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
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, 303 reviews

High cieling, new and modern 2bd (S Health Campus)

Welcome to your stay in a new legal basement suite with a private entrance in Mahogany. You’ll enjoy a fully equipped kitchen, two bedrooms, and a comfortable open living room with extra-high ceilings and large windows, creating a bright, airy space with a warm, cozy atmosphere. • 7 mins to South Health Campus • 5 mins to Brookfield YMCA • 6 mins to Seton & Jayman Village (dining and cafés) • Easy access to major roads Book your stay and enjoy a clean, modern space. We can’t wait to host you!

Guest favourite
A spacious lawn extends towards a calm lake, with several docks visible across the water. Two red chairs are positioned near a fire pit, and a zip line is seen in the background. The surroundings are lush and well-maintained, inviting relaxation by the water.
Home in Chestermere
4.87 out of 5 average rating, 95 reviews

Lake front two bedroom walk out basement house

Bring your family to this lakefront walk out lower level of the house with two queen bed . There is wood burning fireplace,a big yard with zip line and play ground perfect for a family with kids getaway . There’s a fire pit out side, the dock to sit and enjoy the lake. The yard is shared with owners (respectful family of 4 and friendly dog) living upstairs. Please park in the driveway. It’s only 20 minutes to downtown Calgary . Your host is Adi and Neil Let us know if you have any questions.

Guest favourite
A spacious living area is presented with a large sectional sofa, a round coffee table, and a flat-screen television mounted on a wooden feature wall. Natural light filters in through large windows, revealing a scenic view. A cozy fireplace adds warmth to the space.
Townhouse in Parkhill
4.9 out of 5 average rating, 176 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
The exterior of a single-story house features grey siding and a red roof. A neatly landscaped front yard is visible, with green grass and various shrubs. A stone pathway leads to the front door, framed by large windows that allow natural light inside.
Bungalow in Fairview
4.97 out of 5 average rating, 105 reviews

Inner City Hideaway - Big Yard!

Kick up your feet in this serene slice of Canadiana. Nestled in a mature, walkable neighbourhood surrounded by trees and wildlife. A quiet getaway right in the heart of the city! Rest on QUALITY mattresses and linens. Dine & connect in 3 outdoor lounge areas in the private fenced yard. Pets welcome. You’ll greet the days feeling rested and refreshed. Coffee lovers rejoice! Keurig, Nespresso, French press or a classic drip, with grounds and pods to get you started. Fastest wifi available.

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, 229 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.

Top Guest favourite
Guest suite in Chestermere
5 out of 5 average rating, 7 reviews

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

Top Guest favourite
Home in Edgemont
4.94 out of 5 average rating, 331 reviews

Ravine Retreat, 4000+sqf, Luxury, AC,PoolTable etc

Welcome to beautiful and spacious Ravine Retreat House: - 4000+sqf , walk out to breathtaking ravine, Mountain View - Pool table entertainment - Free parking, Free bath and kitchen essentials, Free WiFi - Fully stocked kitchen; BBQ at balcony - Costco, superstores nearby - City centre, YYC airport 15 mins - Quick access to Banff - 6 bdrm 3.5 bath, - 10 beds: 7 twin +2 queen+1 king - A/C - Pet friendly (fee applied) - Perfect for multi-families, maximum 5 cars or 15 people at any time

Superhost
A dining area features a wooden table surrounded by six light-colored chairs. A decorative blue accent wall with geometric patterns is present. A modern chandelier with multiple bulbs hangs above the table. Natural light filters in through a large window, enhancing the welcoming atmosphere.
Home in Mahogany
4.86 out of 5 average rating, 207 reviews

~Faces Park|Views|Near Shopping|FencedYard|BBQ|AC

*Faces Magnolia Park with children's playground* * 2 family rooms with separate TVs* *Views from all front windows!* *Watch your kids play while you work from home in cozy work from home space/office.* *Private fenced yard with BBQ* *Air conditioning* *3 bedrooms with brand-name mattresses* Plus a bonus den!* *Back yard is sunny and south-facing, perfect for a little BBQ.* *Take a walk to see the splendor of the Mahogany Wetlands or walk by the private Mahogany Lake and Beach Club.*

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, 153 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 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
4.9 out of 5 average rating, 114 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
Condo in Inglewood
4.93 out of 5 average rating, 162 reviews

Amazing View, King Bed, Trendy Neighbourhood

- Spacious 1-bedroom condo with tall ceilings - King size bed with lots of pillows - 55" TV with Apple play - Fast Wifi - Fully equipped kitchen - Underground Parking - Beautiful view of the Calgary city skyline. - Located in Inglewood, you will find local breweries, coffee shops, top restaurants, live music, and shopping - The Bow river, steps from your door! - Walking Distance to Stampede grounds - Watch the fireworks from the patio

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
4.95 out of 5 average rating, 369 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$182 NZD$184 NZD$189 NZD$160 NZD$180 NZD$244 NZD$272 NZD$227 NZD$190 NZD$185 NZD$179 NZD$200 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 $67 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,120 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!