
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 $64 SGD per night before taxes and fees

Verified guest reviews
Over 2,240 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
80 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!
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)
Indoor spacesFamilyLocation

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!
FamilyKitchenNearby

Seton Sunshine- AC Cozy 1 Bed suite -Sleeps 4
Enjoy a cozy AIR-CONDITIONED stay at Seton Sunshine, a gold tropical-themed townhouse in southeast Calgary. Ideal for solo travellers, couples, or small groups of up to 4, the townhouse features a queen bedroom, open-plan living space with a sofa bed, a full kitchen, and a patio area. Other amenities include TVs, Wi-Fi, a washer/dryer, access to nearby Seton amenities, transit, Hospital and YMCA. Located near the south health hospital and is the perfect base to explore the city and mountains
FamilyIndoor spacesGetting around

Lakeside Room
Forget your worries in this spacious and serene space. With lake access, the options for outdoor adventure are limitless, whether you would prefer to boat, paddle, or surf. After long days in the sun, stretch out on the vacation Rental’s near the lake. Visiting in winter? Head up to anniversary park for ice skating, even go for snowmobiling and OHV’s. come home to a warm, inviting, well appointed space. Note: heating/AC control available in the building separately Note: kitchenette present
KitchenIndoor spacesLaundry

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.
FamilyCleanlinessCheck-in

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!
Indoor spacesKitchenGetting around

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
KitchenIndoor spacesAccess

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.
KitchenFamilyBathroom

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
HospitalityCheck-inCondition

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.
Indoor spacesFamilyAir conditioning

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.
KitchenIndoor spacesCleanliness

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

Our Corner Haven (BL232909) - Full Basement Suite
Indoor spacesKitchenNearby

Hot tub rejuvenation experience -Calgary getaway
FamilyKitchenQuiet

Charming 100 year old Cottage, hot tub, near DT
Indoor spacesKitchenAccuracy

Unique Casa Vibes! Hot tub | Gym | Arcade Games
FamilyKitchenPets

Rooftop Patio w/ Skyline Views & Hot Tub JungleBnB
Indoor spacesKitchenLayout

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

Welcome to the Lakehouse
Indoor spacesKitchenOutdoor spaces

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

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

Jofred stylish and spacious 2 bedroom suite.
KitchenFamilyGrill

~Xtra Large Private Fenced Yard|BBQ|AC|2 Family Rooms
FamilyIndoor spacesAccuracy

Two Bedroom Suite in Inner City Artist's Home
FamilyIndoor spacesParks

Centrally Located Family Friendly Whole House
KitchenFamilyTV

Steps away to Main Street Inglewood
Indoor spacesFamilyCheckout

Modern & Spacious 2BR 2BA Home 1HR from Rockies
Indoor spacesFamilyAir conditioning

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

Central & adorable condo in downtown 1 bed 1 den
FamilyIndoor spacesAccuracy

King Bed|AC |UG Park |DT Views |Mins to Saddledome
KitchenIndoor spacesView

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

Spacious & Stylish Modern Condo in Calgary!
Indoor spacesKitchenLaundry

Corner Luxury High-Rise Condo | Sleeps 7
FamilyIndoor spacesLaundry

Calgary Tower View - Sub Penthouse on 30th floor
Indoor spacesFamilyBathroom

Urban Retreat with Mountain and City Views
FamilyKitchenCleanliness

Modern Condo, Skyline views, & Parking in Downtown
FamilyKitchenComfort
When is the best time to visit Chestermere?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $140 SGD | $141 SGD | $145 SGD | $144 SGD | $172 SGD | $153 SGD | $209 SGD | $175 SGD | $146 SGD | $142 SGD | $137 SGD | $154 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 |
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





