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.

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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 Northwest Calgary
4.94 out of 5 average rating, 159 reviews

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

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 Southwest Calgary
4.85 out of 5 average rating, 696 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!!

Indoor spacesKitchenAir conditioning

Top guest favourite
Guest suite in Northwest Calgary
4.91 out of 5 average rating, 35 reviews

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

Top guest favourite
A spacious living room features a comfortable seating area with a dark sofa and a coffee table. A dining area with a solid wood table and chairs is also visible. Large windows provide natural light, and a stone fireplace adds a cozy focal point.
Home in Northwest Calgary
4.91 out of 5 average rating, 478 reviews

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

Top guest favourite
Home in Northwest Calgary
4.98 out of 5 average rating, 161 reviews

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

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 Northwest Calgary
4.96 out of 5 average rating, 212 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)

FamilyKitchenTV

Top guest favourite
A serene bedroom setting features a light-colored headboard with white bedding. A decorative pillow with textured stripes adds visual interest. A small wooden nightstand holds a simple, modern lamp, creating a calm and peaceful environment.
Flat in Northwest Calgary
4.96 out of 5 average rating, 253 reviews

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

Guest favourite
A renovated home is displayed with a yellow front door and a welcoming porch. The exterior features gray siding and a well-manicured lawn. Surrounding wooden fences provide privacy, and trees are visible in the background. The sky above is clear with a few scattered clouds.
Home in Northwest Calgary
4.95 out of 5 average rating, 110 reviews

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

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, 244 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.

KitchenFamilyLong stay

Top guest favourite
Home in Northwest Calgary
4.93 out of 5 average rating, 357 reviews

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

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, 596 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

FamilyKitchenParking

Guest favourite
The exterior of a stone-clad house is displayed, featuring a spacious driveway leading to a three-car garage. Lush green grass and trees frame the property under a clear blue sky, creating a pleasant neighborhood setting.
Home in Southwest Calgary
4.9 out of 5 average rating, 753 reviews

*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