
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.

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

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!

>Spacious, Family Friendly with King Bed
This spacious, clean & unique home is located in a quiet neighborhood near Calgary's top destinations. Perfect for short and long term stays. Big spacious bedrooms with a king bed and large TV in the living room are sure to impress. 3 Bedrooms plus a private den with wood-burning fireplace, balcony and pull-out full size bed. 1 king bed, 1 queen bed, 2 twin beds, 1 pull-out double bed, 1 Cot Projector TV with Amazon Firestick ❤️ Don’t forget to hit the “❤️” button so you can find me easily!

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.

~PrivateFencedYard | 2FamilyRms | SunshineYellow
*Private fenced yard* *4 Bedrooms and 2 and half bedrooms* *2 separate family rooms* *Family-friendly space* *Super close to kids Play park* *Calgary's most exclusive and high-end neighbourhood: Mahogany!* Enjoy endless natural spaces, including multiple parks & walking and biking paths, & the Mahogany Wetlands. Close to the South Health Campus! Mahogany has quick access to nearly any place in Calgary owing to its close proximity to both 22x & Deerfoot! Zip anywhere you need super quickly!

Private, Direct Entry - Mins from 17th Av
The whole group will enjoy easy access to everything from this centrally located place. Direct access makes your stay easy, saving valuable trip time. Stylish decor will make you feel comfortable during your Calgary stay. Located within walking distance to 17th Ave where you can enjoy the city's top restaurants, bars and shops. Easy to get to downtown but also situated on the SW side making it a breeze to head to the mountains Covered assigned parking in the rear or free street parking

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

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.

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.

Cozy 5BR Retreat Near Lake & Calgary
Escape to this cozy 5-bedroom home, just 20 minutes from Calgary's vibrant downtown and 5 minutes to Chestermere Lake's year-round fun. Perfect for families, couples, or business travelers seeking space, comfort, and convenience—sleeps up to 11 with high-end design/finishes, a fully equipped kitchen, and high-speed WiFi. Imagine waking to lake views, exploring nearby parks, or unwinding after a day in Banff. Book now for a home-away-from-home experience!

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

Our Corner Haven (BL232909) - Full Basement Suite

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

Unique Casa Vibes! Hot tub | Gym | Arcade Games

SE Calgary Home with HOT TUB

Rooftop Patio w/ Skyline Views & Hot Tub JungleBnB

Welcome to the Lakehouse

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

Trendy 2 BDRM | Hot Tub + Stampede + Saddledome
Family- and pet-friendly home rentals

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

No cleaning fee | AC | Games | Fire Pit | 3BDR

Safe and Prime location - 5 mins to downtown

East End Loft

Rosé Getaway-Pet Friendly Studio

Steps away to Main Street Inglewood

Robin's Nest - 2 bedroom home in South Calgary

Authentic historic Riverside Cabin downtown YYC
Family-friendly home rentals with a pool

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

Corner Luxury High-Rise Condo | Sleeps 7

Cgy Tower Views | Mins to Stampede | Gym

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 | $153 AUD | $154 AUD | $158 AUD | $135 AUD | $151 AUD | $205 AUD | $228 AUD | $191 AUD | $160 AUD | $156 AUD | $150 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 beach access Chestermere
- Rentals with outdoor seating Chestermere
- Rentals with a fireplace Chestermere
- Fitness-friendly rentals Chestermere
- Pet-friendly rentals Chestermere
- Rentals with a patio Chestermere
- Rentals with a washing machine and dryer Chestermere
- House rentals Chestermere
- Private suite rentals Chestermere
- Rentals with lake access Chestermere
- Rentals with a fire pit 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





