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Headingley Hotels, Resorts, and Rentals

About Headingley Vacation Rentals

There are more than 35 places to stay in Headingley that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Headingley.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Headingley, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Headingley. Places to stay near Headingley are 502.51 ft² on average, with prices averaging CA $222 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Headingley with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

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Top Hotels, Resorts, Rentals, Villas, Vacation, Homes, Cottages, B&B and Cabins Accommodation Types in Headingley

Type Count
Vacation Homes 17
Holiday Apartments 2
B&B 2
Villas 1

Use these Quick Filters to Find a Vacation Rental in Headingley

★ Pro Tip: Hotala.ca has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay in Headingley.

Weather in Headingley, MB

View the weather forecast for Headingley before booking your Headingley Vacation Rentals to confirm your best time to go.

December - February
High 23°F       Low 2°F
March - May
High 65°F       Low 12°F
June - August
High 76°F       Low 49°F
September - November
High 65°F       Low 8°F

Stay Near Headingley's Top Attractions

Hotala.ca can help you find hotels, resorts, and rentals near many of Headingley's top attractions, neighborhoods, and points of interest.


John Blumberg Softball Complex
BellMTS Iceplex
Red River Exhibition Park
John Blumberg Golf Course
Thunder Rapids Fun Park
Bell MTS Place
Polo Park
University of Manitoba
RBC Convention Centre Winnipeg
Health Sciences Centre
St. Boniface Hospital
Assiniboine Park Zoo
Forks Market
University of Winnipeg
Outlet Collection Winnipeg
Club Regent Casino
Canadian Museum for Human Rights
McPhillips Station Casino
Red River College
St. Vital Centre

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Thunder Rapids Fun Park 45 Properties
Red River Exhibition Park 38 Properties
BellMTS Iceplex 34 Properties
John Blumberg Softball Complex 30 Properties
John Blumberg Golf Course 28 Properties

Frequently Asked Questions About Headingley?

What are the top hotels or resorts in Headingley?

You have a lot of choices in or near Headingley. If you need a hotel in the Headingley area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Headingley:

How many hotels, resorts, or rentals are available in Headingley?

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 35 in the Headingley area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Headingley.


People Also Ask

There are 12 hotels in Headingley and 20 rentals

Recently Booked Hotels, Resorts, or Rentals in Headingley