
Family-friendly holiday rentals in Sunnyside
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Sunnyside

Total holiday rentals
Explore 30 holiday rentals in Sunnyside

Nightly prices starting at
Sunnyside holiday rentals start at $102 SGD per night before taxes and fees

Verified guest reviews
Over 1,720 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 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
Top-rated family-friendly rentals in Sunnyside
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.
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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!
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City Center, Murphy Bed & Kitchen 300 Airport bus
Best location in center of Calgary! Walk Score 97/100 Full kitchen, laundry and a fun Murphy bed River two blocks. Superstore- 5 blocks Cable tv, fast Internet Close to many variety nice restaurants. the kitchen is equipped so you can fix your own meals, if preferred. A balcony to enjoy the city scrapers There is NO free parking only free of all day Sunday and after 6 pm on the street, 1ft St. sw Express bus to & from the airport . Route 300 Centre St, also Stampede express. No car needed
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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!
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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.
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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.
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Ravine Retreat, 4000+sqf, Luxury, AC,PoolTable etc
Welcome to beautiful and spacious Ravine Retreat House: - 4000+sqf , walk out to breathtaking ravine, Mountain View - Pool table entertainment - Free parking, Free bath and kitchen essentials, Free WiFi - Fully stocked kitchen; BBQ at balcony - Costco, superstores nearby - City centre, YYC airport 15 mins - Quick access to Banff - 6 bdrm 3.5 bath, - 10 beds: 7 twin +2 queen+1 king - A/C - Pet friendly (fee applied) - Perfect for multi-families, maximum 5 cars or 15 people at any time
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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.
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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.
Indoor spacesFamilyCheck-in

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.
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Tranquil & Central 1 BR Riverside Oasis
Relax at our bright and stylish 1 bedroom unit located right beside the beautiful bow river. High end finishing's throughout, floor to ceiling windows, secured underground parking and thoughtful touches throughout that are sure to make your stay unforgettable Please note the building is downtown, unfortunately during the month of august / sept there will be some construction being completed nearby
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Sunnyside Urban Cottage #2
This newly renovated 1910 century home is located just minutes from the heart of downtown in one of the most charming and quiet areas of Calgary. Walk, ride or train to any of Calgary's attractions easily from this centrally located urban cottage.
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Popular amenities for Sunnyside family-friendly rentals
Family-friendly home rentals with a hot tub

Charming 100 year old Cottage, hot tub, near DT
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Unique Casa Vibes! Hot tub | Gym | Arcade Games
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Character Home | Hot Tub+ Firepit | A/C | Parkin
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Family Retreat w/ Hot Tub | Banff + DT Access
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Trendy 2 BDRM | Hot Tub + Stampede + Saddledome
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Top Rated Calgary Home | Private HOT TUB | 5BR
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Spacious 2-bedroom suite in great location
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Your Home Away from Home
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Family- and pet-friendly home rentals

Calgary Studio w/ Workspace & Free Parking
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Heart of Calgary|Double Kng Beds| Fun and Reliable
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The River Cabins of Calgary; Campfire edition
FamilyIndoor spacesHeating

East End Loft
FamilyIndoor spacesLayout

Central Work & Family-Ready 2BR Suite
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Parking & GYM | Peaceful & Trendy
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2400 SF House/6 BR/12 Beds/4 BA/sleeps 16 w/AC
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Live, Work & Play + Pet in Trendy Kensington area
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Family-friendly home rentals with a pool

Best Location and Best View in all of Calgary
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King Bed|AC |UG Park |DT Views |Mins to Saddledome
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Urban Retreat with Mountain and City Views
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Modern Comfort Retreat|King Bed|2 Beds|Park|17Ave
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Executive Sky LUX - 2 BD 2BA, Views, Pool, Patio &
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Sojourn Aria | Tower Views | Downtown | Gym | Pool
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The Skyline Suite
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Sunset & Mountain View Down Town Design District
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When is the best time to visit Sunnyside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $130 SGD | $145 SGD | $125 SGD | $133 SGD | $143 SGD | $166 SGD | $247 SGD | $219 SGD | $178 SGD | $150 SGD | $135 SGD | $153 SGD |
| Avg. temp | -8°C | -7°C | -2°C | 3°C | 7°C | 11°C | 15°C | 14°C | 9°C | 3°C | -4°C | -9°C |
Destinations to explore
- University of Calgary
- Calgary Zoo
- Bowness Park
- BMO Centre
- Calgary Tower
- Nakiska Ski Area
- Calaway Park
- Prince's Island Park
- WinSport
- Heritage Park
- Southern Alberta Institute of Technology
- Scotiabank Saddledome
- Chinook Centre
- Olympic Plaza
- Fish Creek Provincial Park
- Bragg Creek Provincial Park
- Grey Eagle Resort & Casino
- Edworthy Park
- Nose Hill Park
- Elbow Falls
- Peace Bridge
- Crossiron Mills
- Stephen Avenue Walk
- Confederation Park





