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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, 197 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
Guest suite in Calgary
4.97 out of 5 average rating, 348 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, 155 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, 236 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, 398 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 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, 201 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!

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, 541 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, 373 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

Top guest favourite
The glamping tent is set in a forested area, featuring a wooden deck with seating arrangements. A lantern hangs from the frame, illuminating the tent's entrance. Surrounding greenery includes trees and potted plants, contributing to a serene outdoor ambiance.
Tent in Priddis
4.93 out of 5 average rating, 151 reviews

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.

Top guest favourite
A modern living area features a spacious sofa with blue accent pillows, accompanied by a small coffee table. A dining table with four chairs is positioned nearby, while a wall-mounted TV is visible. Natural light enters through a window, illuminating the clean, neutral-toned decor.
Guest suite in Bowness
4.92 out of 5 average rating, 280 reviews

Bownesian Home Away from Home

Welcome to your Bownesian Home Away from Home located in the heart of Bowness. This modern one bedroom, one bathroom basement suite is bright and spacious with 9 foot ceilings. With a semi-private rear entrance, a full kitchen, living room and bathroom, this is truly a home away from home! We are a 20 minute drive to downtown Calgary or, if the mountains are calling, easily access the Trans-Canada Highway to Kananaskis, Canmore, Banff, Lake Louise and more!

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, 333 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).

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 $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 930 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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