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Holiday rentals in Sunnyside

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Top-rated holiday rentals in Sunnyside

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

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Top guest favourite
A modern living area features a light gray sofa adorned with various textured pillows. A round black coffee table sits atop a soft, patterned rug, while a tall plant adds a touch of greenery. Large windows let in natural light, enhancing the open layout.
Apartment in Hillhurst
5 out of 5 average rating, 104 reviews

King Bed-Trendy Bright Walkout Condo near Downtown

This 500 sq.ft. bright, trendy, renovated ground floor condo is in the centrally located neighbourhood of Hillhurst! Walk anywhere: 10 minutes to SAIT, North Hill Mall, CTrain stations; 15 minutes to Kensington; 20 minutes to downtown. Enjoy a well-equipped kitchen, dining area, quality bathroom amenities, free wifi and parking, smart TV (access your own Netflix, Hulu, Prime Video, etc), and paid laundry just down the hall. The Hillhurst Retreat is your perfect home base for exploring Calgary!

Guest favourite
A comfortable living area is shown, featuring a green sofa adorned with yellow pillows. A low wooden coffee table sits on a black and white patterned rug, with a wall-mounted TV displaying the Netflix logo. The space opens to a dining area with visible greenery.
Home in Downtown Calgary
4.87 out of 5 average rating, 62 reviews

*Bow River Views* Spacious Downtown House

Just imagine, a stunning luxury home with breathtaking river views, a games room, and panoramic downtown skyline views, all just a 3-minute walk from Downtown Calgary. Now stop imagining, because it’s here. With dozens of restaurants and amenities nearby, this 3-bedroom home is professionally cleaned and serviced, offering the perfect stay for groups looking to save money on multiple hotel rooms while enjoying the luxury of a spacious home. 3 large AC units were just installed for the summer!

Top guest favourite
A spacious sleeping area is highlighted by a large bed with a soft gray upholstered headboard. Warm, wooden accents adorn the wall behind the bed. Two bedside lamps provide ambient lighting, and the room features large windows with light-filtering shades, framed by elegant curtains.
Home in Sunnyside
4.94 out of 5 average rating, 16 reviews

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!

Top guest favourite
A warm living area features a cozy fireplace with a sleek black surround. Two red armchairs are positioned invitingly, while a dark sofa offers additional seating. Natural light filters through sheer curtains, enhancing the space's inviting ambiance.
Home in Sunnyside
4.98 out of 5 average rating, 164 reviews

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.

Guest favourite
A spacious living room features a cozy green chaise lounge and a vibrant array of decorative pillows. A large television is positioned on a sleek stand, while a marble coffee table adds elegance. Natural light enters through bay windows, illuminating the gas fireplace and accent walls.
Flat in Downtown Calgary
4.84 out of 5 average rating, 116 reviews

All Fees Included! Kensington - Walk to Bow River

Spacious 2 LVL Apt. in Sunnyside 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.

Top guest favourite
Flat in Downtown Calgary
5 out of 5 average rating, 19 reviews

Scenic2BR Free Parking RiverView Suite in Downtown

🏙️ Welcome to your stylish oasis in downtown Calgary! This pristine 2‑bedroom condo with FREE parking and in‑suite laundry is close to the Bow River pathways, Prince’s Island Park, and many restaurants. 🚇 Easy Acces: Only 5 minutes drive from Stampede Grounds, close to public transit. 🚶‍♂️Steps from nature: Walk along Bow River pathways or relax at Prince’s Island Park, perfect for morning runs or picnics! ☕ Surrounded by cafés, restaurants, and local markets

Top guest favourite
The exterior showcases a modern design highlighted by large glass windows that invite natural light. A staircase is visible through the windows, leading to the upper level. Surrounding foliage adds greenery and color, enhancing the overall serene appearance.
Home in Crescent Heights
4.97 out of 5 average rating, 69 reviews

Bowling Lane House a refuge in the inner city.

This award winning laneway house is filled with light, offering magnificent views of the city in a quiet residential area. A 10 minute walk to Calgary’s Chinatown and Princes Island Park. Access to miles of biking and running paths along the Bow and Elbow Rivers. Lots of great restaurants, brew houses and coffee shops. Free on street parking. Private garage can be booked with prior approval. Not suitable for children under 12. Calgary's STR Lic # BL282210

Guest favourite
Home in Sunnyside
4.93 out of 5 average rating, 200 reviews

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.

Top guest favourite
Apartment in Downtown Calgary
5 out of 5 average rating, 11 reviews

Dt Spacious and Vibrant | Kng Bed| Outdoor patio

Just imagine… A perfectly located home at the heart of Calgary surrounded by Incredible views, bike trails, walkways, cafes, parks, walking bridges, and historical landmarks, with Wrap around balcony to soak in the beautiful sun morning or evening, Now stop imagining, because it’s here—everything you need, packed in one place. Welcome Home, ❤️ this home so it is easier to find when booking!

Top guest favourite
A calming bedroom is highlighted by a queen-size memory foam mattress covered with a blue patterned duvet. Natural light filters through a nearby window, illuminating the room. A portable air conditioner sits to one side, while a small shelf displays decorative items above the bed.
Flat in Sunnyside
4.97 out of 5 average rating, 64 reviews

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.

Guest favourite
A modern kitchen features sleek white cabinetry and stainless-steel appliances, including a refrigerator and a gas range. A spacious island with a light countertop is complemented by a vase of fresh flowers, adding a touch of color to the contemporary design.
Apartment in Sunnyside
4.93 out of 5 average rating, 75 reviews

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.

Top guest favourite
Flat in Downtown Calgary
5 out of 5 average rating, 20 reviews

New 2BR Den Condo | Gym | 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 gym, resident lounge, underground parking, and private balcony.

Popular amenities for Sunnyside holiday rentals

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Quick stats about holiday rentals in Sunnyside

  • Total holiday rentals

    Explore 70 holiday rentals in Sunnyside

  • Nightly prices starting at

    Sunnyside holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 3,480 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    70 of Sunnyside holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Sunnyside rentals

  • 4.7 Average rating

    Sunnyside stays receive an average rating of 4.7 out of 5 from guests

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