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) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Headingley Vacation Rentals - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Headingley Vacation Homes ![Interior](https://images.trvl-media.com/lodging/121000000/120670000/120661800/120661728/1a8fbb5a.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) ![Dining](https://images.trvl-media.com/lodging/121000000/120670000/120661800/120661728/06812597.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) ### St. Thérèse’s Nest: Your Peaceful Retreat Minutes from the Pulse of the City Lord Roberts 10/10 Exceptional (1) "Check in was easy. Great location. Parking on street in front of house no problem. Kitchen had the basics. Tassimo made wonderful coffee. Beds comfortable but firm. Host was exceptionally attentive and accommodating. She was a blessing." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Joanne S. CA $144 CA $399 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Winnipeg-Hotels-St-Thereses-Nest-Your-Peaceful-Retreat-Minutes-From-The-Pulse-Of-The-City.h120661728.Hotel-Information) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/60000000/59860000/59859800/59859720/4beaced1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/60000000/59860000/59859800/59859720/5095f06d.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) ### Amazing 2 bedroom basement with separate entrance St. Vital 10/10 Exceptional (1) "The basement apartment was very clean and in a very good location. She was very helpful when we needed something and we had a nice little vacation in Winnipeg." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Sharon W. CA $147 CA $217 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Winnipeg-Hotels-2-Bedrooms-Basement-With-Separate-Entrance.h59859720.Hotel-Information) ![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) ![Interior](https://images.trvl-media.com/lodging/121000000/120820000/120818400/120818396/7b4e9aca.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) ### Stormwater Haven: Peaceful, Stylish and comfortable space in South Winnipeg. Fort Garry CA $81 CA $198 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Winnipeg-Hotels-Stormwater-Haven-Peaceful.h120818396.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/116000000/115210000/115207400/115207316/9d464177.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/ea14f2ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/116000000/115210000/115207400/115207316/78c57eee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115210000/115207400/115207316/b363bfce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### One-bedroom guest suite with private entry East Kildonan 10/10 Exceptional (3) "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 Nov 9 - Nov 10 [](https://www.expedia.ca/Winnipeg-Hotels-One-Bedroom-Guest-Suite-With-Private-Entry.h115207316.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/113000000/112730000/112725700/112725636/df3b5f14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112730000/112725700/112725636/989d031a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/113000000/112730000/112725700/112725636/fc29c836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112730000/112725700/112725636/faa2f01c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern, Prime Location & Comfort Ebby-Wentworth 10/10 Exceptional (2) "We stayed here because we were in town for an event at the Pan Am pool. It is a beautiful place with all immunities we needed. Beds were very comfortable and the place was spotless. It’s clear that it’s been through a total renovation very recently. Parking was easy and a relatively short walk (10 minutes at our pace) to grocery, Canadian Tire and a few restaurants. Also easy to get to other parts of town like the airport and Fork district, both within about 15 minutes. Only one recommendation,... ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Simon H. CA $104 CA $236 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Winnipeg-Hotels-Modern.h112725636.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) ![Exterior detail](https://images.trvl-media.com/lodging/112000000/111940000/111937800/111937735/851cfb23.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) ### 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!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Laura CA $60 CA $179 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Winnipeg-Hotels-Kelvistas-Suite.h111937735.Hotel-Information) ![Fridge, microwave, stovetop, electric kettle](https://images.trvl-media.com/lodging/72000000/71660000/71654500/71654457/916ea993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71660000/71654500/71654457/368c9012.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71660000/71654500/71654457/d6ecbe85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Basement Apartment with separate entrance St. Vital 10/10 Exceptional (1) "Perfect for a 1 night stay. Just passing through. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Norman CA $90 CA $154 total includes taxes & fees Nov 9 - Nov 10 [](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) ![Property grounds](https://images.trvl-media.com/lodging/112000000/112000000/111999600/111999556/f04b5a8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/112000000/111999600/111999556/b60c1fb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury: Home Away from Home with Private Entrance Transcona 8.0/10 Very good (3) "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 Nov 14 - Nov 15 [](https://www.expedia.ca/Winnipeg-Hotels-Luxury-Home-Away-From-Home-With-Private-Entrance.h111999556.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) ![Interior](https://images.trvl-media.com/lodging/120000000/119120000/119110600/119110543/60b5f50c.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) ![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 9.4/10 Exceptional (3) "Check in process was easy, host communicated well and was very quiet upstairs. Very cozy area secluded. Interior is very white must be careful with food. Bed is very firm was surprising get a very good sleep. If firm beds aren’t your thing, this is not the place for you. Small space but still very cozy. Location of house is in an underdeveloped neighbourhood. Some room for parking. Place has a 2 burner hot plate, fridge, kettle (though switch wasn’t working) tea and instant coffee provided. Very... ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Darrell C. CA $63 CA $177 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Winnipeg-Hotels-Cozy-Suite-Peaceful-Modern.h119110543.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) ![Exterior](https://images.trvl-media.com/lodging/37000000/36350000/36343900/36343879/2f7bcb1e.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) ### Morning glory cottage Peguis 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 Nov 15 - Nov 16 [](https://www.expedia.ca/Winnipeg-Hotels-Morning-Glory-Cottage.h36343879.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) ### Stylish & Spacious | Minutes from Downtown Central St. Boniface 10/10 Exceptional (3) "Well stocked, spacious, and central. Glad I stayed here. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Dale K. CA $119 CA $265 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Winnipeg-Hotels-Stylish-Spacious-Minutes-From-Downtown.h112725598.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) ### \*Cozy & Spacious | Free Parking | 15 min Downtown\* St. Vital 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 Nov 9 - Nov 10 [](https://www.expedia.ca/Winnipeg-Hotels-Cozy-Spacious-Free-Parking-15-Min-Downtown.h101615781.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) ![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) ![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) ### Welcoming Private 2 Bedroom Suite Fort Garry 9.0/10 Wonderful (10) "Great area, very clean, family very quiet at reasonable hour. One minor recommendation is a box of face tissues and a couple of face clothes available as at times it can be late when these are needed and it would be handy to have at arrival." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Victoria M. CA $75 CA $179 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Winnipeg-Hotels-Private-2-Bedroom-Suite.h111244061.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) ![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) ![Interior](https://images.trvl-media.com/lodging/84000000/83350000/83346200/83346181/9d66aec0.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) "Nice n quiet good night sleep " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Joseph CA $155 CA $745 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Winnipeg-Hotels-Modern-3-Bedroom-Home-Wstreet-Parkn-Close-To.h83346181.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) ![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) ![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) ![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) ### Separate Entrance Basement Suite Fort Garry 8.4/10 Very good (9) "Very good services." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Alabi A. CA $89 CA $137 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Winnipeg-Hotels-Separate-Entrance-Basement-Suite.h106748471.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/122000000/121670000/121663800/121663743/f4cac3d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/122000000/121670000/121663800/121663743/c844ba4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121670000/121663800/121663743/7e4dfdc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121670000/121663800/121663743/cad71efd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 3-Bedroom Basement Suite with Private Entrance Transcona CA $80 CA $256 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Winnipeg-Hotels-Cozy-3-Bedroom-Basement-Suite-With-Private-Entrance.h121663743.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119660000/119658500/119658402/bec08355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/120000000/119660000/119658500/119658402/348a9cb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Jetted tub, hair dryer, towels, soap](https://images.trvl-media.com/lodging/120000000/119660000/119658500/119658402/b9668ab8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave](https://images.trvl-media.com/lodging/120000000/119660000/119658500/119658402/463b63cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bliss Haven Peguis CA $59 CA $207 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Winnipeg-Hotels-Bliss-Haven.h119658402.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) ![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) ![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 Fort Garry 10/10 Exceptional (4) "My stay was great! Very clean and conveniently close to the university. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Shireen B. CA $90 CA $173 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Winnipeg-Hotels-Private-Cozy-1-Bedroom-Basement-Suite.h105954623.Hotel-Information) ![Fridge, microwave, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/122000000/121180000/121171000/121170902/fe8a41ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121180000/121171000/121170902/cc9688ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/122000000/121180000/121171000/121170902/e1ed840f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/122000000/121180000/121171000/121170902/97ac5dee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Guest Suite Winnipeg CA $68 CA $135 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Winnipeg-Hotels-Guest-Suite.h121170902.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/114000000/113650000/113646100/113646033/39c91ece.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113650000/113646100/113646033/6e5f1745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113650000/113646100/113646033/0e878aff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels, toilet paper](https://images.trvl-media.com/lodging/114000000/113650000/113646100/113646033/cc42919b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Haven 1-bedroom suite close to centre of Winnipeg Winnipeg 10/10 Exceptional (2) "I enjoyed the stay. Host replied to me whenever i needed something or had a question! would recommend this host!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Nicholas M. CA $77 CA $140 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Winnipeg-Hotels-Cozy-Haven-1-Bedroom-Suite-Close-To-Centre-Of-Winnipeg.h113646033.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=2025-11-21&endDate=2025-11-22®ionId=6145346&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FHeadingley-Private-Vacation-Homes.d6145346-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHeadingley-Private-Vacation-Homes.d6145346-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Headingley Hotel Reviews ![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 clean, so easy for early morning flights!" [](https://expedia.ca/Winnipeg-Hotels-The-Grand-Winnipeg-Airport-Hotel-By-Lakeview.h7719845.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 "Inexpensive and close to the city " [](https://expedia.ca/Winnipeg-Hotels-Motel-6-Headingley.h4464039.Hotel-Information) ![Birchwood Inn, BW Premier Collection](//images.trvl-media.com/lodging/1000000/30000/23100/23038/37594858_y.jpg) ### Birchwood Inn, BW Premier Collection 10/10 Excellent "Everything was great" [](https://expedia.ca/Winnipeg-Hotels-Birchwood-Inn.h23038.Hotel-Information) ![Canad Inns Destination Centre Windsor Park](//images.trvl-media.com/lodging/6000000/5430000/5428000/5427901/21c03d38_y.jpg) ### Canad Inns Destination Centre Windsor Park 10/10 Excellent "." [](https://expedia.ca/Winnipeg-Hotels-Canad-Inns-Destination-Centre-Windsor-Park.h5427901.Hotel-Information) ![Humphry Inn & Suites](//images.trvl-media.com/lodging/1000000/860000/857300/857263/b2dc02ef_y.jpg) ### Humphry Inn & Suites 10/10 Excellent "Coffee is just not good. Otherwise, wonderful experience and staff! Thank you!" [](https://expedia.ca/Winnipeg-Hotels-Humphry-Inn-Suites.h857263.Hotel-Information) ![Inn At The Forks](//images.trvl-media.com/lodging/2000000/1090000/1089300/1089238/d9448a10_y.jpg) ### Inn At The Forks 10/10 Excellent "We didn't eat on site so not sure about the food. " [](https://expedia.ca/Winnipeg-Hotels-Inn-At-The-Forks.h1089238.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 "Yes" [](https://expedia.ca/Winnipeg-Hotels-Canad-Inns-Destination-Centre-Club-Regent-Casino-Hotel.h583630.Hotel-Information) ![Alt Hotel Winnipeg](//images.trvl-media.com/lodging/11000000/10420000/10417800/10417713/3bbd853b_y.jpg) ### Alt Hotel Winnipeg 10/10 Excellent "Always a pleasure to have a cozy night for a date night or a concert." [](https://expedia.ca/Winnipeg-Hotels-Alt-Hotel-Winnipeg.h10417713.Hotel-Information) ![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 "Great" [](https://expedia.ca/Winnipeg-Hotels-Victoria-Inn-Hotel-And-Convention-Centre-Winnipeg.h13226.Hotel-Information) ## Find out more about Headingley ## Headingley Vacation Homes information | Number of reviews | 87 | | --- | --- | | Accommodation | 232 Vacation Homes | | Lowest Price | CA $120 | | Highest Price | CA $745 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - [3 Star Hotels in Glendale](https://www.expedia.ca/3Star-Glendale-Winnipeg-Hotels.s30-n873292641928957952-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Buchanan](https://www.expedia.ca/4Star-Buchanan-Winnipeg-Hotels.s40-n873292832054661120-0.Travel-Guide-Filter-Hotels) - [Hotels near Academy Lanes West](https://www.expedia.ca/Academy-Lanes-West-Hotels.0-l642299788980453376-0.Travel-Guide-Filter-Hotels) - 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[Flights from Delhi (DEL) to Winnipeg (YWG)](https://www.expedia.ca/lp/flights/del/ywg/delhi-to-winnipeg) - [Flights from Edmonton (YEG) to Winnipeg (YWG)](https://www.expedia.ca/lp/flights/yeg/ywg/edmonton-to-winnipeg) - [Flights from Ottawa (YOW) to Winnipeg (YWG)](https://www.expedia.ca/lp/flights/yow/ywg/ottawa-to-winnipeg) - [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)