Family-friendly holiday rentals in Sunnyside

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.

4.97 out of 5 average rating, 191 reviews

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.

FamilyKitchenPets

Condo in Northwest Calgary

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.

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!

KitchenFamilyOutdoor spaces

4.92 out of 5 average rating, 172 reviews

Condo in Downtown Calgary

A bright living area is presented with large windows that provide views of the cityscape. A red sofa and dark chair are positioned around a white coffee table, with a decorative rug adding warmth to the space. Natural light fills the room, enhancing its welcoming atmosphere.

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

Indoor spacesKitchenLaundry

4.84 out of 5 average rating, 196 reviews

Superhost

4.87 out of 5 average rating, 106 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.

FamilyKitchenNearby

Guesthouse in Southwest Calgary

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.

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.

FamilyKitchenParking

4.98 out of 5 average rating, 244 reviews

The charming exterior of a heritage home is framed by lush greenery and well-maintained landscaping. Bright natural light pours in through large windows, offering a warm welcome. The front porch features a subtle entryway, hinting at the cozy interiors within.

4.98 out of 5 average rating, 182 reviews

Charming 100 year old Cottage, hot tub, near DT

Heritage Home Minutes from Downtown, Restaurants, Cafes, Parks & the ZOO Escape to a peaceful artistic retreat in vibrant Crescent Heights. This thoughtfully curated 1912 home blends quirky charm, original art & modern comforts with a private backyard oasis, complete with a fire pit & two person hot tub. Perfect for couples, small families or creatives seeking an inspiring unforgettable stay in Calgary. The kids will love the unique bunk beds, vintage dollhouse, games and books!

KitchenIndoor spacesLocation

4.93 out of 5 average rating, 358 reviews

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

KitchenFamilyView

Apartment in Downtown Calgary

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.

KitchenFamilySleep quality

4.86 out of 5 average rating, 135 reviews

4.94 out of 5 average rating, 250 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.

Indoor spacesFamilyLaundry

4.95 out of 5 average rating, 258 reviews

Heart of Calgary|Double Kng Beds| Fun and Reliable

Welcome to Kensington, ❤️ so its easier to find later and doesn't get booked! 5 minute walk from Downtown Calgary with quick access to the main highway going through Calgary Dozens of great restaurants and amenities nearby, and is perfect for groups looking to save money on renting multiple hotel rooms but with the luxury of a much larger space, Lots of beds, TV, fast internet and more! Welcome Home, BL#265505

Indoor spacesKitchenHospitality

Guest suite in Northeast Calgary

A cozy seating area features a soft sofa and a decorative pouf, positioned near a stylish wooden railing. Behind the sofa, niches in the wall display various art pieces and decorative items, adding character to the space. Natural light enhances the inviting atmosphere.

Adobe Cave with Sauna, Wood Stove, 2 BD, 1.5 Bath

Welcome to the Adobe Cave, a newly renovated, stylish cozy basement suite designed with guests in mind. Relax by the wood stove in the walkout living room or enjoy a sauna in the master bathroom. 2 bedrooms and 2 bathrooms provide space and convenience for up to 4 adults. Centrally located close to restaurants, downtown and major roads. With garage parking and keyless entry, your stay is easy and convenient.

FamilyKitchenAccess

4.99 out of 5 average rating, 101 reviews

Apartment in Downtown Calgary

A spacious living area features a large gray sectional sofa accompanied by a wooden coffee table. Natural light enters through expansive glass doors leading to a balcony. Decorative elements include framed wall art and a potted plant, enhancing the bright and airy ambiance.

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

FamilyIndoor spacesParks

4.89 out of 5 average rating, 196 reviews

Popular amenities for Sunnyside family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Home in Northeast Calgary

A vibrant collage showcases exciting amenities at Casa YYC. The games room features a foosball table and arcade machines. The cozy living area offers modern seating with colorful accents. An inviting hot tub is nestled in a private outdoor space, while a spacious bedroom exudes comfort.

Unique Casa Vibes! Hot tub | Gym | Arcade Games

KitchenIndoor spacesWi-Fi

4.85 out of 5 average rating, 189 reviews

4.94 out of 5 average rating, 288 reviews

Family Retreat w/ Hot Tub | Banff + DT Access

FamilyKitchenParks

Superhost

A private outdoor area features a hot tub surrounded by lush trees that provide shade. A BBQ grill and a storage unit are visible nearby, enhancing the space's functionality and inviting atmosphere. The fenced yard ensures privacy and seclusion for guests.

Cottage in Southeast Calgary

Character Home | Hot Tub+ Firepit | A/C | Parkin

KitchenFamilyAir conditioning

4.87 out of 5 average rating, 242 reviews

Home in Southeast Calgary

A stylish living area features a black sofa adorned with colorful throw pillows, complemented by a mid-century chair and a coffee table. Large windows bring in natural light, while a decorative stained glass window adds a unique touch. A vibrant area rug enhances the artistic ambiance.

Trendy 2 BDRM | Hot Tub + Stampede + Saddledome

KitchenIndoor spacesComfort

4.9 out of 5 average rating, 206 reviews

Home in Southwest Calgary

A large wooden dining table is surrounded by four black chairs, enhancing the space's functionality. A gallery wall features a variety of framed photographs, creating a personal touch. Soft lighting is provided by a chandelier, complementing the cozy ambiance of the room.

Spacious 2-bedroom suite in great location

Indoor spacesFamilyAir conditioning

4.96 out of 5 average rating, 131 reviews

4.99 out of 5 average rating, 110 reviews

Home in Calgary

Top Rated Calgary Home | Private HOT TUB | 5BR

FamilyKitchenAir conditioning

The exterior of a modern two-story home is shown, featuring a contemporary design with large windows and a contrasting wood accent. A neatly landscaped yard with green grass and trees enhances the setting, while a pathway leads to the entrance.

4.99 out of 5 average rating, 122 reviews

Entire Luxury Home | Hot Tub | 10 Mins to DT

Indoor spacesKitchenLocation

Apartment in Northwest Calgary

Your Home Away from Home

FamilyIndoor spacesGetting around

4.92 out of 5 average rating, 107 reviews

Family- and pet-friendly home rentals

Apartment in Northwest Calgary

Calgary Studio w/ Workspace & Free Parking

KitchenIndoor spacesWalkability

4.92 out of 5 average rating, 127 reviews

Cabin in Southwest Calgary

The River Cabins of Calgary; Campfire edition

Indoor spacesFamilyView

4.92 out of 5 average rating, 217 reviews

Condo in Northwest Calgary

A cozy living area features a blue sectional sofa with textured cushions. A modern television is mounted on a sleek white media console. Natural light floods the space through sliding glass doors, which open to a small outdoor seating area adorned with greenery.

The Era City Haven|2BR2BA|City Views

FamilyIndoor spacesAmenities

4.96 out of 5 average rating, 138 reviews

4.93 out of 5 average rating, 119 reviews

Parking & GYM | Peaceful & Trendy

Indoor spacesFamilyLocation

Townhouse in Southeast Calgary

East End Loft

FamilyIndoor spacesCheckout

4.99 out of 5 average rating, 134 reviews

Home in Northeast Calgary

Central Work & Family-Ready 2BR Suite

Indoor spacesKitchenView

4.89 out of 5 average rating, 143 reviews

A spacious living room features a comfortable seating area with a dark sofa and a coffee table. A dining area with a solid wood table and chairs is also visible. Large windows provide natural light, and a stone fireplace adds a cozy focal point.

4.91 out of 5 average rating, 478 reviews

2400 SF House/6 BR/12 Beds/4 BA/sleeps 16 w/AC

KitchenIndoor spacesBarbecue

A modern kitchen is equipped with wooden cabinets and stainless steel appliances. A white island with two seating areas offers additional space. Natural light enters through a window, illuminating decorative plants on the countertop. A coffee machine and microwave are accessible for guest use.

4.97 out of 5 average rating, 302 reviews

4 Bedroom Home 10 mins from the Airport

KitchenFamilyComfort

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 101 reviews

Apartment in Beltline

Stylish Prime DT Condo|Mins from 17th! |Pool|BBQ

Indoor spacesKitchenCondition

4.9 out of 5 average rating, 185 reviews

Best Location and Best View in all of Calgary

Indoor spacesKitchenCleanliness

Superhost

The living area showcases a comfortable curved sofa paired with unique side tables, situated in front of a wall-mounted flat-screen TV displaying a fireplace scene. Large windows offer views of the skyline, creating an airy ambiance complemented by vibrant plants.

Apartment in Beltline

Calgary Tower View |King Bed | 2BR |AC |Gym

KitchenFamilyCheckout

4.94 out of 5 average rating, 106 reviews

4.95 out of 5 average rating, 105 reviews

Apartment in Beltline

Modern Comfort Retreat|King Bed|2 Beds|Park|17Ave

Indoor spacesKitchenHospitality

The entrance to the building is framed by two large, abstract sculptures resembling horses. A modern facade with a combination of smooth and textured surfaces is visible behind the sculptures. The pathway is lined with patterned paving stones, leading to the glass doors of the entrance.

4.77 out of 5 average rating, 279 reviews

Urban Retreat with Mountain and City Views

Indoor spacesFamilyTV

A modern living area is illuminated by natural light, featuring large windows that offer city views. A comfortable sofa in soft gray is complemented by a teal accent chair. A glass coffee table sits atop a light area rug, adorned with decorative plants.

4.95 out of 5 average rating, 216 reviews

Executive Sky LUX - 2 BD 2BA, Views, Pool, Patio &

KitchenIndoor spacesBathroom

4.99 out of 5 average rating, 118 reviews

Sojourn Aria | Tower Views | Downtown | Gym | Pool

KitchenIndoor spacesBathroom

A modern living area features a comfortable grey sofa adorned with decorative pillows of various textures and colors. A plush, tufted blue ottoman sits in front, complemented by a stylish coffee table. Large windows provide ample natural light and showcase views of the city skyline.