
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.

Modern suite, near airport & DT (no cleaning fee)
Welcome to your home away from home! This stylish and comfortable suite is perfect for professionals seeking a modern space minutes from downtown. Conveniently located just 10 km from the airport and 5 km to city center. You'll find a bus stop just a few blocks away, along with a coffee shop, Dairy Queen, wine store, and a pizza place—all within walking distance. For outdoor lovers, Confederation Park is only 1.5 km away. Note: Guests must have previous 5★ reviews ✨ Discounts for 2+ nights!

Private 1BR Suite | Full Kitchen Laundry Fireplace
Completely self-contained 1-bedroom suite with separate entrance and all the comforts of home. Enjoy a full kitchen (dishwasher, stove, microwave), gas fireplace, open-concept living, patio & small yard. Comfortable queen bed, spacious 4-piece bath. Workspace with WiFi, convenient in-suite laundry, off-street parking. Legal secondary suite with dedicated heat and ventilation. Perfect for professionals or couples. Quiet residential neighborhood near Fish Creek Park, close to shops & amenities.

Mid Century Zen Suite. 1 BR. Near DT, C-train.
Unique updated century home - this charming 1 bedroom in a top/down duplex nestled in the heart of Bridgeland. Steps away from the trendy 1 avenue street with restaurants and all the amenities you need, and yet in a picturesque and quiet street! A quick drive to the DT core, walking distance to C-train. This peaceful home features a 1 bedroom with comfy queen bed, bright, comfortable living spaces, fully equipped kitchen and clean bathroom!! ✔free Wi-Fi ✔coffee ✔free parking ✔netflix ✔Laundry

Sunset & Mountain View Down Town Design District
Centrally located downtown condo with amazing sunset and mountain views. The condo has been set up for business travellers and couples with a large desk that accommodates two people and computers. The coffee table also extends up allowing proper ergonomics if wanting a change of scenery to work comfortably from the couch. I will price match any other unit with a similar layout in the building. Contact me for shorter trip request. Unit can accommodate a third person with a cot style bed.

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.

Entire 1BDR Suite Direct Entrance | Papaya Suite
Welcome to Papaya Suite! Brand new thoughtfully designed 200 SQF suite for only ONE traveller -Ground entrance and entire space all to yourself -Queen size bed with comfortable mattress and bedding -Large solid wood table for working area -Bath with shower stand and toilet -Mini Kitchenette with sink, microwave, fridge, coffee maker, toaster and etc. -2 min walk to Banff Trail LRT station -Free street parking and WIFI -Check in before 9pm and quite time is 10pm to 9am next day

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.

Guest suite - 15min to airport
Our guest suite is located in Evanston, a peaceful community in NorthWest outskirt of Calgary. It is about 15 min drive from the airport. The house is on the way from the YYC airport to Banff and Canmore which are 80 min and 60 min drive. The suite includes 1 bedroom, living room, kitchen, 1 full bathroom and laundry. We are happy to have conversations. Feel free to reach out for any assistance. I would like you to feel welcome in my home and Calgary.

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

Condo in heart of Inglewood walk to DT or Stampede
This condo with a backyard is located one block from Calgary’s Riverwalk. Take a 10 minute walk to East Village to explore Calgary’s downtown or walk 15 minutes to the Stampede grounds and The Saddledome. Through the back alley, find yourself on Inglewood’s famous 9th Ave surrounded by the some of the best restaurants and breweries the city has to offer. We welcome you to use our backyard space, BBQ and propane fire pit.
Popular amenities for Chestermere family-friendly rentals
Family-friendly home rentals with a hot tub

Our Corner Haven (BL232909) - Full Basement Suite

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

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

Trendy 2 BDRM | Hot Tub + Stampede + Saddledome

Luxury SE Calgary Home with HOT TUB
Family- and pet-friendly home rentals

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

Private, Direct Entry - Mins from 17th Av

Bungalow Near Downtown, Shopping & Restaurants

Rosé Getaway-Pet Friendly Studio

The Cove Your Home

Braided Creek Luxury Glamping

Riverside Stampede retreat! Rustic cabin downtown

Sweet Sunny Space ☀️
Family-friendly home rentals with a pool

Central & adorable condo in downtown 1 bed 1 den

King Bed|AC |UG Park |DT Views |Mins to Saddledome

Modern Rustic Charm w/ Tower Views, Pool & Gym

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

Corner Luxury High-Rise Condo | Sleeps 7

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$21,759 GYD | G$21,759 GYD | G$19,248 GYD | G$20,085 GYD | G$22,596 GYD | G$30,546 GYD | G$34,103 GYD | G$28,454 GYD | G$23,851 GYD | G$23,224 GYD | G$22,387 GYD | G$25,107 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$8,369 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
- Olympic Plaza
- WinSport
- Edworthy Park
- Chinook Centre
- Saskatoon Farm
- Stephen Avenue Walk
- Scotiabank Saddledome
- Southern Alberta Institute of Technology
- Grey Eagle Resort & Casino
- Confederation Park
- Big Hill Springs Provincial Park
- Elbow Falls




