg-Hotels-St-Thereses-Nest-Your-Peaceful-Retreat-Minutes-From-The-Pulse-Of-The-City.h120661728.Hotel-Information)

Lord Roberts

10/10

Exceptional

(1)

"Check in was easy. Great location. Parking on street in front of house no problem. Kitchen had the basics. Tassimo made wonderful coffee. Beds comfortable but firm. Host was exceptionally attentive and accommodating. She was a blessing."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Joanne S.

CA $180

CA $457 total

includes taxes & fees

Jan 13 - Jan 14, 2026

[](https://www.expedia.ca/Winnipeg-Hotels-St-Thereses-Nest-Your-Peaceful-Retreat-Minutes-From-The-Pulse-Of-The-City.h120661728.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/112000000/111330000/111324100/111324011/b56638c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111330000/111324100/111324011/c0b31890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111330000/111324100/111324011/6e2d2788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111330000/111324100/111324011/f8b5d55e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 2-Bedroom Home in St-Boniface – 5 Min Walk to Food, Fuel & More

[](https://www.expedia.ca/Winnipeg-Hotels-Cozy-2-Bedroom-Home-In-St-Boniface-5-Min-Walk-To-Food.h111324011.Hotel-Information)

Central St. Boniface

10/10

Exceptional

(3)

"Nice and attractive place … host has good communication "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Benson-Ifere E.

CA $90

CA $172 total

includes taxes & fees

Jan 3 - Jan 4, 2026

[](https://www.expedia.ca/Winnipeg-Hotels-Cozy-2-Bedroom-Home-In-St-Boniface-5-Min-Walk-To-Food.h111324011.Hotel-Information)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/60000000/59860000/59859800/59859720/4beaced1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/60000000/59860000/59859800/59859720/65783a6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/60000000/59860000/59859800/59859720/ab88f631.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/60000000/59860000/59859800/59859720/3c94581d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Amazing 2 bedroom basement with separate entrance

[](https://www.expedia.ca/Winnipeg-Hotels-2-Bedrooms-Basement-With-Separate-Entrance.h59859720.Hotel-Information)

St. Vital

10/10

Exceptional

(1)

"The basement apartment was very clean and in a very good location. She was very helpful when we needed something and we had a nice little vacation in Winnipeg."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Sharon W.

CA $147

CA $216 total

includes taxes & fees

Dec 27 - Dec 28

[](https://www.expedia.ca/Winnipeg-Hotels-2-Bedrooms-Basement-With-Separate-Entrance.h59859720.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120820000/120818400/120818396/829eab9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120820000/120818400/120818396/2390db11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/121000000/120820000/120818400/120818396/197a135f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/121000000/120820000/120818400/120818396/dd2cd3f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stormwater Haven: Peaceful, Stylish and comfortable space in South Winnipeg.

[](https://www.expedia.ca/Winnipeg-Hotels-Stormwater-Haven-Peaceful.h120818396.Hotel-Information)

Fort Garry

CA $100

CA $255 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Winnipeg-Hotels-Stormwater-Haven-Peaceful.h120818396.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/125000000/124030000/124025600/124025539/639b2a85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/125000000/124030000/124025600/124025539/9c30bd22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124030000/124025600/124025539/350c12ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124030000/124025600/124025539/33cb2677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serene 2-bedroom private basement suite house in beautiful Winnipeg

[](https://www.expedia.ca/Winnipeg-Hotels-Serene-2-Bedroom-Private-Basement-Suite-House-In-Beautiful-Winnipeg.h124025539.Hotel-Information)

Winnipeg

CA $100

CA $149 total

includes taxes & fees

Jan 13 - Jan 14, 2026

[](https://www.expedia.ca/Winnipeg-Hotels-Serene-2-Bedroom-Private-Basement-Suite-House-In-Beautiful-Winnipeg.h124025539.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/112000000/112000000/111999600/111999556/fbb4ee0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/112000000/111999600/111999556/470450e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/112000000/111999600/111999556/0ca548bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/112000000/111999600/111999556/b60c1fb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury: Home Away from Home with Private Entrance 

[](https://www.expedia.ca/Winnipeg-Hotels-Luxury-Home-Away-From-Home-With-Private-Entrance.h111999556.Hotel-Information)

Transcona

8.6/10

Excellent

(4)

"Nice suite, clean and relatively new. some defects pointed out to the owner and very receptive of comments."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Bill H.

CA $50

CA $160 total

includes taxes & fees

Dec 27 - Dec 28

[](https://www.expedia.ca/Winnipeg-Hotels-Luxury-Home-Away-From-Home-With-Private-Entrance.h111999556.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/122000000/121590000/121584900/121584816/w1086h720x0y4-34365978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oven, stovetop](https://images.trvl-media.com/lodging/122000000/121590000/121584900/121584816/dd7ac49d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/122000000/121590000/121584900/121584816/6a3473cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/122000000/121590000/121584900/121584816/f37a6e07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakeview walkout suite - private Entrance

[](https://www.expedia.ca/Winnipeg-Hotels-Lakeview-Walkout-Suite-Private-Entrance.h121584816.Hotel-Information)

Fort Garry

CA $64

CA $141 total

includes taxes & fees

Jan 3 - Jan 4, 2026

[](https://www.expedia.ca/Winnipeg-Hotels-Lakeview-Walkout-Suite-Private-Entrance.h121584816.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/113000000/112730000/112725600/112725598/f1dd098b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, WiFi](https://images.trvl-media.com/lodging/113000000/112730000/112725600/112725598/e9861702.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/113000000/112730000/112725600/112725598/9bf240d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112730000/112725600/112725598/19236acd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish & Spacious | Minutes from Downtown

[](https://www.expedia.ca/Winnipeg-Hotels-Stylish-Spacious-Minutes-From-Downtown.h112725598.Hotel-Information)

Central St. Boniface

10/10

Exceptional

(3)

"Well stocked, spacious, and central. Glad I stayed here. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Dale K.

CA $119

CA $265 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/Winnipeg-Hotels-Stylish-Spacious-Minutes-From-Downtown.h112725598.Hotel-Information)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119120000/119110600/119110543/7dd779ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/120000000/119120000/119110600/119110543/bcc579d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119120000/119110600/119110543/60b5f50c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/120000000/119120000/119110600/119110543/37f35f9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Modern Suite - Peaceful Stay & Hwy Access

[](https://www.expedia.ca/Winnipeg-Hotels-Cozy-Suite-Peaceful-Modern.h119110543.Hotel-Information)

Fort Garry

9.6/10

Exceptional

(4)

"Clean and quiet quaint oasis that we stayed overnight while attending a Celebration of Life. Host was very helpful. Easy to get to from the airport. Exactly what we needed. No hassles and a restful sleep. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Nadine M.

CA $63

CA $182 total

includes taxes & fees

Dec 27 - Dec 28

[](https://www.expedia.ca/Winnipeg-Hotels-Cozy-Suite-Peaceful-Modern.h119110543.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/114000000/113160000/113154200/113154113/c109ad00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113160000/113154200/113154113/bc33415d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113160000/113154200/113154113/c47e059d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/114000000/113160000/113154200/113154113/e98e55b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 Bed rooms|Private entrance|Free Parking|Self-Check-in into our Upscale Haven.

[](https://www.expedia.ca/Winnipeg-Hotels-2-Bed-RoomsPrivate-EntranceFree-ParkingSelf-Check-In-Into-Our-Upscale-Haven.h113154113.Hotel-Information)

Transcona

9.6/10

Exceptional

(10)

"Good location to stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sarah

CA $68

CA $141 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Winnipeg-Hotels-2-Bed-RoomsPrivate-EntranceFree-ParkingSelf-Check-In-Into-Our-Upscale-Haven.h113154113.Hotel-Information)

![Fridge, microwave, stovetop, electric kettle](https://images.trvl-media.com/lodging/72000000/71660000/71654500/71654457/916ea993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71660000/71654500/71654457/368c9012.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/72000000/71660000/71654500/71654457/49cfadb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71660000/71654500/71654457/d6ecbe85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Basement Apartment with separate entrance

[](https://www.expedia.ca/Winnipeg-Hotels-Private-Basement-Apartment-With-Separate-Entrance.h71654457.Hotel-Information)

St. Vital

10/10

Exceptional

(1)

"Perfect for a 1 night stay. Just passing through. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Norman

CA $90

CA $153 total

includes taxes & fees

Dec 27 - Dec 28

[](https://www.expedia.ca/Winnipeg-Hotels-Private-Basement-Apartment-With-Separate-Entrance.h71654457.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111250000/111244100/111244061/163958ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111250000/111244100/111244061/66ff95f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111250000/111244100/111244061/4646eb98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/112000000/111250000/111244100/111244061/48383b92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Welcoming Private 2 Bedroom Suite

[](https://www.expedia.ca/Winnipeg-Hotels-Private-2-Bedroom-Suite.h111244061.Hotel-Information)

Fort Garry

9.2/10

Wonderful

(11)

"Thank you for a great stay. Check in was easy, the basement suite had all we needed. Excellent WiFi.New home and neighbourhood. Great place to stay. We would stay here again."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Ellie

CA $75

CA $178 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Winnipeg-Hotels-Private-2-Bedroom-Suite.h111244061.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/120000000/119660000/119658500/119658402/bec08355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119660000/119658500/119658402/7bd7fa88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave](https://images.trvl-media.com/lodging/120000000/119660000/119658500/119658402/463b63cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Jetted tub, hair dryer, towels, soap](https://images.trvl-media.com/lodging/120000000/119660000/119658500/119658402/b9668ab8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bliss Haven

[](https://www.expedia.ca/Winnipeg-Hotels-Bliss-Haven.h119658402.Hotel-Information)

Peguis

CA $59

CA $206 total

includes taxes & fees

Dec 27 - Dec 28

[](https://www.expedia.ca/Winnipeg-Hotels-Bliss-Haven.h119658402.Hotel-Information)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/112000000/111940000/111937800/111937735/fee9ade4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111940000/111937800/111937735/47713a27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111940000/111937800/111937735/4f40fe84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/112000000/111940000/111937800/111937735/851cfb23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kelvista's suite

[](https://www.expedia.ca/Winnipeg-Hotels-Kelvistas-Suite.h111937735.Hotel-Information)

St. Vital

9.6/10

Exceptional

(11)

"This property was amazing would love to stay here again "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Oluwatimilehin

CA $65

CA $184 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Winnipeg-Hotels-Kelvistas-Suite.h111937735.Hotel-Information)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/112000000/111500000/111495300/111495265/40df4226.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111500000/111495300/111495265/9fc04d99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/112000000/111500000/111495300/111495265/1239a19f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111500000/111495300/111495265/4cfe8833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### AVOCADO EXECUTIVE SUITES

[](https://www.expedia.ca/Winnipeg-Hotels-AVOCADO-EXECUTIVE-SUITES.h111495265.Hotel-Information)

St. Vital

8.0/10

Very good

(3)

"The apartment was very neat, I got immediate response when I had issues. I will always recommend for family and friends. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

TITILAYO O.

CA $93

CA $200 total

includes taxes & fees

Jan 3 - Jan 4, 2026

[](https://www.expedia.ca/Winnipeg-Hotels-AVOCADO-EXECUTIVE-SUITES.h111495265.Hotel-Information)

![Microwave, stovetop](https://images.trvl-media.com/lodging/117000000/116620000/116614000/116613928/0637b356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116620000/116614000/116613928/ad3d3255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/117000000/116620000/116614000/116613928/21d555f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Towels, soap, toilet paper](https://images.trvl-media.com/lodging/117000000/116620000/116614000/116613928/31d59073_edited_2cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Exquisite 1-bedroom basement in the quiet neighbourhood of Bonavista, Winnipeg

[](https://www.expedia.ca/Winnipeg-Hotels-Exquisite-1-Bedroom-Basement-In-The-Quiet-Neighbourhood-Of-Bonavista.h116613928.Hotel-Information)

St. Vital

10/10

Exceptional

(2)

"Overall enjoyed my stay the place was well kept and completely hosted myself and two friends for the weekend. In a great neighborhood felt safe and a beautiful park walking distance away. I recommend it’s comfortable and affordable."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Hana S.

CA $65

CA $143 total

includes taxes & fees

Jan 3 - Jan 4, 2026

[](https://www.expedia.ca/Winnipeg-Hotels-Exquisite-1-Bedroom-Basement-In-The-Quiet-Neighbourhood-Of-Bonavista.h116613928.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/122000000/121670000/121663800/121663743/145ee64e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/122000000/121670000/121663800/121663743/8c66256b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121670000/121663800/121663743/335fe46d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/122000000/121670000/121663800/121663743/f4cac3d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 3-Bedroom Basement Suite with Private Entrance

[](https://www.expedia.ca/Winnipeg-Hotels-Cozy-3-Bedroom-Basement-Suite-With-Private-Entrance.h121663743.Hotel-Information)

Transcona

CA $80

CA $255 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Winnipeg-Hotels-Cozy-3-Bedroom-Basement-Suite-With-Private-Entrance.h121663743.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/124000000/123090000/123080100/123080087/fece9f52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123090000/123080100/123080087/c34a248a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123090000/123080100/123080087/e3c57fc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123090000/123080100/123080087/c6325e42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Basement Suite in Winnipeg

[](https://www.expedia.ca/Winnipeg-Hotels-Peaceful-Tyson-Trail-Retreat.h123080087.Hotel-Information)

Transcona

CA $80

CA $160 total

includes taxes & fees

Dec 27 - Dec 28

[](https://www.expedia.ca/Winnipeg-Hotels-Peaceful-Tyson-Trail-Retreat.h123080087.Hotel-Information)

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.

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## Top Headingley Hotel Reviews

![Canad Inns Destination Centre Fort Garry](https://images.trvl-media.com/lodging/1000000/60000/53000/52976/66851e8c_y.jpg)

### Canad Inns Destination Centre Fort Garry

10/10 Excellent

"Quick and friendly checkin and rooms great."

[](https://expedia.ca/Winnipeg-Hotels-Canad-Inns-Destination-Centre-Fort-Garry.h52976.Hotel-Information)

![Alt Hotel Winnipeg](https://images.trvl-media.com/lodging/11000000/10420000/10417800/10417713/3bbd853b_y.jpg)

### Alt Hotel Winnipeg

10/10 Excellent

"Clean room, nice staff, had an iron which was really useful "

[](https://expedia.ca/Winnipeg-Hotels-Alt-Hotel-Winnipeg.h10417713.Hotel-Information)

![Sandman Hotel & Suites Winnipeg Airport](https://images.trvl-media.com/lodging/2000000/1840000/1835800/1835720/7c49870a_y.jpg)

### Sandman Hotel & Suites Winnipeg Airport

10/10 Excellent

"The room was very clean. We also found the staff very polite and helpful."

[](https://expedia.ca/Winnipeg-Hotels-Sandman-Hotel-Suites-Winnipeg-Airport.h1835720.Hotel-Information)

![Hilton Garden Inn Winnipeg South](https://images.trvl-media.com/lodging/20000000/19550000/19546600/19546535/6ce0a28f_y.jpg)

### Hilton Garden Inn Winnipeg South

10/10 Excellent

"Rooms were nice and clean."

[](https://expedia.ca/Winnipeg-Hotels-Hilton-Garden-Inn-Winnipeg-South.h19546535.Hotel-Information)

![Lakeview Signature, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/470000/460400/460383/59de39cd_y.jpg)

### Lakeview Signature, Trademark Collection by Wyndham

10/10 Excellent

"Nice hotel, hospitality and clean "

[](https://expedia.ca/Winnipeg-Hotels-Lakeview-Signature.h460383.Hotel-Information)

![Super 8 by Wyndham Winnipeg East MB](https://images.trvl-media.com/lodging/1000000/910000/906400/906335/1f53b81c_y.jpg)

### Super 8 by Wyndham Winnipeg East MB

10/10 Excellent

"Clean, friendly staff, decent breakfast. We had to spend an extra night due to a blizzard and all roads out of town closed"

[](https://expedia.ca/Winnipeg-Hotels-Super-8-By-Wyndham-Winnipeg-East-MB.h906335.Hotel-Information)

![Best Western Plus Winnipeg West](https://images.trvl-media.com/lodging/8000000/7460000/7450600/7450581/f06a9fda_y.jpg)

### Best Western Plus Winnipeg West

10/10 Excellent

"Great size room "

[](https://expedia.ca/Winnipeg-Hotels-Best-Western-Plus-Winnipeg-West.h7450581.Hotel-Information)

![Canad Inns Destination Centre Transcona](https://images.trvl-media.com/lodging/6000000/5430000/5424800/5424791/ade61ad2_y.jpg)

### Canad Inns Destination Centre Transcona

10/10 Excellent

"Love it. Clean and great for kids and adults. "

[](https://expedia.ca/Winnipeg-Hotels-Canad-Inns-Destination-Centre-Transcona.h5424791.Hotel-Information)

![Inn At The Forks](https://images.trvl-media.com/lodging/2000000/1090000/1089300/1089238/d9448a10_y.jpg)

### Inn At The Forks

10/10 Excellent

"Courteous staff. Clean room. Our room had a nice view."

[](https://expedia.ca/Winnipeg-Hotels-Inn-At-The-Forks.h1089238.Hotel-Information)

## Find out more about Headingley

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Headingley. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

- [Vacation Homes in Headingley ](https://expedia.ca/Headingley-Private-Vacation-Homes.d6145346-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Headingley ](https://expedia.ca/Headingley-Apartments.d6145346-aaApartments.Travel-Guide-Accommodation)
- [Condo Rentals in Headingley ](https://expedia.ca/Headingley-Condos.d6145346-aaCondos.Travel-Guide-Accommodation)
- [B&B in Headingley ](https://expedia.ca/Headingley-Bed-And-Breakfast.d6145346-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Headingley ](https://expedia.ca/Headingley-Guest-Houses.d6145346-aaGuestHouses.Travel-Guide-Accommodation)
- [Motels in Headingley ](https://expedia.ca/Headingley-Motels.d6145346-aaMotels.Travel-Guide-Accommodation)
- [Hostels in Headingley ](https://expedia.ca/Headingley-Hostels.d6145346-aaHostels.Travel-Guide-Accommodation)
- [Lodges in Headingley ](https://expedia.ca/Headingley-Lodges.d6145346-aaLodges.Travel-Guide-Accommodation)
- [Cabin Rentals in Headingley ](https://expedia.ca/Headingley-Cabins.d6145346-aaCabins.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a vacation rental in Headingley?

### What are some of the best vacation rentals in Headingley?

### What can I see and do in Headingley?

### What are vacation rentals like in Headingley?

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