
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.

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
Indoor spacesFamilyCheckout
4.99 out of 5 average rating, 171 reviews
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.
FamilyKitchenWalkability
5.0 out of 5 average rating, 22 reviews
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)
KitchenFamilyNearby
4.9 out of 5 average rating, 41 reviews
Spacious 4 bedroom home with AC/BBQ close to YYC
Have fun with the whole family at this stylish house with a park just 2mins away. With 4 bedrooms and 2.5 bathrooms, your family is sure to settle in nicely into this luxury after a long day exploring the city. Large kitchen with dinning area and deck/backyard to enjoy. Located about 10mins from the airport, close to major highways and CrossIron Mill Mall. If you are looking to explore the city or going downtown, this house is well located for easy access to the different quadrants of the city.
Indoor spacesKitchenParking
4.87 out of 5 average rating, 151 reviews
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!
FamilyKitchenShared spaces
4.95 out of 5 average rating, 21 reviews
Luxury SE Calgary Home with HOT TUB
This luxury home in SE Calgary is unique with a style of its own. With top of the line amenities, high end finishings, Traeger and featured hot tub in the backyard, this spacious family-friendly home is perfect for your next stay in Calgary. Whether you want to snuggle in for a movie in the bonus room, workout in your own personal gym, play air hockey, foosball or darts, relax on reclining massage chairs or work remotely in the dedicated workspace, this multi-faceted home is perfect for you!
KitchenFamilyComfort
4.95 out of 5 average rating, 266 reviews
Designer Brand New 4BR Home | Main floor bed +bath
Enjoy a comfortable stay in this newly built, modern home in Chestermere, just 5 minutes from Calgary. Designed with space and comfort in mind, it features 4 bedrooms plus a bonus room for additional sleeping options. Unwind in the open-concept living space, prepare meals in the fully equipped kitchen, and appreciate the peaceful, family-friendly neighborhood near parks and the lake. The home is conveniently located about 20 minutes from Calgary International Airport and downtown Calgary.
Indoor spacesFamilyHospitality
4.92 out of 5 average rating, 13 reviews
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
FamilyIndoor spacesLocation
4.95 out of 5 average rating, 21 reviews
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
Indoor spacesFamilyBathroom
4.93 out of 5 average rating, 364 reviews
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 spacesKitchenBathroom
4.79 out of 5 average rating, 100 reviews
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.
Indoor spacesKitchenLocation
5.0 out of 5 average rating, 35 reviews
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.
Indoor spacesFamilyLayout
4.82 out of 5 average rating, 11 reviewsPopular amenities for Chestermere family-friendly rentals
Family-friendly home rentals with a hot tub

Rooftop Patio w/ Skyline Views & Hot Tub JungleBnB
KitchenIndoor spacesDecor
4.96 out of 5 average rating, 212 reviews
Black Diamond Land: Working Cattle Ranch
KitchenIndoor spacesDecor
4.92 out of 5 average rating, 106 reviews
Welcome to the Lakehouse
Indoor spacesKitchenView
4.98 out of 5 average rating, 120 reviews
Unique Casa Vibes! Hot tub | Gym | Arcade Games
KitchenFamilyPets
4.84 out of 5 average rating, 192 reviews
Entire Luxury Home | Hot Tub | 10 Mins to DT
Indoor spacesKitchenLayout
4.99 out of 5 average rating, 126 reviews
Top Rated Calgary Home | Private HOT TUB | 5BR
FamilyIndoor spacesDecor
4.99 out of 5 average rating, 114 reviews
Hot tub rejuvenation experience -Calgary getaway
KitchenFamilyRiver
4.95 out of 5 average rating, 113 reviews
Character Home | Hot Tub+ Firepit | A/C | Parkin
KitchenIndoor spacesBack garden
4.87 out of 5 average rating, 244 reviewsFamily- and pet-friendly home rentals

Robin's Nest - 2 bedroom home in South Calgary
FamilyIndoor spacesQuiet
4.91 out of 5 average rating, 131 reviews
2400 SF House/6 BR/12 Beds/4 BA/sleeps 16 w/AC
Indoor spacesKitchenNearby
4.91 out of 5 average rating, 485 reviews
~PrivateFencedYard | 2FamilyRms | SunshineYellow
KitchenIndoor spacesPets
4.87 out of 5 average rating, 174 reviews
Revival on 1014 | Ultra Modern, bright, spacious!
Indoor spacesKitchenHospitality
4.78 out of 5 average rating, 131 reviews
Luxurious and Cozy 1 Bedroom Basement Suite+Patio
KitchenIndoor spacesWalkability
4.96 out of 5 average rating, 202 reviews
Inner City Hideaway - Big Yard!
FamilyIndoor spacesWalkability
4.97 out of 5 average rating, 115 reviews
Cozy Comfort—10 min to Airport — Loved by families
Indoor spacesFamilyCondition
4.93 out of 5 average rating, 262 reviews
Bright & Spacious 5-BR w/ Ravine Views in Edgemont
FamilyIndoor spacesBathroom
4.97 out of 5 average rating, 117 reviewsFamily-friendly home rentals with a pool

Classy & Comfortable | Sub-Penthouse w Pool, AC
FamilyIndoor spacesAir conditioning
4.91 out of 5 average rating, 196 reviews
Calgary Tower View - Sub Penthouse on 30th floor
KitchenFamilyLocation
4.97 out of 5 average rating, 362 reviews
Best Location and Best View in all of Calgary
KitchenIndoor spacesValue
4.9 out of 5 average rating, 189 reviews
Stylish Prime DT Condo|Mins from 17th! |Pool|BBQ
FamilyKitchenDecor
4.96 out of 5 average rating, 103 reviews
Corner Luxury High-Rise Condo | Sleeps 7
Indoor spacesFamilyWalkability
4.79 out of 5 average rating, 195 reviews
Entire condo downtown
Indoor spacesKitchenSolo travel
4.84 out of 5 average rating, 110 reviews
beauti 2 bedroom with 2 bathroom condo in downtown
KitchenFamilyValue
4.79 out of 5 average rating, 453 reviews
Urban Retreat with Mountain and City Views
KitchenFamilyView
4.78 out of 5 average rating, 281 reviewsWhen is the best time to visit Chestermere?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $139 SGD | $140 SGD | $144 SGD | $143 SGD | $171 SGD | $152 SGD | $208 SGD | $174 SGD | $145 SGD | $142 SGD | $137 SGD | $153 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
- WinSport
- Southern Alberta Institute of Technology
- Prince's Island Park
- Heritage Park
- Scotiabank Saddledome
- Chinook Centre
- Olympic Plaza
- Fish Creek Provincial Park
- Bragg Creek Provincial Park
- Grey Eagle Resort & Casino
- Edworthy Park
- Elbow Falls
- Crossiron Mills
- Peace Bridge
- Nose Hill Park
- Stephen Avenue Walk
- Confederation Park
- Central Memorial Park





