Family-friendly holiday rentals in Montgomery

4.86 out of 5 average rating, 110 reviews

The kitchen features rich wooden cabinetry with glass-front doors and a spacious black granite island. Stainless steel appliances, including a refrigerator and stove, complement the modern design. Clear glassware and dishware are neatly arranged on shelves, enhancing the functional and inviting space.

Home in Parkdale

Modern spacious home, great location, deluxe setup

We are perfectly situated, with downtown less than 10 minutes drive. Foothills and Alberta Children's hospitals are less than 5 minutes away (within walking distance). The Bow River and bike/walking paths are 300meters down the street, and heading West for 10 minutes, you're already on route to the mountains! The house is extremely spacious and has beautiful Balinese hardwood furniture throughout. The house feels luxurious, yet comfortable, and the kitchen/dining area is perfect for entertaining

4.94 out of 5 average rating, 143 reviews

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 Bowness

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.

5 out of 5 average rating, 111 reviews

A modern living area features a light gray sofa adorned with various textured pillows. A round black coffee table sits atop a soft, patterned rug, while a tall plant adds a touch of greenery. Large windows let in natural light, enhancing the open layout.

Apartment in Hillhurst

King Bed-Trendy Bright Walkout Condo near Downtown

This 500 sq.ft. bright, trendy, renovated ground floor condo is in the centrally located neighbourhood of Hillhurst! Walk anywhere: 10 minutes to SAIT, North Hill Mall, CTrain stations; 15 minutes to Kensington; 20 minutes to downtown. Enjoy a well-equipped kitchen, dining area, quality bathroom amenities, free wifi and parking, smart TV (access your own Netflix, Hulu, Prime Video, etc), and paid laundry just down the hall. The Hillhurst Retreat is your perfect home base for exploring Calgary!

Guest suite in Montgomery

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.

4.96 out of 5 average rating, 198 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)

4.94 out of 5 average rating, 125 reviews

An exterior view of a stone-clad home is displayed, featuring a wide driveway with ample parking space for vehicles. Two overhead garage doors are visible, framed by lush greenery and mature trees. The clear blue sky adds to the inviting atmosphere of the property.

Bungalow in Aspenwoods

*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.

Guest suite in Montgomery

A charming house with a welcoming entrance features a light-colored facade and a decorative front door. Colorful flower baskets hang by the front steps, and lush greenery lines the walkway, offering a serene presence. The surrounding area includes well-maintained shrubbery and trees, creating a peaceful atmosphere.

4.78 out of 5 average rating, 240 reviews

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

4.97 out of 5 average rating, 105 reviews

The exterior of a single-story house features grey siding and a red roof. A neatly landscaped front yard is visible, with green grass and various shrubs. A stone pathway leads to the front door, framed by large windows that allow natural light inside.

Bungalow in Fairview

Inner City Hideaway - Big Yard!

Kick up your feet in this serene slice of Canadiana. Nestled in a mature, walkable neighbourhood surrounded by trees and wildlife. A quiet getaway right in the heart of the city! Rest on QUALITY mattresses and linens. Dine & connect in 3 outdoor lounge areas in the private fenced yard. Pets welcome. You’ll greet the days feeling rested and refreshed. Coffee lovers rejoice! Keurig, Nespresso, French press or a classic drip, with grounds and pods to get you started. Fastest wifi available.

Guest house in Southwest Calgary

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.

4.98 out of 5 average rating, 229 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.

Guest suite in Aspenwoods

The exterior of the residence features a two-story design with a stone façade and a spacious garage. Large windows illuminate the front, while a driveway leads from the street. Greenery is present alongside the home, contributing to the overall inviting appearance.

4.97 out of 5 average rating, 406 reviews

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.

Flat in Southwest Calgary

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.

4.87 out of 5 average rating, 558 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

4.87 out of 5 average rating, 254 reviews

A comfortable living area is highlighted by an L-shaped couch facing a large TV displaying streaming options. Natural light filters through sheer curtains, illuminating a modern coffee table and decorative elements. A small glass cabinet and a wall clock add functional design to the space.

Apartment in Rosscarrock

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.

4.98 out of 5 average rating, 391 reviews

A spacious bedroom showcases a king-size bed adorned with plush pillows and a white blanket. A wooden nightstand is positioned beside the bed, and natural light filters through the window with horizontal blinds, enhancing the serene atmosphere.

Guest suite in Royal Oak

Luxury walkout lower level suite in estate area

Enjoy 5-star living from one of the highest reviewed place in a luxurious estate community in the NW Calgary. Spacious living area includes exercise gear and foosball table. Complimentary items include: 1）sparkling juice 2) Bottled water 3) one layer eggs 4) 5 Flavors coffee pops +2 kind of thetea 5）4 Boxes cereal 6) 4 types of the snacks Book 2+ days and I’ll include some! ❤️ Dumplings Great for families—crib, playpen、toys provided. Someone is on-site to help at

Popular amenities for Montgomery family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest suite in Cornerstone

A private patio area is featured, showcasing a hot tub and a stylish, circular seating arrangement surrounded by greenery. Soft lighting is hung overhead, enhancing the inviting outdoor space. The wooden deck provides a warm and relaxing atmosphere for guests.

4.88 out of 5 average rating, 591 reviews

Our Corner Haven (BL232909) - Full Basement Suite

4.98 out of 5 average rating, 172 reviews

A living room is showcased with mid-century furnishings, including a leather sofa and a patterned accent chair. Original artwork adorns the walls, and a sleek TV sits on a wooden console. A vibrant pink door adds a pop of color, enhancing the welcoming ambiance.

Home in Crescent Heights

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

Home in Bridgeland - Riverside

A vibrant collage showcases exciting amenities at Casa YYC. The games room features a foosball table and arcade machines. The cozy living area offers modern seating with colorful accents. An inviting hot tub is nestled in a private outdoor space, while a spacious bedroom exudes comfort.

4.85 out of 5 average rating, 171 reviews

Unique Casa Vibes! Hot tub | Gym | Arcade Games

4.95 out of 5 average rating, 369 reviews

The living room features a comfortable sofa with decorative cushions facing a textured wall design. Two stylish blue chairs sit nearby, complemented by a wooden coffee table on a vibrant red area rug with intricate patterns. Natural light filters through the large windows.

Home in Auburn Bay

SE Calgary Home with HOT TUB

4.96 out of 5 average rating, 195 reviews

A private rooftop patio is depicted, featuring a hot tub surrounded by seating areas. The city skyline is visible in the background under a clear blue sky with scattered clouds, creating a serene ambiance perfect for relaxation.

Home in Bankview

Rooftop Patio w/ Skyline Views & Hot Tub JungleBnB

4.87 out of 5 average rating, 231 reviews

A private outdoor area features a hot tub surrounded by lush trees that provide shade. A BBQ grill and a storage unit are visible nearby, enhancing the space's functionality and inviting atmosphere. The fenced yard ensures privacy and seclusion for guests.

Cottage in Inglewood

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

4.91 out of 5 average rating, 182 reviews

A stylish living area features a black sofa adorned with colorful throw pillows, complemented by a mid-century chair and a coffee table. Large windows bring in natural light, while a decorative stained glass window adds a unique touch. A vibrant area rug enhances the artistic ambiance.

Home in Ramsay

Trendy 2 BDRM | Hot Tub + Stampede + Saddledome

4.88 out of 5 average rating, 148 reviews

A modern living area is highlighted by a stylish stone fireplace, adorned with a large screen showcasing mountain scenery. Surrounding shelves contain various plants and decor items. A comfortable gray sofa is positioned nearby, with a decorative blue pillow, and a small plant is placed on the dark coffee table.

Home in Glenbrook

HotTub, 3 King Beds & Double Car Garage

Family- and pet-friendly home rentals

4.94 out of 5 average rating, 331 reviews

Home in Edgemont

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

4.98 out of 5 average rating, 116 reviews

A cozy living area features a gray sofa paired with an accent chair, positioned around a rectangular coffee table. Natural light floods the space through large windows, highlighting the warm color palette. The adjoining kitchen can be seen in the background, emphasizing a modern aesthetic.

Flat in Bankview

Private, Direct Entry - Mins from 17th Av

Guest suite in Mount Pleasant

The exterior of a modern home is displayed against a snowy backdrop. Stone and wooden elements characterize the facade, while large windows allow natural light. A welcoming front entrance is framed by dark accents, and snow-covered landscaping enhances the serene winter scene.

4.97 out of 5 average rating, 106 reviews

Safe and Prime location - 5 mins to downtown

4.98 out of 5 average rating, 119 reviews

A modern kitchen space features wooden cabinetry and a sleek countertop. An array of cooking utensils is visible on the counter, alongside a stainless steel stove and microwave. Natural light enters through a window adorned with horizontal blinds, complementing the neutral color scheme.

Bungalow in Kingsland

Blue Bungalow| Family Fun |Games Room+A/C+Parking|

4.89 out of 5 average rating, 359 reviews

A spacious bedroom features a large wooden bed with two decorative pillows. A blue pull-out chair is positioned nearby, complementing a small table with a lamp. Natural light enters through a large window, while a colorful wall art piece adds visual interest.

Home in Highwood

The Cove Your Home

Guest house in Aspenwoods

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.

4.85 out of 5 average rating, 678 reviews

Modern Aspen Woods Basement with own entrance

4.9 out of 5 average rating, 114 reviews

The image shows a single-story bungalow with a light gray exterior. A stone pathway leads to the front steps, bordered by a well-maintained lawn. Two white chairs are positioned near the entrance. Leafless trees cast shadows across the yard under a clear blue sky.

Bungalow in Lynnwood

Robin's Nest - 2 bedroom home in South Calgary

4.91 out of 5 average rating, 455 reviews

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 Dalhousie

2400 SF House/6 BR/12 Beds/4 BA/sleeps 16 w/AC

Family-friendly home rentals with a pool

4.95 out of 5 average rating, 146 reviews

A bright living area features a spacious, light-colored sofa accompanied by two modern coffee tables. Floor-to-ceiling windows invite abundant natural light and frame views of the sprawling cityscape. A vibrant yellow chair adds a pop of color, while a 55" Smart TV is positioned on a sleek stand.

Flat in Beltline

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

A modern living area is illuminated by natural light, featuring large windows that offer city views. A comfortable sofa in soft gray is complemented by a teal accent chair. A glass coffee table sits atop a light area rug, adorned with decorative plants.

4.96 out of 5 average rating, 209 reviews

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

A stylish living area is highlighted by large windows, providing expansive views of the city. A modern gray couch is paired with a light wooden coffee table, while an adjacent dining area features a round table with chairs. Decorative elements include a plant and wall mirrors.

4.83 out of 5 average rating, 168 reviews

Corner Luxury High-Rise Condo | Sleeps 7

A dining area is presented with a modern table set for four, featuring neutral-colored dishes. A small potted plant is positioned at the center. Large windows frame a panoramic view of Calgary's skyline, with the Calgary Tower visible in the background.

4.97 out of 5 average rating, 341 reviews

Calgary Tower View - Sub Penthouse on 30th floor

Apartment in Downtown Calgary

The entrance to the building is framed by two large, abstract sculptures resembling horses. A modern facade with a combination of smooth and textured surfaces is visible behind the sculptures. The pathway is lined with patterned paving stones, leading to the glass doors of the entrance.

4.76 out of 5 average rating, 255 reviews

Urban Retreat with Mountain and City Views

An expansive view of downtown Calgary is captured at night, with city lights twinkling in the distance. The Calgary Tower is visible, illuminated with vibrant colors. Tall buildings and construction cranes outline the skyline, while streets below are filled with the glow of passing vehicles.

4.95 out of 5 average rating, 364 reviews

Modern Condo, Skyline views, & Parking in Downtown

4.95 out of 5 average rating, 176 reviews

A modern living area features a dark sectional sofa adorned with colorful pillows. Floor-to-ceiling windows offer expansive views of Downtown Calgary and the surrounding skyline, bathing the space in natural light. A coffee table sits in the center, enhancing the open atmosphere.

Flat in Beltline

Panoramic, Beltline, Cozy 1 Bed/1Den, UG Parking