Holiday rentals in Montgomery

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Top-rated holiday rentals in Montgomery

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Guest favourite
A comfortable living area features two large sofas adorned with colorful cushions, inviting relaxation. A wooden accent wall provides texture, while a flat-screen TV is mounted above a low media console. Natural light filters through the multi-pane windows, brightening the space.
Guest house in Aspenwoods
4.85 out of 5 average rating, 652 reviews

Modern Aspen Woods Basement with own entrance

BEAUTIFUL, cozy and spacious 1 bedroom with full en-suite, kitchenette/wet bar & some kitchen amenities w AC but no stove! Close to downtown & close easy access to the mountains (Banff). The suite does not have a door separating upstairs main house from the basement, but has a private entrance through a back door into your walkout basement. It’s in a safe neighbourhood with lots of walking paths & it boasts panoramic views of Aspen Woods with green space behind us - Perfect for RELAXATION!!

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, 191 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)

Top guest favourite
A spacious living area features a comfortable brown sofa and an ottoman, surrounded by neutral-colored walls. A small dining table with chairs is visible nearby, with light streaming through large windows that enhance the bright atmosphere. Decorative artwork adds character to the space.
Guest suite in Rock Ridge
4.97 out of 5 average rating, 330 reviews

♥♥Bright Suite w/ Beautiful Mountain Views ♥♥

This bright and super clean suite has a stunning mountain and city view and separate entrance. The suite is big enough to accommodate a group of 4 easily. The big windows bring tons of natural light into the suite. The quiet, safe and friendly Calgary northwest neighbourhood is convenient for almost everything: post office, Walmart, London Drugs, Tim Hortons, Starbucks, restaurants , golf course, C-train & quick access to mountains, airport, UofC, SAIT & highways. Friendly & responsive host.

Guest favourite
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
4.79 out of 5 average rating, 228 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.
Guest house in Southwest Calgary
4.98 out of 5 average rating, 206 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
The exterior of the residence features a two-story design with a stone façade and a spacious garage. Large windows illuminate the front, while a driveway leads from the street. Greenery is present alongside the home, contributing to the overall inviting appearance.
Guest suite in Aspenwoods
4.97 out of 5 average rating, 379 reviews

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.

Top guest favourite
A modern kitchen area features sleek stainless steel appliances and a stylish dining table set for two. A chandelier hangs above the table, and a large window allows natural light to brighten the space. Potted plants and decorative items add a touch of greenery.
Apartment in Rosscarrock
4.83 out of 5 average rating, 195 reviews

Modern & Cozy Large Contemporary Condo Suite (#6)

Trendy interior design condo suite located on Bow Trail. With great appliances and an air conditioner to keep you comfortable all summer. Provided with stylish furniture offering the greatest comfort. Enjoy high-speed Wi-fi and our dedicated guest service to provide you with peace of mind. The building has three stories, each level has two suites thus it is very quiet. If you need to check in late at night we will send you a self-check-in guide that will guide you through everything!

Guest favourite
A light-filled bedroom is depicted, featuring a queen size bed with soft bedding and a decorative pillow. A wooden divider adds texture, while a large mirror and a solid wood table with yellow chairs provide a workspace. Natural light floods in through nearby windows.
Home in Banff Trail
4.79 out of 5 average rating, 28 reviews

Cozy 1BDR + Bath, 2 Min to Train |Pineapple Suite.

Welcome to Pineapple suite! Brand new, thoughtfully designed 200 SQF suite for only ONE traveller -Ground entrance and entire space all to yourself -Queen-size bed with a comfortable mattress and bedding -Large solid wood table for a working area -Bath with a shower stand & a toilet -Mini Kitchenette with sink, microwave, fridge, coffee maker, toaster (No stove) -5 min walk to Banff Trail LRT station -Free street parking and WIFI -Check in before 9 PM MST. Quiet time from 10PM to 9AM

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.
Flat in Southwest Calgary
4.87 out of 5 average rating, 483 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

Guest favourite
A welcoming living space is shown, featuring a comfortable sofa and a large smart TV. Natural light enters through a nearby window, complemented by a set of curtains. A dining area with a dark table contrasts with the light walls and warm lighting.
Flat in Calgary
5 out of 5 average rating, 6 reviews

Mins to Hospital & University |Private Garage |2BR

Enjoy your stay in this cozy, fully-equipped 2-bedroom condo in the lively University District! Only minutes away from the hospital, Ideal for families or groups, this entire home features a pull-out couch in the living room, a private garage, and a private entrance for ultimate convenience. Just steps from the University of Calgary, Market Mall trendy shops, and restaurants, it’s perfect for exploring the city. Book now for a comfortable and hassle-free visit!

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, 34 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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