
Family-friendly holiday rentals in Chestermere
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Chestermere
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

City View, Inner city walkout, Entire floor Suite.
Welcome to my brand new inner city entire one bedroom suite, steps from 17 Ave SW. Close to stampede park! Enjoy a stylish experience in one of the most sought out inner city neighborhoods in Calgary with hills like SF and Vancouver, bustling with street-side shopping restaurants, and bars with patios. This entire suite is only 5 minutes from downtown Calgary and Marda Loop/Altadore areas. This suite is perfect for couples, solo travellers or even a group looking to explore the city or relax

Stunning Pristine Private Suite: No cleaning fees
An incredible 🤩 suite within a safe neighbourhood, open concept living space, located in SE community of Auburn Bay. This Modern, clean & comfy, private suite is STUNNING, beautiful & relaxing. Additional discount for longer stays. PLEASE NOTE: The toddler upstairs attends daycare weekdays from 8:00am - 5:00pm and various outdoor weekend activities. Some noise transfer- yes Close to grocery & liquor store, restaurant & bars. ⭐️ 3 Min Dr to SHC hospital ⭐️ 5 Min Dr to YMCA and VIP Cineplex

♥You will love this 2BR Guest Suite in SE Calgary♥
This modern 2-bedroom apartment is a great option for business or pleasure. We are a few minutes drive from the South Health Campus, Real Canadian Superstore, and the World’s biggest YMCA. We provide FREE: ✓ Coffee & Tea ✓ Wifi ✓ Parking ✓ Quality toiletries and soaps ✓ 65" QLED Smart TV: Amazon Prime, Netflix & more ✓ Water & Drinks Other services include: ✓ Self-check-in ✓ Comfortable beds & pillows ✓ Warm duvets ✓ Washer & Dryer ✓ Iron ✓ Toaster ✓ Hairdryer ✓ Microwave oven

☆ Private 1BR Suite ♥ Full Kitchen Laundry FP Wifi
Enjoy private separate entry to this clean and well-appointed lower level one bedroom suite. Equipped kitchen, in-suite laundry, private parking and outdoor space. Ideal for longer stays, perfect for one or a couple. → Fully equipped kitchen with dishwasher, stove, microwave, etc. → Cozy bedroom with Serta queen mattress → Gas fireplace, open concept living, TV → Work space + wi-fi → Spacious 4pc bathroom → Laundry → Off-street parking Legal secondary suite has dedicated heat/ventilation.

Cozy WindsorPark 1BR suite with separate entry
This is a long-term rental unit with minimum 6 months of stay. We will refund your Airbnb service fee after you checkout. If you need additional months, please send us an inquiry. Our one-bed room suite has separate entrance and a private bathroom. The suite is about 550 sq. feet and located in the inner city of Calgary. Super convenient location for almost everything you need, only 300 meters to grocery stores, restaurants, coffee shops and bus stops, nearby Chinook Mall, Calgary Stampede.

~Faces Park|Views|Near Shopping|FencedYard|BBQ|AC
*Faces Magnolia Park with children's playground* * 2 family rooms with separate TVs* *Views from all front windows!* *Watch your kids play while you work from home in cozy work from home space/office.* *Private fenced yard with BBQ* *Air conditioning* *3 bedrooms with brand-name mattresses* Plus a bonus den!* *Back yard is sunny and south-facing, perfect for a little BBQ.* *Take a walk to see the splendor of the Mahogany Wetlands or walk by the private Mahogany Lake and Beach Club.*

Perfect Getaway *Beautiful Comfy Private 1BR Suite
Welcome to Your Cozy Retreat in Calgary! We’re excited to host you in our charming private basement suite with its own entrance. Enjoy the comforts of home, including a fully equipped kitchen and in-suite laundry, nestled in Livingston, Calgary’s New Community of the Year. Our sparkling clean, thoughtfully decorated space invites relaxation. Explore nearby parks and attractions. We’re committed to providing a 5-star experience. Book your stay today and make unforgettable memories!

High ceiling, relaxing and modern 2bdr new build!
Welcome to this beautiful brand new two-bedroom legal basement suite located in the desired community of Mahogany. This unit offers a separate entrance, a fully equipped kitchen with all brand new appliances, and roomy two bedrooms for you to rest and feel at home. The 9ft ceilings throughout the entire unit will leave you feeling spacious and grand. The windows were built strategically and big to maximize the natural light. We look forward to hosting you.

Amazing View, King Bed, Trendy Neighbourhood
- Spacious 1-bedroom condo with tall ceilings - King size bed with lots of pillows - 55" TV with Apple play - Fast Wifi - Fully equipped kitchen - Underground Parking - Beautiful view of the Calgary city skyline. - Located in Inglewood, you will find local breweries, coffee shops, top restaurants, live music, and shopping - The Bow river, steps from your door! - Walking Distance to Stampede grounds - Watch the fireworks from the patio

SE Calgary Home with HOT TUB
This beautiful, luxurious home by Live@Jag’s is furnished with top-of-the-line stylish finishings, Hot Tub and quality BBQ (TRAEGER). “You don’t stay here, you live at Jag’s” Located in the quiet and gorgeous neighborhood of Auburn bay, this semi-detached property is perfect for family and friends to stopover. Located in Auburn Bay close to the new YMCA, South Health Campus (Hospital), Cineplex, + many restaurants and bars.

In the Heart of Marda Loop # BL231402
Bright one bedroom basement suite with living area and an ensuite bathroom. The living area has a sofa, a TV and a work space. We have adapted the laundry room to provide our guests with a convenient area to make meals. We are situated across the street from a park with a playground and tennis courts. We are close to 17th ave, downtown, Marda Loop shopping/restaurant area, transit and fairly close to the stampede grounds.

Airport Guest Suite
Welcome to Grace Suites. Our brand new modern guest suite located in a family friendly neighbourhood of Savanna NE. The suite has everything you need in a home away from home. A Private entrance, in-suite washer/dryer, separate thermostat, full kitchen with utensils, queen bed and a work area for those on the job. The closest train station is about 5 minutes away and the airport is just 10 minutes away.
Popular amenities for Chestermere family-friendly rentals
Family-friendly home rentals with a hot tub

Our Corner Haven (BL232909) - Full Basement Suite

Diamond Mountain Sleep & Spa Adventure Retreat

Near DT, Quiet, Private Yard w/ Hot Tub, Firepit

Luxury Detached Home w/ City Views & Hot Tub!

Unique Casa Vibes! Hot tub | Gym | Arcade Games

READ MY REVIEWS ⭐️⭐️⭐️⭐️⭐️!! Modern Downtown View Condo

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

Downtown Condo Eau Claire / Prince’s Island Park
Family- and pet-friendly home rentals

Ravine Retreat, 4000+sqf, Luxury, AC,PoolTable etc

Jofred stylish and spacious 2 bedroom suite.

ᨒ Altura TOP Floor Suite•FREE Parking•Bridgeland

Centrally Located Family Friendly Whole House

Cozy 2-Bedroom Downtown Condo in the East Village

Downtown Views in Beltline!

Casa di Vincensio

The Cove Your Home
Family-friendly home rentals with a pool

Central & adorable condo in downtown 1 bed 1 den

Modern Rustic Charm w/ Tower Views, Pool & Gym

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

Corner Luxury High-Rise Condo | Sleeps 7

DT Views | Mins to Saddledome | Gym | AC

Skyline Views -POOL, Patio, Prkg & Gym - 2BR 2BA

Calgary Tower View - Sub Penthouse on 30th floor

Urban Retreat Condo with Skyline & Rockies Views
When is the best time to visit Chestermere?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $161 AUD | $161 AUD | $142 AUD | $148 AUD | $167 AUD | $226 AUD | $252 AUD | $210 AUD | $176 AUD | $169 AUD | $148 AUD | $162 AUD |
| 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 |
Quick stats about holiday rentals that are family-friendly in Chestermere

Total holiday rentals
Explore 60 holiday rentals in Chestermere

Nightly prices starting at
Chestermere holiday rentals start at $62 AUD per night before taxes and fees

Verified guest reviews
Over 1,640 verified reviews to help you choose

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Chestermere holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Chestermere rentals

4.8 Average rating
Chestermere stays are highly rated by guests—averaging 4.8 out of 5!
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- Family-friendly rentals Rocky View County
- Family-friendly rentals Alberta
- Family-friendly rentals Canada
- Calgary Stampede
- Calgary Tower
- Calgary Zoo
- Bowness Park
- Calaway Park
- Prince's Island Park
- Mickelson National Golf Club
- Fish Creek Provincial Park
- Shane Homes YMCA at Rocky Ridge
- Heritage Park Historical Village
- Country Hills Golf Club
- Calgary Golf & Country Club
- Nose Hill Park
- Canyon Meadows Golf and Country Club
- Heritage Pointe Golf Club & Indoor Golf Lounge
- The Links of GlenEagles
- WinSport
- D'Arcy Ranch Golf Club
- Peace Bridge
- Confederation Park Golf Course
- City & Country Winery
- The Glencoe Golf & Country Club
- Village Square Leisure Centre
- Field Stone Fruit Wines




