
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.

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!!

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!

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)

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

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.

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.

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.

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

Modern & Cozy Large Contemporary Condo Suite (#4)
Enjoy a stylish and quiet experience at this centrally located place. 10 min drive to downtown and 1hr 23min to Banff. Contemporary appliances, designer furnitures, and a fully supplied whole kitchen! Stream movies and shows on our high-speed wifi and experience our excellent guest service that meets all your needs. Keyless self check-in through emailed guide makes entrance flexible and easy. Parking is free and always reserved for you. Visitors can park on the street for free.

Entire 1BDR Suite Direct Entrance | Papaya Suite
Welcome to Papaya Suite! Brand new thoughtfully designed 200 SQF suite for only ONE traveller -Ground entrance and entire space all to yourself -Queen size bed with comfortable mattress and bedding -Large solid wood table for working area -Bath with shower stand and toilet -Mini Kitchenette with sink, microwave, fridge, coffee maker, toaster and etc. -2 min walk to Banff Trail LRT station -Free street parking and WIFI -Check in before 9pm and quite time is 10pm to 9am next day

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!
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

Wolfden- Hot tub, A/C, 2 King/1 double bed

Unique Casa Vibes! Hot tub | Gym | Arcade Games

Modern renovated walkout bsmt with new Hot tub

SE Calgary Home with HOT TUB

Rooftop Patio w/ Skyline Views & Hot Tub JungleBnB

Character Home | Hot Tub+ Firepit | A/C | Parkin
Family- and pet-friendly home rentals

Cozy family condo by UC/Train/free Parking +Gym

Private, Direct Entry - Mins from 17th Av

Centrally Located Family Friendly Whole House

Modern spacious home, great location, deluxe setup

Bungalow Near Downtown, Shopping & Restaurants

Riverside Stampede retreat! Rustic cabin downtown

The Chimney | AC | Gigantic Outdoor Fireplace |

2400 SF House/6 BR/12 Beds/4 BA/sleeps 16 w/AC
Family-friendly home rentals with a pool

Central & adorable condo in downtown 1 bed 1 den

Modern Rustic Charm w/ Tower Views, Pool & Gym

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

Corner Luxury High-Rise Condo | Sleeps 7

Skyline Views -POOL, Patio, Prkg & Gym - 2BR 2BA

Calgary Tower View - Sub Penthouse on 30th floor

Urban Retreat Condo with Skyline & Rockies Views

Modern Condo, Skyline views, & Parking in Downtown
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!
Destinations to explore
- Calgary Stampede
- Calgary Zoo
- Bowness Park
- Prince's Island Park
- Calaway Park
- Nakiska Ski Area
- Heritage Park
- Calgary Tower
- Fish Creek Provincial Park
- Nose Hill Park
- Peace Bridge
- BMO Centre
- University of Calgary
- Olympic Plaza
- Edworthy Park
- WinSport
- Chinook Centre
- Grey Eagle Resort & Casino
- Saskatoon Farm
- Scotiabank Saddledome
- Stephen Avenue Walk
- Big Hill Springs Provincial Park
- Elbow Falls
- Bragg Creek Provincial Park




