
Family-friendly holiday rentals in Chestermere
Find and book unique family-friendly homes on Airbnb
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.

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!

Lake front two bedroom walk out basement house
Bring your family to this lakefront walk out lower level of the house with two queen bed . There is wood burning fireplace,a big yard with zip line and play ground perfect for a family with kids getaway . There’s a fire pit out side, the dock to sit and enjoy the lake. The yard is shared with owners (respectful family of 4 and friendly dog) living upstairs. Please park in the driveway. It’s only 20 minutes to downtown Calgary . Your host is Adi and Neil Let us know if you have any questions.

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!

Spacious 3BR | 10 Min To Airport | Free Parking
Enjoy a spacious and modern 3 Bedroom home designed for comfort, privacy, and easy group stays. Perfect for families, business travelers, and friends visiting Calgary, this home comfortably sleeps up to 7 guests with 2.5 bathrooms and a fully equipped kitchen. • Quiet Neighborhood • Fast access to Calgary's YYC Airport and major routes • 70-inch Smart TV for movie nights • Complimentary Coffee and Tea • Free Street parking & Assigned Parking • Fast fibre WiFi • King bed in the master bedroom

Inner City Hideaway - Big Yard!
Kick up your feet in this serene slice of Canadiana. Nestled in a mature, walkable neighbourhood surrounded by trees and wildlife. A quiet getaway right in the heart of the city! Rest on QUALITY mattresses and linens. Dine & connect in 3 outdoor lounge areas in the private fenced yard. Pets welcome. You’ll greet the days feeling rested and refreshed. Coffee lovers rejoice! Keurig, Nespresso, French press or a classic drip, with grounds and pods to get you started. Fastest wifi available.

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

~Xtra Large Private Fenced Yard|BBQ|AC|2 Family Rooms
*HUGE CORNER LOT.* *4 Bedrooms and 2 and half bathrooms* *2 separate family rooms* *Family-friendly space* *Calgary's most exclusive and high-end neighbourhood: Mahogany!* Enjoy endless natural spaces, including multiple parks and walking and biking paths, and the gorgeous Mahogany Wetlands. Super close to the South Health Campus! Mahogany has quick access to nearly any place in Calgary owing to its close proximity to both 22x & and Deerfoot! Zip anywhere you need super quickly!

Braided Creek Luxury Glamping
Indoor - Outdoor Living at its finest. Feel at home in the luxuriously appointed glamping tent just 12 minutes from South Calgary. Private, secluded tent located on a creek with tranquil views boasting a toasty furnace, mini fridge, outdoor kitchen, hot shower, flushing toilet, power outlets. Plenty do to or nothing at all from exploring the nearby 166km of maintained trails in Bragg Creek, fishing the creek from your deck, to playing lawn games in your private 1 acre area.

Steps away to Main Street Inglewood
Located one block off of the Main Street of Inglewood! BRAND NEW LANEWAY HOME built in the heart of Inglewood, just steps away from amazing restaurants, boutique shopping and live music venues. The Calgary Stampede Grounds, Studio Bell, Calgary Central Library and Fort Calgary are just some of the fantastic attractions within a 3km walk. Stay active by using the Bow River pathway located a few short blocks away. Close to down town! Air Conditioner!

Lux Lake Getaway •3 Kings• Weddings• 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.

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

Our Corner Haven (BL232909) - Full Basement Suite

Near DT, Quiet, Private Yard w/ Hot Tub, Firepit

Wolfden- Hot tub, A/C, 2 King/1 double bed

Unique Casa Vibes! Hot tub | Gym | Arcade Games

Welcome to the Lakehouse

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

Trendy 2 BDRM | Hot Tub + Stampede + Saddledome

Entire Luxury Home | Hot Tub | 10 Mins to DT
Family- and pet-friendly home rentals

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

Private, Direct Entry - Mins from 17th Av

Safe and Prime location - 5 mins to downtown

Centrally Located Family Friendly Whole House

East End Loft

Galloway Nest-where every day feels like a getaway

Rosé Getaway-Pet Friendly Studio

The Chimney | AC | Gigantic Outdoor Fireplace |
Family-friendly home rentals with a pool

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

Corner Luxury High-Rise Condo | Sleeps 7

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

Calgary Tower View - Sub Penthouse on 30th floor

Urban Retreat with Mountain and City Views

Modern Condo, Skyline views, & Parking in Downtown

Panoramic, Beltline, Cozy 1 Bed/1Den, UG Parking

Beautiful Condo in Beltline
When is the best time to visit Chestermere?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $152 AUD | $154 AUD | $158 AUD | $134 AUD | $151 AUD | $204 AUD | $228 AUD | $190 AUD | $159 AUD | $155 AUD | $149 AUD | $168 AUD |
| 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 |
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 $56 AUD per night before taxes and fees

Verified guest reviews
Over 2,120 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
70 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!
Destinations to explore
- Rentals with a patio Chestermere
- Pet-friendly rentals Chestermere
- Fitness-friendly rentals Chestermere
- Rentals with beach access Chestermere
- Rentals with a fireplace Chestermere
- Rentals with outdoor seating Chestermere
- Rentals with a washing machine and dryer Chestermere
- Rentals with a fire pit Chestermere
- Rentals with lake access Chestermere
- House rentals Chestermere
- Private suite rentals Chestermere
- Family-friendly rentals Rocky View County
- Family-friendly rentals Alberta
- Family-friendly rentals Canada
- Calgary Stampede
- Bowness Park
- Calgary Zoo
- University of Calgary
- Prince's Island Park
- Calaway Park
- Heritage Park
- Fish Creek Provincial Park
- Calgary Tower
- WinSport
- Olympic Plaza
- Nose Hill Park
- Southern Alberta Institute of Technology
- Peace Bridge
- Chinook Centre
- Edworthy Park
- Grey Eagle Resort & Casino
- Scotiabank Saddledome
- Bragg Creek Provincial Park
- Elbow Falls
- Stephen Avenue Walk
- Crossiron Mills
- Central Memorial Park
- Confederation Park





