Family-friendly holiday rentals in Chestermere

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.

Family · Kitchen · Amenities

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)

Indoor spaces · Family · Access

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 · Quiet · Air conditioning

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

Indoor spaces · Kitchen · 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 · Indoor spaces · Parking

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 · Indoor spaces · Air conditioning

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.

Family · Indoor spaces · Condition

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 · Getting around

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 · Family · Air conditioning

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.

Kitchen · Indoor spaces · Layout

3FullBaths~PrivateYard~BBQ~5Beds

*Private fenced yard* *4 Bedrooms and 3 full bathrooms* *2 separate family rooms* *Family-friendly space* *Super close to 2 kids Play parks* *Air Conditioning* 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!

Family · Indoor spaces · Backyard

Luxury Retreat | Parking | Near Lake

Escape to this modern 3-bedroom, 2.5-bath Chestermere home Perfect for families, business travelers, and extended stays, this spacious retreat offers modern comforts just minutes from Chestermere Lake and only 20–25 minutes from Downtown Calgary, Calgary International Airport, shopping, and parks! Please note: A quiet long-term tenant occupies the basement suite with a completely separate private entrance. There are no shared indoor living spaces.

Hospitality