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, 664 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 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.
Guest house in Bowness
4.94 out of 5 average rating, 131 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 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, 327 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!**

Top guest favourite
Guest house in Varsity Estates
4.96 out of 5 average rating, 103 reviews

Awesome Home YYC: Central, Near C-Train & Office

Winter Special: Free Hot Cocoa with Every Stay! Amenities: -2 Bedrooms, 3 Queen beds -Full kitchen -Coffee & tea -In-unit laundry -Fast Wi-Fi – 465 Mbps -Smart TV -Fireplace -Pack 'n Play -Free driveway parking -Dedicated workspace Nearby Attractions: -14 min drive to Downtown Calgary -7 min drive to Children’s Hospital -7 min walk to Dalhousie (C-Train) station -Quick drive to Market Mall and the University of Calgary -Less than an hour to Canmore -1.5 hours to Banff National Park The space

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, 194 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)

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, 233 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

Guest favourite
Guest suite in Elboya
4.84 out of 5 average rating, 491 reviews

Cozy WindsorPark 1BR suite with separate entry

This is a long-term rental unit with minimum 6 months of stay. We will refund your Airbnb service fee after you checkout. If you need additional months, please send us an inquiry. Our one-bed room suite has separate entrance and a private bathroom. The suite is about 550 sq. feet and located in the inner city of Calgary. Super convenient location for almost everything you need, only 300 meters to grocery stores, restaurants, coffee shops and bus stops, nearby Chinook Mall, Calgary Stampede.

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, 213 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.

Guest favourite
A bright living area features a spacious, light-colored sofa accompanied by two modern coffee tables. Floor-to-ceiling windows invite abundant natural light and frame views of the sprawling cityscape. A vibrant yellow chair adds a pop of color, while a 55" Smart TV is positioned on a sleek stand.
Flat in Beltline
4.95 out of 5 average rating, 141 reviews

King Bed|AC |UG Park |DT Views |Mins to Saddledome

Welcome to our stunning downtown Calgary corner unit condo! This modern retreat offers you the perfect combination of convenience, luxury, and breathtaking views. As you step inside, you'll immediately be captivated by the floor-to-ceiling windows that showcase the stunning city skyline and majestic mountain vistas. Please be aware the front doors of the building lock at 10pm. If you book, you'll have to pick up the key/fob in a different location. *** POOL is closed for the winter.

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, 517 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

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, 273 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
A bright living area features a white sofa adorned with various cushions and a cozy throw. A glass coffee table sits on a woven rug, surrounded by lush indoor plants. Natural light floods the space through window treatments, complemented by wall art and warm-toned decor.
Townhouse in Glenbrook
4.94 out of 5 average rating, 284 reviews

Sweet Sunny Space ☀️

This unique home is a bright, clean, cozy ..sleeps 4 max. Located in the Trendy inner city neighbourhood of Killarney. Close to all amenities, parks, pools, shopping, transit. It is walking distance to MRUniversity and easy access to mountains. *******I list as entire space but have a unique position. I am flight crew and do sometimes stay in the home. Inquire if I will be staying there at all or anytime during your stay. . Please ask, thank you!******

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 £37 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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