
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.

NW Lane Home/Winsport view/private/no clean fee
Enjoy winter and kick back and relax in this calm, stylish space. Enjoy the privacy of a fully separate home with view of Canada Olympic Park (Winsport) and evening sunsets. Luxury features including central air conditioning, quartz counters, hardwood floors and rejuvenating air tub. Located a short walk to the Bow River and quick access to the Trans-Canada Highway (Hwy 1) for your mountain adventures! Includes private single heated garage and off street parking for your short or long term stay.

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

Luxury private carriage house with character!
Enjoy a stylish experience in this bright and open carriage house located in a very desirable part of the city. Close to restaurants, shopping, downtown, the Saddledome, Mount Royal University, and much more! The architect-designed suite is one of a kind and full of character and natural light. Relax with a coffee or a glass of wine on the covered private balcony or take a short walk to Marda Loop, one of Calgary's premier dining destinations! Max occupancy is 2 adults & 1 child under 12.

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.

1950's Soda Shop suite
No Cleaning Fee ! Basement Suite 5 Minutes from Banff highway on western edge of Calgary !!!!! City of Calgary license number BL236879 Spend some fun time in our 1950's Soda Shop suite !! One bedroom with queen bed, ............ also have an inflatable queen size air bed for extra guests as well as a couple of roll-a-way cots available for kids. 1000 square feet ground level, private entrance beautiful backyard oasis with patio, firepit, waterfall & pond water feature

The Nordic Glow - 3-BR, Wifi, 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.

UofC | Market Mall | Hospitals | Downtown | Banff
Private basement suite with a separate entrance. Free street parking. Minutes from Foothills and Children's Hospitals, University of Calgary, Market Mall, parks and river pathways. Centrally located with easy access to downtown and Banff. Bus stops within a 2-min walk. The kitchenette is stocked with new amenities including, mini fridge, microwave, Nespresso machine, toaster and more. The 10-foot ceiling will leave you feeling you’re on the main floor!

New 2BR Near DT, Hospitals, U of C & Shopping
Welcome to our 2-bedroom legal suite in the vibrant Montgomery area! Just 10 minutes to downtown and minutes from Foothills Hospital, Children’s Hospital, U of C, and the Bow River. Also a few minute drive to my favourite mall, Market Mall. Enjoy a full kitchen, large windows, private entrance, and free parking. Perfect for medical visits, work trips, or mountain getaways. Clean, comfortable, and thoughtfully stocked for a great stay.
Popular amenities for Montgomery holiday rentals
Stay near Montgomery's top sights
Other great holiday rentals in Montgomery

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1 Bedroom Suite near Bow River

The Gateway | Hottub A/C BBQ Firepit Parks Gardens

The Noble

A Touch of Dutch

The Dome House Tropical Getaway
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 $38 SGD 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
- Bowness Park
- Calgary Zoo
- Prince's Island Park
- Nakiska Ski Area
- Calaway Park
- BMO Centre
- Heritage Park
- Calgary Tower
- Fish Creek Provincial Park
- University of Calgary
- Nose Hill Park
- Peace Bridge
- Olympic Plaza
- WinSport
- Southern Alberta Institute of Technology
- Chinook Centre
- Edworthy Park
- Stephen Avenue Walk
- Bragg Creek Provincial Park
- Scotiabank Saddledome
- Grey Eagle Resort & Casino
- Elbow Falls
- Confederation Park





