
Family-friendly holiday rentals in Montgomery
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Montgomery

Total holiday rentals
Explore 50 holiday rentals in Montgomery

Nightly prices starting at
Montgomery holiday rentals start at $89 SGD per night before taxes and fees

Verified guest reviews
Over 1,170 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 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!
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 summer 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.
Indoor spacesFamilyHospitality

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!!
Indoor spacesKitchenAir conditioning

Modern Suite Near UCalgary, Market Mall & ACH
Stay in a modern 2-bedroom legal suite in Calgary’s Montgomery! Each room has a queen bed, closet, and one with a desk for work or study. Relax in the cozy living room with Smart TV (Netflix,YouTube,Disney+), Wi-Fi, and full kitchen. In-suite laundry and self check-in add convenience. Minutes to Alberta Children’s Hospital, Foothills Medical Centre,U of C, Downtown. Market Mall is 5 min away, with quick access to Banff. Free street parking. Perfect for families, students, and business travelers!
KitchenIndoor spacesSleep quality

2400 SF House/6 BR/12 Beds/4 BA/sleeps 16 w/AC
The entire house is yours Perfect for multi-families or sports teams. Spacious 400 sq. ft. living room Smart TVs in each bedroom. CALGARY Business Licence: BL256393 Central air-conditioning Keypad deadbolt lock Free parking Fast access to Airport, U of C, Winsport Arena, Downtown, McMahon Stadium, and Calgary Stampede. Cross street is the shopping center with groceries, fast food, liquor, restaurants, gas station, and coffee shop Please click "contact host" if you have any questions or concerns.
Indoor spacesKitchenSleep quality

Bright Family Home | Near Banff | Garage
Welcome to our beautiful and cozy 3-bedroom home located in a quiet residential area of Royal Oak near Shopping Centre. 1hr to Banff/Canmore and 20 min to Airport/DT, within minutes to access everything you need, restaurants, grocery stores, drug stores, gas stations, banks, YMCA. Our accommodations are designed to create a restful environment, complete with comfortable bedding and amenities that promote quality sleep, clean and pleasant stay, ensuring you feel right at home during your visit.
FamilyKitchenAccess

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)
FamilyKitchenTV

Private Basement. Mins to River, Parks, Pubs
This is a bright, furnished basement suite with a fully equipped kitchen and in-suite laundry. The house backs onto Main Street , seconds away from restaurants, pubs, coffee shops, a library, an art studio and more! The bus stop to downtown is steps away. If you love nature and city, Bowness is for you. We have walking trails and parks, we are 5 minutes from Winsport, Paskapoo and GoodLife Fitness. Calaway Park and a climbing gym are also close and the highway to the mountains is 1min away
FamilyKitchenDecor

Yellow Door 2BDR Home in Bowness
Walk through the yellow door to a beautifully renovated home. Everything you need for a comfortable stay, whether you are travelling for business or a weekend getaway, the home will meet your needs. Located on a quiet street directly across from a park, you can expect a peaceful stay. Why Guests Love This Home ✔ Newly renovated with modern finishes ✔ Two comfortable bedrooms ✔ Beautiful, fully updated kitchen ✔ Private backyard with a lovely deck and seating ✔ Located in charming Bowness
KitchenFamilyCondition

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.
KitchenFamilyLong stay

Ravine Retreat, 4000+sqf, Luxury, AC,PoolTable etc
Welcome to beautiful and spacious Ravine Retreat House: - 4000+sqf , walk out to breathtaking ravine, Mountain View - Pool table entertainment - Free parking, Free bath and kitchen essentials, Free WiFi - Fully stocked kitchen; BBQ at balcony - Costco, superstores nearby - City centre, YYC airport 15 mins - Quick access to Banff - 6 bdrm 3.5 bath, - 10 beds: 7 twin +2 queen+1 king - A/C - Pet friendly (fee applied) - Perfect for multi-families, maximum 5 cars or 15 people at any time
Indoor spacesKitchenQuiet

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
FamilyKitchenParking

*No Fees*NearDT*3 Rooms+5 Beds+2Bath+AC+Banff Pass
The 🏠is located in a quiet, beautiful and safe community, Clean and tidy, like home, has everything it needs,12 Feet high, No basement and no building on the upper floor, All rooms and bathrooms have windows, floor heating &Hydronic and Soft water system ,more comfortable, each room with an independent AC, Fresh air system. Many Dining and Shopping place within 6KM.10KM To: Downtown, Stampede Park ,BMO Centre,Grey eagle Casino, 13KM to Zoo,Free discovery pas.
FamilyKitchenShared spaces
Popular amenities for Montgomery family-friendly rentals
Family-friendly home rentals with a hot tub

Spacious 2-bedroom suite in great location
Indoor spacesKitchenBack garden

Unique Casa Vibes! Hot tub | Gym | Arcade Games
KitchenIndoor spacesSleep quality

Top Rated Calgary Home | Private HOT TUB | 5BR
Indoor spacesFamilyLocation

Your Home Away from Home
FamilyKitchenHospitality

Luxury Glamping | Private Hot Tub Retreat
FamilyKitchenGetting around

Entire Luxury Home | Hot Tub | 10 Mins to DT
KitchenIndoor spacesQuiet

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

Charming 100 year old Cottage, hot tub, near DT
KitchenIndoor spacesCleanliness
Family- and pet-friendly home rentals

The Chimney | AC | Gigantic Outdoor Fireplace |
FamilyKitchenBreakfast

Sweet Sunny Space ☀️
FamilyKitchenPets

4 Bedroom Home 10 mins from the Airport
Indoor spacesFamilyAmenities

Heart of Calgary|Double Kng Beds| Fun and Reliable
KitchenIndoor spacesComfort

Bright & Spacious 5-BR w/ Ravine Views in Edgemont
Indoor spacesFamilyWifi

Modern spacious home, great location, deluxe setup
FamilyKitchenCheckout

The Cove Your Home Fee Free
Indoor spacesFamilyCleanliness

New Executive Home close to DT & Foothills Med Ctr
Indoor spacesFamilyBathroom
Family-friendly home rentals with a pool

Stylish Prime DT Condo|Mins from 17th! |Pool|BBQ
Indoor spacesKitchenCondition

Best Location and Best View in all of Calgary
KitchenIndoor spacesSolo travel

Calgary Tower View |King Bed | 2BR |AC |Gym
Indoor spacesFamilyGetting around

The Poolside Loft - DT Views!
Indoor spacesFamilyComfort

Modern Comfort Retreat|King Bed|2 Beds|Park|17Ave
KitchenIndoor spacesQuiet

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

Corner Luxury High-Rise Condo | Sleeps 7
FamilyKitchenParking

Sojourn Aria | Tower Views | Downtown | Gym | Pool
Indoor spacesKitchenCleanliness
Destinations to explore
- University of Calgary
- Calgary Zoo
- Bowness Park
- BMO Centre
- Calgary Tower
- Nakiska Ski Area
- Calaway Park
- Prince's Island Park
- WinSport
- Heritage Park
- Southern Alberta Institute of Technology
- Scotiabank Saddledome
- Chinook Centre
- Olympic Plaza
- Fish Creek Provincial Park
- Bragg Creek Provincial Park
- Grey Eagle Resort & Casino
- Edworthy Park
- Nose Hill Park
- Elbow Falls
- Peace Bridge
- Crossiron Mills
- Stephen Avenue Walk
- Confederation Park





