
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.

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.

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!

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.

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)

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

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

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.

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

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.

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.

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).

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
Family-friendly home rentals with a hot tub

Our Corner Haven (BL232909) - Full Basement Suite

Near DT, Quiet, Private Yard w/ Hot Tub, Firepit

Unique Casa Vibes! Hot tub | Gym | Arcade Games

SE Calgary Home with HOT TUB

Rooftop Patio w/ Skyline Views & Hot Tub JungleBnB

Character Home | Hot Tub+ Firepit | A/C | Parkin

Trendy 2 BDRM | Hot Tub + Stampede + Saddledome

HotTub, 3 King Beds & Double Car Garage
Family- and pet-friendly home rentals

Ravine Retreat, 4000+sqf, Luxury, AC,PoolTable etc

4 Bedroom Home 10 mins from the Airport

Relaxing family home. 3 bedrooms 4 beds.

Rocky Mountains Respite - 12 mins from YYC airport

Private, Direct Entry - Mins from 17th Av

Central Work & Family-Ready 2BR Suite

Modern Aspen Woods Basement with own entrance

House of Vincensio
Family-friendly home rentals with a pool

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

Modern Rustic Charm w/ Tower Views, Pool & Gym

Executive Sky LUX - 2 BD 2BA, Views, Pool, Patio &

Corner Luxury High-Rise Condo | Sleeps 7

Calgary Tower View - Sub Penthouse on 30th floor

Urban Retreat Condo with Skyline & Rockies Views

Modern Condo, Skyline views, & Parking in Downtown

Panoramic, Beltline, Cozy 1 Bed/1Den, UG Parking
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!
Destinations to explore
- Calgary Stampede
- Bowness Park
- Calgary Zoo
- Prince's Island Park
- Calaway Park
- Nakiska Ski Area
- Heritage Park
- Calgary Tower
- Fish Creek Provincial Park
- BMO Centre
- Nose Hill Park
- Peace Bridge
- University of Calgary
- Olympic Plaza
- WinSport
- Edworthy Park
- Stephen Avenue Walk
- Grey Eagle Resort & Casino
- Chinook Centre
- Southern Alberta Institute of Technology
- Saskatoon Farm
- Confederation Park
- Scotiabank Saddledome
- Big Hill Springs Provincial Park




