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
The living area features a comfortable brown sofa adorned with a throw blanket, complemented by a cozy rug. A wooden dining table is surrounded by stylish chairs, with greenery accenting the space. Soft light is provided by a modern pendant light above the table.
Home in Sunnyside
4.94 out of 5 average rating, 170 reviews

Trendy Kensington 3 min Walk| Backyard| AC| Garage

*Entire 3 bdrm house w/ garage. *Renovated and stylish 3 bdrm *1923 character home. *Located in the walkable and vibrant neighborhood of Kensington. *Restaurants, shopping and cafes are 3 walking minutes away. *Free parking, no cleaning fees, no Airbnb fees and zero checkout chores * Great for entertaining a group of 4-6. *Family friendly w/ a kid’s bunk bed w/ slide, toys, books and colour changing lights. *Large backyard with backyard dining, fire pit, *Modern vibes and 1923 character

Top guest favourite
A comfortable living area features a cozy sofa and armchair positioned around a rustic coffee table. Natural light filters through elegant window treatments, highlighting a fireplace and decorative elements. A standing lamp adds additional illumination, contributing to the inviting ambiance.
Home in Sunnyside
4.94 out of 5 average rating, 17 reviews

Stylish character home in central Sunnyside

This beautiful heritage home in the heart of walkable Sunnyside & Kensington, will be your cosy home away from home. It's clean, spacious and filled with amenities for a comfortable stay. It's located on a lovely street, steps away from charming coffee shops, restaurants, bars and a boutique movie theatre. It's a short walk to great grocery stores and the river path while being 3 mins from the C-Train for easy access to downtown incl. the Saddledome, Stampede grounds, UofC and SAIT/Jubilee.

Top guest favourite
A light-filled living area is presented, featuring a spacious sectional sofa adorned with various cushions. A low coffee table is positioned centrally on an area rug, and a wall-mounted television is visible across from the seating. Large windows provide natural light and views of the outdoors.
Guest house in Southwest Calgary
4.98 out of 5 average rating, 206 reviews

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.

Top guest favourite
An airy living space features a comfortable sofa and a dark coffee table, accompanied by a dining area with four chairs surrounding a rectangular table. Large windows allow natural light to fill the room. A flat-screen TV is positioned against the wall.
Apartment in Downtown Calgary
4.94 out of 5 average rating, 695 reviews

Exceptional Location in the Heart of Eau Claire

Welcome to Waterfront on the Bow River. Steps away from Eau Claire and Princess Island Park, probably the nicest area in Calgary! Located in the downtown core but away from the noise of cars and traffic. Literally 50 feet away from our beautiful pathway system. River Café, rated Calgary's top restaurant and Joey Eau Claire, one of Calgary's most popular restaurants, are both steps away. *Pro tip: In the warmer months always choose an Airbnb with air conditioning. Our complex has A/C!

Top guest favourite
A spacious living area features a sleek black sectional sofa, complemented by a central coffee table. Natural light filters through large windows, illuminating the warm wooden flooring. A potted plant and tasteful decor pieces enhance the inviting ambiance of the room.
Home in Sunnyside
4.96 out of 5 average rating, 51 reviews

The Sunnyside Blue House

Welcome to our charming Airbnb near downtown Calgary and the iconic Peace Bridge. Our inviting space showcases beautiful Western decor, reflecting the region's rich cultural heritage. Explore the vibrant city center or take a leisurely riverside stroll. Our cozy retreat offers a warm atmosphere, immersing you in the spirit of the West while being close to Calgary's beloved attractions. Nearby transit creates an ease in travel to attractions throughout the city including the BMO centre!

Guest favourite
A spacious bedroom features a large wooden bed with two decorative pillows. A blue pull-out chair is positioned nearby, complementing a small table with a lamp. Natural light enters through a large window, while a colorful wall art piece adds visual interest.
Home in Highwood
4.87 out of 5 average rating, 269 reviews

The Cove Your Home

The second bed is the pull out blue chair. It’s Private ground level suite comes with everything you shall need for your cozy get away .. 10 min from downtown close to bus and hiking trails on nose hill park and other beautiful parks this area has to offer making this place unique .. Amazing skyline spots 2 mins from this private suit .. Offering you privacy and quite community yet minutes from the action of Kensingtons trendy upbeat shops and eats. Then 10 min to down town as well !

Guest favourite
An expansive city skyline is displayed, featuring modern skyscrapers reflecting various colors under a twilight sky. The iconic Calgary Tower is illuminated in green, while a river runs through the foreground, enhancing the urban landscape.
Flat in Crescent Heights
4.91 out of 5 average rating, 139 reviews

Downtown Calgary Oasis

Prime location with a huge balcony ! This 1 bedroom unit offers a queen size bed & space for two others on the double pull out couch. Quick access to everything in Bridgeland & all things trendy. Walking distance to downtown. W/D & A/C The unit is bright & spacious with an extraordinary rooftop patio! Enjoy the stunning downtown views. The location couldn't be better! Your home away from home! Organic markets, city transit & parks. the East Village, and the extensive river pathways

Top guest favourite
A modern living space is showcased, featuring a stylish kitchen island with seating for two. A cozy sofa faces a flat-screen TV, with large windows providing views of the city. The neutral colour palette ensures a calming ambiance throughout the open layout.
Apartment in Downtown Calgary
5 out of 5 average rating, 37 reviews

{Eau Claire} II Bed ~ Private Terrace ~ River View

Welcome to First & Park, Calgary’s premier luxury high-rise in the heart of Eau Claire. This stylish 2-bedroom, 2-bathroom condo features floor-to-ceiling windows, upscale finishes, a spacious private terrace with a fire table and stunning views of the Bow River and city skyline. A dedicated office space offers the perfect work-from-home setup. Enjoy top-tier amenities including a fully equipped fitness center, all just steps from downtown shops, dining, and riverfront pathways.

Guest favourite
A cozy studio space is visible, featuring a spacious bed adorned with decorative pillows. A modern kitchenette area is seen in the background, complemented by sleek cabinetry. A large artwork depicting a serene coastal scene is hung on the wall, enhancing the room's aesthetic appeal.
Flat in Bridgeland - Riverside
4.84 out of 5 average rating, 343 reviews

Cozy Suite In The Heart Of Bridgeland - BL246108

Welcome to Calgary and we invite you to Bridgeland; one of the coolest, most diverse neighborhoods in the city. It is a great spot close to downtown and within walking distance to the Stampede. Some of the best restaurants are a short walk away in East Village or downtown. This cozy basement studio has private access and a stylish design. It is perfect for anyone visiting the city for a few days. We want you to be comfortable and look forward to hosting you.

Superhost
A spacious balcony is presented, featuring comfortable seating arrangements with two armchairs and a small table. A hammock hangs nearby, surrounded by potted plants. The view includes modern buildings against a colorful sunset sky.
Apartment in Downtown Calgary
4.8 out of 5 average rating, 5 reviews

Luxury Waterfront Suite w/City Views + AC

Wake up to stunning river views in the best location Calgary has to offer! This stylish one-bedroom plus den condo is just steps from Prince’s Island Park and the scenic Riverwalk. Work in the dedicated office space, then enjoy a stroll along Calgary’s most beautiful pathway. Enjoy underground parking, A/C, and lounge access. Walk to top dining, Stephen Ave, and Calgary Tower. Your perfect blend of nature, luxury, and downtown energy!

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
5 out of 5 average rating, 51 reviews

Kensington Condo - 5 min DT | AC | Free Parkin

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.

Top guest favourite
A bright living area features a light-colored sofa adorned with red and beige cushions. A wooden coffee table sits in front, and large windows provide expansive views of downtown Calgary's skyline, showcasing modern high-rise buildings against a clear blue sky.
Apartment in Beltline
4.98 out of 5 average rating, 129 reviews

Walk to Saddledome| Calgary tower views|

As soon as you walk in you are greeted with a picturesque view of downtown Calgary! The whole group will enjoy easy access to everything from this centrally located place, with Starbucks right downstairs and other great restaurants along 1st street within walking distance.

Popular amenities for Sunnyside holiday rentals

When is the best time to visit Sunnyside?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$79 SGD$87 SGD$88 SGD$99 SGD$127 SGD$144 SGD$185 SGD$131 SGD$120 SGD$109 SGD$99 SGD$82 SGD
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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 $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,300 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

  • 4.8 Average rating

    Sunnyside stays are highly rated by guests – averaging 4.8 out of 5!

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