
Family-friendly holiday rentals in Chestermere
Find and book unique family-friendly homes on Airbnb
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 $85 NZD per night before taxes and fees

Verified guest reviews
Over 2,240 verified reviews to help you choose

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
80 of Chestermere holiday 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!
Top-rated family-friendly rentals in Chestermere
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Best Luxury Suite Near Airport With Home Theater
🏆 Best Luxury Basement Suite with a Five-Star Hotel Experience in Calgary 🎬Professional Home Theater-4K 150 inch Screen HDR, DolbyAtmos, IMAX Enhanced Netflix, Disney, Prime, IPTV, Youtube 🗣️SMART HOME Control everything with your voice or iPad 🍷Bar 🍳Full Kitchen 🎮PS5 🚀Fast Wifi 🚗Free Parking 📲SMART LOCK Self Check-in Anytime Self Check-out 📍 Nearby Distances 4 minutes to CTrain Station 7 minutes to Airport YYC 12 minutes to CrossIron Mall 20 minutes to Downtown 90 minutes to Banff
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High cieling, new and modern 2bd (S Health Campus)
Welcome to your stay in a new legal basement suite with a private entrance in Mahogany. You’ll enjoy a fully equipped kitchen, two bedrooms, and a comfortable open living room with extra-high ceilings and large windows, creating a bright, airy space with a warm, cozy atmosphere. • 7 mins to South Health Campus • 5 mins to Brookfield YMCA • 6 mins to Seton & Jayman Village (dining and cafés) • Easy access to major roads Book your stay and enjoy a clean, modern space. We can’t wait to host you!
FamilyIndoor spacesLong stay

Lakeside Family Guest Suite
Relax with the whole family at our Secondary suit, a bright and spacious basement just steps from the lake. This peaceful suite features 3 cozy bedrooms, each with a King-sized bed—including Sofa becomes into a queen bed bed a plus extra mattress- 2 full bathrooms, a comfortable living area, and a fully equipped kitchen ready for home-cooked meals. Enjoy an abundance of natural sunlight throughout. Perfect for families looking to unwind and enjoy lake life in comfort. (We can make it sleep 8-10)
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2 Bdrm suite in the serene Chestermere community
Enjoy a cozy private basement suite in a peaceful Chestermere neighbourhood, ideal for families. The suite features two comfortable bedrooms, a sofa bed in the living room, a private bathroom, an inviting living area, and a kitchenette for light cooking. A private entrance ensures full privacy. Conveniently located near Chestermere Lake, major highways, grocery stores, and restaurants, with downtown Calgary just 15–20 minutes away. Free street parking incl. Perfect for short or extended stays.
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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!
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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.
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Private 2BR Lake Suite | Chestermere | Sleeps 6
Unwind in this modern private guest suite just 3 minutes from a scenic lake, golf course, main beach & local dining. Only 20 minutes from Calgary Airport and Downtown Calgary, it’s ideal for both relaxation and convenience. ✔ Sleeps up to 6 | 3 Beds & 1 Bath ✔ Fully equipped kitchen with stove & Keurig coffee machine ✔ Comfortable bedrooms ✔ Cozy modern living room with high ceilings ✔ TV with Netflix & Amazon Prime ✔ Bar-top dining, high-speed Wi-Fi & in-suite laundry ✔ Private entrance
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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
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Private Lower Suite in Chestermere w Workspace
Welcome to this private and comfortable basement suite located in Chestermere. This spacious 2 bed, 1-bath suite also includes a sofa bed, making it a practical setup for families, small groups, or work travelers. The suite features a simple kitchenette with a fridge, stovetop and microwave, ideal for light meals and short stays, while nearby restaurants and grocery stores offer plenty of dining options just a short drive away. Guests will also enjoy a dedicated office-space
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Inner City Convenience
This special place is close to everything, making it easy to plan your visit. With a bus stop right outside the door and the train a mere 5 minute walk away, you may never need to drive your car during your visit to Calgary. This unique inner city home has 16 foot ceilings in the dining and kitchen areas, 2 bedrooms and an office. Your friendly hosts live right next door and will be happy to share their knowledge of the city and community that they love with you.
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Entire Guest Suite, Chestermere
Experience comfort in this modern 2-bedroom guest suite featuring a private entrance, full bathroom, and upscale bar area. Fully upgraded with stylish finishes and free street parking. Located in a quiet neighborhood just minutes from Chestermere Lake, parks, restaurants, shops, and walking trails. Only 5 minutes from Calgary city limits and 20 minutes to downtown. Perfect for families, couples, or business travelers seeking a peaceful, convenient retreat.
FamilyIndoor spacesNearby

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
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Popular amenities for Chestermere family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury SE Calgary Home with HOT TUB
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Luxury Glamping | Private Hot Tub Retreat
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Family Retreat w/ Hot Tub | Banff + DT Access
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Character Home | Hot Tub+ Firepit | A/C | Parkin
KitchenIndoor spacesLocation

Charming 100 year old Cottage, hot tub, near DT
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Hot tub rejuvenation experience -Calgary getaway
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Black Diamond Land: Working Cattle Ranch
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Our Corner Haven (BL232909) - Full Basement Suite
KitchenIndoor spacesBarbecue
Family- and pet-friendly home rentals

3FullBaths~PrivateYard~BBQ~5Beds
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Centrally Located Family Friendly Whole House
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East End Loft
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The Chimney | AC | Gigantic Outdoor Fireplace |
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Jofred stylish and spacious 2 bedroom suite.
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Steps away to Main Street Inglewood
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Inglewood, Downtown, Saddledome, Max Bell, Zoo
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Calgary waterfront secluded cabin next to Downtown
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Family-friendly home rentals with a pool

King Bed|AC |UG Park |DT Views |Mins to Saddledome
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Urban Retreat with Mountain and City Views
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Best Location and Best View in all of Calgary
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Sojourn Aria | Tower Views | Downtown | Gym | Pool
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Entire Luxury Home | Hot Tub | 10 Mins to DT
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Executive Sky LUX - 2 BD 2BA, Views, Pool, Patio &
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Sunset & Mountain View Down Town Design District
FamilyIndoor spacesAccess

Modern Condo, Skyline views, & Parking in Downtown
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When is the best time to visit Chestermere?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $185 NZD | $187 NZD | $192 NZD | $190 NZD | $227 NZD | $202 NZD | $277 NZD | $231 NZD | $193 NZD | $188 NZD | $182 NZD | $204 NZD |
| 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 |
Destinations to explore
- University of Calgary
- Calgary Zoo
- Bowness Park
- BMO Centre
- Calgary Tower
- Calaway Park
- Prince's Island Park
- Heritage Park
- WinSport
- Chinook Centre
- Southern Alberta Institute of Technology
- Scotiabank Saddledome
- Fish Creek Provincial Park
- Olympic Plaza
- Bragg Creek Provincial Park
- Edworthy Park
- Nose Hill Park
- Grey Eagle Resort & Casino
- Peace Bridge
- Crossiron Mills
- Confederation Park
- Central Memorial Park
- The Military Museums
- Devonian Gardens





