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, open space is seen featuring modern wooden cabinetry and a cozy dining area with a multi-stool table. Dark brick accents contrast against light walls, while a glimpse of a comfortable bedroom is visible through the doorway. Natural light filters in through large windows.
Guest suite in Ramsay
4.96 out of 5 average rating, 195 reviews

Craftsman's Loft: Heritage charm with AC, 5 min DT

Welcome to the Craftsman's Loft! Relax and unwind in our sunny and cozy historic loft built in 1911! It has been lovingly modernized while maintaining its old-world charm. Be a part of the vibrant community of Ramsay and Inglewood, Calgary's oldest neighborhoods. Steps away from some of Calgary's finest restaurants, a thriving art and cultural scene, breweries and city life. Enjoy the convenience of a central location yet the comforts of a residential street lined with beautiful character homes.

Top guest favorite
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, 171 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 favorite
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 favorite
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

Top guest favorite
A tall, modern condo building features a sleek glass facade and multiple balconies. The structure showcases a contemporary architectural design with alternating patterns of blue and white panels. Surrounding trees add greenery to the urban environment.
Condo in Beltline
4.98 out of 5 average rating, 143 reviews

Sunset & Mountain View Down Town Design District

Centrally located downtown condo with amazing sunset and mountain views. The condo has been set up for business travellers and couples with a large desk that accommodates two people and computers. The coffee table also extends up allowing proper ergonomics if wanting a change of scenery to work comfortably from the couch. I will price match any other unit with a similar layout in the building. Contact me for shorter trip request. Unit can accommodate a third person with a cot style bed.

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, 216 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 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, 282 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.

Superhost
A bright bedroom features a spacious bed dressed in white linens, complemented by decorative pillows in shades of blue. A modern nightstand sits beside the bed, topped with a soft-lit lamp. The room's walls are lightly adorned, enhancing the sense of tranquility.
Guest suite in Evanston
4.79 out of 5 average rating, 181 reviews

Guest suite - 15min to airport

Our guest suite is located in Evanston, a peaceful community in NorthWest outskirt of Calgary. It is about 15 min drive from the airport. The house is on the way from the YYC airport to Banff and Canmore which are 80 min and 60 min drive. The suite includes 1 bedroom, living room, kitchen, 1 full bathroom and laundry. We are happy to have conversations. Feel free to reach out for any assistance. I would like you to feel welcome in my home and Calgary.

Top guest favorite
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 favorite
Condo in Inglewood
4.93 out of 5 average rating, 151 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

Top guest favorite
A modern kitchen features sleek white cabinetry and stainless-steel appliances. An expansive island with a contrasting dark base is complemented by simple bar stools. A glass light fixture hangs above, illuminating the work surfaces and the earthy tones of the wood flooring.
Condo in Inglewood
4.95 out of 5 average rating, 147 reviews

Condo in heart of Inglewood walk to DT or Stampede

This condo with a backyard is located one block from Calgary’s Riverwalk. Take a 10 minute walk to East Village to explore Calgary’s downtown or walk 15 minutes to the Stampede grounds and The Saddledome. Through the back alley, find yourself on Inglewood’s famous 9th Ave surrounded by the some of the best restaurants and breweries the city has to offer. We welcome you to use our backyard space, BBQ and propane fire pit.

Popular amenities for Chestermere family-friendly rentals

When is the best time to visit Chestermere?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$21,759 GYDG$21,759 GYDG$19,248 GYDG$20,085 GYDG$22,596 GYDG$30,546 GYDG$34,103 GYDG$28,454 GYDG$23,851 GYDG$23,224 GYDG$22,387 GYDG$25,107 GYD
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Quick stats about vacation rentals that are family-friendly in Chestermere

  • Total vacation rentals

    Explore 80 vacation rentals in Chestermere

  • Nightly prices starting at

    Chestermere vacation rentals start at G$8,369 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,000 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    70 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!