
Family-friendly vacation 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.

Craftsman's Loft: Heritage charm with AC, 5 min DT
Welcome to the Craftsman's Loft! Relax and unwind in our sunny and cozy historic loft built in 1911! It has been lovingly modernized while maintaining its old-world charm. Be a part of the vibrant community of Ramsay and Inglewood, Calgary's oldest neighborhoods. Steps away from some of Calgary's finest restaurants, a thriving art and cultural scene, breweries and city life. Enjoy the convenience of a central location yet the comforts of a residential street lined with beautiful character homes.

Kitchen • Laundry • Park on Driveway
Looking for a relaxing and convenient getaway in Calgary? You can experience the perfect blend of style, comfort, and convenience in our newly renovated legal secondary suite, designed with your utmost comfort in mind. Ideal for couples on a romantic retreat, busy tourists, or focused business travellers, our modern suite is close to both downtown and the airport. Close to the following: → 12min to Downtown → 10min to Airport → 5min to Deerfoot City Mall Shopping **Book with us today!**

A Beautiful Walkout Basement Suite in Calgary SE
A bright and welcoming basement suite in a quiet area close to the South Calgary Hospital and Spruce Meadows! Perfect for an individual, a couple or a small family. The newly renovated suite has an open concept living room and kitchen. A comfortable queen size bed, sleeps two people and a pull out couch sleeps two more. There is a friendly playground behind the house and a short walk will get you to the beautiful Fish Creek Park. Minutes from Deerfoot and Stoney trail. Parking for one vehicle.

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!

☆ 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.

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.

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.

NW ..Carriage House 800 sq ft of private luxury
Welcome to HORSEMEN HOUSE. This carriage house is detached from the main house and features high end features and fixtures for the short and longer term traveller. The 10 ft ceiling give this 800 sq ft a very spacious feeling. Located close to the U of C / Children's & Foothills hospital, and Canada Olympic Park. Very quiet neighbourhood, close to transit and includes off street parking. Easy access to Banff via the NW ring road ( Stoney Trail).

Robin's Nest - 2 bedroom home in South Calgary
Enjoy the view of the Rocky Mountains in the morning! Access to the Bow River Trail system is at the end of the side walk. This location provides easy access to main transportation arteries in Calgary as well. We can welcome dogs but not cats as one of us gets severe asthma from cats. So sorry. This booking is for a main floor 2-bedroom bungalow. The basement is not part of the booking. The laundry is shared with the basement. Thanks

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.
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

Wolfden- Hot tub, A/C, 2 King/1 double bed

Unique Casa Vibes! Hot tub | Gym | Arcade Games

Rooftop Patio w/ Skyline Views & Hot Tub JungleBnB

Welcome to the Lakehouse

Character Home | Hot Tub+ Firepit | A/C | Parkin
Family- and pet-friendly home rentals

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

Relaxing family home. 3 bedrooms 4 beds.

~Xtra Large Private Fenced Yard|BBQ|AC|2 Family Rooms

Centrally Located Family Friendly Whole House

Modern & Spacious 1B - Close to UofC & Hospitals

Rosé Getaway-Pet Friendly Studio

The Cove Your Home

Braided Creek Luxury Glamping
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 |King Bed |Mins to Saddledome |UG Parking

Calgary Tower View - Sub Penthouse on 30th floor

Urban Retreat Condo with Skyline & Rockies Views

Modern Condo, Skyline views, & Parking in Downtown
When is the best time to visit Chestermere?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$21,745 GYD | G$21,745 GYD | G$19,236 GYD | G$20,073 GYD | G$22,582 GYD | G$30,527 GYD | G$34,082 GYD | G$28,436 GYD | G$23,836 GYD | G$23,209 GYD | G$22,373 GYD | G$25,091 GYD |
| 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 vacation rentals that are family-friendly in Chestermere

Total vacation rentals
Explore 80 vacation rentals in Chestermere

Nightly prices starting at
Chestermere vacation rentals start at G$8,364 GYD per night before taxes and fees

Verified guest reviews
Over 2,000 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Chestermere vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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
- Bowness Park
- Calgary Zoo
- Prince's Island Park
- Calaway Park
- Heritage Park
- Calgary Tower
- Fish Creek Provincial Park
- Nose Hill Park
- Peace Bridge
- BMO Centre
- University of Calgary
- WinSport
- Olympic Plaza
- Edworthy Park
- Saskatoon Farm
- Chinook Centre
- Grey Eagle Resort & Casino
- Scotiabank Saddledome
- Stephen Avenue Walk
- Confederation Park
- Big Hill Springs Provincial Park
- Southern Alberta Institute of Technology
- Elbow Falls




