Family-friendly vacation 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.

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Top guest favorite
A bright living area features a light-colored sofa and armchair, complemented by decorative blue pillows. A wooden accent table sits beside a welcoming plant. The fully equipped kitchen with modern appliances is visible in the background, along with a window providing natural light.
Guest suite in Huntington Hills
4.98 out of 5 average rating, 310 reviews

Kitchen • Laundry • Park on Driveway

Looking for a relaxing and convenient getaway in Calgary? You can experience the perfect blend of style, comfort, and convenience in our newly renovated legal secondary suite, designed with your utmost comfort in mind. Ideal for couples on a romantic retreat, busy tourists, or focused business travellers, our modern suite is close to both downtown and the airport. Close to the following: → 12min to Downtown → 10min to Airport → 5min to Deerfoot City Mall Shopping **Book with us today!**

Top guest favorite
Guesthouse in Cranston
4.98 out of 5 average rating, 146 reviews

Elegant 2Bdr Suite with cozy Fireplace and Privacy

Welcome to our charming walkout basement retreat by the Bow River! Recently renovated, our space offers a private entrance, huge windows, high ceilings, cozy fireplace and 2 stylish bedrooms with comfortable queen and double beds. You will love the convenience and comfort of our space. Enjoy direct access to the backyard. With a convenient driveway parking spot. You’re just steps away from plaza, Sobeys grocery store, restaurants, and the World's largest Seton YMCA with a waterpark and Hospital

Top guest favorite
An open concept living area showcases a modern grey sofa adorned with decorative pillows, facing a wall-mounted TV. A small desk with a computer setup is visible beside a dining area with bar stools. Light wood flooring enhances the clean, inviting atmosphere.
Guest suite in Auburn Bay
4.99 out of 5 average rating, 201 reviews

Stunning Pristine Private Suite: No cleaning fees

An incredible 🤩 suite within a safe neighbourhood, open concept living space, located in SE community of Auburn Bay. This Modern, clean & comfy, private suite is STUNNING, beautiful & relaxing. Additional discount for longer stays. PLEASE NOTE: The toddler upstairs attends daycare weekdays from 8:00am - 5:00pm and various outdoor weekend activities. Some noise transfer- yes Close to grocery & liquor store, restaurant & bars. ⭐️ 3 Min Dr to SHC hospital ⭐️ 5 Min Dr to YMCA and VIP Cineplex

Top guest favorite
A light-filled living area is presented, featuring a spacious sectional sofa adorned with various cushions. A low coffee table is positioned centrally on an area rug, and a wall-mounted television is visible across from the seating. Large windows provide natural light and views of the outdoors.
Guesthouse in Southwest Calgary
4.98 out of 5 average rating, 210 reviews

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.

Superhost
An aerial view displays a large, green backyard with a covered dock extending into the water. Various water activities, including kayaks and paddleboards, are visible nearby. A trampoline and lounge chairs offer additional leisure options. The property is bordered by a wooden fence for privacy.
Home in Chestermere
4.86 out of 5 average rating, 221 reviews

NK Paradise - Lakefront, Hot Tub, Covered Dock!

Ultimate Lakefront Getaway!! Only 20 mins from DOWNTOWN CALGARY, 1 hr from the ROCKY MOUNTAINS & 23 mins from YYC AIRPORT!! This spacious 4 level lakefront home offers everything you need for an unforgettable stay. Enjoy a private hot tub (open year-round), central A/C, and a unique covered dock with stunning lake views. Relax on your private beach, or have fun with the trampoline, putting green, firepit, pool table, ping pong table, BBQ, and fireplace — there’s something for everyone!!

Top guest favorite
A retro soda shop-style kitchen and living area is highlighted by a checkered black-and-white floor. A bright red Coca-Cola fridge stands prominently, while a counter with three stools invites seating. Artistic soda shop signage adorns the walls, enhancing the nostalgic atmosphere.
Apartment in Southwest Calgary
4.87 out of 5 average rating, 493 reviews

1950's Soda Shop suite

No Cleaning Fee ! Basement Suite 5 Minutes from Banff highway on western edge of Calgary !!!!! City of Calgary license number BL236879 Spend some fun time in our 1950's Soda Shop suite !! One bedroom with queen bed, ............ also have an inflatable queen size air bed for extra guests as well as a couple of roll-a-way cots available for kids. 1000 square feet ground level, private entrance beautiful backyard oasis with patio, firepit, waterfall & pond water feature

Top guest favorite
A spacious bedroom showcases a king-size bed adorned with plush pillows and a white blanket. A wooden nightstand is positioned beside the bed, and natural light filters through the window with horizontal blinds, enhancing the serene atmosphere.
Guest suite in Royal Oak
4.98 out of 5 average rating, 354 reviews

Luxury walkout lower level suite in estate area

Enjoy 5-star living from one of the highest reviewed place in a luxurious estate community in the NW Calgary. Spacious living area includes exercise gear and foosball table. Complimentary items include: 1)sparkling juice 2) Bottled water 3) one layer eggs 4) 5 Flavors coffee pops +2 kind of thetea 5)4 Boxes cereal 6) 4 types of the snacks Book 2+ days and I’ll include some! ❤️ Dumplings Great for families—crib, playpen、toys provided. Someone is on-site to help at

Top guest favorite
The exterior entrance features a welcoming set of steps leading to a dark front door adorned with a seasonal wreath. A wooden deck provides ample space, framed by modern wood paneling. Potted plants with vibrant foliage are positioned on either side, enhancing the outdoor appeal.
Home in Mahogany
4.98 out of 5 average rating, 258 reviews

High ceiling, relaxing and modern 2bdr new build!

Welcome to this beautiful brand new two-bedroom legal basement suite located in the desired community of Mahogany. This unit offers a separate entrance, a fully equipped kitchen with all brand new appliances, and roomy two bedrooms for you to rest and feel at home. The 9ft ceilings throughout the entire unit will leave you feeling spacious and grand. The windows were built strategically and big to maximize the natural light. We look forward to hosting you.

Top guest favorite
The living room features a comfortable sofa with decorative cushions facing a textured wall design. Two stylish blue chairs sit nearby, complemented by a wooden coffee table on a vibrant red area rug with intricate patterns. Natural light filters through the large windows.
Home in Auburn Bay
4.96 out of 5 average rating, 320 reviews

SE Calgary Home with HOT TUB

This beautiful, luxurious home by Live@Jag’s is furnished with top-of-the-line stylish finishings, Hot Tub and quality BBQ (TRAEGER). “You don’t stay here, you live at Jag’s” Located in the quiet and gorgeous neighborhood of Auburn bay, this semi-detached property is perfect for family and friends to stopover. Located in Auburn Bay close to the new YMCA, South Health Campus (Hospital), Cineplex, + many restaurants and bars.

Guest favorite
Guest suite in Saddle Ridge
4.97 out of 5 average rating, 235 reviews

Airport Stylish2 Bedrooms suite with Home Theatre

Welcome to our stylish 2-bedroom basement suite, where comfort meets entertainment! Nestled in a vibrant neighborhood, our modern retreat boasts two cozy bedrooms, each featuring plush bedding for a restful night's sleep. Need extra space? No worries – we've got you covered with an extra sofa that easily accommodate additional guests. • 7 MIN YYC AIRPORT • 5 MIN CTRAIN • 12 MIN CROSSIRON MALL • 20 MIN DOWNTOWN • 90 MIN BANFF

Top guest favorite
The living room features a comfortable brown sectional sofa adorned with blue pillows. A wooden coffee table is centered on a decorative area rug. A large window provides natural light, while a flat-screen TV and a small desk are positioned against the wall.
Home in Calgary
4.94 out of 5 average rating, 166 reviews

Cheerful 2-bed home close to everything

Make memories at this unique and family-friendly place. This elegant multifunctional house provides comfy and pleasant stay for everyone. Roomy kitchen with island, cozy living room with stylish decor, and spacious loft for all age leisure and fun . Beds with luxurious beddings will provide comfortable and relaxing nights. **This is the top floor of the house. The bottom floor is rented to long term tenants**

Top guest favorite
A modern kitchen displays sleek dark cabinetry and stylish stainless steel appliances. The layout features a gas stove, microwave, and a spacious countertop, complemented by a double sink. Warm overhead lighting illuminates the space, highlighting the clean lines and functional design.
Guest suite in Cityscape
4.99 out of 5 average rating, 105 reviews

Airport Guest Suite

Welcome to Grace Suites. Our brand new modern guest suite located in a family friendly neighbourhood of Savanna NE. The suite has everything you need in a home away from home. A Private entrance, in-suite washer/dryer, separate thermostat, full kitchen with utensils, queen bed and a work area for those on the job. The closest train station is about 5 minutes away and the airport is just 10 minutes away.

Popular amenities for Chestermere family-friendly rentals

When is the best time to visit Chestermere?

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Avg. price€ 89€ 89€ 79€ 82€ 93€ 125€ 140€ 117€ 98€ 93€ 82€ 90
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Quick stats about vacation rentals that are family-friendly in Chestermere

  • Total vacation rentals

    Explore 60 vacation rentals in Chestermere

  • Nightly prices starting at

    Chestermere vacation rentals start at € 34 per night before taxes and fees

  • Verified guest reviews

    Over 1,640 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 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!