
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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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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~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!
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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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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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2 Bed Lower Suite Near Downtown
NEW 2025 2 Bedroom Legal Suite off 17th Ave SE. Sleeps 6: Two Queen bedrooms + pull-out sofa bed. Modern & Cozy: HEATED LED fireplace, heated blankets, Fast Wi-fi ,Smart TV with Netflix/Disney+/SPORTSNET! Full kitchen (Keurig stocked), spa inspired bathroom, workspace, laundry, parking & keyless entry. Steps to 17th Ave dining. 10 min to Downtown, 12 to Stampede. Perfect city + mountain base! (Note: Private lower suite with soundproofing for a quiet, peaceful stay).
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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.
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Lux Lake Getaway •3 Kings• Stampede• 8 min>Calgary
Luxe Retreat with Stunning Lake Views Welcome to your luxurious getaway, where lake views and upscale comfort await! This elegant retreat features king beds, lavish furnishings, and top-notch amenities for a regal experience. Explore the lake by kayak or enjoy vibrant local cuisine Whether visiting for the Calgary Stampede or a relaxing escape, our serene oasis offers the perfect mix of tranquility and convenience, just a short drive from the city.
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Popular amenities for Chestermere family-friendly rentals
Family-friendly home rentals with a hot tub

Family Retreat w/ Hot Tub | Banff + DT Access
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Luxury SE Calgary Home with HOT TUB
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Luxury Glamping | Private Hot Tub Retreat
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Character Home | Hot Tub+ Firepit | A/C | Parkin
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Unique Casa Vibes! Hot tub | Gym | Arcade Games
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Hot tub rejuvenation experience -Calgary getaway
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R&R executive suite/private entrance/hot tub
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Our Corner Haven (BL232909) - Full Basement Suite
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Family- and pet-friendly home rentals

Ravine Retreat, 4000+sqf, Luxury, AC,PoolTable etc
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Centrally Located Family Friendly Whole House
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Revival on 1014 | Ultra Modern, bright, spacious!
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Jofred stylish and spacious 2 bedroom suite.
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Calgary waterfront secluded cabin next to Downtown
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East End Loft
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Steps away to Main Street Inglewood
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Winston Suite 2BR 1BA - Carriage Suite with Garage
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Family-friendly home rentals with a pool

Best Location and Best View in all of Calgary
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Urban Retreat with Mountain and City Views
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Entire Luxury Home | Hot Tub | 10 Mins to DT
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Sojourn Aria | Tower Views | Downtown | Gym | Pool
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Modern Comfort Retreat|King Bed|2 Beds|Park|17Ave
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King Bed|AC |UG Park |DT Views |Mins to Saddledome
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Modern Condo, Skyline views, & Parking in Downtown
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Entire condo 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 | $228 NZD | $202 NZD | $277 NZD | $231 NZD | $194 NZD | $189 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
- Calgary Stampede
- University of Calgary
- Calgary Zoo
- Bowness Park
- BMO Centre
- Calgary Tower
- Prince's Island Park
- Calaway Park
- Heritage Park
- WinSport
- Southern Alberta Institute of Technology
- Chinook Centre
- Scotiabank Saddledome
- Olympic Plaza
- Fish Creek Provincial Park
- Bragg Creek Provincial Park
- Grey Eagle Resort & Casino
- Edworthy Park
- Nose Hill Park
- Peace Bridge
- Elbow Falls
- Crossiron Mills
- Stephen Avenue Walk
- Confederation Park





