Title: Headingley Vacation Home Rentals from CA $120: Search Top Private Vacation Homes for Rent | Expedia.ca

[Headingley Travel Guide](https://expedia.ca/Headingley.dx6145346)[Hotels in Headingley](https://expedia.ca/Headingley-Hotels.d6145346.Travel-Guide-Hotels)[Vacation Rentals in Headingley](https://expedia.ca/Headingley-Vacation-Rentals.d6145346.Travel-Guide-VacationRentals)[Flights to Headingley](https://expedia.ca/Cheap-Flights-To-Headingley.d6145346.Travel-Guide-Flights)[Headingley Car Rentals](https://expedia.ca/Car-Rentals-In-Headingley.d6145346.Car-Rental-Guide)[Headingley Vacation Packages](https://expedia.ca/Headingley.d6145346.Destination-Travel-Guides)

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# Headingley Vacation Rentals

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## Check prices for these dates

Next 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)

In two weeks

[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)

In one month

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2026-02-13&endDate=2026-02-15&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 homes

![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)

![Game room](https://images.trvl-media.com/lodging/121000000/120060000/120052800/120052768/7091445b.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)

### Vacation Home in Winnipeg

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

10/10

Exceptional

(1)

"Very clean and as advertised. Beds were very comfortable."

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

Harold

CA $72

CA $146 total

includes taxes & fees

Dec 17 - Dec 18

[](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)

![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)

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

![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120670000/120661800/120661728/492786b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Lord Roberts

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

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 $144

CA $399 total

includes taxes & fees

Dec 17 - Dec 18

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

![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)

![Interior](https://images.trvl-media.com/lodging/120000000/119120000/119110600/119110543/77cf72bd.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)

### Vacation Home in Fort Garry

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

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 $183 total

includes taxes & fees

Dec 19 - Dec 20

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

![Exterior](https://images.trvl-media.com/lodging/60000000/59860000/59859800/59859720/3c94581d.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)

### Vacation Home in St. Vital

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

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 $217 total

includes taxes & fees

Dec 17 - Dec 18

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

![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)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111940000/111937800/111937735/1bee0194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in St. Vital

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

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 $185 total

includes taxes & fees

Dec 20 - Dec 21

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

![Dining](https://images.trvl-media.com/lodging/112000000/111250000/111244100/111244061/8eaedb80.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)

### Vacation Home in Fort Garry

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

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 $179 total

includes taxes & fees

Dec 17 - Dec 18

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

![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)

![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)

### Vacation Home in St. Vital

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

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 $154 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Winnipeg-Hotels-Private-Basement-Apartment-With-Separate-Entrance.h71654457.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/112000000/112000000/111999600/111999556/0ca548bf.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)

![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)

### Vacation Home in Transcona

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

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 $161 total

includes taxes & fees

Dec 18 - Dec 19

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

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

![Dining](https://images.trvl-media.com/lodging/113000000/112730000/112725600/112725598/87d6b771.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)

### Vacation Home in Central St. Boniface

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

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

Dec 21 - Dec 22

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

![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)

### Vacation Home in Weston

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

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"

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

Aldeana L.

CA $155

CA $745 total

includes taxes & fees

Dec 17 - Dec 18

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

![Smart TV, computer monitors](https://images.trvl-media.com/lodging/116000000/115210000/115207400/115207316/92180034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115210000/115207400/115207316/9a0c261c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115210000/115207400/115207316/8c8d339f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, computer monitors](https://images.trvl-media.com/lodging/116000000/115210000/115207400/115207316/8ea216a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in East Kildonan

[](https://www.expedia.ca/Winnipeg-Hotels-One-Bedroom-Guest-Suite-With-Private-Entry.h115207316.Hotel-Information)

10/10

Exceptional

(6)

"Cute, clean basement suite in a quiet neighborhood. Little out of the way of amenities but easily accessible if one has a vehicle. Will stay again if ever in town and in the area"

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

Devo A.

CA $65

CA $126 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Winnipeg-Hotels-One-Bedroom-Guest-Suite-With-Private-Entry.h115207316.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)

![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)

![Interior](https://images.trvl-media.com/lodging/112000000/112000000/111995700/111995692/ed0eedea.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)

### Vacation Home in Fort Garry

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

9.4/10

Exceptional

(6)

"Great space. Host was very responsive to our requests."

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

Bels45

CA $95

CA $302 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Winnipeg-Hotels-Prairie-Luxury-2-Bedrooms-Home.h111995692.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/c1a9424d.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)

### Vacation Home in Transcona

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

CA $80

CA $161 total

includes taxes & fees

Dec 18 - Dec 19

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96870000/96863600/96863544/e00f2a63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96870000/96863600/96863544/1225938b.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/97000000/96870000/96863600/96863544/6bd2a804.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Norwood East

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

9.8/10

Exceptional

(6)

"Great place"

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

Blaine

CA $125

CA $285 total

includes taxes & fees

Dec 17 - Dec 18

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

![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)

![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)

![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)

### Vacation Home in Fort Garry

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

9.2/10

Wonderful

(5)

"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

Dec 20 - Dec 21

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

![Microwave](https://images.trvl-media.com/lodging/37000000/36350000/36343900/36343879/29f9605d.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)

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

### Vacation Home in Peguis

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

8.6/10

Excellent

(40)

"Good place "

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

Roy H.

CA $60

CA $120 total

includes taxes & fees

Dec 17 - Dec 18

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

![Pool](https://images.trvl-media.com/lodging/102000000/101620000/101615800/101615781/0b5b0b4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/102000000/101620000/101615800/101615781/a23b3991.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101620000/101615800/101615781/a4641bf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101620000/101615800/101615781/c0aafb1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in St. Vital

[](https://www.expedia.ca/Winnipeg-Hotels-Cozy-Spacious-Free-Parking-15-Min-Downtown.h101615781.Hotel-Information)

10/10

Exceptional

(3)

"Property was clean and well suited for our trip. Karl even checked in a couple times to see if we needed anything. "

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

cynthia h.

CA $125

CA $285 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Winnipeg-Hotels-Cozy-Spacious-Free-Parking-15-Min-Downtown.h101615781.Hotel-Information)

![Microwave, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/107000000/106750000/106748500/106748471/fb34ba05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/107000000/106750000/106748500/106748471/00028bb8.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)

### Vacation Home in Fort Garry

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

8.4/10

Very good

(9)

"Very good services."

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

Alabi A.

CA $98

CA $147 total

includes taxes & fees

Dec 21 - Dec 22

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

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

![Interior](https://images.trvl-media.com/lodging/121000000/120820000/120818400/120818396/456fb3c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fort Garry

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

CA $100

CA $256 total

includes taxes & fees

Dec 17 - Dec 18

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112730000/112725600/112725572/b925f840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/113000000/112730000/112725600/112725572/fd2db409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/113000000/112730000/112725600/112725572/fa0a5ff5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112730000/112725600/112725572/c2d3cb39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in King Edward

[](https://www.expedia.ca/Winnipeg-Hotels-Shop-Dine-Free-Parking-7-Min-To-Airport.h112725572.Hotel-Information)

10/10

Exceptional

(2)

"Newer development, clean, beautifully designed. Comforts of home. Host replies in a timely matter. Enjoyed my stay with no hassle. "

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

Lori

CA $139

CA $278 total

includes taxes & fees

Dec 23 - Dec 24

[](https://www.expedia.ca/Winnipeg-Hotels-Shop-Dine-Free-Parking-7-Min-To-Airport.h112725572.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

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

### The Grand Winnipeg Airport Hotel by Lakeview

10/10 Excellent

"Cleanliness"

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

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

### Canad Inns Destination Centre Club Regent Casino Hotel

10/10 Excellent

"Room very clean"

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

![The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/40000/34100/34086/8ffbe4a7_y.jpg)

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

10/10 Excellent

"very clean and all staff was helpful"

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

![Travelodge by Wyndham Winnipeg East](https://images.trvl-media.com/lodging/1000000/870000/862700/862691/12af28ee_y.jpg)

### Travelodge by Wyndham Winnipeg East

10/10 Excellent

"Hotel staff cleared pathway after snow downpours"

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

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

### Victoria Inn Hotel and Convention Centre Winnipeg

10/10 Excellent

"Good service! Great people and most importantly good staff!! "

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

"I always stay at the Sandman before traveling. Free shuttle to the airport, fantastic dining at Chop Steakhouse and rooms are always very clean!"

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

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

### Alt Hotel Winnipeg

10/10 Excellent

"Really nice. I wish it had an actual restaurant "

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

![Comfort Inn Winnipeg Airport](https://images.trvl-media.com/lodging/1000000/20000/12100/12014/55433a6e_y.jpg)

### Comfort Inn Winnipeg Airport

10/10 Excellent

"Staff was awesome & friendly n had smiles on their faces, enjoy stayed there ,when u ask them something they do it right away "

[](https://expedia.ca/Winnipeg-Hotels-Comfort-Inn-Winnipeg-Airport.h12014.Hotel-Information)

![Radisson Hotel Winnipeg Downtown](https://images.trvl-media.com/lodging/1000000/530000/524400/524375/9d4fad4b_y.jpg)

### Radisson Hotel Winnipeg Downtown

10/10 Excellent

"Comfy bed"

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

## Find out more about Headingley

## Headingley Vacation Homes information

| Number of reviews | 106                |
| ----------------- | ------------------ |
| Accommodation     | 240 Vacation Homes |
| Lowest Price      | CA $120            |
| Highest Price     | CA $745            |

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- [Flights from Regina (YQR) to Winnipeg (YWG) ](https://www.expedia.ca/lp/flights/yqr/ywg/regina-to-winnipeg)
- [Flights from Thunder Bay (YQT) to Winnipeg (YWG) ](https://www.expedia.ca/lp/flights/yqt/ywg/thunder-bay-to-winnipeg)
- [Flights from Montreal (YUL) to Winnipeg (YWG) ](https://www.expedia.ca/lp/flights/yul/ywg/montreal-to-winnipeg)
- [Flights from Vancouver (YVR) to Winnipeg (YWG) ](https://www.expedia.ca/lp/flights/yvr/ywg/vancouver-to-winnipeg)
- [Flights from Saskatoon (YXE) to Winnipeg (YWG) ](https://www.expedia.ca/lp/flights/yxe/ywg/saskatoon-to-winnipeg)
- [Flights from Abbotsford (YXX) to Winnipeg (YWG) ](https://www.expedia.ca/lp/flights/yxx/ywg/abbotsford-to-winnipeg)
- [Flights from Calgary (YYC) to Winnipeg (YWG) ](https://www.expedia.ca/lp/flights/yyc/ywg/calgary-to-winnipeg)
- [Flights from Toronto (YYZ) to Winnipeg (YWG) ](https://www.expedia.ca/lp/flights/yyz/ywg/toronto-to-winnipeg)

- [Assiniboia Downs ](https://www.expedia.ca/Assiniboia-Downs-Winnipeg.d6229713.Vacation-Attraction)
- [Beaudry Provincial Park ](https://www.expedia.ca/Beaudry-Provincial-Park-Manitoba.d6255869.Vacation-Attraction)
- [Glendale Golf and Country Club ](https://www.expedia.ca/Glendale-Golf-And-Country-Club-Glendale.d6194090.Vacation-Attraction)
- [Grant's Old Mill Museum ](https://www.expedia.ca/Grants-Old-Mill-Museum-Winnipeg.d553248621561214609.Vacation-Attraction)
- [John Blumberg Softball Complex ](https://www.expedia.ca/John-Blumberg-Softball-Complex-Headingley.d6255853.Vacation-Attraction)
- [Red River Exhibition Park ](https://www.expedia.ca/Red-River-Exhibition-Park-Buchanan.d6229627.Vacation-Attraction)
- [Thunder Rapids Fun Park ](https://www.expedia.ca/Thunder-Rapids-Fun-Park-Headingley.d553248621561234992.Vacation-Attraction)
- [Unicity Mall ](https://www.expedia.ca/Unicity-Mall-Winnipeg.d553248621585428171.Vacation-Attraction)
- [Visit Westdale ](https://www.expedia.ca/Winnipeg-Westdale.dx873292502896168960)

- [Car rentals near Academy Lanes West ](https://www.expedia.ca/Car-Rentals-In-Academy-Lanes-West.d642299788980453376.Car-Rental-Guide)
- [Rental cars Winnipeg James Armstrong Richardson Intl. airport ](https://www.expedia.ca/Car-Rentals-In-Winnipeg-James-Armstrong-Richardson-Intl.d4675417.Car-Rental-Guide)
- [Car rentals near Winnipeg ](https://www.expedia.ca/Car-Rentals-In-Winnipeg.d6141041.Car-Rental-Guide)

- [Things to do in Winnipeg ](https://www.expedia.ca/Things-To-Do-In-Winnipeg.d6141041.Travel-Guide-Activities)