
Family-friendly vacation rentals in Chestermere
Find and book unique family-friendly homes on Airbnb
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 $70 CAD per night before taxes and fees

Verified guest reviews
Over 2,240 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

Wifi availability
80 of Chestermere vacation 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!
Top-rated family-friendly rentals in Chestermere
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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)

Mid Century Zen Suite. 1 BR. Near DT, C-train.
Unique updated century home - this charming 1 bedroom in a top/down duplex nestled in the heart of Bridgeland. Steps away from the trendy 1 avenue street with restaurants and all the amenities you need, and yet in a picturesque and quiet street! A quick drive to the DT core, walking distance to C-train. This peaceful home features a 1 bedroom with comfy queen bed, bright, comfortable living spaces, fully equipped kitchen and clean bathroom!! ✔free Wi-Fi ✔coffee ✔free parking ✔netflix ✔Laundry

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.

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!

~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.

Spacious 7BR Family Haven by Chestermere Lake!
Spacious 7BR home designed for families and groups! With three levels, multiple living areas, and a formal dining room, there’s room for everyone. The huge kitchen is perfect for home-cooked meals, while the massive backyard offers space for kids to play. Unwind in the basement lounge with a big-screen TV and wet bar for movie nights. Minutes from Chestermere Lake, parks, and dining. Driveway and street parking available. A perfect retreat for getaways and extended stays.

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

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).

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.

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.

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.
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

Charming 100 year old Cottage, hot tub, near DT

Unique Casa Vibes! Hot tub | Gym | Arcade Games

Rooftop Patio w/ Skyline Views & Hot Tub JungleBnB

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

Welcome to the Lakehouse

Luxury SE Calgary Home with HOT TUB
Family- and pet-friendly home rentals

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

Jofred stylish and spacious 2 bedroom suite.

Inglewood, Downtown, Saddledome, Max Bell, Zoo

East End Loft

Centrally Located Family Friendly Whole House

Calgary waterfront secluded cabin next to Downtown

Steps away to Main Street Inglewood

Entire Guest Suite Chestermere
Family-friendly home rentals with a pool

Central & adorable condo in downtown 1 bed 1 den

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

Corner Luxury High-Rise Condo | Sleeps 7

Entire condo downtown

Cgy Tower Views | Mins to Stampede | Gym

Urban Retreat with Mountain and City Views

Sojourn Aria | Tower Views | Downtown | Gym | Pool

Entire Luxury Home | Hot Tub | 10 Mins to DT
When is the best time to visit Chestermere?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $152 CAD | $153 CAD | $157 CAD | $156 CAD | $187 CAD | $166 CAD | $227 CAD | $189 CAD | $159 CAD | $155 CAD | $149 CAD | $167 CAD |
| 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





