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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
The modern kitchen features light grey cabinetry and a central island with red stools. Stainless steel appliances include a refrigerator, oven, and microwave. A window allows natural light, and a vase with flowers adds a touch of color to the countertop.
Home in Tuscany
4.87 out of 5 average rating, 197 reviews

Cozy spacious 4BR home | AC& BBQ | close to Banff

Nice, cozy, and stylish home that is perfect for any stay. Located in the young quiet community of Tuscany, it is surrounded by many amenities. The grocery store and gas station are all within a 10-minute walk and a couple-minute drive. There is a train station located 15 minutes away by foot, connecting you to the whole city. The home has a new fully equipped kitchen, a smart TV in the living room, and a free in-home washer and dryer. Our 4 bedrooms are great and spacious for up to 8 guests.

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)

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, 144 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.

Guest favourite
An exterior view of a stone-clad home is displayed, featuring a wide driveway with ample parking space for vehicles. Two overhead garage doors are visible, framed by lush greenery and mature trees. The clear blue sky adds to the inviting atmosphere of the property.
Bungalow in Aspenwoods
4.94 out of 5 average rating, 122 reviews

*No Fees*Near DT *2 Bedrooms *3 Beds+AC+Banff Pass

Not a basement . Main floor. No up floor.Clean and tidy, like home, has everything you will needs , easy parking. The laundry room is always available. .free coffee and tea,snacks,free wifi,Netflix Only 130M to Sobeys supermarket,liquor store,coffee shop,1.3KM to C-train ;9.7km to downtown ,12km to Stampede park,12km to University,12km to Mount Royal University,12km to casino,13km to heritage park,15km to Calgary zoo.8km to WinSport.25KM to Airport.100KM to Banff Park. Free discovery pass.

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
A modern kitchen area with a spacious table and four white chairs is showcased. Natural light fills the space through a window, highlighting sleek appliances and minimalist cabinetry. A woven light fixture hangs above, adding a touch of warmth to the bright environment.
Guest suite in Glendale
4.99 out of 5 average rating, 109 reviews

Bright Scandinavian Style Suite | Central Calgary

Beautiful 2 bedroom, 3 bed suite with separate entrance, high ceilings and full sized windows. Close to mountains or downtown! Fully equipped for long or short term stays. Conveniently located between 2 CTrain stations and free street parking everywhere in neighbourhood! Fast Wifi, heated floors, fully equipped kitchen, & in-suite laundry make for a great stay. Grocery, coffee, restaurants, parks, and pubs within 5 min walk. Simple check-out, just pack-up and head out!

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
A spacious living area features a large, cozy sectional sofa adorned with decorative pillows. Natural light spills in from the sliding glass door, leading to the outdoor space. A dining area with a wooden table and tall chairs is visible, along with a wall-mounted projector.
Guest suite in Royal Oak
4.96 out of 5 average rating, 191 reviews

֍Upscale Spacious Walkout Suite w/ Private Entry֍

Unwind with the whole family in this peaceful and private walkout basement suite. Enjoy the comfort of your own separate entrance, a cozy living area, a bedroom with a queen-sized bed, in-suite laundry, and views of a beautifully landscaped backyard. The kitchenette comes equipped with an induction cooktop, microwave, and mini fridge—perfect for preparing light meals during your stay. Ideal for solo travelers, couples, or small groups—accommodates up to 4 guests.

Guest favourite
The house features a charming facade with a blue exterior and bright yellow door, framed by decorative wooden railings. A red-berried tree adds a touch of natural beauty to the landscape, while foliage surrounds the entrance, enhancing the property's inviting curb appeal.
Home in Inglewood
4.88 out of 5 average rating, 117 reviews

Centrally Located Family Friendly Whole House

Welcome to one of Canada’s best neighborhoods! Calgary’s historic Inglewood! Hip and family friendly, Inglewood is home to Calgary’s best boutique shops, award winning restaurants, art galleries, and entertainment! Minutes from Downtown, the Stampede Grounds, BMO Centre, Calgary Zoo, Telus Spark and more! Built in 1912 and recently given a stylish facelift, our house is bright and full of character! Free street parking and a backyard (not fenced) included!

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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