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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 bright open living area features a dark sectional couch paired with a light ottoman. A kitchen island with modern countertops is equipped with bar stools. Large windows allow natural light to fill the space, while decorative accents enhance the welcoming atmosphere.
Guesthouse in Bowness
4.94 out of 5 average rating, 133 reviews

NW Lane Home/Winsport view/private/no clean fee

Enjoy winter and kick back and relax in this calm, stylish space. Enjoy the privacy of a fully separate home with view of Canada Olympic Park (Winsport) and evening sunsets. Luxury features including central air conditioning, quartz counters, hardwood floors and rejuvenating air tub. Located a short walk to the Bow River and quick access to the Trans-Canada Highway (Hwy 1) for your mountain adventures! Includes private single heated garage and off street parking for your short or long term stay.

Top Guest favourite
A spacious living area is furnished with a large leather sectional and a wooden coffee table, adorned with a small plant. Natural light enters through a window above the seating, illuminating a feature wall with a monochromatic cityscape mural.
Guest suite in Highland Park
4.99 out of 5 average rating, 174 reviews

Modern suite, near airport & DT (no cleaning fee)

Welcome to your home away from home! This stylish and comfortable suite is perfect for professionals seeking a modern space minutes from downtown. Conveniently located just 10 km from the airport and 5 km to city center. You'll find a bus stop just a few blocks away, along with a coffee shop, Dairy Queen, wine store, and a pizza place—all within walking distance. For outdoor lovers, Confederation Park is only 1.5 km away. Note: Guests must have previous 5★ reviews ✨ Discounts for 2+ nights!

Top Guest favourite
A modern living space is showcased with a stylish white sectional sofa and a glass coffee table featuring decorative elements. A sleek fireplace is framed by a stone wall, while built-in shelves provide storage and display areas. Soft lighting enhances the welcoming atmosphere.
Home in Tuxedo Park
4.82 out of 5 average rating, 193 reviews

Spacious, clean, downtown, cozy home 3Bed + 3Bath

Looking for a beautiful, peaceful and modern place, just outside the heart of downtown Calgary? Enjoy a spacious place kept in mint condition, very clean, quiet neighborhood 2,500 square feet Newly renovated BBQ All amenities Street parking Air conditioning + Heating Car to go zone Bus + transit Full kitchen + utensils 3 min walk to convenience store, 16th Ave and Center street, restaurants, gyms, parks, leisure center etc Family owned. Reserve your dates today, we book up 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, 195 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 bright living area features two floral-patterned armchairs and a wooden coffee table. A fireplace is centrally positioned, with a television mounted above it. Natural light filters in through a window, and a door provides access to the outside.
Guest suite in Arbour Lake
4.95 out of 5 average rating, 107 reviews

Gateway to the Rockies -Private Suite w/ Fireplace

Create an entire vacation itinerary within 30 minutes! Museums, hiking, art gallery, artisan shop, bookstore with a cafe with comfy sofas & alcohol, farmers' markets, airport, botanical garden, historic sites, restaurants, university, downtown 5-Star Airbnb: Walk-out bright, spacious, private basement suite includes: livingroom, kitchenette (no stove), bedroom, & bathroom. Memory foam dble bed with goose down duvet & anti-bacterial pillows, cot. Fireplace, central air, parking, beverages

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
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, 395 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.
Apartment in Strathcona Park
4.87 out of 5 average rating, 530 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
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
The spacious living room features large windows that provide natural light and views of the surrounding trees. A mix of comfortable seating options is arranged around a glass coffee table. Vintage decor, including a classic television stand, adds character to the room.
Townhouse in Collingwood
4.94 out of 5 average rating, 251 reviews

Soak Up the Retro-Inspired Vibe at This Inner City Gem

Curl up on the couch and unwind with some board games at this charming retreat on a tree-lined street. This gateway to the mountains combines bright, neutral decor with vintage details and wooden ceilings for a cabin-like feel. A desirable area boasting many paved bike and walking paths running along Confederation Golf Course and only 1 block from Confederation Park. Public transit, Jubilee Auditorium, SAIT, University of Calgary and McMahon Stadium are all nearby.

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.
Guesthouse in Silver Springs
5 out of 5 average rating, 329 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 large wall-mounted television above a white media console with an electric fireplace. Green plants are placed on either side, complementing the light-colored walls and wooden flooring. A minimal clock is positioned above the TV, enhancing the space's decor.
Condo in Rosscarrock
4.89 out of 5 average rating, 316 reviews

Modern & Cozy Contemporary Condo Suite (#5)

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.

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 $85 NZD per night before taxes and fees

  • Verified guest reviews

    Over 970 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Montgomery holiday rentals include Wi-Fi 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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