Family-friendly holiday rentals in Chestermere

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)

Family · Indoor spaces · Condition

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.

Indoor spaces · Family · Cleanliness

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.

Family · Cleanliness · Quiet

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!

Kitchen · Family · Parking

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

Kitchen · Indoor spaces · TV

Luxury private carriage house with character!

Enjoy a stylish experience in this bright and open carriage house located in a very desirable part of the city. Close to restaurants, shopping, downtown, the Saddledome, Mount Royal University, and much more! The architect-designed suite is one of a kind and full of character and natural light. Relax with a coffee or a glass of wine on the covered private balcony or take a short walk to Marda Loop, one of Calgary's premier dining destinations! Max occupancy is 2 adults & 1 child under 12.

Kitchen · Family · 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

Family · Indoor spaces · Decor

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.

Family · Kitchen · Location

2 Bed Lower Suite Near Downtown

NEW 2025 2 Bedroom Lower Suite off 17th Ave SE. Sleeps 4 : Two Queen bedrooms + pull-out sofa bed. Modern & Cozy: HEATED LED fireplace, heated blankets, Fast Wi-fi ,Smart TV with Netflix/Disney+/SPORTSNET! Full kitchen (Keurig stocked), spa inspired bathroom, workspace, laundry, parking & keyless entry. Steps to 17th Ave dining. 10 min to Downtown, 12 to Stampede. Perfect city + mountain base! (Note: Private lower suite with soundproofing for a quiet, peaceful stay).

Kitchen · Indoor spaces · Checkout

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.

Family · Kitchen · Sleep quality

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.

Kitchen · Indoor spaces · Parking

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 spaces · Kitchen · Location