
Vacation rentals in Montgomery
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Top-rated vacation 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!

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)

Cute Inner City Haven with Country-like Serenity
Welcome to our unique home, offering country style serenity in the heart of Calgary's inner-city. Located next to a protected natural area with an elevated, unobstructed 270 degree view, our quiet home is ideally situated 15 mins from the airport, and 10 mins from the heart of downtown. Enjoy the trendy community of Bridgeland, surrounded by trails, bike paths, and walking distance from the zoo and science centre, it’s the ideal spot to enjoy both urban convenience and peaceful tranquility.

Cozy Retreat | Walk UofC | 13m DT | BBQ | Parking
Enjoy a peaceful stay in our private, 2-bedroom suite. Perfectly suited for families and groups looking for comfort, style, and convenience. Prime Location: • Close to UofC, Market mall, groceries & restaurants • 13 mins to Downtown, 16 mins to Airport • 9 mins to Foothills Hospital • Steps from Nose Hill Park trails Fun & Comfort: • Games: Foosball, board games • Unwind: Cozy window seats and books A clean, welcoming home base designed for your relaxation. We look forward to hosting you!

Private, Direct Entry - Mins from 17th Av
The whole group will enjoy easy access to everything from this centrally located place. Direct access makes your stay easy, saving valuable trip time. Stylish decor will make you feel comfortable during your Calgary stay. Located within walking distance to 17th Ave where you can enjoy the city's top restaurants, bars and shops. Easy to get to downtown but also situated on the SW side making it a breeze to head to the mountains Covered assigned parking in the rear or free street parking

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

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

Authentic historic Riverside Cabin downtown YYC
Step into this riverside retreat — just 5 minutes from downtown Calgary and the Stampede grounds. This authentic 1905 cabin is tucked among old-growth trees, with a cozy fireplace, BBQ on your private patio, fenced yard for the doggos and the sounds of the Elbow River at your door. BMO Centre, 17th Ave, restaurants, and groceries are all close by. Professionally cleaned and full of charm, it’s perfect for families, friends, or anyone seeking a stay that’s anything but ordinary.

Braided Creek Luxury Glamping
Indoor - Outdoor Living at its finest. Feel at home in the luxuriously appointed glamping tent just 12 minutes from South Calgary. Private, secluded tent located on a creek with tranquil views boasting a toasty furnace, mini fridge, outdoor kitchen, hot shower, flushing toilet, power outlets. Plenty do to or nothing at all from exploring the nearby 166km of maintained trails in Bragg Creek, fishing the creek from your deck, to playing lawn games in your private 1 acre area.

Loft Inspired Studio | Downtown YYC
Welcome to our trendy and chic studio in a brand new downtown high-rise, with beautiful sunsets right from your own private balcony! Revel in a plush queen bed, fully stocked kitchen, and modern bathroom. Enjoy floor-to-ceiling windows and a dedicated work space! Central air-conditioning ensures comfort in the warm summer days. One of the best walk scores with a prime location near 17th Ave's vibrant scene! Experience the epitome of urban living in downtown Calgary :)
Popular amenities for Montgomery vacation rentals
Stay near Montgomery's top sights
Other great vacation rentals in Montgomery

Modern Spacious 2B 2.5B spacious town house

Cozy Haven

Bright and cozy, near Bow river.

The Nile | Gym | Downtown | UG Park | Bow River

6 BDRM Estate Home as seen in Disney mini series

H2Family-Friendly Renovated Fenced Yard playground

The Gateway | Hottub A/C BBQ Firepit Parks Gardens

Calgary Mansion with superb views! 4BR close to DT
Quick stats about vacation rentals in Montgomery

Total vacation rentals
Explore 70 vacation rentals in Montgomery

Nightly prices starting at
Montgomery vacation rentals start at $42 CAD per night before taxes and fees

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

Family-friendly vacation rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
70 of Montgomery vacation 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
- Nakiska Ski Area
- University of Calgary
- Prince's Island Park
- Calaway Park
- Heritage Park
- Fish Creek Provincial Park
- Calgary Tower
- WinSport
- Olympic Plaza
- Nose Hill Park
- Southern Alberta Institute of Technology
- Peace Bridge
- Chinook Centre
- Edworthy Park
- Grey Eagle Resort & Casino
- Scotiabank Saddledome
- Bragg Creek Provincial Park
- Elbow Falls
- Stephen Avenue Walk
- Stewart Creek Golf & Country Club
- Crossiron Mills





