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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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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, 655 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 bright living area features a light-colored sofa and armchair, complemented by decorative blue pillows. A wooden accent table sits beside a welcoming plant. The fully equipped kitchen with modern appliances is visible in the background, along with a window providing natural light.
Guest suite in Huntington Hills
4.98 out of 5 average rating, 304 reviews

Kitchen • Laundry • Park on Driveway

Looking for a relaxing and convenient getaway in Calgary? You can experience the perfect blend of style, comfort, and convenience in our newly renovated legal secondary suite, designed with your utmost comfort in mind. Ideal for couples on a romantic retreat, busy tourists, or focused business travellers, our modern suite is close to both downtown and the airport. Close to the following: → 12min to Downtown → 10min to Airport → 5min to Deerfoot City Mall Shopping **Book with us today!**

Guest favourite
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.
Apartment in Patterson
4.84 out of 5 average rating, 122 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, 192 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 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, 207 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, 381 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.

Guest favourite
A spacious bedroom features a large wooden bed with two decorative pillows. A blue pull-out chair is positioned nearby, complementing a small table with a lamp. Natural light enters through a large window, while a colorful wall art piece adds visual interest.
Home in Highwood
4.87 out of 5 average rating, 273 reviews

The Cove Your Home

The second bed is the pull out blue chair. It’s Private ground level suite comes with everything you shall need for your cozy get away .. 10 min from downtown close to bus and hiking trails on nose hill park and other beautiful parks this area has to offer making this place unique .. Amazing skyline spots 2 mins from this private suit .. Offering you privacy and quite community yet minutes from the action of Kensingtons trendy upbeat shops and eats. Then 10 min to down town as well !

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, 488 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 spacious bedroom showcases a king-size bed adorned with plush pillows and a white blanket. A wooden nightstand is positioned beside the bed, and natural light filters through the window with horizontal blinds, enhancing the serene atmosphere.
Guest suite in Royal Oak
4.98 out of 5 average rating, 348 reviews

Luxury walkout lower level suite in estate area

Enjoy 5-star living from one of the highest reviewed place in a luxurious estate community in the NW Calgary. Spacious living area includes exercise gear and foosball table. Complimentary items include: 1)sparkling juice 2) Bottled water 3) one layer eggs 4) 5 Flavors coffee pops +2 kind of thetea 5)4 Boxes cereal 6) 4 types of the snacks Book 2+ days and I’ll include some! ❤️ Dumplings Great for families—crib, playpen、toys provided. Someone is on-site to help at

Guest favourite
An outdoor space features a substantial stone fireplace, illuminated by string lights above. Two seating options with decorative cushions are positioned in front of the fire, accompanied by a small table. The surrounding greenery and twilight sky create a serene ambiance.
Guest suite in Collingwood
4.91 out of 5 average rating, 204 reviews

The Chimney | AC | Gigantic Outdoor Fireplace |

Your Rocky Mountain getaway in Calgary. Stay in a newly renovated, legal walkout suite with a charming outdoor fireplace. Fewer than 10 minutes (by car) from downtown. Free parking, no cleaning fees, no Airbnb fees. The Chimney is conveniently located to explore Calgary by car. Located on a quiet centrally located street near Confederation Park, Nose Hill Park, University of Calgary, and Foothills Hospital. Great for a couple or solo traveler!

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