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.

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A vibrant collage showcases exciting amenities at Casa YYC. The games room features a foosball table and arcade machines. The cozy living area offers modern seating with colorful accents. An inviting hot tub is nestled in a private outdoor space, while a spacious bedroom exudes comfort.
Home in Renfrew
4.84 out of 5 average rating, 157 reviews

Unique Casa Vibes! Hot tub | Gym | Arcade Games

Welcome to one of Calgary's Highest Performing Properties "Casa YYC", a vibrant Mexican-inspired getaway nestled in the heart of Calgary. Perfect for staycations, our cozy home offers an inviting oasis with brand new furniture, just minutes from downtown. Unwind in the private hot tub while savouring the colourful ambiance and lively patterns reminiscent of a traditional Mexican hacienda. Culinary enthusiasts will love the professional kitchen. Cable, high-speed Wi-Fi, gym, games room+ more!

Top Guest favourite
A cozy loft space features a large circular window, framing the view of trees outside. Two deep red bean bags and a round, plush armchair provide comfortable seating, accented by green hanging plants above, creating a relaxed and inviting atmosphere.
Townhouse in Pump Hill
4.97 out of 5 average rating, 144 reviews

>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!

Guest favourite
A bright living space features two comfortable sofas with decorative pillows, set against a backdrop of light walls and natural wood flooring. A flat-screen TV sits on a wooden stand, while a window allows soft light to fill the room.
Home in Inglewood
4.93 out of 5 average rating, 120 reviews

Three bedroom home in vibrant Inglewood

Centrally located in vibrant Inglewood. This three bedroom home with two living spaces and a large kitchen offers comfort and convienence to families and small groups. The home features on site laundry and a basement bonus room for extra space as required. Walking distance to the Bird Sactuary, 9th Ave Shopping, Pearce Estate Park, Bow Habitat Station, Harvie Passage River Floating, and eclectic Microbreweries. Less than 10 Minute car ride to Calgary Stampede, Downtown, Zoo, Telus Spark Center.

Guest favourite
A bright living room is characterized by light walls and a spacious layout, featuring a large smart TV on a contemporary media unit. Comfortable white sofas are arranged around a dark coffee table, with decorative plants and art pieces adding subtle charm.
Home in Calgary
4.84 out of 5 average rating, 111 reviews

Newly Near Banff CrossIron Mills entry lux family

This stylish place to stay is perfect for group trips. Less than 15 minutes from the airport. It's in a quiet family neighborhood & is conveniently close to tons of shopping (Costco, Crossiron Mills, T&T supermarket nearby). You'll love the 4 comfortable bedrooms with 1 king bed and 3 queen beds , 2 livingrooms, 3 full bathrooms, bright kitchen and big backyard. Smart TV with Netflix. Fast speed internet. Great view to Rocky Mountain from the upper floor. 1 hour to Banff through Stoney Trail.

Top Guest favourite
A modern living area features a large flat-screen TV mounted on the wall. Comfortable seating includes two dark chairs with colorful cushions and a neutral sofa. Natural light pours in through a sliding glass door, which opens to an outdoor space. Greenery adds a refreshing touch.
Guest suite in Seton
4.98 out of 5 average rating, 168 reviews

♥You will love this 2BR Guest Suite in SE Calgary♥

This modern 2-bedroom apartment is a great option for business or pleasure. We are a few minutes drive from the South Health Campus, Real Canadian Superstore, and the World’s biggest YMCA. We provide FREE: ✓ Coffee & Tea ✓ Wifi ✓ Parking ✓ Quality toiletries and soaps ✓ 65" QLED Smart TV: Amazon Prime, Netflix & more ✓ Water & Drinks Other services include: ✓ Self-check-in ✓ Comfortable beds & pillows ✓ Warm duvets ✓ Washer & Dryer ✓ Iron ✓ Toaster ✓ Hairdryer ✓ Microwave oven

Guest favourite
A cozy living area features a large sectional sofa arranged around a glass coffee table. A decorative fireplace is framed by white bricks, while a flat-screen TV is mounted above. Natural light enters through the window, revealing views of nearby trees.
Bungalow in Haysboro
4.88 out of 5 average rating, 139 reviews

Central SW Calgary Charm | 3-Bedroom Oasis

5 minutes to Heritage Park! 15 minutes to Spruce Meadows! 15 minutes to Downtown! Beautiful SW bungalow close to downtown, Heritage Park, Glenmore Reservoir, lots of shopping, restaurants, and easy access to Banff and the mountains! This stylish smart-home is well suited for business travelers, families, weekend get-aways, and a home away from home during renovations. Includes Hi-Speed Internet, WIFI, Netflix, Smart TV, NEST thermostat, and Smart-Lock for easy independent access.

Top Guest favourite
Guest suite in Saddle Ridge
4.98 out of 5 average rating, 283 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. Special Summer Promotion: For stays in June, July, and August, the price includes up to 4 guests, with no extra charges for additional guests. • 7 MIN YYC AIRPORT • 5 MIN CTRAIN • 12 MIN CROSSIRON MALL • 20 MIN DOWNTOWN • 90 MIN BANFF • 24 Min STAMPEDE GROUND

Top Guest favourite
The glamping tent is set in a forested area, featuring a wooden deck with seating arrangements. A lantern hangs from the frame, illuminating the tent's entrance. Surrounding greenery includes trees and potted plants, contributing to a serene outdoor ambiance.
Tent in Priddis
4.93 out of 5 average rating, 151 reviews

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.

Top Guest favourite
A modern neighborhood scene showcases two well-maintained homes flanking a central driveway. Both houses display contemporary architectural features, with large windows and distinct color schemes. A basketball hoop is mounted on the left garage door, while vibrant landscaping adds to the inviting atmosphere.
Guest suite in Calgary
4.96 out of 5 average rating, 202 reviews

Kozy Howse Private Basement Suite

Welcome to Kozy Howse! We are a very clean, one bedroom basement suite, with a separate entrance. All fabrics are laundered between guests (incl. furniture, pillow, and duvet covers). We are near Stoney Tr & Deerfoot Tr with quick access to the Mountains, Cross Iron Mills Outlet Mall (10 min), airport (15 min), zoo (20 min), downtown (20 min). We provide an affordable stay that can act as a home base to explore Calgary & area. We are a 5 star ⭐ stay for a 3 🌟 price.

Top Guest favourite
A modern living area features a spacious sofa with blue accent pillows, accompanied by a small coffee table. A dining table with four chairs is positioned nearby, while a wall-mounted TV is visible. Natural light enters through a window, illuminating the clean, neutral-toned decor.
Guest suite in Bowness
4.92 out of 5 average rating, 278 reviews

Bownesian Home Away from Home

Welcome to your Bownesian Home Away from Home located in the heart of Bowness. This modern one bedroom, one bathroom basement suite is bright and spacious with 9 foot ceilings. With a semi-private rear entrance, a full kitchen, living room and bathroom, this is truly a home away from home! We are a 20 minute drive to downtown Calgary or, if the mountains are calling, easily access the Trans-Canada Highway to Kananaskis, Canmore, Banff, Lake Louise and more!

Top Guest favourite
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, 285 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.

Guest favourite
A modern kitchen area features sleek black cabinetry and open shelving displaying dishware. Barstools with wooden seats are positioned at a small countertop. A compact refrigerator and a television are visible, along with a small decorative plant adding a touch of greenery.
Guest suite in Inglewood
4.92 out of 5 average rating, 111 reviews

Charming walkable Apartment

Enjoy this newly renovated and charming apartment centrally located in trendy Inglewood. There are restaurants, breweries and shops all within a two minute walk. The river path is just a short walk away and is a great way to see the city. Inglewood has it all but if you're looking to explore you have quick and easy access to other hot spots like the stampede grounds, Bridgeland, Mission, and downtown by bike, e-scooter or Uber in a matter of minutes.

Popular amenities for Chestermere family-friendly rentals

When is the best time to visit Chestermere?

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Avg. price$147 AUD$147 AUD$130 AUD$136 AUD$153 AUD$206 AUD$230 AUD$192 AUD$161 AUD$157 AUD$151 AUD$169 AUD
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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 2,000 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!