
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.

Modern 4-Bedroom Retreat – Near the Lake, Sleeps 8
Enjoy a family friendly property with a fully fenced yard in Chestermere. Features include a living room with 58" smart tv, 2 dining areas, laundry room, full kitchen with dishwasher and large pantry, plus 4 bedrooms (2 with ensuites and walk in closets) on the upper floor. The kitchen has a stove, oven, fridge with icemaker, microwave, stocked coffee bar, and large island. Steps from Chestermere Lake, trails, restaurants, & shops. Perfect for families, large groups, & outdoor lovers year-round.

Lake front two bedroom walk out basement house
Bring your family to this lakefront walk out lower level of the house with two queen bed . There is wood burning fireplace,a big yard with zip line and play ground perfect for a family with kids getaway . There’s a fire pit out side, the dock to sit and enjoy the lake. The yard is shared with owners (respectful family of 4 and friendly dog) living upstairs. Please park in the driveway. It’s only 20 minutes to downtown Calgary . Your host is Adi and Neil Let us know if you have any questions.

~PrivateFencedYard | 2FamilyRms | SunshineYellow
*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!

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.

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

Cabin in the Woods with Mountain View
Cabin in the Woods. Cozy, comfortable and quiet upscale cabin on 80 acres. Surrounded by old growth forest and beautiful mountain views. The master bedroom with ensuite is situated on the upper level with a peaceful forest view. The ground floor level offers a sofa bed in a large family room with adjacent shower and bathroom. Guests may also enjoy the small shack with single bed, on top of the hill, offering unobstructed mountain views. Hiking trails and horseback riding nearby.

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.

Steps away to Main Street Inglewood
Located one block off of the Main Street of Inglewood! BRAND NEW LANEWAY HOME built in the heart of Inglewood, just steps away from amazing restaurants, boutique shopping and live music venues. The Calgary Stampede Grounds, Studio Bell, Calgary Central Library and Fort Calgary are just some of the fantastic attractions within a 3km walk. Stay active by using the Bow River pathway located a few short blocks away. Close to down town! Air Conditioner!

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.

Modern Family Home 5 min from Downtown
Beautiful modern newer home in Windsor Park, 4 bedrooms and 3.5 bathrooms located just steps from Chinook mall. Very close proximity to Stanley Park, Brittania shopping, and downtown. About a 5 min drive to Stampede grounds, close to bus stops and Chinook LRT station. Popular area with convenient and close amenities. Calgary is a vast city and we are in the heart of it!

Airport Stylish2 Bedrooms suite with Home Theatre
Welcome to our stylish 2-bedroom basement suite, where comfort meets entertainment! Nestled in a vibrant neighborhood, our modern retreat boasts two cozy bedrooms, each featuring plush bedding for a restful night's sleep. • 7 MIN YYC AIRPORT • 5 MIN CTRAIN • 12 MIN CROSSIRON MALL • 20 MIN DOWNTOWN • 90 MIN BANFF • 24 Min STAMPEDE GROUND
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

Blue Diamond Bungalow w/ Hot Tub

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

Jofred stylish and spacious 2 bedroom suite.

Centrally Located Family Friendly Whole House

Galloway Nest-where every day feels like a getaway

Blue Bungalow| Family Fun |Games Room+A/C+Parking|

Entire Guest Suite Chestermere

House of Vincensio

Robin's Nest - 2 bedroom home in South Calgary

Luxurious and Cozy 1 Bedroom Basement Suite+Patio
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

DT Views |King Bed |Mins to Saddledome |UG Parking

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

Calgary Tower View - Sub Penthouse on 30th floor

Urban Retreat with Mountain and City 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 | 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 2,120 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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- Calgary Stampede
- Bowness Park
- Calgary Zoo
- Prince's Island Park
- Calaway Park
- Heritage Park
- BMO Centre
- Calgary Tower
- Fish Creek Provincial Park
- Nose Hill Park
- University of Calgary
- Peace Bridge
- Olympic Plaza
- WinSport
- Southern Alberta Institute of Technology
- Stephen Avenue Walk
- Edworthy Park
- Chinook Centre
- Scotiabank Saddledome
- Grey Eagle Resort & Casino
- Bragg Creek Provincial Park
- Elbow Falls
- Crossiron Mills
- Confederation Park




