
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.

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.
KitchenIndoor spacesLocation

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)
FamilyIndoor spacesAccess

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.
FamilyHospitalityAir conditioning

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!
KitchenFamilyHospitality

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.
KitchenFamilySolo travel

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
Indoor spacesFamilyAccuracy

Entire Basement suite
Welcome to our inviting 2-bedroom basement suite, ideally located just a 5-minute stroll from the glistening lakefront. Tucked away in a peaceful and serene neighborhood, this hidden gem offers the perfect blend of comfort and convenience. The suite boasts a well-appointed living area, ensuring a homely atmosphere for your stay. Whether you're here for a weekend getaway or an extended stay, our prime location ensures easy access to water activities, trails, and local eateries.
Indoor spacesFamilyCondition

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.
KitchenIndoor spacesAccuracy

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
BeachAccuracyCondition

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.
Indoor spacesFamilyAmenities

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.
KitchenIndoor spacesHospitality

Luxury Retreat | Parking | Near Lake
Escape to this modern 3-bedroom, 2.5-bath Chestermere home Perfect for families, business travelers, and extended stays, this spacious retreat offers modern comforts just minutes from Chestermere Lake and only 20–25 minutes from Downtown Calgary, Calgary International Airport, shopping, and parks! Please note: A quiet long-term tenant occupies the basement suite with a completely separate private entrance. There are no shared indoor living spaces.
Popular amenities for Chestermere family-friendly rentals
Family-friendly home rentals with a hot tub

Our Corner Haven (BL232909) - Full Basement Suite
Indoor spacesFamilySolo travel

Hot tub rejuvenation experience -Calgary getaway
KitchenIndoor spacesCheckout

Charming 100 year old Cottage, hot tub, near DT
KitchenIndoor spacesGetting around

Unique Casa Vibes! Hot tub | Gym | Arcade Games
Indoor spacesKitchenAccuracy

Rooftop Patio w/ Skyline Views & Hot Tub JungleBnB
KitchenIndoor spacesHospitality

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

Welcome to the Lakehouse
KitchenFamilyHospitality

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

Ravine Retreat, 4000+sqf, Luxury, AC,PoolTable etc
Indoor spacesFamilyAir conditioning

Jofred stylish and spacious 2 bedroom suite.
FamilyKitchenLocation

|Revival on Wolf Willow~Former Showhome near Golf
FamilyIndoor spacesTV

Safe and Prime location - 5 mins to downtown
KitchenIndoor spacesAmenities

Centrally Located Family Friendly Whole House
KitchenFamilyLocation

East End Loft
KitchenIndoor spacesParking

Steps away to Main Street Inglewood
KitchenFamilyBathroom

Robin's Nest - 2 bedroom home in South Calgary
FamilyKitchenWi-Fi
Family-friendly home rentals with a pool

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

Spacious & Stylish Modern Condo in Calgary!
Indoor spacesFamilyLaundry

Corner Luxury High-Rise Condo | Sleeps 7
KitchenFamilyQuiet

Urban Retreat with Mountain and City Views
KitchenIndoor spacesWalkability

Calgary Tower View |King Bed | 2BR |AC |Gym
FamilyKitchenComfort

Modern Condo, Skyline views, & Parking in Downtown
FamilyKitchenCleanliness

Sojourn Aria | Tower Views | Downtown | Gym | Pool
Indoor spacesKitchenWalkability

Best Location and Best View in all of Calgary
Indoor spacesKitchenWalkability
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
- 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





