
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.

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.

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)

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.

*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.

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

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!

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.

֍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.

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
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

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
Family- and pet-friendly home rentals

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

Rocky Mountains Respite - 12 mins from YYC airport

Private, Direct Entry - Mins from 17th Av

House of Vincensio

Modern Aspen Woods Basement with own entrance

The Cove Your Home

Braided Creek Luxury Glamping

COZY & SPACIOUS 2BD 2BTH Downtown Stampede/BMO/LRT
Family-friendly home rentals with a pool

Modern Rustic Charm w/ Tower Views, Pool & Gym

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

Corner Luxury High-Rise Condo | Sleeps 7

DT Views |King Bed |Mins to Saddledome |UG Parking

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




