
Holiday rentals in Montgomery
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Top-rated holiday rentals in Montgomery
Guests agree: these stays are highly rated for location, cleanliness and more.

Cozy King Bed&Breakfast 4beds+AC near Winsport
Welcome to your cozy 3-bedroom,1-bath bungalow with CENTRALIZED AC just minutes from Winsport, Bowness Park & Farmers Market! After few steps up to the front door, you're greeted by an open concept living room with a leather SECTIONAL facing a 65-inch Roku TV, and a FULLY EQUIPPED kitchen. Each bedroom is a haven of peace & comfort. A SPACIOUS BACKYARD with a firetable provides a peaceful retreat. With stores & restaurants nearby, adventure & local delights await just moments from your doorstep.

Entire Modern Private Suite – Near Market Mall
Stay in a modern 2-bedroom legal suite in Calgary’s Montgomery! Each room has a queen bed, closet, and one with a desk for work or study. Relax in the cozy living room with Smart TV (Netflix,YouTube,Disney+), Wi-Fi, and full kitchen. In-suite laundry and self check-in add convenience. Minutes to Alberta Children’s Hospital, Foothills Medical Centre,U of C, Downtown. Market Mall is 5 min away, with quick access to Banff. Free street parking. Perfect for families, students, and business travelers!

Central Oasis | Close to Hospital | River | UofC
Stay in the heart of the sought-after Montgomery community! Perfect for work or relaxation: Prime Location: -Easy access to U of C, Market Mall, Parks, Schools, Public Transit -Close to Foothills & Children's Hospitals, SAIT, River Living: -2 cozy bedrooms -Fully stocked kitchen + Coffee -Washer & Dryer In Unit Amenities: -Workspace: 24" monitor, keyboard, mouse, printer -58" Smart TV -High-speed internet Parking: -Parking for 2 vehicles + free street parking Relax and enjoy a seamless stay!

Minutes to Children's Hospital/UofC—Luxury NW Home
💎 Montgomery Carriage House! Luxury 2-BR detached garage suite. No shared walls or neighbors! Minutes to Foothills & Children’s Hospitals, WinSport/COP, and Banff access. 🛌 King Bed + Blackout Blinds 🚿 Heated Bathroom Floors ❄️ Central A/C 🍳 Full Modern Kitchen + Coffee 💻 High-Speed Wi-Fi & Smart TVs 🧺 Private In-suite Laundry 🌲 Steps to Bow River Trails & Parks 🎓 Near UofC Oval & University District ✨ Professional & Private. Your upscale base for medical stays or mountain adventures!

Modern & Spacious 1B - Close to UofC & Hospitals
Beautiful, bright, modern, legal/registered basement suite with a private entrance in a Montgomery infill. Minutes from Foothills and Children's Hospitals, University of Calgary, Market Mall, Shouldice and Edworthy Parks, and river pathways and dog parks. 10-15 minute drive to downtown Calgary, and a quick getaway out west for a Rocky Mountain adventure. Contemporary open floor plan living room and kitchen. In-suite stackable washer and dryer. Pets welcomed for an extra fee ($25 Canadian)

Chateau Near the Bow in Montgomery
Would you like to stay in one of the Calgary’s trendiest inner-city areas close to EVERYTHING? Are you an active outdoor enthusiast or prefer the quite solitude of an established community? Then, welcome to the Chateau Near the Bow - a space you can call your home! Enjoy a spacious 2-bd basement suite with private entrance, full jetted bathroom, high ceilings, large windows and a fully equipped kitchen combined with outdoor barbecue and fire pit dining facilities. Business Licence 234292

NO CLEAN FEE*Modern Basement with own entrance
Relax with the whole family at this peaceful place to stay. Our place has a door separating upstairs and basement and a private entrance and in an affluent area of Calgary. It's quiet, safe and boasts panoramic views of Aspen Woods. Only a 5 minute walk to Aspen Landing and Blush Lane Organic Market where you will find a variety of restaurants, pharmacies, coffee shops, grocery, liquor stores & more. 5min drive to C-train and 15 min drive to downtown. A quick drive to Banff and airport.

4BR | 3.5 Bath | Game Rm | Near Hospital | Garage
Indulge in a luxurious 4-bedroom, 3.5-bath NW Calgary retreat, featuring two king beds and a spa-like master bath. Relax with a private garage, vibrant game room, fully equipped kitchen, and FREE Netflix on a smart TV. Nestled steps from the hospital and University of Calgary, enjoy nearby green spaces, the Elbow River, and diverse shopping and dining. Just a 5-minute drive to downtown Calgary, this professionally designed home with premium furnishings ensures comfort and convenience!

Walk University District, Near Hospitals & Shops
Top-Floor University District Stay • Walk to Alberta Children’s, Foothills, & Cancer Centre • Steps to cafés, yoga, Cineplex VIP, fine dining & groceries • Dedicated workspace + west-facing balcony views • Ideal for medical staff, visiting families & long stays • Trails, parks & quick access to Banff/Canmore Be first to stay in Calgary’s most walkable new district. Ideal place for small families, medical staff, travellers looking to go west to Canmore & Banff, and remote workers.

B1 Bright Split-Level House • Walk to Mall & shops
Welcome to our bright and spacious 1,500 sq. ft. split-level home in a quiet, convenient Calgary neighborhood! Just minutes from the University of Calgary, Winston Churchill High School, and walking distance to Northland Mall, Walmart, shops, and restaurants. Enjoy three comfortable bedrooms and a sunny south yard. Plenty of Free parking is available. Easy access to John Laurie Blvd and beautiful Nose Hill Park makes this the perfect home base for studying, working or a vacation!

The Nordic Glow - 3-BR, Wifi, AC, Yard, +Style
Step into this stunning upper-level home that blends modern elegance with cozy comfort. Designed with style and function in mind, this space offers the perfect retreat for families, professionals, or groups looking for a memorable stay. This home isn’t just a place to stay—it’s a design-forward experience. From the warm wood accents and custom tilework to the thoughtfully chosen furnishings and spa-inspired ensuite, every detail was created for comfort and sophistication.

Private Walkout Basement
This private walkout basement suite is located in a quiet neighborhood with many parks and close to the Bow River. The unit has everything you need for a short stay including a fully equipped kitchen, a separate laundry room and free street parking. Walkable distance to Market Mall, University of Calgary and Alberta Children’s Hospital and less than 10 min drive to Foothills Medical Centre. It has easy access to downtown and Banff and bus stops are minutes away.
Popular amenities for Montgomery holiday rentals
Stay near Montgomery's top sights
Other great holiday rentals in Montgomery

Overlooking the Bow River and Park

New Build Home in University District

Bright and cozy, near Bow river.

Bright 3 bedroom residential home

Cosmopolitan Calgary, Modern Loft

Garden Basement Suite | Private Bath

Stylish Unit in Historic Currie | 7 mins to Dntown

The Gateway | Hottub A/C BBQ Firepit Parks Gardens
Quick stats about holiday rentals in Montgomery

Total holiday rentals
Explore 70 holiday rentals in Montgomery

Nightly prices starting at
Montgomery holiday rentals start at €26 per night before taxes and fees

Verified guest reviews
Over 1,580 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
70 of Montgomery holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Montgomery rentals

4.8 Average rating
Montgomery stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Calgary Stampede
- Calgary Zoo
- University of Calgary
- Bowness Park
- Nakiska Ski Area
- Prince's Island Park
- Calaway Park
- Calgary Tower
- BMO Centre
- Heritage Park
- Fish Creek Provincial Park
- WinSport
- Chinook Centre
- Scotiabank Saddledome
- Southern Alberta Institute of Technology
- Olympic Plaza
- Nose Hill Park
- Peace Bridge
- Edworthy Park
- Grey Eagle Resort & Casino
- Bragg Creek Provincial Park
- Elbow Falls
- Stephen Avenue Walk
- Crossiron Mills





