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.

Family · Value · Hospitality

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!

Value · Location · Hospitality

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 · Value · TV

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 · Bathroom

Grey Cup | Kensington King Bed | Parking | C-Train

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

Location · Access · Nearby

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

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.

Value · Family · Quiet

Central King Bed Condo| Parking| AC| Banff

Kick back and soak up Calgary’s skyline from this stylish and comfortable 1-bedroom + large den condo, perfectly located in the heart of downtown. With space for up to 4 guests, it’s a great fit for couples, solo travelers, business stays, or a weekend getaway with friends. You’ll be just steps away from Prince’s Island Park, the Bow River pathways, Eau Claire, and CORE Shopping Centre — all in one of Calgary’s most walkable and bike-friendly neighborhoods.

Family · Location · Condition

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.

Value · Family · Amenities

BrandNewCondo/DTCalgary/Gym/StephenAve/FreeParking

Welcome to your stylish stay in downtown Calgary! This newly constructed condo offers modern finishes, floor-to-ceiling windows, and all the comforts you need for a seamless stay. Whether you're visiting for business, leisure, or the world-famous Calgary Stampede, this prime location puts you right in the heart of the city. With the Bow River, trendy dining spots, and transit just steps away, everything you need is within easy reach.

Value · Location · Walkability

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.

Family · Location · Parks

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.

Location · Family · Check-in