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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Top Guest favourite
A spacious living area is furnished with a large leather sectional and a wooden coffee table, adorned with a small plant. Natural light enters through a window above the seating, illuminating a feature wall with a monochromatic cityscape mural.
Guest suite in Highland Park
4.99 out of 5 average rating, 172 reviews

Modern suite, near airport & DT (no cleaning fee)

Welcome to your home away from home! This stylish and comfortable suite is perfect for professionals seeking a modern space minutes from downtown. Conveniently located just 10 km from the airport and 5 km to city center. You'll find a bus stop just a few blocks away, along with a coffee shop, Dairy Queen, wine store, and a pizza place—all within walking distance. For outdoor lovers, Confederation Park is only 1.5 km away. Note: Guests must have previous 5★ reviews ✨ Discounts for 2+ nights!

Top Guest favourite
A modern living area features a light gray sofa adorned with various textured pillows. A round black coffee table sits atop a soft, patterned rug, while a tall plant adds a touch of greenery. Large windows let in natural light, enhancing the open layout.
Condo in Hillhurst
5 out of 5 average rating, 103 reviews

King Bed-Trendy Bright Walkout Condo near Downtown

This 500 sq.ft. bright, trendy, renovated ground floor condo is in the centrally located neighbourhood of Hillhurst! Walk anywhere: 10 minutes to SAIT, North Hill Mall, CTrain stations; 15 minutes to Kensington; 20 minutes to downtown. Enjoy a well-equipped kitchen, dining area, quality bathroom amenities, free wifi and parking, smart TV (access your own Netflix, Hulu, Prime Video, etc), and paid laundry just down the hall. The Hillhurst Retreat is your perfect home base for exploring Calgary!

Top Guest favourite
A cozy bedroom features a queen-sized bed with a soft blanket and a decorative throw. Nightstands with lamps are positioned on either side, and floral wall art adds a colorful touch. Natural light enters through curtained windows, creating a calm atmosphere.
Guest suite in Deer Ridge
4.99 out of 5 average rating, 141 reviews

Private 1BR Suite | Full Kitchen Laundry Fireplace

Completely self-contained 1-bedroom suite with separate entrance and all the comforts of home. Enjoy a full kitchen (dishwasher, stove, microwave), gas fireplace, open-concept living, patio & small yard. Comfortable queen bed, spacious 4-piece bath. Workspace with WiFi, convenient in-suite laundry, off-street parking. Legal secondary suite with dedicated heat and ventilation. Perfect for professionals or couples. Quiet residential neighborhood near Fish Creek Park, close to shops & amenities.

Guest favourite
A bright living area is showcased with a light gray sofa adorned with colorful cushions. A low, wooden table sits in front, complemented by an orange pouf and a potted plant. Subtle wall colors and decorative accents enhance the soothing ambiance of the space.
Home in Bridgeland - Riverside
4.92 out of 5 average rating, 177 reviews

Mid Century Zen Suite. 1 BR. Near DT, C-train.

Unique updated century home - this charming 1 bedroom in a top/down duplex nestled in the heart of Bridgeland. Steps away from the trendy 1 avenue street with restaurants and all the amenities you need, and yet in a picturesque and quiet street! A quick drive to the DT core, walking distance to C-train. This peaceful home features a 1 bedroom with comfy queen bed, bright, comfortable living spaces, fully equipped kitchen and clean bathroom!! ✔free Wi-Fi ✔coffee ✔free parking ✔netflix ✔Laundry

Guest favourite
A bright bedroom features a spacious bed adorned with neutral-toned pillows and a soft throw. Two bedside lamps provide warm lighting. A window, framed by light curtains, opens to a private outdoor patio with a small table and chairs, offering a peaceful views.
Townhouse in Parkhill
4.91 out of 5 average rating, 165 reviews

Sunrises & Fireworks by Stampede + in Scooter Zone

Welcome to your private townhome, offering three levels of comfort for your group. Located within the scooter zone and nearby other points of interest such as; Stanley Park, Mission, Barley Belt, the Stampede grounds and more. This home offers two primary bedrooms, each with its own ensuite, 59' smart TV and king-sized bed. The third sleeping space can be found in the living room (sofa bed). For larger groups we offer a single cot. The two patios are a great place to enjoy the sunrises.

Top Guest favourite
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, 217 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
A bright sleeping area features a spacious bed dressed in soft bedding against an accent wall in a warm hue. A cozy chair provides additional seating. The kitchenette showcases a modern design with essential appliances and a designated coffee area. The bathroom contains a shower stall and essential toiletries.
Guest suite in Banff Trail
4.76 out of 5 average rating, 114 reviews

Entire 1BDR Suite Direct Entrance | Papaya Suite

Welcome to Papaya Suite! Brand new thoughtfully designed 200 SQF suite for only ONE traveller -Ground entrance and entire space all to yourself -Queen size bed with comfortable mattress and bedding -Large solid wood table for working area -Bath with shower stand and toilet -Mini Kitchenette with sink, microwave, fridge, coffee maker, toaster and etc. -2 min walk to Banff Trail LRT station -Free street parking and WIFI -Check in before 9pm and quite time is 10pm to 9am next day

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
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, 283 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 favourite
A cozy living area is illuminated by natural light from a nearby window. A sectional sofa is positioned next to a decorative coffee table on a colorful area rug. An electric fireplace is mounted on the wall, and a floor lamp provides additional lighting.
Guest suite in Acadia
4.98 out of 5 average rating, 200 reviews

Blue Door - clean, cozy, welcoming

Welcome to your spacious 900 sq ft private suite with its own entrance and warm, comfortable feel. Enjoy a cozy living room with a fireplace and TV, a restful bedroom with a chiropractic mattress, and a kitchen complete with the basics you need to cook. Unwind in the rainfall shower or relax in the sunny side yard. Our family lives upstairs, so gentle footsteps may be heard at typical household hours. We’re always nearby and happy to help.

Top Guest favourite
The image shows a single-story bungalow with a light gray exterior. A stone pathway leads to the front steps, bordered by a well-maintained lawn. Two white chairs are positioned near the entrance. Leafless trees cast shadows across the yard under a clear blue sky.
Bungalow in Lynnwood
4.91 out of 5 average rating, 111 reviews

Robin's Nest - 2 bedroom home in South Calgary

Enjoy the view of the Rocky Mountains in the morning! Access to the Bow River Trail system is at the end of the side walk. This location provides easy access to main transportation arteries in Calgary as well. We can welcome dogs but not cats as one of us gets severe asthma from cats. So sorry. This booking is for a main floor 2-bedroom bungalow. The basement is not part of the booking. The laundry is shared with the basement. Thanks

Top Guest favourite
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, 346 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.

Popular amenities for Chestermere family-friendly rentals

When is the best time to visit Chestermere?

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Avg. price$177 NZD$177 NZD$156 NZD$163 NZD$183 NZD$248 NZD$277 NZD$231 NZD$194 NZD$189 NZD$182 NZD$204 NZD
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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 $68 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,000 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    70 of Chestermere holiday rentals include wifi 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!