Holiday houses in Sunnyside

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Kids-Friendly 3BR | Walk to Downtown | Character

Welcome to Happy House, a character-filled century home on a quiet street near downtown, Kensington, parks, playgrounds & Bow River pathways. Made for families, with 2 queen bedrooms, a flexible playroom / workspace, a third bedroom in the basement, 2 full baths, a private yard, stocked kitchen, laundry, + baby gear on request. Relax by the gas fireplace or by the garden. This is a lovingly updated historic home, not a newly built luxury property. Its original character is part of the charm.

Location · Family · Hospitality

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Downtown Calgary - Pets ok - steps from riverfront

In one of Calgary's oldest neighborhoods - Sunnyside, is one of the city's few remaining century homes. Built in 1905, this is not your typical, sterile, pretending-to-be-fancy listing. If you are looking for everything modern and everything perfect, this is not the space for you. If you love the history of a home and staying in well-loved, lived-in spaces, this home will call to you. We are not a business, this is our family home. As long time airbnb'ers, we are truly sharing our space. <3

Family · Location · Nearby

Maison Sunnyside-jettub, fire pit, trampoline/AC

Make some memories at this unique and family-friendly house, our beloved heritage home. This house was built in 1914 and has been fully renovated. You will enjoy having a backyard with a trampoline, fire pit, and three outdoor dining areas: the upper deck with a bbq and lower deck w/fire pit. Watch the kids at the playground from comfort of the patio. The primary suite has a jetted soaker bathtub and walk-in closet. The loft has a tv room, play area with toys for kids, reading book and gym.

Value · Family · Quiet

Riverfront Downtown Calgary home

Spacious 4-bedroom, 2-bathroom home in Calgary centrally air conditioned Cozy river side home in a central location. Just a 10-min walk to the C-Train, 15-min drive to Stampede Grounds, and 2-min walk to the bus stop. Close to Kensington’s shops and restaurants. Features a fully equipped kitchen, cozy living areas, free WiFi, and on-site parking. Whether you're here to relax or explore, this home offers comfort and convenience, making it the perfect spot for your Calgary stay!

Location · Family · Layout

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All Fees Included! Kensington - Walk to Bow River

Spacious 2 LVL Apt. in Kensington close to everything! Enjoy stunning views and walks along the Bow River. Located in the MOST CONVENIENT neighbourhood, just 5mins to Downtown core. Restaurants/pubs, cafe's, shops, amenities, Safeway & grocers, C-train transit, buses & local parks all in walking distance. You will love the convenience. Travel with or without a car. Or grab a scooter and explore YYC! Our home provides everything you'd need for a comfortable stay.

Family · Location · Comfort

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Trendy Kensington | Espresso Maker| Garage| AC

Awesome renovated 1923 character home in trendy Kensington. 3 walking minutes to restaurants, shopping and cafes. ☞ Serves locally roasted: coffee/tea ☞ Features Rocky Mountain Soap: crafted with care in the Canadian Rockies ☞ Super Automatic Espresso Maker: lattes, espresso and coffee ☞ 3 bdrm home w/ garage/AC ☞ Free parking, no cleaning fees, and no checkout chores Add our listing to your Wishlist by clicking the ❤️ in the upper-right corner.

Family · Location · Decor

Incredible DT Views| King bed| Rest and Unwind

Welcome to the heart of Calgary. ❤️ this listing so you can find it later, before it gets booked! Perfectly positioned beside the iconic Peace Bridge, this calm and centrally located space puts you steps from scenic river pathways, walking trails, and some of the city’s best views. Surrounded by great restaurants, cafés, and everyday amenities, ideal for solo travelers, couples, or small groups seeking comfort and convenience. Welcome Home,

Location · Access · Quiet

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Kensington Gem | King Bed | Parking | Top 1%

Stay with confidence at our new Superhost condo in Kensington, just steps from the Sunnyside C-Train station, with a king bed, free laundry, secure underground parking ($20 per night), and access to an incredible rooftop terrace. The walkable inner-city district of Kensington offers cafes, unique shops, river pathways, and quick access to downtown, the University of Calgary, SAIT, Stampede Park and other important Calgary landmarks.

Location · Access · Outdoor spaces

Upscale Industrial Loft-style with Walkout

The Annex in Kensington, designed by award-winning Nyhoff Architecture and Minto Communities, opens the door to your for-now home. A few notable features include; - Spacious roof-top patio with a dog run, fireplace, communal barbecues, a community garden, a group game set-up and ample seating areas to socialize (as per health guidelines), and an incredible view of Calgary’s skyline. - Steps from Sunnyside LRT (transit) station

Value · Location · Amenities

5 mins to DT, 2 Bed Suite 1 king bed + Parking

Modern 2BR suite( 1 kind bed, 1 Queen) in Kensington, accross the street from river, parks, cafés, and 5 min walk to downtown. Features a King and Queen bedroom with blackout curtains, a fully stocked kitchen, smart TV, fireplace, and a comfy living space. Enjoy in-suite laundry, fast WiFi, a patio with seating, and covered SUV-friendly parking. A stylish, walkable spot perfect for relaxing or exploring Calgary.

Value · Location · Comfort

Snowy Kensington Stay | 5 min DT | AC | Parking

Located in the heart of Kensington, Calgary, this sleek 1-bedroom, 2-bed unit is a quick 5-minute walk to the famous Peace Bridge. The bridge is a favorite for its city skyline and river views, especially stunning around sunset when the light hits just right (amazing for photos). Inside the condo, afternoon sunlight fills the space, creating a warm, inviting vibe.

Location · Value · Indoor spaces

Stylish 1BR by Riverwalk & Eau Claire DT

Experience this newly built 1BR, 1BA condo in Downtown Calgary, perfectly situated beside a scenic park. The unit features secure entry, in-suite laundry, a comfortable queen bed, and a sofa bed for added guests. Located steps from top dining, shopping, and local attractions, it blends modern comfort with unbeatable convenience.

Family · Location · Quiet