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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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Guest favourite
A light-filled living area is presented, featuring a modern sectional sofa and a wall-mounted television. Large glass doors open to a balcony, offering views of the surroundings. A spacious bedroom is visible through an open doorway, adding to the condo's inviting layout.
Apartment in Sunnyside
4.93 out of 5 average rating, 156 reviews

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!

Superhost
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, 69 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
Home in Sunnyside
4.93 out of 5 average rating, 67 reviews

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.

Top guest favourite
Home in Sunnyside
4.94 out of 5 average rating, 18 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
Flat in Sunnyside
5 out of 5 average rating, 49 reviews

New 2BR King suite| Kensington| UG Parking| Banff

Welcome to your perfect Calgary getaway! Experience the best of Kensington in this stylish 2BR/2BA condo. It features a king bed, private balcony and heated underground parking. We're just steps from Sunnyside LRT, Safeway, and the Bow River pathway and mins from downtown. Step into a bright and inviting open-concept living area, thoughtfully designed for relaxation and enjoyment. Enjoy Kensington's eclectic mix of trendy boutiques, restaurants, charming cafes, and lively pubs.

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, 169 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, 121 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
Home in Sunnyside
4.93 out of 5 average rating, 214 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.

Guest favourite
A modern kitchen features sleek cabinetry and stainless steel appliances, including a gas stove. A dining table with four chairs occupies the foreground, while the living area with a sectional sofa is visible in the background. Large windows showcase natural light and outdoor views.
Flat in Downtown Calgary
4.97 out of 5 average rating, 35 reviews

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.

Guest favourite
Flat in Sunnyside
4.85 out of 5 average rating, 20 reviews

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.

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
4.94 out of 5 average rating, 71 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
4.94 out of 5 average rating, 79 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.

Popular amenities for Sunnyside holiday rentals

When is the best time to visit Sunnyside?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$78 SGD$85 SGD$87 SGD$97 SGD$125 SGD$141 SGD$210 SGD$180 SGD$115 SGD$101 SGD$94 SGD$101 SGD
Avg. temp-8°C-7°C-2°C3°C7°C11°C15°C14°C9°C3°C-4°C-9°C

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 $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,680 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 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

  • 4.6 Average rating

    Sunnyside stays receive an average rating of 4.6 out of 5 from guests

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