
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.

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.

Brand New 3BR Modern Duplex | 15 Min DT Calgary
Brand New Modern 3BR Duplex in Belvedere w/ King Master Suite Step into this stylish, freshly built duplex with spacious open living, dining, and kitchen—ideal for families, groups, or professionals. Just 15 min to downtown Calgary, 10-15 min to YYC airport, near East Hills shopping, 90 min to Banff. Sleeps up to 8: King master with ensuite & walk-in closet, two queen bedrooms, plus living room pull-out couch. Fast Wi-Fi, large TV, and dedicated parking pad. Your fresh, comfortable homebase

Spacious, clean, downtown, cozy home 3Bed + 3Bath
Looking for a beautiful, peaceful and modern place, just outside the heart of downtown Calgary? Enjoy a spacious place kept in mint condition, very clean, quiet neighborhood 2,500 square feet Newly renovated BBQ All amenities Street parking Air conditioning + Heating Car to go zone Bus + transit Full kitchen + utensils 3 min walk to convenience store, 16th Ave and Center street, restaurants, gyms, parks, leisure center etc Family owned. Reserve your dates today, we book up FAST.

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.

Cozy spacious 4BR home | AC& BBQ | close to Banff
Nice, cozy, and stylish home that is perfect for any stay. Located in the young quiet community of Tuscany, it is surrounded by many amenities. The grocery store and gas station are all within a 10-minute walk and a couple-minute drive. There is a train station located 15 minutes away by foot, connecting you to the whole city. The home has a new fully equipped kitchen, a smart TV in the living room, and a free in-home washer and dryer. Our 4 bedrooms are great and spacious for up to 8 guests.

Newly Near Banff CrossIron Mills entry lux family
This stylish place to stay is perfect for group trips. Less than 15 minutes from the airport. It's in a quiet family neighborhood & is conveniently close to tons of shopping (Costco, Crossiron Mills, T&T supermarket nearby). You'll love the 4 comfortable bedrooms with 1 king bed and 3 queen beds , 2 livingrooms, 3 full bathrooms, bright kitchen and big backyard. Smart TV with Netflix. Fast speed internet. Great view to Rocky Mountain from the upper floor. 1 hour to Banff through Stoney Trail.

~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!

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.

NO CLEAN FEE*Modern Basement with own entrance
Relax with the whole family at this peaceful place to stay. Our place has a door separating upstairs and basement and a private entrance and in an affluent area of Calgary. It's quiet, safe and boasts panoramic views of Aspen Woods. Only a 5 minute walk to Aspen Landing and Blush Lane Organic Market where you will find a variety of restaurants, pharmacies, coffee shops, grocery, liquor stores & more. 5min drive to C-train and 15 min drive to downtown. A quick drive to Banff and airport.

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

Beautiful Lakefront 5-Bed home w/ outdoor swim spa
Located just 10 minutes outside of Calgary, this beautiful lakefront home is equipped with a full-size outdoor swim spa overlooking Chestermere lake, a massive backyard, pool table, outdoor fire pit, and more. The spacious home is perfect for families and larger groups to enjoy. Parking: Large driveway fits up to 4 vehicles with space for 2 additional cars on the street in front of the house. **Guests must review and acknowledge all house rules prior to booking being confirmed.

Soak Up the Retro-Inspired Vibe at This Inner City Gem
Curl up on the couch and unwind with some board games at this charming retreat on a tree-lined street. This gateway to the mountains combines bright, neutral decor with vintage details and wooden ceilings for a cabin-like feel. A desirable area boasting many paved bike and walking paths running along Confederation Golf Course and only 1 block from Confederation Park. Public transit, Jubilee Auditorium, SAIT, University of Calgary and McMahon Stadium are all nearby.
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

SE Calgary Home with 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

Rocky Mountains Respite - 12 mins from YYC airport

Relaxing family home. 3 bedrooms 4 beds.

Cozy Comfort—10 min to Airport — Loved by families

The Cove Your Home

Braided Creek Luxury Glamping

Robin's Nest - 2 bedroom home in South Calgary

COZY & SPACIOUS 2BD 2BTH Downtown Stampede/BMO/LRT

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

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

Panoramic, Beltline, Cozy 1 Bed/1Den, UG Parking
When is the best time to visit Chestermere?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $132 SGD | $132 SGD | $117 SGD | $122 SGD | $138 SGD | $186 SGD | $208 SGD | $173 SGD | $145 SGD | $141 SGD | $136 SGD | $153 SGD |
| 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 80 holiday rentals in Chestermere

Nightly prices starting at
Chestermere holiday rentals start at $51 SGD per night before taxes and fees

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

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
70 of Chestermere holiday rentals include wifi 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
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- 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
- Stephen Avenue Walk
- Grey Eagle Resort & Casino
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- Scotiabank Saddledome
- Big Hill Springs Provincial Park
- Elbow Falls




