Title: Headingley Vacation Rentals from CA $120: Short-Term Rentals for 2025 | Expedia.ca

  

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# Headingley Vacation Rentals

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## Check prices for these dates

Tonight

[Sep 24 - Sep 25](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2025-09-24&endDate=2025-09-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Sep 25 - Sep 26](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2025-09-25&endDate=2025-09-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Headingley

## Our top choices for Headingley vacation rentals

![Smart TV](https://images.trvl-media.com/lodging/106000000/105630000/105620900/105620817/884e89f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105630000/105620900/105620817/bc029b35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105630000/105620900/105620817/3194215a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105630000/105620900/105620817/9d469bbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Cozy 2-Bedroom Loft in DT! Walking distance to the Forks and Canada Life Centre

Exchange District

10/10

Exceptional

(7)

"Great proximity to nice restaurants"

CA $211

CA $371 total

includes taxes & fees

Sep 28 - Sep 29

[](https://www.expedia.ca/Winnipeg-Hotels-Heart-Of-The-City-Cozy-2BR-Loft.h105620817.Hotel-Information)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/37000000/36350000/36343900/36343879/b25eb85e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/37000000/36350000/36343900/36343879/f8709b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave](https://images.trvl-media.com/lodging/37000000/36350000/36343900/36343879/29f9605d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/37000000/36350000/36343900/36343879/2f7bcb1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Morning glory cottage

Peguis

9.0/10

Wonderful

(37)

"Good place "

CA $60

CA $120 total

includes taxes & fees

Sep 27 - Sep 28

[](https://www.expedia.ca/Winnipeg-Hotels-Morning-Glory-Cottage.h36343879.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76930000/76921800/76921751/e75f48cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/77000000/76930000/76921800/76921751/4034f5fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76930000/76921800/76921751/4c006c8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76930000/76921800/76921751/7fdf2650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 bed downtown sleeps 5 across jets arena king bed

Downtown Winnipeg

8.8/10

Excellent

(26)

"Exactly what we needed for a group of four"

[](https://www.expedia.ca/Winnipeg-Hotels-2-Bed-Downtown-Sleeps-5-Across-Jets-Arena-King-Bed.h76921751.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/75000000/74220000/74213000/74212972/bd5f7c62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/75000000/74220000/74213000/74212972/ac49f347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74220000/74213000/74212972/e74d8c5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74220000/74213000/74212972/e97ece40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### FREE PARKING NY Style Condo in Exchange District

Exchange District

10/10

Exceptional

(65)

"Beautiful condo, tastefully decorated and very comfortable "

CA $94

CA $211 total

includes taxes & fees

Oct 1 - Oct 2

[](https://www.expedia.ca/Winnipeg-Hotels-FREE-PARKING-NY-Style-Condo-In-Exchange-District.h74212972.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/95000000/94810000/94800800/94800719/c08858a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/95000000/94810000/94800800/94800719/ffb66655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/95000000/94810000/94800800/94800719/0ed021ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/95000000/94810000/94800800/94800719/9dd2e0e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Downtown luxury 1 bedroom sleeps 3 wifi and laundry

Downtown Winnipeg

8.4/10

Very good

(9)

"Overall it was good."

[](https://www.expedia.ca/Winnipeg-Hotels-Downtown-Luxury-1-Bedroom-Sleeps-4-Wifi-And-Laundry-Across-Arena.h94800719.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110820000/110813300/110813272/cbc6dfad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110820000/110813300/110813272/e943c707.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, bidet, towels, soap](https://images.trvl-media.com/lodging/111000000/110820000/110813300/110813272/0927f3bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110820000/110813300/110813272/4a5aed1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Maryland Homestay - Downtown Apartment #1

Winnipeg

8.0/10

Very good

(3)

"Great communication with host. Addressed any questions promptly. Good location and rental."

CA $72

CA $170 total

includes taxes & fees

Sep 29 - Sep 30

[](https://www.expedia.ca/Winnipeg-Hotels-Maryland-Homestay-Downtown-Apartment.h110813272.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116520000/116511900/116511842/582d8629.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116520000/116511900/116511842/5a83581e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116520000/116511900/116511842/3ae450e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116520000/116511900/116511842/dcd7b137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Full house in the best neighborhood of Winnipeg-Bridgwater Forest

Fort Garry

5.6/10

(5)

"Property was as advertised. Second bed was more of a thick foam pad. Fine for a few nights. Would recommend and stay there again. Fantastic location easy access to everything we needed "

CA $108

CA $177 total

includes taxes & fees

Sep 27 - Sep 28

[](https://www.expedia.ca/Winnipeg-Hotels-Full-House-In-The-Best-Neighborhood-Of-Winnipeg-Bridgwater-Forest.h116511842.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112220000/112219700/112219689/93df6d5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/113000000/112220000/112219700/112219689/1fe5aca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/113000000/112220000/112219700/112219689/db94a57f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112220000/112219700/112219689/6dab66f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

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

Windsor Park

9.4/10

Exceptional

(6)

"It was supplied all essential needs. It was in an excellent neighborhood. The place was clean and welcoming. Felt like home as we were evacuated from our placement in Flin Flon, Manitoba."

[](https://www.expedia.ca/Winnipeg-Hotels-Home-Away-From-Home-Family-Sized-Vacations.h112219689.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/116000000/115380000/115371600/115371538/156ebed4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/116000000/115380000/115371600/115371538/cdda9e7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/116000000/115380000/115371600/115371538/c360c463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115380000/115371600/115371538/336b9726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fully Furnished Basement Unit – Private Entrance Included

St. Vital

8.8/10

Excellent

(3)

"Well maintained and very clean."

CA $95

CA $144 total

includes taxes & fees

Sep 29 - Sep 30

[](https://www.expedia.ca/Winnipeg-Hotels-Fully-Furnished-Basement-Unit-Private-Entrance-Included.h115371538.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/112000000/112000000/111995700/111995692/99bf6871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/112000000/111995700/111995692/ca36bfe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/112000000/111995700/111995692/276ac83e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/112000000/112000000/111995700/111995692/e227b676.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Prairie Luxury 2 Bedrooms Home

Fort Garry

9.2/10

Wonderful

(5)

"The property is beautiful and my children had access to the basketball net. However, we were only given 1 facecloth as a hand towel for 4 days in the bathroom even when I asked for a couple of extra towels lol "

CA $82

CA $283 total

includes taxes & fees

Oct 23 - Oct 24

[](https://www.expedia.ca/Winnipeg-Hotels-Prairie-Luxury-2-Bedrooms-Home.h111995692.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

Fort Garry

10/10

Exceptional

(2)

"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. "

CA $63

CA $130 total

includes taxes & fees

Oct 1 - Oct 2

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101510000/101509100/101509002/w1024h569x0y58-045bea47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels, toilet paper](https://images.trvl-media.com/lodging/102000000/101510000/101509100/101509002/w378h683x323y0-a7527ab3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101510000/101509100/101509002/w507h683x258y0-eda0804f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101510000/101509100/101509002/w505h683x260y0-7e5578b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### St B. Living

Central St. Boniface

9.4/10

Exceptional

(12)

"Had a nice one night stay here. Thank you!"

CA $127

CA $181 total

includes taxes & fees

Sep 28 - Sep 29

[](https://www.expedia.ca/Winnipeg-Hotels-St-B-Living.h101509002.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/106000000/105960000/105954700/105954623/850d6dfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/106000000/105960000/105954700/105954623/a295403c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/106000000/105960000/105954700/105954623/5862bf39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, printers](https://images.trvl-media.com/lodging/106000000/105960000/105954700/105954623/d52a2e0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Cozy 1 Bedroom Basement Suite

Fort Garry

10/10

Exceptional

(3)

"Nice clean place to stay"

CA $90

CA $173 total

includes taxes & fees

Sep 28 - Sep 29

[](https://www.expedia.ca/Winnipeg-Hotels-Private-Cozy-1-Bedroom-Basement-Suite.h105954623.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/84000000/83350000/83346200/83346181/685f2318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83350000/83346200/83346181/2be08485.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83350000/83346200/83346181/9d66aec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathtub, towels, soap, shampoo](https://images.trvl-media.com/lodging/84000000/83350000/83346200/83346181/10cc0bda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 🌎Modern 3 bedroom home w/street park’n close to ✈️

Weston

10/10

Exceptional

(3)

"This property is beautiful. The owner is top hostess she went above and beyond for us. Will definitely being staying here again"

CA $155

CA $745 total

includes taxes & fees

Oct 1 - Oct 2

[](https://www.expedia.ca/Winnipeg-Hotels-Modern-3-Bedroom-Home-Wstreet-Parkn-Close-To.h83346181.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/96000000/95420000/95418200/95418106/a08a700b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95420000/95418200/95418106/w1024h568x0y57-3fa72a1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95420000/95418200/95418106/w505h683x260y0-0cd8704d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/96000000/95420000/95418200/95418106/w1024h569x0y57-23ff40c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Afan Home of Joy

Peguis

9.6/10

Exceptional

(19)

"We enjoyed our 4-day stay, it was very clean, in a new home, quiet and spacious, and our hosts were very accomodating."

CA $79

CA $172 total

includes taxes & fees

Sep 29 - Sep 30

[](https://www.expedia.ca/Winnipeg-Hotels-Afan-Home-Of-Joy.h95418106.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)

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

![Property grounds](https://images.trvl-media.com/lodging/112000000/111940000/111937800/111937735/1bee0194.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)

### Kelvista's suite

St. Vital

9.8/10

Exceptional

(9)

"A comfortable and affordable place to stay! The host is great with communication and the suite is lovely!"

CA $60

CA $179 total

includes taxes & fees

Sep 30 - Oct 1

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

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112090000/112087600/112087523/c04fe2d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/113000000/112090000/112087600/112087523/be0b9268.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112090000/112087600/112087523/1c580728.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/113000000/112090000/112087600/112087523/0b16b0da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Suite with facilities to make you feel at home

Windsor Park

CA $12,000

CA $15,674 total

includes taxes & fees

Sep 26 - Sep 27

[](https://www.expedia.ca/Winnipeg-Hotels-Suite-With-Facilities-To-Make-You-Feel-At-Home.h112087523.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/102000000/101770000/101766700/101766658/d9557262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101770000/101766700/101766658/63e7035a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101770000/101766700/101766658/0cf3033f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/102000000/101770000/101766700/101766658/0074180d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### 2 LUXURY BEDROOM IN BASEMENT FOR 4 PEOPLE !!!

Fort Garry

9.2/10

Wonderful

(7)

"Just loved our stay there .. all was clean, neat and matches the app descriptions. "

CA $77

CA $157 total

includes taxes & fees

Oct 3 - Oct 4

[](https://www.expedia.ca/Winnipeg-Hotels-Bus-Stop-Right-In-Front-Of-The-House-And-Comes-With-Free-Parking.h101766658.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110810000/110808500/110808424/5180998d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/111000000/110810000/110808500/110808424/7881c1f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110810000/110808500/110808424/194962c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110810000/110808500/110808424/baa157b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Maryland Homestay - Downtown Apartment

Winnipeg

CA $86

CA $186 total

includes taxes & fees

Sep 29 - Sep 30

[](https://www.expedia.ca/Winnipeg-Hotels-Downtown-Apartment-Close-To-All-Universities.h110808424.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/75000000/74170000/74160900/74160897/db4e1325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/75000000/74170000/74160900/74160897/c256b420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74170000/74160900/74160897/b492f95b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/75000000/74170000/74160900/74160897/6cea06e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 Br/ 3 beds with free parking, wifi and much more

Winnipeg

9.2/10

Wonderful

(23)

"Next door to a lovely coffee shop and beer garden, a short walk to Tall Grass Prairie bakery and centrally located in Winnipeg to easily get to all the places we needed to go to. "

[](https://www.expedia.ca/Winnipeg-Hotels-2-Br-3-Beds-With-Free-Parking.h74160897.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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-09&endDate=2025-10-10&regionId=6145346&adults=2&sort=RECOMMENDED&openPlayBack=true)

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[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FHeadingley-Vacation-Rentals.d6145346.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHeadingley-Vacation-Rentals.d6145346.Travel-Guide-VacationRentals)

## Top Headingley Hotel Reviews

![Victoria Inn Hotel and Convention Centre Winnipeg](//images.trvl-media.com/lodging/1000000/20000/13300/13226/94dbadb8_y.jpg)

### Victoria Inn Hotel and Convention Centre Winnipeg

10/10 Excellent

"The area was quiet. Staff was friendly. Had enjoyable sleeps. "

[](https://expedia.ca/Winnipeg-Hotels-Victoria-Inn-Hotel-And-Convention-Centre-Winnipeg.h13226.Hotel-Information)

![Humphry Inn & Suites](//images.trvl-media.com/lodging/1000000/860000/857300/857263/b2dc02ef_y.jpg)

### Humphry Inn & Suites

10/10 Excellent

"Allowed an early check in which was really nice, good location to the Forks and downtown. "

[](https://expedia.ca/Winnipeg-Hotels-Humphry-Inn-Suites.h857263.Hotel-Information)

![Canad Inns Destination Centre Club Regent Casino Hotel](//images.trvl-media.com/lodging/1000000/590000/583700/583630/c7554b08_y.jpg)

### Canad Inns Destination Centre Club Regent Casino Hotel

10/10 Excellent

"Great place to stay "

[](https://expedia.ca/Winnipeg-Hotels-Canad-Inns-Destination-Centre-Club-Regent-Casino-Hotel.h583630.Hotel-Information)

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

### Canad Inns Destination Centre Transcona

10/10 Excellent

"Always a pleasure staying there"

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

![Motel 6 Headingley, MB - Winnipeg West](//images.trvl-media.com/lodging/5000000/4470000/4464100/4464039/56e2f620_y.jpg)

### Motel 6 Headingley, MB - Winnipeg West

10/10 Excellent

"No review "

[](https://expedia.ca/Winnipeg-Hotels-Motel-6-Headingley.h4464039.Hotel-Information)

![The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/40000/34100/34086/84c43415_y.jpg)

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

10/10 Excellent

"Great service "

[](https://expedia.ca/Winnipeg-Hotels-The-Fort-Garry-Hotel.h34086.Hotel-Information)

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

### Super 8 by Wyndham Winnipeg East MB

10/10 Excellent

"The air conditioning is perfect "

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

![The Grand Winnipeg Airport Hotel by Lakeview](//images.trvl-media.com/lodging/8000000/7720000/7719900/7719845/cc015fce_y.jpg)

### The Grand Winnipeg Airport Hotel by Lakeview

10/10 Excellent

"Very pleased with the cleanliness of the room and facility. Staff were friendly and helpful. Excellent service in the restaurant and the waitress was exceptional. "

[](https://expedia.ca/Winnipeg-Hotels-The-Grand-Winnipeg-Airport-Hotel-By-Lakeview.h7719845.Hotel-Information)

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

### Alt Hotel Winnipeg

10/10 Excellent

"Helpful, friendly staff. The room was very clean and smelled fresh. There is a make-up mirror attached on the bathroom wall. This was a nice extra convenience."

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

## Find out more about Headingley

**Everything you need to know about** **Headingley** **vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Headingley vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Headingley vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Headingley vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Headingley. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Headingley vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Headingley vacation rentals we have selected for you start as low as CA $120 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Headingley rentals**

At Expedia, we put the best Headingley vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Headingley rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Headingley vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Headingley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

## Explore a world of travel with Expedia

-   Trending destinations on Expedia.ca
-   All accommodation types in Headingley

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-   [British Columbia Vacation Rentals](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations)
-   [Prince Edward Island Vacation Rentals](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations)
-   [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)
-   [Cabin Rentals in Headingley](https://expedia.ca/Headingley-Cabins.d6145346-aaCabins.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)
-   [Villas in Headingley](https://expedia.ca/Headingley-Villas.d6145346-aaVillas.Travel-Guide-Accommodation)

## Frequently asked questions

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

> Yes, you can find vacation rentals in Headingley close to Thunder Rapids Fun Park, or you can go with a secluded option if you're looking for a relaxing stay. Our travelers say Headingley has a good selection of coffeehouses. Make sure you have time to check out the hockey games and riverfront during your trip.

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

> [Home Away from Home! Family-sized vacations, group getaways, business trips,](https://www.expedia.ca/Winnipeg-Hotels-Home-Away-From-Home-Family-Sized-Vacations.h112219689.Hotel-Information) : This vacation home rental outside of Headingley offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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

> While exploring the area, visit family-friendly sights like Thunder Rapids Fun Park, or get outside and enjoy nature at Assiniboine Park. While here, John Blumberg Softball Complex and John Blumberg Golf Course are other places worth a visit.

### What are vacation rentals like in Headingley?

> Vacation rentals are privately owned properties you can book for a few days or a quick weekend in Headingley. Vacation rentals offer extras like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a family getaway.

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![QR code to download the app](data:image/png;base64,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)