Holiday houses in Montgomery

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Top-rated holiday rentals in Montgomery

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Superhost
A comfortable seating area features a black armchair and a small ottoman on plush carpeting. Large glass doors open to a patio with an umbrella and outdoor seating, offering views of the surrounding greenery.
Condo in Patterson
4.82 out of 5 average rating, 126 reviews

Resort-Style Getaway with a Pool, Hot Tub + Gym

Are you looking for a place that's close to downtown yet gives you direct access to the mountains? Built for the 88' Olympics these condos are an 80's architectural gem! Step into our resort-style home and enjoy 20ft lofted ceilings, two amazing patios, and a laundry list of amazing amenities (more on that below!) And the best part is, you'll only be 20 minutes from downtown and a direct path to the Rocky Mountains from Hwy 1. Have a question? Shoot us a message, we answer really fast

Top Guest favourite
A spacious bed with a clean, white duvet is centered in the room, flanked by two bedside tables with modern lamps. A wall art piece depicting a scenic landscape is visible above the bed. Soft, light-colored carpet covers the floor, enhancing the room's aesthetic.
Guest suite in Montgomery
4.96 out of 5 average rating, 194 reviews

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)

Guest favourite
Home in Varsity
5 out of 5 average rating, 13 reviews

Close to Banff, Walk to U of C & CF Market Mall

Welcome to your upscale Calgary retreat! Bright, spacious, near Banff, just steps from the University of Calgary and shopping. Key Highlights • 3 spacious bedrooms, 2 modern bathrooms, master with a luxurious walk-in closet, elegantly finished • State-of-the-art kitchen appliances for an exceptional cooking experience • 68-inch ultra-clear HD TV and a stylish beverage bar for entertainment • Prime, convenient location near Banff, UC & CF Market Mall, • Ample parking for at least 3 vehicles

Superhost
A charming house with a welcoming entrance features a light-colored facade and a decorative front door. Colorful flower baskets hang by the front steps, and lush greenery lines the walkway, offering a serene presence. The surrounding area includes well-maintained shrubbery and trees, creating a peaceful atmosphere.
Guest suite in Montgomery
4.78 out of 5 average rating, 232 reviews

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

Top Guest favourite
A light-filled living area is presented, featuring a spacious sectional sofa adorned with various cushions. A low coffee table is positioned centrally on an area rug, and a wall-mounted television is visible across from the seating. Large windows provide natural light and views of the outdoors.
Guesthouse in Southwest Calgary
4.98 out of 5 average rating, 212 reviews

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.

Top Guest favourite
A stone exterior is showcased on the home, with a prominent balcony above the entryway. Three garage doors are visible at the front, complemented by landscaping featuring tall trees and shrubs, providing a natural border.
Loft in Bowness
4.96 out of 5 average rating, 165 reviews

Luxury private loft apartment, amazing location

Truly one of the best locations in Calgary. Enjoy Bow River access right from our backyard! We are in the historic Bowness neighbourhood, and you have 9 restaurants and more within 3 blocks. Public transit is only a block away. For runners and bikers, we are right on the Calgary pathway system. The loft has luxury finishings throughout. Easy access to Banff, as we are on the western edge of Calgary. This apartment is perfect for couples, families, business travellers and Winsport athletes.

Top Guest favourite
A retro soda shop-style kitchen and living area is highlighted by a checkered black-and-white floor. A bright red Coca-Cola fridge stands prominently, while a counter with three stools invites seating. Artistic soda shop signage adorns the walls, enhancing the nostalgic atmosphere.
Apartment in Southwest Calgary
4.87 out of 5 average rating, 502 reviews

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

Top Guest favourite
A comfortable living area is highlighted by an L-shaped couch facing a large TV displaying streaming options. Natural light filters through sheer curtains, illuminating a modern coffee table and decorative elements. A small glass cabinet and a wall clock add functional design to the space.
Condo in Rosscarrock
4.87 out of 5 average rating, 231 reviews

Modern & Cozy Large Contemporary Condo Suite (#4)

Enjoy a stylish and quiet experience at this centrally located place. 10 min drive to downtown and 1hr 23min to Banff. Contemporary appliances, designer furnitures, and a fully supplied whole kitchen! Stream movies and shows on our high-speed wifi and experience our excellent guest service that meets all your needs. Keyless self check-in through emailed guide makes entrance flexible and easy. Parking is free and always reserved for you. Visitors can park on the street for free.

Top Guest favourite
Home in Calgary
5 out of 5 average rating, 9 reviews

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.

Guest favourite
Home in Calgary
4.8 out of 5 average rating, 5 reviews

2 King Bed | Game Room | Garage | Min to Hospital

Indulge in a luxurious 4-bedroom, 3.5-bath NW Calgary retreat, featuring two king beds and a large master bath. Relax with a private garage, vibrant game room, fully equipped kitchen, and FREE Netflix on a smart TV. Nestled minutes from the hospital and University of Calgary, the Elbow River, and diverse shopping and dining. Just a short drive to downtown Calgary, this professionally designed home with premium furnishings ensures comfort and convenience!

Guest favourite
A well-appointed bedroom features a queen-sized bed with a tufted headboard and decorative pillows. Nightstands flank the bed, and a window allows natural light to enter. An ironing board is positioned nearby, complementing the light-colored walls and carpeted floor.
Guesthouse in Northwest Calgary
4.93 out of 5 average rating, 95 reviews

Sunny Walk-out Unit | Free Parking | Near Grocery

A calm unit tastefully furnished for your dwelling. Come experience the walk-out unit with natural lighting and look out onto the green space for your serene meditation. There is a Skating rink alongside other basic grocery/shopping outlets close to the unit. Our property is the perfect choice if you're looking for a one-bedroom walk-out basement unit that combines comfort, convenience, and a prime location. We can't wait to host you during your stay.

Top Guest favourite
A spacious living area features a modern gray sectional sofa complemented by a round coffee table. High ceilings enhance the open feel, while light wood flooring offers warmth. A minimalist dining area with four black bar stools is positioned at a sleek white kitchen island.
Guest suite in Montgomery
5 out of 5 average rating, 37 reviews

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!

Popular amenities for Montgomery holiday rentals

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