Vacation rentals in Sunnyside

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 · Parking

Stylish Serenity | Kensington | UG Parking | AC

Welcome to my stylish one bedroom condo located in the heart of Kensington, Calgary! The space features modern décor, comfortable furnishings, and large windows that provide natural light. Enjoy free parking and access to all the amenities of the building, including a rooftop patio with stunning city views! With its prime location beside sunnyside Ctrain you're just steps away from trendy restaurants, boutiques, and entertainment. Book your stay today and experience the best of downtown living!

Family · Location · Laundry

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

Location · Family · Getting around

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.

Location · Family · Parking

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!

Family · Location · Amenities

Grey Cup in Kensington | King Bed | Top 1%

Situated right on the C-Train line between McMahon Stadium and BMO Centre at Stampede Park, this condo is your Grey Cup headquarters! Book with confidence 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.

Location · Hospitality · View

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.

Location · Value · Getting around

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

Location · Family · Bathroom

Tranquil & Central 1 BR Riverside Oasis

Relax at our bright and stylish 1 bedroom unit located right beside the beautiful bow river. High end finishing's throughout, floor to ceiling windows, secured underground parking and thoughtful touches throughout that are sure to make your stay unforgettable Please note the building is downtown, unfortunately during the month of august / sept there will be some construction being completed nearby

Family · Location · Outdoor spaces

Parkside at Waterfront in Downtown Calgary

Welcome to your urban retreat in the heart of Calgary’s vibrant downtown — Parkside at Riverfront. Just steps from the Bow River, River Walk, and Prince’s Island Park, this spacious suite offers the perfect blend of city convenience and riverside serenity. Whether you're here to explore, unwind, or work remotely, we’re thrilled to host you in a space designed for comfort, relaxation, and discovery.

Location · Value · Hospitality

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.

Value · Family · Hospitality

New 2BR Den Condo | Skyline View | UG Park

Experience elevated downtown living in this brand-new 2-bedroom condo at 727 1 Ave SW. Enjoy a luxury home-theater setup with an 86″ 4K TV, two additional Smart TVs, designer furnishings, and skyline views. Steps from the Peace Bridge and Bow River Pathway. Includes underground parking, and private balcony.

Value · Location · Cleanliness