Holiday rentals in Montgomery

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Top-rated holiday rentals in Montgomery

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The spacious living area features a comfortable seating arrangement and a small dining table with four chairs. A breakfast bar is visible near the well-equipped kitchen, which includes modern appliances. Soft, neutral carpeting adds warmth to the space, while stairs lead to the upper level.
Guest suite in Glamorgan
4.95 out of 5 average rating, 212 reviews

Spacious Basement Suite w/Private Entrance

Spacious legal basement suite with separate/private entrance, large living area, large bedroom, and a full kitchen with breakfast bar. Includes in-suite laundry, heated floors in the bathroom, big screen TV, and home office area. Close to Mount Royal University, Glenmore Reservoir, Grey Eagle Casino, and walking distance to multiple restaurants, parks, and shops. 10min drive to downtown Calgary, 30 mins to the airport, and mountain views just down the street. Public transportation a 3 min walk.

Top 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 Bowness
4.94 out of 5 average rating, 136 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 favourite
A cozy loft space features a large circular window, framing the view of trees outside. Two deep red bean bags and a round, plush armchair provide comfortable seating, accented by green hanging plants above, creating a relaxed and inviting atmosphere.
Townhouse in Pump Hill
4.97 out of 5 average rating, 145 reviews

>Spacious, Family Friendly with King Bed

This spacious, clean & unique home is located in a quiet neighborhood near Calgary's top destinations. Perfect for short and long term stays. Big spacious bedrooms with a king bed and large TV in the living room are sure to impress. 3 Bedrooms plus a private den with wood-burning fireplace, balcony and pull-out full size bed. 1 king bed, 1 queen bed, 2 twin beds, 1 pull-out double bed, 1 Cot Projector TV with Amazon Firestick ❤️ Don’t forget to hit the “❤️” button so you can find me easily!

Top guest favourite
A large wooden dining table is surrounded by four black chairs, enhancing the space's functionality. A gallery wall features a variety of framed photographs, creating a personal touch. Soft lighting is provided by a chandelier, complementing the cozy ambiance of the room.
Home in Signal Hill
4.97 out of 5 average rating, 112 reviews

Spacious 2-bedroom suite in great location

Be in the mountains in an hour! Walk out basement suite with private entry, plenty of street parking, in a quiet neighborhood 3 mins to shops & restaurants, perfect for couples, friends or family. AC for summer & in-floor heat in winter for total comfort. Well stocked kitchenette with convection toaster oven/air fryer & double induction burner with pots and frying pan. Plenty of seating in the living & dining room make this stylish place perfect for groups. Washer/dryer available upon request.

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 Montgomery
4.96 out of 5 average rating, 196 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 favourite
A cozy living area features a dark sofa and a round dining table, accented by a decorative area rug. Sunlight enters through a window with partially opened window coverings. A well-equipped kitchenette is visible in the background, offering essential appliances and coffee-making facilities.
Guest suite in Bowness
4.9 out of 5 average rating, 105 reviews

Warm & Cozy Private 2BR•Near WinSport•Free Parking

Cozy and welcoming 2BR private lower-level suite in Bowness, NW Calgary with your own entrance for comfort and privacy. Minutes to WinSport/Canada Olympic Park, UofCalgary, Foothills and Children’s Hospitals, groceries, cafés, and Calgary Farmer’s Market. Steps to Bowness Park and Bow River trails. Easy access to Hwy 1 for day trips to Canmore/Banff. Includes a kitchenette (mini fridge, microwave, coffee/tea station), smart TV, fast Wi-Fi, and free parking. Looking forward to hosting you!

Top guest favourite
An inviting living area features a plush green sofa adorned with colorful cushions, complemented by a cozy armchair. A unique coffee table sits on a patterned area rug. Bright natural light streams in through large windows, illuminating the space and showcasing the contemporary decor.
Home in Killarney - Glengarry
5 out of 5 average rating, 153 reviews

" Rodeo" Upper Suite in Trendy Killarney

Welcome to "Rodeo". This newly renovated two-bedroom upper suite includes free DOUBLE GARAGE to keep your car (s) warm during the winter! This stylish home boasts a king-size bed in the master bedroom and a MASSIVE master en-suite with body spray shower, dual sinks, and amazing lighting. The stunning kitchen is fully equipped. The HUGE BACKYARD features string lights and a BBQ! Our PRIME LOCATION is minutes from downtown, 4 minutes from Mount Royal University, and only steps to transit!

Superhost
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, 235 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 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 Strathcona Park
4.87 out of 5 average rating, 535 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 favourite
A modern kitchen area with a spacious table and four white chairs is showcased. Natural light fills the space through a window, highlighting sleek appliances and minimalist cabinetry. A woven light fixture hangs above, adding a touch of warmth to the bright environment.
Guest suite in Glendale
4.99 out of 5 average rating, 110 reviews

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!

Top guest favourite
A modern living area features a spacious sofa with blue accent pillows, accompanied by a small coffee table. A dining table with four chairs is positioned nearby, while a wall-mounted TV is visible. Natural light enters through a window, illuminating the clean, neutral-toned decor.
Guest suite in Bowness
4.92 out of 5 average rating, 279 reviews

Bownesian Home Away from Home

Welcome to your Bownesian Home Away from Home located in the heart of Bowness. This modern one bedroom, one bathroom basement suite is bright and spacious with 9 foot ceilings. With a semi-private rear entrance, a full kitchen, living room and bathroom, this is truly a home away from home! We are a 20 minute drive to downtown Calgary or, if the mountains are calling, easily access the Trans-Canada Highway to Kananaskis, Canmore, Banff, Lake Louise and more!

Top guest favourite
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.
Apartment in Beltline
4.96 out of 5 average rating, 199 reviews

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

Enjoy world class City and Mountain views and executive level design and furnishings in this beautiful and modern upper floor condo with an industrial flair. Relax in the space or find yourself in the center of the city to enjoy all that it offers including bars, restaurants and city events at your doorstep. This incredible property has all amenities, amenities include a 180 square foot private balcony, Pool (Seasonal) gym, and dedicated parking stall.

Popular amenities for Montgomery holiday rentals

Quick stats about holiday rentals in Montgomery

  • Total holiday rentals

    Explore 60 holiday rentals in Montgomery

  • Nightly prices starting at

    Montgomery holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,570 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    60 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!

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