
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 G$10,447 GYD 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

Wi-Fi availability
80 of Chestermere vacation 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.

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

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)

Private Suite » Near Canal » AC » King Bed /w TV
✨ A large private guest suite seconds to the canal. This large comfortable and luxury suite brings true comfort and a homey vibe. ✨ 🔹 Private Access & Space 🔹 Large Living Room with Reading Nook 🔹 58" Smart TV with Netflix 🔹 Mini Library with Board Games 🔹 Self Check-In Anytime After 4 🔹 Free Street Parking 🔹 King Size with 50" Smart TV 🔹 Queen Size Bed 🔹 Fully Equipped Kitchen & Dining Table 🔹 Free Tea, Coffee, Water 🔹 Washer & Dryer 🔹 High chair & Pack 'n Play 🔹 Central AC & Heat

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.

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!

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.

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

Lake Community Hideout
Welcome to your perfect lake community escape! Bring the whole family to this great place with lots of room for fun. Relax and unwind in this cozy and inviting basement nestled in a peaceful neighborhood. Just 5min drive to the lake and short walk to parks, this space offers everything you need for a restful getaway or a fun-filled adventure. Inside, you'll find a bright, fully equipped kitchen, comfortable living space, well-appointed bedrooms, free Wi-Fi, and free parking on property.

Family-Friendly|3bedrm|AC|Mahogany
Welcome to our modern and inviting 3-bedroom, 2.5-bathroom home in Mahogany! Ideal for family vacations, extended stays and weekend getaways! This bright open-concept space offers a fully equipped kitchen, spacious dining area, and comfortable living room with a Smart TV, chaise lounge and sectional! Each bedroom features a private TV with Netflix, and guests enjoy complimentary access to the upstairs laundry. Our home is designed for comfort, convenience, and relaxation!

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

Family Retreat w/ Hot Tub | Banff + DT Access

Charming 100 year old Cottage, hot tub, near DT

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

Rooftop Patio w/ Skyline Views & Hot Tub JungleBnB

Hot tub rejuvenation experience -Calgary getaway

Our Corner Haven (BL232909) - Full Basement Suite

Rustic Cabin Retreat | Hot Tub + Outdoor Shower

Spacious 2-bedroom suite in great location
Family- and pet-friendly home rentals

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

East End Loft

Stampede YYC waterfront cabin 15 min walk

~PrivateFencedYard | 2FamilyRms | SunshineYellow

Centrally Located Family Friendly Whole House

Robin's Nest - 2 bedroom home in South Calgary

Elgin Elegance: 4-Bed Home, Sleeps 8, Pet Friendly

Trendy Kensington | Espresso Maker| Garage| AC
Family-friendly home rentals with a pool

Classy & Comfortable | Sub-Penthouse w Pool, AC

Urban Retreat with Mountain and City Views

DT Views |King Bed |Mins to Stampede | UG Parking

Best Location and Best View in all of Calgary

Sojourn Aria | Tower Views | Downtown | Gym | Pool

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

Spacious & Stylish Modern Condo in Calgary!

Corner Luxury High-Rise Condo | Sleeps 7
When is the best time to visit Chestermere?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$22,774 GYD | G$22,982 GYD | G$23,609 GYD | G$20,057 GYD | G$22,565 GYD | G$30,504 GYD | G$34,056 GYD | G$28,415 GYD | G$23,818 GYD | G$23,191 GYD | G$22,356 GYD | G$25,072 GYD |
| 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
- Fitness-friendly rentals Chestermere
- Rentals with a fire pit Chestermere
- Rentals with a patio Chestermere
- Pet-friendly rentals Chestermere
- House rentals Chestermere
- Private suite rentals Chestermere
- Rentals with beach access Chestermere
- Rentals with a washer and dryer Chestermere
- Rentals with a fireplace Chestermere
- Rentals with outdoor seating Chestermere
- Rentals with lake access Chestermere
- Family-friendly rentals Rocky View County
- Family-friendly rentals Alberta
- Family-friendly rentals Canada
- Calgary Stampede
- University of Calgary
- Calgary Zoo
- Bowness Park
- BMO Centre
- Calgary Tower
- Calaway Park
- Prince's Island Park
- Heritage Park
- WinSport
- Fish Creek Provincial Park
- Chinook Centre
- Southern Alberta Institute of Technology
- Scotiabank Saddledome
- Olympic Plaza
- Nose Hill Park
- Edworthy Park
- Bragg Creek Provincial Park
- Grey Eagle Resort & Casino
- Peace Bridge
- Elbow Falls
- Stephen Avenue Walk
- Crossiron Mills
- Confederation Park





