Title: Headingley Vacation Rentals from CA $130: Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 24 - Jul 26](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2026-07-24&endDate=2026-07-26&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

![Smart TV, fireplace](https://images.trvl-media.com/lodging/107000000/106750000/106748500/106748471/79659a4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106750000/106748500/106748471/12d2796f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/107000000/106750000/106748500/106748471/9b36ecdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/107000000/106750000/106748500/106748471/6472ccdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Separate Entrance Basement Suite

[](https://www.expedia.ca/Winnipeg-Hotels-Separate-Entrance-Basement-Suite.h106748471.Hotel-Information)

Fort Garry

8.0/10

Very good

(11 reviews)

"Very good services."

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

Alabi A.

CA $113

CA $164 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Winnipeg-Hotels-Separate-Entrance-Basement-Suite.h106748471.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/112000000/111880000/111878700/111878687/c0b709c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, books](https://images.trvl-media.com/lodging/112000000/111880000/111878700/111878687/38cc0fe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111880000/111878700/111878687/9e9e8d5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111880000/111878700/111878687/25c3da48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cheerful Tuxedo House with Hot Tub 

[](https://www.expedia.ca/Winnipeg-Hotels-Cheerful-Tuxedo-House-With-Hot-Tub.h111878687.Hotel-Information)

Tuxedo

9.8/10

Exceptional

(40 reviews)

"We totally enjoyed our stay!"

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

peter S.

CA $383

CA $972 total

includes taxes & fees

Apr 2 - Apr 3

[](https://www.expedia.ca/Winnipeg-Hotels-Cheerful-Tuxedo-House-With-Hot-Tub.h111878687.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)

![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/e89d4ad0.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

9.8/10

Exceptional

(6 reviews)

"The host was really.nice and respectful, he is on top for respond to my needs concerning any supplies for my stay,, I just only want he be lenient a little with the guess for small details ( s.all hair in the bathroom/ carpet/ bed) after that I give 5 stars, and highly recommended. "

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

Lesly

CA $72

CA $146 total

includes taxes & fees

Mar 31 - Apr 1

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

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

![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)

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

### Kelvista's suite

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

St. Vital

9.6/10

Exceptional

(11 reviews)

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

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

Oluwatimilehin

CA $78

CA $201 total

includes taxes & fees

Apr 10 - Apr 11

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

![Exterior detail](https://images.trvl-media.com/lodging/116000000/115830000/115827500/115827485/ba6c206f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/116000000/115830000/115827500/115827485/e4effada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/116000000/115830000/115827500/115827485/a762c75f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/116000000/115830000/115827500/115827485/a784d119_edited_4677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Basement Suite in Winnipeg

[](https://www.expedia.ca/Winnipeg-Hotels-Cozy-Basement-Suite-In-Winnipeg.h115827485.Hotel-Information)

St. Vital

8.0/10

Very good

(2 reviews)

"Great host, great amenities "

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

Alyce M.

CA $80

CA $161 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Winnipeg-Hotels-Cozy-Basement-Suite-In-Winnipeg.h115827485.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/112000000/111995700/111995692/e1c2dbb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/112000000/112000000/111995700/111995692/75f4dd30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Prairie Luxury 2 Bedrooms Home

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

Fort Garry

9.4/10

Exceptional

(6 reviews)

"Great place. Easy, convenient location. Clean and spacious."

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

Randy H.

CA $85

CA $274 total

includes taxes & fees

Mar 31 - Apr 1

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

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83350000/83346200/83346181/2fd5af5b.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)

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

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

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

Weston

10/10

Exceptional

(3 reviews)

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

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

Aldeana L.

CA $155

CA $743 total

includes taxes & fees

Apr 3 - Apr 4

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

![Smart TV, fireplace](https://images.trvl-media.com/lodging/61000000/60180000/60176100/60176095/93f2fbf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/61000000/60180000/60176100/60176095/75ba7c2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/61000000/60180000/60176100/60176095/fa797ce5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/61000000/60180000/60176100/60176095/cfb54651.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Home away from Home in a Basement with a separate entrance

[](https://www.expedia.ca/Winnipeg-Hotels-Cozy-Home-Away-From-Home-In-A-Basement-With-A-Separate-Entrance.h60176095.Hotel-Information)

St. Vital

9.2/10

Wonderful

(10 reviews)

"Check in was easy, place was nice."

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

Blair J.

CA $110

CA $173 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/Winnipeg-Hotels-Cozy-Home-Away-From-Home-In-A-Basement-With-A-Separate-Entrance.h60176095.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/123000000/122460000/122450500/122450471/w1048h683x0y6-183e94e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/123000000/122460000/122450500/122450471/w1025h678x0y0-4bc67b52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/123000000/122460000/122450500/122450471/w1042h692x15y0-3550cf42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/123000000/122460000/122450500/122450471/79f729f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern 5 bedroom Lake view home in Prairie Pointe, winnipeg

[](https://www.expedia.ca/Winnipeg-Hotels-Modern-5-Bedroom-Lake-View-Home-In-Prairie-Pointe.h122450471.Hotel-Information)

Fort Garry

10/10

Exceptional

(1 review)

"The place was spotless and the host was absolutely very courteous. "

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

Lilly

CA $285

CA $716 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Winnipeg-Hotels-Modern-5-Bedroom-Lake-View-Home-In-Prairie-Pointe.h122450471.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/72000000/71660000/71654500/71654457/f5ff62f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

![Dining](https://images.trvl-media.com/lodging/72000000/71660000/71654500/71654457/49cfadb5.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)

### 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 review)

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

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

Norman

CA $99

CA $165 total

includes taxes & fees

Apr 1 - Apr 2

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96870000/96863600/96863544/2f75d041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/97000000/96870000/96863600/96863544/08b53467.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/97000000/96870000/96863600/96863544/e6654045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96870000/96863600/96863544/cc12833d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### \*New & Modern Home | Free Parking | 5 mins Downtown\*

[](https://www.expedia.ca/Winnipeg-Hotels-New-Modern-Home-Free-Parking-5-Mins-Downtown.h96863544.Hotel-Information)

Norwood East

9.8/10

Exceptional

(7 reviews)

"Great place"

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

Blaine

CA $125

CA $284 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Winnipeg-Hotels-New-Modern-Home-Free-Parking-5-Mins-Downtown.h96863544.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/102000000/101310000/101307100/101307020/w1440h1080x0y22-b81df4b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/102000000/101310000/101307100/101307020/w1440h1085x0y36-1a2083a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101310000/101307100/101307020/07d9a5d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101310000/101307100/101307020/dc77c309.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Retraite Saint Boniface/St. Boniface Retreat

[](https://www.expedia.ca/Winnipeg-Hotels-Retraite-Saint-BonifaceSt-Boniface-Retreat.h101307020.Hotel-Information)

Central St. Boniface

9.8/10

Exceptional

(7 reviews)

"Great neighborhood and great place to stay "

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

jenn

CA $150

CA $281 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Winnipeg-Hotels-Retraite-Saint-BonifaceSt-Boniface-Retreat.h101307020.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)

![Interior](https://images.trvl-media.com/lodging/106000000/105960000/105954700/105954623/e8539776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/106000000/105960000/105954700/105954623/1f81c5a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Cozy 1 Bedroom Basement Suite

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

Fort Garry

9.2/10

Wonderful

(5 reviews)

"Nice clean place to stay"

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

Thomas B.

CA $90

CA $173 total

includes taxes & fees

Mar 31 - Apr 1

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

![Property grounds](https://images.trvl-media.com/lodging/102000000/101770000/101766700/101766658/0cf3033f.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/102000000/101770000/101766700/101766658/ae3102db.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)

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

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

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

Fort Garry

9.4/10

Exceptional

(8 reviews)

"We had a great stay! Hosts were communicative and we have nothing but good things to say about property itself."

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

Aidan M.

CA $77

CA $157 total

includes taxes & fees

Mar 31 - Apr 1

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

![Smart TV, fireplace](https://images.trvl-media.com/lodging/111000000/110610000/110608100/110608042/61d0da79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110610000/110608100/110608042/3722a074.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110610000/110608100/110608042/be1c8350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/111000000/110610000/110608100/110608042/7f15b1c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Magnificent Stylish Escape 

[](https://www.expedia.ca/Winnipeg-Hotels-Magnificent-Stylish-Escape.h110608042.Hotel-Information)

Fort Garry

CA $629

CA $1,647 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Winnipeg-Hotels-Magnificent-Stylish-Escape.h110608042.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/115000000/114440000/114435100/114435025/271fc6a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/115000000/114440000/114435100/114435025/14c12114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114440000/114435100/114435025/w1204h903x1y14-866e2740.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/115000000/114440000/114435100/114435025/w1204h884x1y0-421a7d53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### HOME AWAY FROM HOME

[](https://www.expedia.ca/HOME-AWAY-FROM-HOME.h114435025.Hotel-Information)

Fort Garry

10/10

Exceptional

(3 reviews)

"This apartment was perfect for the two of us! Nice, clean and the bed was incredibly comfortable! Easy check in and check out! "

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

Tania

CA $81

CA $210 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/HOME-AWAY-FROM-HOME.h114435025.Hotel-Information)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/104000000/103830000/103820200/103820148/w904h683x60y0-2bee3cfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103830000/103820200/103820148/w904h683x60y0-d947e82d.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/104000000/103830000/103820200/103820148/w903h683x60y0-e620c925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/104000000/103830000/103820200/103820148/w903h683x60y0-e76e6be6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury two bedroom in a modern basement.

[](https://www.expedia.ca/Winnipeg-Hotels-Luxury-Two-Bedroom-In-A-Modern-Basement.h103820148.Hotel-Information)

Fort Garry

9.0/10

Wonderful

(2 reviews)

"This unit worked perfectly for our needs. It was easy to get to and close to great shopping and dining options. It a perfect place for our quick weekend trip. We would definitely stay again. "

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

Raylene

CA $95

CA $167 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Winnipeg-Hotels-Luxury-Two-Bedroom-In-A-Modern-Basement.h103820148.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/114000000/113810000/113800500/113800484/194f5b58.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/114000000/113810000/113800500/113800484/9aa513dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113810000/113800500/113800484/c0be4b86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113810000/113800500/113800484/7fd66125.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serenity meets class: Entire Basement Suite in Winnipeg

[](https://www.expedia.ca/Winnipeg-Hotels-Serenity-Meets-Class-Entire-Basement-Suite-In-Winnipeg.h113800484.Hotel-Information)

St. Vital

9.2/10

Wonderful

(15 reviews)

"We had a great stay. The host was prompt to answer questions and the space was perfect for a weekend getaway. "

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

Lonna

CA $59

CA $130 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Winnipeg-Hotels-Serenity-Meets-Class-Entire-Basement-Suite-In-Winnipeg.h113800484.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/119000000/118330000/118328100/118328075/b7864245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/119000000/118330000/118328100/118328075/624dfe22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/119000000/118330000/118328100/118328075/28baac57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118330000/118328100/118328075/6a0685e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elegant 1-Bedroom Basement Suite

[](https://www.expedia.ca/Winnipeg-Hotels-Trueserve-Elegant-1-Bedroom-Basement-Suite.h118328075.Hotel-Information)

St. Vital

9.6/10

Exceptional

(4 reviews)

"Well maintained clean property. The owner of the home was very accomodating and kind. Great location. Felt like home during our stay! Will definitely come back."

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

Sameh

CA $63

CA $153 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Winnipeg-Hotels-Trueserve-Elegant-1-Bedroom-Basement-Suite.h118328075.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/117000000/116620000/116614000/116613928/0a5b9b8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/117000000/116620000/116614000/116613928/8fb4562b_edited_b3dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, stovetop](https://images.trvl-media.com/lodging/117000000/116620000/116614000/116613928/0637b356.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)

### 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 reviews)

"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 $70

CA $150 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Winnipeg-Hotels-Exquisite-1-Bedroom-Basement-In-The-Quiet-Neighbourhood-Of-Bonavista.h116613928.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=2026-04-13&endDate=2026-04-14&regionId=6145346&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

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Apartments

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Condos

[](https://www.expedia.ca/Hotel-Search?destination=Headingley%2C+Manitoba%2C+Canada&regionId=6145346&latLong=49.868087%2C-97.391052&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=CONDO)

Aparthotels

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## Top Headingley Hotel Reviews

![Travelodge by Wyndham Winnipeg East](https://images.trvl-media.com/lodging/1000000/870000/862700/862691/7a847a4b_y.jpg)

### Travelodge by Wyndham Winnipeg East

8/10 Good

"Pool area is very nice and functional."

[](https://expedia.ca/Winnipeg-Hotels-Travelodge-By-Wyndham-Winnipeg-East.h862691.Hotel-Information)

![Mere Hotel](https://images.trvl-media.com/lodging/7000000/6430000/6421600/6421512/ad53d8a4_y.jpg)

### Mere Hotel

10/10 Excellent

"Good quality."

[](https://expedia.ca/Winnipeg-Hotels-Mere-Hotel.h6421512.Hotel-Information)

![Canad Inns Destination Centre Club Regent Casino Hotel](https://images.trvl-media.com/lodging/1000000/590000/583700/583630/c083c8f2_y.jpg)

### Canad Inns Destination Centre Club Regent Casino Hotel

10/10 Excellent

"The breakfast is at the restaurant Altos it was very goʻd"

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

![Radisson Hotel Winnipeg Downtown](https://images.trvl-media.com/lodging/1000000/530000/524400/524375/5f504116_y.jpg)

### Radisson Hotel Winnipeg Downtown

8/10 Good

"Parking elevator was not working and there was a "guest" in the elevator that was a little sketchy"

[](https://expedia.ca/Winnipeg-Hotels-Radisson-Hotel-Winnipeg-Downtown.h524375.Hotel-Information)

![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

2/10 Terrible

"It was so loud and called the front desk , kids running around till one in morning , all they said is there security will look into . Didnt even see a security guard onsite . "

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

![Humphry Inn & Suites](https://images.trvl-media.com/lodging/1000000/860000/857300/857263/e9036dc5_y.jpg)

### Humphry Inn & Suites

8/10 Good

"Clean room, kind staff, and nice to have a continental breakfast. "

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

![Birchwood Inn, BW Premier Collection](https://images.trvl-media.com/lodging/1000000/30000/23100/23038/37594858_y.jpg)

### Birchwood Inn, BW Premier Collection

8/10 Good

"Great breakfast. Need new mattress "

[](https://expedia.ca/Winnipeg-Hotels-Birchwood-Inn.h23038.Hotel-Information)

![Delta Hotels by Marriott Winnipeg](https://images.trvl-media.com/lodging/1000000/10000/7000/6941/c0167ad7_y.jpg)

### Delta Hotels by Marriott Winnipeg

10/10 Excellent

"Convenient location, close to Canada life centre and many restaurants. Always have clean rooms and the staff are very helpful and friendly"

[](https://expedia.ca/Winnipeg-Hotels-Delta-Hotels-By-Marriott-Winnipeg.h6941.Hotel-Information)

![Super 8 by Wyndham Winnipeg East MB](https://images.trvl-media.com/lodging/1000000/910000/906400/906335/84bd9a0a_y.jpg)

### Super 8 by Wyndham Winnipeg East MB

10/10 Excellent

"Great breakfast, clean room .. the kids enjoyed the pool , the pool was kid friendly for smaller children "

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