Best Calgary Short-Term Rentals for a Cozy Winter Getaway

Jerod McMurray • November 26, 2025

Winter in Calgary is magical. Snow-covered streets and twinkling city lights invite you to slow down and cozy up. If you’re thinking about a winter getaway, short-term rentals give you that home-away-from-home feel, with a ton of extras that hotels just can’t match. 


Keep reading to learn some of our absolute favourite winter rentals in Calgary.

High-rise building with several residential buildings in the surrounding area.

Our Top Short-Term Calgary Winter Rentals Picks

Hotels are great, but they tend to feel a bit…hotel-y. Short-term rentals are your personal, home-like space, complete with kitchens where you can cook comfort food, comfy living rooms to snuggle up with a book, and sometimes even quirky local touches that make your stay truly memorable.


La Maison | Private Hot Tub – Kensington

This place is a total winter dream. It’s a spacious 2,500 sq ft half-duplex, perfect if you’re bringing the whole family or a group of friends. The real showstopper is the private hot tub out back. It’s smack dab in the heart of Kensington, so you’re just steps from cute cafes, boutique shops, and beautiful winter walks.


View Property


Emerald | Skyline View – Beltline

If city vibes are your thing, this sleek 2-bedroom, 2-bath condo in Beltline is calling your name. Talk about a gorgeous panoramic view of Calgary’s iconic skyline glittering against the snow. 


It’s perfect if you want to be close to downtown hotspots like the Saddledome, Stephen Avenue for dining, or Olympic Plaza for some winter skating and seasonal events. After an exciting day, retreat to your modern pad and take in the stunning scenery.


View Property


The Nile | Bow River – Eau Claire

Want a quiet, elegant getaway? The Nile is a beautiful 2-bed, 2-bath condo with serene views of the Bow River and city lights. Step outside and you’re minutes from lovely riverside trails for winter walks, and the welcoming cafes at Eau Claire Market, where you can warm up with something hot and delicious. 


View Property


Booking Tips for Calgary Winter Rentals

If you’re thinking about booking a winter rental, here are a few tips from our Airbnb playbook:


  • Book early: Winter weekends fill up quickly, especially around holidays or special events.
  • Look for cozy amenities: Heated floors, a fireplace, and extra blankets are winter game changers.
  • Location, location: If you want to be where the action is (or far from it!), check how close your rental is to transit and downtown spots. 
  • Be flexible: The weather can be unpredictable, so choose listings that offer flexible cancellation or rescheduling options.
  • Ask hosts questions: Parking, check-in, neighbourhood tips; no question is too small.
  • Review previous guest reviews: Winter can bring challenges, so take a close look at what past guests say about heating, snow removal, and how responsive the host is during the colder months.


Curl Up in Calgary This Winter

If you want a winter getaway that feels like your own comfy hideaway with all the perks of a great location, these Calgary short-term rentals are exactly what you need. Cozy up, breathe in that winter air, and get ready for an unforgettable stay.


Looking for insider tips or help booking? Reach out, we’re always happy to help make your trip unforgettable.


Let’s Chat

Blog Content Topics

Recent Blog Posts

Property Manager showing a phone to a couple, reviewing documents at a table.
By Jerod McMurray October 27, 2025
See how professional STR property managers in Calgary boost ROI through better pricing, marketing, and guest management. Maximize profits with Aisling Baile.
Cozy living room with fireplace, two armchairs, brown sofa, and a large TV.
By Jerod McMurray September 19, 2025
See how property managers boost short-term rental occupancy with smart pricing, listings, and guest experiences. Aisling Baile helps keep your calendar full.
Aerial view of Calgary cityscape with skyscrapers, streets, and a blue sky.
By Jerod McMurray September 11, 2025
Local guide to Calgary for short-term rental visitors. Explore top neighbourhoods, must-see attractions, dining, and seasonal events to make the most of your stay in Calgary.
Show More