Family-friendly vacation rentals in Chestermere

Find and book unique family-friendly homes on Airbnb

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$8,354 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,120 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!

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
The exterior of the log cabin is showcased, featuring a spacious deck with seating and potted plants. Green grass surrounds the structure, and trees are visible in the background, creating a serene outdoor environment with a clear blue sky above.
Cabin in Rocky view County
4.99 out of 5 average rating, 145 reviews

Cozy Log Cabin Getaway with Scenic Mountain

Charming log cabin retreat. Perfect for escaping the hustle and bustle of city life, this cozy Airbnb offers everything you need for a serene getaway The 750 square foot open-plan living area features a comfortable seating area, 3 beds, 1 bath, full kitchen and private laundry The cabin boasts stunning views of the majestic Rocky Mountains from large windows and a spacious outdoor deck After a day of hiking, skiing, or exploring nearby attractions, retreat to the comfort of your private Cabin

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 Southeast Calgary
4.98 out of 5 average rating, 318 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 favorite
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
4.88 out of 5 average rating, 97 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 favorite
Home in Chestermere
4.91 out of 5 average rating, 11 reviews

Pet-Friendly 3BR w/ Sauna | 5 Min Lake | 20 Min DT

Escape to this pet-friendly 3BR wellness retreat in Chestermere with a private infrared sauna—perfect for unwinding after Calgary excursions or Rockies adventures. Just 20 min to downtown Calgary, 5 min to Chestermere Lake beaches & golf, and 90 min to Banff. This modern townhome sleeps 7 comfortably: open living/dining, spacious fully stocked kitchen, patio with gas BBQ. Fast Wi-Fi, in-suite laundry, garage + street parking, and all essentials included. Your cozy, rejuvenating home base!

Guest favorite
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 Northeast Calgary
4.9 out of 5 average rating, 180 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

Top guest favorite
Guest suite in Chestermere
5 out of 5 average rating, 12 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

Guest favorite
Guest suite in Chestermere
5 out of 5 average rating, 6 reviews

Lake Community Hideout

Welcome to your perfect lake community escape! Bring the whole family to this great place with lots of room for fun. Relax and unwind in this cozy and inviting basement nestled in a peaceful neighborhood. Just 5min drive to the lake and short walk to parks, this space offers everything you need for a restful getaway or a fun-filled adventure. Inside, you'll find a bright, fully equipped kitchen, comfortable living space, well-appointed bedrooms, free Wi-Fi, and free parking on property.

Top guest favorite
The rustic tiny cabin features a welcoming red door and a set of steps leading to the entrance. It is surrounded by trees, with large windows allowing natural light to fill the interior. Stacked logs are visible nearby, adding to the outdoor charm.
Tiny home in Bragg Creek
4.94 out of 5 average rating, 141 reviews

Raven’s Nest Cabin-tucked away in the trees

Totally disconnect at the Raven’s Nest a back to basics rustic tiny cabin tucked away in the trees. The cabin is close to the main residence but completely private with a private gated entrance and free parking a short walk to the cabin. The cabin is heated by a small wood stove and an oil heater, has a small kitchen area and a loft with a queen bed. Please note there is no running water and the bathroom is an outhouse a short walk away. There is no cell service or wifi at the cabin.

Guest favorite
A tranquil lake view showcases calm waters reflecting the sky with soft hues. Boats can be seen gliding across the surface, while a shoreline lined with docks and greenery provides a serene backdrop. The expansive scene highlights the peaceful atmosphere of the area.
Guest suite in Chestermere
4.81 out of 5 average rating, 88 reviews

Entire Basement suite

Welcome to our inviting 2-bedroom basement suite, ideally located just a 5-minute stroll from the glistening lakefront. Tucked away in a peaceful and serene neighborhood, this hidden gem offers the perfect blend of comfort and convenience. The suite boasts a well-appointed living area, ensuring a homely atmosphere for your stay. Whether you're here for a weekend getaway or an extended stay, our prime location ensures easy access to water activities, trails, and local eateries.

Guest favorite
A rustic straw bale cabin is subtly illuminated at night, showcasing warm lights from its windows against a backdrop of a starry sky. An outdoor picnic table is positioned nearby, and a wooden fence lines the property, surrounded by open fields.
Earthen home in Calgary
4.93 out of 5 average rating, 510 reviews

Cozy Eco Cabin - Off Grid - Connected to Nature

Beautiful rustic off-grid straw bale cabin surrounded by unspoiled nature and working ranch lands, located between Calgary and Canmore. Running water May-Oct, wood stove and old-fashioned outhouse. Cozy and simple with all the comforts you need. We lived in this little cabin with two toddlers for over a year while we built our house and it has everything you need to be comfortable. It is magical in the winter. Fun fact: A full length feature film was recently filmed here!

Top guest favorite
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
4.94 out of 5 average rating, 159 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.

Superhost
Home in Chestermere
5 out of 5 average rating, 7 reviews

Lux Lake Getaway •3 Kings• Stampede• 8 min>Calgary

Luxe Retreat with Stunning Lake Views Welcome to your luxurious getaway, where lake views and upscale comfort await! This elegant retreat features king beds, lavish furnishings, and top-notch amenities for a regal experience. Explore the lake by kayak or enjoy vibrant local cuisine Whether visiting for the Calgary Stampede or a relaxing escape, our serene oasis offers the perfect mix of tranquility and convenience, just a short drive from the city.

Popular amenities for Chestermere family-friendly rentals

When is the best time to visit Chestermere?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$22,764 GYDG$22,973 GYDG$23,599 GYDG$20,049 GYDG$22,555 GYDG$30,491 GYDG$34,041 GYDG$28,403 GYDG$23,808 GYDG$23,182 GYDG$22,346 GYDG$25,061 GYD
Avg. temp-8°C-7°C-2°C3°C7°C11°C15°C14°C9°C3°C-4°C-9°C