A rural landscape with a field of tall grass, two grain silos, and a wooden barn under a colorful sky.

Headingley Vacation Rentals

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Our top choices for Headingley vacation homes

1. Cozy Haven 1-bedroom suite close to centre of Winnipeg

Cozy Haven 1-bedroom suite close to centre of Winnipeg
Winnipeg
8.6 out of 10, Excellent, (4 reviews)
"Would definitely stay here again if I’m ever in Winnipeg! "
Canada
Ashton P.
The price is CA $77
CA $113 total
includes taxes & fees
Nov 15 - Nov 16
Cozy Haven 1-bedroom suite close to centre of Winnipeg

2. Spacious 2 bedroom basement in a quiet neighborhood.

Spacious 2 bedroom basement in a quiet neighborhood.
Winnipeg
The price is CA $105
CA $129 total
includes taxes & fees
Nov 15 - Nov 16
Spacious 2 bedroom basement in a quiet neighborhood.

3. Winnipeg Radiant Home - A peaceful neighborhood with separate entrance

Winnipeg Radiant Home - A peaceful neighborhood with separate entrance
East Kildonan
9.4 out of 10, Exceptional, (10 reviews)
"Clean and quiet. Perfect for an overnight before a flight."
Canada
Erika
The price is CA $67
CA $118 total
includes taxes & fees
Dec 1 - Dec 2
Winnipeg Radiant Home - A peaceful neighborhood with separate entrance

4. Prairie Luxury 1 Bedrooms Home

Prairie Luxury 1 Bedrooms Home
Fort Garry
9.2 out of 10, Wonderful, (12 reviews)
"Wonderful stay! Clean and comfortable. Great hosts. I would definitely stay again. "
Canada
Carol M.
The price is CA $63
CA $213 total
includes taxes & fees
Nov 15 - Nov 16
Prairie Luxury 1 Bedrooms Home

5. The Cozy Corner Home

The Cozy Corner Home
2.0 star property
East Kildonan
The price is CA $119
CA $167 total
includes taxes & fees
Nov 17 - Nov 18
The Cozy Corner Home

6. Upscale Tuxedo Family Retreat with Hot Tub

Upscale Tuxedo Family Retreat with Hot Tub
Tuxedo
9.8 out of 10, Exceptional, (48 reviews)
"Great house in a great location! Host was very responsive. Would highly recommend!"
United States
Kayla G.
The price is CA $359
CA $963 total
includes taxes & fees
Nov 30 - Dec 1
Upscale Tuxedo Family Retreat with Hot Tub

7. Serenity meets class: Entire Basement Suite in Winnipeg

Serenity meets class: Entire Basement Suite in Winnipeg
St. Vital
9.4 out of 10, Exceptional, (36 reviews)
"It was quiet, private, clean and access to a washer and dryer was a definite plus. Amy questions we had were answered in a timely and throughout manner."
Canada
Carla
The price is CA $65
CA $135 total
includes taxes & fees
Nov 15 - Nov 16
Serenity meets class: Entire Basement Suite in Winnipeg

8. Peaceful and spacious one bed and rec-room for short or long stay

Peaceful and spacious one bed and rec-room for short or long stay
Fort Garry
The price is CA $81
CA $169 total
includes taxes & fees
Nov 20 - Nov 21
Peaceful and spacious one bed and rec-room for short or long stay

9. Mary's Luxury Suite

Mary's Luxury Suite
Fort Garry
8.4 out of 10, Very good, (5 reviews)
"Good"
United States
kevin
The price is CA $100
CA $208 total
includes taxes & fees
Nov 15 - Nov 16
Mary's Luxury Suite

10. Haven in the Prairies 1BR S

Haven in the Prairies 1BR S
Fort Garry
The price is CA $70
CA $174 total
includes taxes & fees
Nov 17 - Nov 18
Haven in the Prairies 1BR S

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

Stormwater Haven: Peaceful, Stylish and comfortable space in South Winnipeg.
Fort Garry
8.6 out of 10, Excellent, (9 reviews)
"Newly renovated, convenient location"
Canada
paula
The price is CA $68
CA $132 total
includes taxes & fees
Nov 15 - Nov 16
Stormwater Haven: Peaceful, Stylish and comfortable space in South Winnipeg.

12. The Abode family space

The Abode family space
Fort Garry
The price is CA $120
CA $257 total
includes taxes & fees
Nov 21 - Nov 22
The Abode family space

13. Private Cozy 1 Bedroom Basement Suite

Private Cozy 1 Bedroom Basement Suite
Fort Garry
9.4 out of 10, Exceptional, (6 reviews)
"Nice clean place to stay"
United States
Thomas B.
The price is CA $90
CA $148 total
includes taxes & fees
Nov 15 - Nov 16
Private Cozy 1 Bedroom Basement Suite

14. Welcoming Private 2 Bedroom Suite

Welcoming Private 2 Bedroom Suite
Fort Garry
9.6 out of 10, Exceptional, (20 reviews)
"Our overall stay was so smooth, owner provided a clean, tidy, well lit place to stay and responsive to our queries. Well recommended!"
Canada
Charmie Therese
The price is CA $82
CA $182 total
includes taxes & fees
Nov 16 - Nov 17
Welcoming Private 2 Bedroom Suite

15. Modern, Cozy & Stylishly Furnished Suite | Private Entrance & Self Checkin

Modern, Cozy & Stylishly Furnished Suite | Private Entrance & Self Checkin
St. Vital
10.0 out of 10, Exceptional, (1 review)
"Clean, quiet and comfortable. Host was nice and accommodating to our request to adjust their vehicles so we could park properly. We would book again while traveling."
Canada
Aswin
The price is CA $93
CA $149 total
includes taxes & fees
Nov 15 - Nov 16
Modern, Cozy & Stylishly Furnished Suite | Private Entrance & Self Checkin

16. Ruby's Place. Extremely neat and quiet place. Very close to basic malls and uofm

Ruby's Place. Extremely neat and quiet place. Very close to basic malls and uofm
Fort Garry
The price is CA $68
CA $147 total
includes taxes & fees
Nov 16 - Nov 17
Ruby's Place. Extremely neat and quiet place. Very close to basic malls and uofm

17. St B. Living

St B. Living
Central St. Boniface
9.8 out of 10, Exceptional, (37 reviews)
"The space was perfect and was in walking distance to the hospital that the conference was. No complaints at all"
Canada
Carey
The price is CA $131
CA $175 total
includes taxes & fees
Nov 18 - Nov 19
St B. Living

18. One-bedroom guest suite with private entry

One-bedroom guest suite with private entry
East Kildonan
9.4 out of 10, Exceptional, (11 reviews)
"The suite was spacious and well equipped."
United States
Michael G.
The price is CA $71
CA $128 total
includes taxes & fees
Nov 16 - Nov 17
One-bedroom guest suite with private entry

19. Luxurious 7-bedroom House Rental

Luxurious 7-bedroom House Rental
2.0 star property
West Saint Paul
The price is CA $302
CA $406 total
includes taxes & fees
Nov 15 - Nov 16
Luxurious 7-bedroom House Rental

20. The Snug Spot,Retreat offers a warm and inviting escape for travelers.

The Snug Spot,Retreat offers a warm and inviting escape for travelers.
St. Vital
9.4 out of 10, Exceptional, (13 reviews)
"I enjoyed my stay, super comfy bed!!"
United States
Kim S.
The price is CA $89
CA $133 total
includes taxes & fees
Nov 16 - Nov 17
The Snug Spot,Retreat offers a warm and inviting escape for travelers.
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

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Headingley Vacation Homes information

Number of reviews
207
Accommodation
315 Vacation Homes
Lowest Price
CA $113
Highest Price
CA $963

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