Holiday rentals in Sunnyside

Stylish Serenity | 1BR Kensington Condo w/Parking

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!

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.

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.

Peaceful, immaculate century home, kid friendly

Welcome to Happy House, a century-old home that has been lovingly maintained and upgraded. The house is safe for families with kids, toddlers and babies. We love going the extra mile to accommodate little travelers! Located a short walking distance to downtown, bike river paths, playgrounds, Zoo, Bluff park (like a mini forest), & Riley splash park. The house sits on a safe, quiet residential street. Fully equipped kitchen. Premium Sealy mattresses and top of the line linens.

Central Retreat | King Bed | Gym | 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 5 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.

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.

Central 2BR in Kensington w/ Parking + AC

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; - Air conditioning - Underground parking - Spacious roof-top patio with a dog run, fireplace, communal barbecues, and an incredible view of Calgary’s skyline. - Easy access to Calgary's extensive cycling and pedestrian paths - Blackout curtains throughout the suite - TV's in each room

The Era City Haven|2BR2BA|City Views

Welcome to The Era2 City Haven – Your Retreat in the Heart of Calgary. This charming 2-bedroom, 2-bathroom condo offers the perfect blend of comfort and functionality for both relaxation and productivity. Enjoy the cozy living area with a warm fireplace, or step outside to a peaceful outdoor space for your morning coffee or evening wine. Ideal for both professionals and families, this condo offers the perfect base to explore Calgary.

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.

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.

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.

Cozy Condo | Walk to LRT, Dining & Bars

🌆 Stay in Calgary’s trendiest area! This cozy 1-bedroom Kensington condo is steps from 🚆LRT, ☕cafés, 🍽️restaurants & shops. Perfect for couples, solo travelers, or business guests. Enjoy a 🛏️ comfy queen bed, 🍳 full kitchen & 📶 free Wi-Fi. Book over 1 week & get 🅿️ free parking! Explore the city with ease and relax in style—your Calgary escape starts here.