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Family-friendly holiday rentals in Montgomery

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Montgomery

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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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, 196 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
A modern living area is highlighted by a stylish stone fireplace, adorned with a large screen showcasing mountain scenery. Surrounding shelves contain various plants and decor items. A comfortable gray sofa is positioned nearby, with a decorative blue pillow, and a small plant is placed on the dark coffee table.
Home in Glenbrook
4.88 out of 5 average rating, 146 reviews

HotTub, 3 King Beds & Double Car Garage

Experience the pinnacle of comfort in our brand-new 5-bedroom duplex infill in SW Calgary. With 3 opulent king beds, a relaxing hot tub, and a double detached garage, this home redefines luxury. The full basement suite with full-size appliances, indoor fireplace, and top-tier finishings offer an unforgettable stay. Live the high life in Calgary! This spacious retreat is perfect for families or groups seeking comfort and style. Unwind in the private hot tub after a day of exploring the city.

Top guest favourite
Guest suite in Calgary
4.97 out of 5 average rating, 345 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.

Top guest favourite
An inviting living area features a plush green sofa adorned with colorful cushions, complemented by a cozy armchair. A unique coffee table sits on a patterned area rug. Bright natural light streams in through large windows, illuminating the space and showcasing the contemporary decor.
Home in Killarney - Glengarry
5 out of 5 average rating, 154 reviews

" Rodeo" Upper Suite in Trendy Killarney

Welcome to "Rodeo". This newly renovated two-bedroom upper suite includes free DOUBLE GARAGE to keep your car (s) warm during the winter! This stylish home boasts a king-size bed in the master bedroom and a MASSIVE master en-suite with body spray shower, dual sinks, and amazing lighting. The stunning kitchen is fully equipped. The HUGE BACKYARD features string lights and a BBQ! Our PRIME LOCATION is minutes from downtown, 4 minutes from Mount Royal University, and only steps to transit!

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
4.79 out of 5 average rating, 235 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 Richmond
4.98 out of 5 average rating, 222 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
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, 397 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 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 Strathcona Park
4.87 out of 5 average rating, 538 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
Guest house in Varsity Estates
4.96 out of 5 average rating, 106 reviews

Cozy 2BR 3 Beds Near C-Train

Spacious and modern 2BR basement suite in Calgary, comfortably hosting up to 6 guests. Enjoy a private entrance, free parking, and a thoughtfully designed space for relaxing or working. Includes a well-equipped kitchenette, dedicated workspace with fast Wi-Fi, and a cozy electric fireplace. Just a 7-minute walk to the C-Train for easy city access, with Banff and the Rockies within a scenic drive. Perfect for families, business travelers, and mountain getaways.

Top guest favourite
An open-concept living area is highlighted by an island kitchen featuring stainless steel appliances. A dining table is set near a window, while a comfortable seating arrangement is visible, with light fixtures illuminating the space. Decorated walls enhance the modern design.
Guest house in Silver Springs
5 out of 5 average rating, 332 reviews

NW ..Carriage House 800 sq ft of private luxury

Welcome to HORSEMEN HOUSE. This carriage house is detached from the main house and features high end features and fixtures for the short and longer term traveller. The 10 ft ceiling give this 800 sq ft a very spacious feeling. Located close to the U of C / Children's & Foothills hospital, and Canada Olympic Park. Very quiet neighbourhood, close to transit and includes off street parking. Easy access to Banff via the NW ring road ( Stoney Trail).

Guest favourite
A modern living area features a sleek black sofa adjacent to a minimalist white coffee table. Above, a collage of black-and-white photos showcases iconic landmarks. A floor lamp stands beside the sofa, and natural light enters through a window adorned with sheer blinds.
Apartment in Rosscarrock
4.9 out of 5 average rating, 177 reviews

Modern & Cozy Contemporary Condo Suite (#1)

Stylish and quiet condo on Bow Trail with modern furniture, A/C, and private laundry. The building is regularly maintained, cleaned and highly secured. Enjoy high-speed Wi-Fi, a full kitchen, and dedicated guest support. Located in a peaceful 3-storey building with only two suites per floor. Perfect for business or leisure. Self-check-in instructions are provided on the day of arrival for a smooth and easy stay.

Top guest favourite
A modern living room features a gray sectional sofa with white decorative pillows. A sleek kitchen is visible in the background, equipped with stainless steel appliances. Pendant lighting hangs above the kitchen island, while a dining area with a glass table and white chairs sits adjacent.
Home in Windsor Park
4.97 out of 5 average rating, 115 reviews

Modern Family Home 5 min from Downtown

Beautiful modern newer home in Windsor Park, 4 bedrooms and 3.5 bathrooms located just steps from Chinook mall. Very close proximity to Stanley Park, Brittania shopping, and downtown. About a 5 min drive to Stampede grounds, close to bus stops and Chinook LRT station. Popular area with convenient and close amenities. Calgary is a vast city and we are in the heart of it!

Popular amenities for Montgomery family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Montgomery

  • Total holiday rentals

    Explore 40 holiday rentals in Montgomery

  • Nightly prices starting at

    Montgomery holiday rentals start at £38 per night before taxes and fees

  • Verified guest reviews

    Over 970 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 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!

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