
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.

>Spacious, Family Friendly with King Bed
This spacious, clean & unique home is located in a quiet neighborhood near Calgary's top destinations. Perfect for short and long term stays. Big spacious bedrooms with a king bed and large TV in the living room are sure to impress. 3 Bedrooms plus a private den with wood-burning fireplace, balcony and pull-out full size bed. 1 king bed, 1 queen bed, 2 twin beds, 1 pull-out double bed, 1 Cot Projector TV with Amazon Firestick ❤️ Don’t forget to hit the “❤️” button so you can find me easily!

Galloway Nest-where every day feels like a getaway
Experience country living in this peaceful haven, tucked away in the picturesque foothills. A short drive from Calgary, Bragg Creek, and the breathtaking Rocky Mountains, this retreat places you at the heart of Alberta’s natural beauty. Savor weekends at nearby farmers markets, explore trails on foot or horseback, cast a line in pristine waters, or simply breathe in the fresh air. Visit the Ann and Sandy Cross prairie park, or enjoy family fun at the playground, just steps from your door.

Revival on 1014 | Ultra Modern, bright, spacious!
This gorgeous gem nestled in the heart of Calgary's premiere resort Community: Mahogany! Direct access to bus routes! Light & Bright, work from home in cozy work from home office. Well-equipped home has 2 family rooms with separate TVs, 4 bedrooms with super comfy memory foam mattresses and big beautiful windows. Close to Chairman's SteakHouse and Analog Coffee! Take a walk to see the splendor of the Mahogany Wetlands or head to the waterpark at the world's largest YMCA only a few minutes away!

Pet-Friendly 3BR w/ Sauna | 5 Min Lake | 20 Min DT
Escape to this pet-friendly 3BR wellness retreat in Chestermere with a private infrared sauna—perfect for unwinding after Calgary excursions or Rockies adventures. Just 20 min to downtown Calgary, 5 min to Chestermere Lake beaches & golf, and 90 min to Banff. This modern townhome sleeps 7 comfortably: open living/dining, spacious fully stocked kitchen, patio with gas BBQ. Fast Wi-Fi, in-suite laundry, garage + street parking, and all essentials included. Your cozy, rejuvenating home base!

Sunrises & Fireworks by Stampede. In Scooter Zone
Welcome to your private townhome, offering three levels of comfort for your group. Located within the scooter zone and nearby other points of interest such as; Stanley Park, Mission, Barley Belt, the Stampede grounds and more. This home offers two primary bedrooms, each with its own ensuite, 59' smart TV and king-sized bed. The third sleeping space can be found in the living room (sofa bed). For larger groups we offer a single cot. The two patios are a great place to enjoy the sunrises.

~PrivateFencedYard|2FamilyRms|ParkNear|BlueBeauty
*Private fenced yard* *4 Bedrooms and 2 and half bedrooms* *2 separate family rooms* *Family-friendly space* *Super close to kids Play park* *Calgary's most exclusive and high-end neighbourhood: Mahogany!* Enjoy endless natural spaces, including multiple parks & walking and biking paths, & the Mahogany Wetlands. Close to the South Health Campus! Mahogany has quick access to nearly any place in Calgary owing to its close proximity to both 22x & Deerfoot! Zip anywhere you need super quickly!

HotTub, 3 King Beds & Double Car Garage
Experience the pinnacle of comfort in our brand-new 5-bedroom duplex infill in SW Calgary. With 3 opulent king beds, a relaxing hot tub, and a double detached garage, this home redefines luxury. The full basement suite with full-size appliances, indoor fireplace, and top-tier finishings offer an unforgettable stay. Live the high life in Calgary! This spacious retreat is perfect for families or groups seeking comfort and style. Unwind in the private hot tub after a day of exploring the city.

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.

Braided Creek Luxury Glamping
Indoor - Outdoor Living at its finest. Feel at home in the luxuriously appointed glamping tent just 12 minutes from South Calgary. Private, secluded tent located on a creek with tranquil views boasting a toasty furnace, mini fridge, outdoor kitchen, hot shower, flushing toilet, power outlets. Plenty do to or nothing at all from exploring the nearby 166km of maintained trails in Bragg Creek, fishing the creek from your deck, to playing lawn games in your private 1 acre area.

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.

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.

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

Hot tub rejuvenation experience -Calgary getaway

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

Welcome to the Lakehouse

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

Trendy 2 BDRM | Hot Tub + Stampede + Saddledome
Family- and pet-friendly home rentals

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

Jofred stylish and spacious 2 bedroom suite.

Rocky Mountains Respite - 12 mins from YYC airport

Relaxing family home. 3 bedrooms 4 beds.

Centrally Located Family Friendly Whole House

Robin's Nest - 2 bedroom home in South Calgary

Authentic historic Riverside Cabin downtown YYC

The Chimney | AC | Gigantic Outdoor Fireplace |
Family-friendly home rentals with a pool

Modern Rustic Charm w/ Tower Views, Pool & Gym

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

Corner Luxury High-Rise Condo | Sleeps 7

Cgy Tower Views | Mins to Saddledome | Gym

Calgary Tower View - Sub Penthouse on 30th floor

Urban Retreat Condo with Skyline & Rockies Views

Modern Condo, Skyline views, & Parking in Downtown

Beautiful Condo in Beltline
When is the best time to visit Chestermere?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ382 | ﺩ.ﺇ382 | ﺩ.ﺇ338 | ﺩ.ﺇ353 | ﺩ.ﺇ397 | ﺩ.ﺇ536 | ﺩ.ﺇ599 | ﺩ.ﺇ499 | ﺩ.ﺇ419 | ﺩ.ﺇ408 | ﺩ.ﺇ393 | ﺩ.ﺇ441 |
| 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 ﺩ.ﺇ147 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
- BMO Centre
- Nose Hill Park
- Peace Bridge
- University of Calgary
- Olympic Plaza
- WinSport
- Edworthy Park
- Southern Alberta Institute of Technology
- Stephen Avenue Walk
- Chinook Centre
- Grey Eagle Resort & Casino
- Saskatoon Farm
- Confederation Park
- Scotiabank Saddledome
- Elbow Falls
- Bragg Creek Provincial Park




