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 modern living area features a white sofa adorned with decorative pillows, positioned near large floor-to-ceiling windows that showcase city views. A round wall clock and a small plant add subtle decorative touches, while soft lighting creates a calm ambiance.
Apartment in Beltline
4.88 out of 5 average rating, 155 reviews

Best Location and Best View in all of Calgary

This 1 bed condo with stunning views is located in the heart of the city. You can walk to everything you desire within 15min or even shorter city scooter ride. The Ctrain is also a 5 min walk that opens up the rest of Greater Calgary and the 300 bus that goes straight to and from the Calgary airport YYC. Walking distance to restaurants, bars, casinos, grocery stores and parks. 2 hour drive to Lake Louise, 1.5 hour to Banff. Movies, shows, and over 5000 Nintendo and snes games to keep you happy.

Top guest favourite
A cozy seating area is framed by large windows dressed in sheer white curtains. A warm fireplace adds an inviting touch to the space, accompanied by a round wooden table and a modern wire base coffee table. Comfortable brown leather furniture creates a relaxed atmosphere.
Guest house in Cranston
4.98 out of 5 average rating, 156 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

Guest favourite
A spacious layout is captured, featuring a comfortable bedroom with a king-sized bed and soft lighting. The living area showcases two couches and a coffee table, complemented by a television and modern kitchen island. Light curtains allow soft natural light to fill the spaces.
Guest suite in Cornerstone
4.97 out of 5 average rating, 198 reviews

Near Airport/HWY/Freshco Homey BSMT Suite

A VERY quiet, ONE-BED Basement (Legal Insured, having Short-Term City Licence). The suite has a Private Side Entrance, self check-in option, has most of amenities to make your stay memorable. Ideally located near Airport/Highway for a quick stop/long stay. Legal suites are inspected by the City to make sure it meets Alberta safety/fire codes. Quiet HOURS 10 p.m. to 7:00 a.m. Please note, cooktop is suitable for light cooking, NO heavy cooking please. NOT SUITABLE FOR INFANTS/CHILDREN.

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, 138 reviews

☆ Private 1BR Suite ♥ Full Kitchen Laundry FP Wifi

Enjoy private separate entry to this clean and well-appointed lower level one bedroom suite. Equipped kitchen, in-suite laundry, private parking and outdoor space. Ideal for longer stays, perfect for one or a couple. → Fully equipped kitchen with dishwasher, stove, microwave, etc. → Cozy bedroom with Serta queen mattress → Gas fireplace, open concept living, TV → Work space + wi-fi → Spacious 4pc bathroom → Laundry → Off-street parking Legal secondary suite has dedicated heat/ventilation.

Guest favourite
Guest suite in Elboya
4.84 out of 5 average rating, 491 reviews

Cozy WindsorPark 1BR suite with separate entry

This is a long-term rental unit with minimum 6 months of stay. We will refund your Airbnb service fee after you checkout. If you need additional months, please send us an inquiry. Our one-bed room suite has separate entrance and a private bathroom. The suite is about 550 sq. feet and located in the inner city of Calgary. Super convenient location for almost everything you need, only 300 meters to grocery stores, restaurants, coffee shops and bus stops, nearby Chinook Mall, Calgary Stampede.

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.
Guest house in Southwest Calgary
4.98 out of 5 average rating, 213 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 spacious living area is highlighted by a modern sectional couch adorned with colorful throw pillows and a soft throw blanket. A wooden coffee table sits in front, with a lamp beside it. Large windows allow natural light to fill the room, surrounded by plants and a textile wall hanging.
Home in Bridgeland - Riverside
4.89 out of 5 average rating, 157 reviews

Funky 1 BR Century Home-Near DT, C-train

Funky, spacious boutique 1 bedroom home 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 elegant home features a 1 bedroom with comfy queen bed, bright, comfortable living spaces, fully equipped kitchen and clean bathroom!! Access to ✔free Wi-Fi ✔coffee ✔free parking ✔netflix ✔Laundry

Guest favourite
A bright living area features a spacious, light-colored sofa accompanied by two modern coffee tables. Floor-to-ceiling windows invite abundant natural light and frame views of the sprawling cityscape. A vibrant yellow chair adds a pop of color, while a 55" Smart TV is positioned on a sleek stand.
Flat in Beltline
4.95 out of 5 average rating, 139 reviews

King Bed|AC |UG Park |DT Views |Mins to Saddledome

Welcome to our stunning downtown Calgary corner unit condo! This modern retreat offers you the perfect combination of convenience, luxury, and breathtaking views. As you step inside, you'll immediately be captivated by the floor-to-ceiling windows that showcase the stunning city skyline and majestic mountain vistas. Please be aware the front doors of the building lock at 10pm. If you book, you'll have to pick up the key/fob in a different location. *** POOL is closed for the winter.

Guest favourite
A welcoming living room features comfortable seating on a plush rug, with a large television mounted on the wall. A small table displays decorative items, and soft lighting is provided by a floor lamp. A painting of a flower adds a touch of elegance to the space.
Guest suite in Saddle Ridge
4.93 out of 5 average rating, 109 reviews

Charming Guest suite in Northeast Calgary

Our charming legal basement suite, 15 min drive to Calgary international airport offers comfort and tranquility that offers a home away from home experience - tasteful furnishings with WI-FI, washer and dryer, king and queen size beds, baby crib (Available on request) and a well-equipped kitchen. it's also; -6 min to Ctrain station -18 min to Cross Iron Outlet Mall. • 1 hr 30mins to Canmore(Banff)/Drumheller Come and relax in this cozy and peaceful community, book your stay today!

Guest favourite
A modern kitchen features a large island with yellow stools, stainless steel appliances, and white cabinetry. Natural light enters through the large window, illuminating the sleek countertops and backsplash. Open shelving displays decorative items, enhancing the uncluttered design.
Home in Mahogany
4.89 out of 5 average rating, 112 reviews

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!

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
4.97 out of 5 average rating, 198 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.

Superhost
The entrance to the building is framed by two large, abstract sculptures resembling horses. A modern facade with a combination of smooth and textured surfaces is visible behind the sculptures. The pathway is lined with patterned paving stones, leading to the glass doors of the entrance.
Apartment in Downtown Calgary
4.76 out of 5 average rating, 236 reviews

Urban Retreat Condo with Skyline & Rockies Views

Cozy condo with stunning views of the mountains to the west and city all around below. On the 28th floor with brand new furnishings. A gym and an outdoor pool are available. Downtown with lots of character and stylish restaurants nearby for all types of palettes. Located in Beltline district, a seven minute walk to the free downtown C-Train will have you exploring the whole city with ease. Study, work or play, you will feel at home here.

Popular amenities for Chestermere family-friendly rentals

When is the best time to visit Chestermere?

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Avg. price$134 SGD$134 SGD$118 SGD$124 SGD$139 SGD$188 SGD$210 SGD$175 SGD$147 SGD$140 SGD$124 SGD$135 SGD
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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 $51 SGD 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!