Family-friendly vacation rentals in Montgomery

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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 favorite

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.

Guesthouse in Aspenwoods

4.85 out of 5 average rating, 644 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!!

Top guest favorite

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.

Guesthouse in Bowness

4.94 out of 5 average rating, 115 reviews

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.

Top guest favorite

An open-concept living space features a modern kitchen with stainless steel appliances and gray cabinetry. A spacious sectional sofa and a wooden coffee table occupy the living area, while a framed mountain landscape hangs on the wall, adding a subtle touch of decor.

Apartment in Calgary

5 out of 5 average rating, 126 reviews

Stylish & Comfy Mountain Escape ~ King Bed ~ PS5!

Welcome to Mountain Escape, a stylish and modern one-bedroom condo in Rockland Park, Calgary. Perfectly located, it's approx. 1 hr from Banff/Canmore and 10 min from Winsport/Calgary Farmers Market. This unit features an open-concept living room, stainless steel appliances, 55-inch 4K TVs, and modern furnishings. It has lots of natural light, high-speed Wi-Fi, AC, a smart lock, exterior Ring security camera, and free parking. This is your perfect base for exploring the beautiful Rocky Mountains!

Top guest favorite

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 Montgomery

4.96 out of 5 average rating, 185 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)

Guest favorite

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.

Guest suite in Montgomery

4.79 out of 5 average rating, 225 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

Top guest favorite

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.

Guesthouse in Southwest Calgary

4.97 out of 5 average rating, 195 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 favorite

A stone exterior is showcased on the home, with a prominent balcony above the entryway. Three garage doors are visible at the front, complemented by landscaping featuring tall trees and shrubs, providing a natural border.

Loft in Bowness

4.96 out of 5 average rating, 162 reviews

Luxury private loft apartment, amazing location

Truly one of the best locations in Calgary. Enjoy Bow River access right from our backyard! We are in the historic Bowness neighbourhood, and you have 9 restaurants and more within 3 blocks. Public transit is only a block away. For runners and bikers, we are right on the Calgary pathway system. The loft has luxury finishings throughout. Easy access to Banff, as we are on the western edge of Calgary. This apartment is perfect for couples, families, business travellers and Winsport athletes.

Top guest favorite

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.

Guest suite in Aspenwoods

4.97 out of 5 average rating, 359 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.

Guest favorite

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

4.88 out of 5 average rating, 251 reviews

The Cove Your Home

The second bed is the pull out blue chair. It’s Private ground level suite comes with everything you shall need for your cozy get away .. 10 min from downtown close to bus and hiking trails on nose hill park and other beautiful parks this area has to offer making this place unique .. Amazing skyline spots 2 mins from this private suit .. Offering you privacy and quite community yet minutes from the action of Kensingtons trendy upbeat shops and eats. Then 10 min to down town as well !

Guest favorite

Bungalow in Southwest Calgary

4.79 out of 5 average rating, 99 reviews

Bright Suite in Richmond Jet tub / Sauna / 5min DT

Newly Renovated / Bright Suite in Richmond with Jet tub. Great Location 5 Min. to Downtown Transit 1/2 block. This Large bedroom w/walk on Bathroom, Jet tub. Queen w nice Linen Duvet Large walk-in closet. Stainless steel Fridge, Stove, Dishwasher, Microwave, Washer and Dryer. Furnished, Dresser, Large Couch, 2 TV's, Dinning Table, Chairs, Dishes, Pots, Pans, Cutlery, Towels. WiFi /TV Movie, Sports Channels. Great Back Yard. Gas BBQ, Outdoor furniture. Huge Park 1/2 block away.

Top guest favorite

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.

Apartment in Southwest Calgary

4.86 out of 5 average rating, 462 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

Top guest favorite

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.

Condo in Rosscarrock

4.86 out of 5 average rating, 217 reviews

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.