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 ﺩ.ﺇ 184 per night before taxes and fees

  • Verified guest reviews

    Over 2,240 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

    80 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.

1 of 1 pages1 / 1
Guest favorite
Guesthouse in Chestermere
4.86 out of 5 average rating, 28 reviews

Lakeside Family Guest Suite

Relax with the whole family at our Secondary suit, a bright and spacious basement just steps from the lake. This peaceful suite features 3 cozy bedrooms, each with a King-sized bed—including Sofa becomes into a queen bed bed a plus extra mattress- 2 full bathrooms, a comfortable living area, and a fully equipped kitchen ready for home-cooked meals. Enjoy an abundance of natural sunlight throughout. Perfect for families looking to unwind and enjoy lake life in comfort. (We can make it sleep 8-10)

Guest favorite
A spacious living area features a large blank screen mounted on a stone wall, with speakers positioned on either side. A glass coffee table sits in front of a white sectional sofa. Light from an adjacent room spills into the carpeted space, creating an inviting atmosphere.
Home in Chestermere
4.95 out of 5 average rating, 20 reviews

Lakeside Room

Forget your worries in this spacious and serene space. With lake access, the options for outdoor adventure are limitless, whether you would prefer to boat, paddle, or surf. After long days in the sun, stretch out on the vacation Rental’s near the lake. Visiting in winter? Head up to anniversary park for ice skating, even go for snowmobiling and OHV’s. come home to a warm, inviting, well appointed space. Note: heating/AC control available in the building separately Note: kitchenette present

Guest favorite
Guest suite in Chestermere
5 out of 5 average rating, 15 reviews

2 Bdrm suite in the serene Chestermere community

Enjoy a cozy private basement suite in a peaceful Chestermere neighbourhood, ideal for families. The suite features two comfortable bedrooms, a sofa bed in the living room, a private bathroom, an inviting living area, and a kitchenette for light cooking. A private entrance ensures full privacy. Conveniently located near Chestermere Lake, major highways, grocery stores, and restaurants, with downtown Calgary just 15–20 minutes away. Free street parking incl. Perfect for short or extended stays.

Guest favorite
Home in Chestermere
4.94 out of 5 average rating, 16 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 modern kitchen space is featured, equipped with stainless steel appliances, including a microwave and stove. Countertops are covered in a stylish granite, and a coffee maker is visible. Light-colored cabinets complement wood-like flooring, while subtle lighting creates a bright and functional atmosphere.
Apartment in Southeast Calgary
4.97 out of 5 average rating, 125 reviews

Elegant Cozy Private Apartment

Beautiful one bedroom private basement apartment with separate entrance, spacious and centrally located. 5mins walk to shopping malls and parks and 1minute walk to bus stop. Private apartment with all modern amenities; Sit/stand workspace, modern kitchen appliances Spacious living room, Dining section and kitchen, standard refrigerator with water/ice dispenser, private laundry room. Unlimited high speed wifi, Telus, Netflix, Amazon/Disney+ on new Smart TV. Welcome water/Coffee/tea and cream.

Guest favorite
Guest suite in Chestermere
5 out of 5 average rating, 19 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
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
4.8 out of 5 average rating, 94 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.

Superhost
Home in Chestermere
5 out of 5 average rating, 4 reviews

Private Lower Suite in Chestermere w Workspace

Welcome to this private and comfortable basement suite located in Chestermere. This spacious 2 bed, 1-bath suite also includes a sofa bed, making it a practical setup for families, small groups, or work travelers. The suite features a simple kitchenette with a fridge, stovetop and microwave, ideal for light meals and short stays, while nearby restaurants and grocery stores offer plenty of dining options just a short drive away. Guests will also enjoy a dedicated office-space

Guest favorite
The exterior of a charming blue two-story home is visible, featuring a small walkway leading to the entrance. A wooden chair is placed beside the door, and vibrant flower pots add color to the front yard. Lush green grass surrounds the area, creating a welcoming ambiance.
Home in Southeast Calgary
4.86 out of 5 average rating, 104 reviews

Inner City Convenience

This special place is close to everything, making it easy to plan your visit. With a bus stop right outside the door and the train a mere 5 minute walk away, you may never need to drive your car during your visit to Calgary. This unique inner city home has 16 foot ceilings in the dining and kitchen areas, 2 bedrooms and an office. Your friendly hosts live right next door and will be happy to share their knowledge of the city and community that they love with you.

Guest favorite
A comfortable living area features plush leather seating arranged around a glass coffee table. A large television is positioned against the wall, complemented by dark shelving units. Soft lighting offers a relaxed ambiance, with light grey carpeting adding a cozy touch.
Guest suite in Chestermere
4.82 out of 5 average rating, 33 reviews

Entire Guest Suite, Chestermere

Experience comfort in this modern 2-bedroom guest suite featuring a private entrance, full bathroom, and upscale bar area. Fully upgraded with stylish finishes and free street parking. Located in a quiet neighborhood just minutes from Chestermere Lake, parks, restaurants, shops, and walking trails. Only 5 minutes from Calgary city limits and 20 minutes to downtown. Perfect for families, couples, or business travelers seeking a peaceful, convenient retreat.

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 Southeast Calgary
4.9 out of 5 average rating, 125 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

Guest favorite
Guest suite in Chestermere
4.95 out of 5 average rating, 19 reviews

Private & Comfortable Basement Suite for 2

Cozy private basement suite in a quiet Chestermere neighborhood, perfect for solo travelers or couples. Enjoy a comfortable bedroom, private bathroom, cozy living area, and kitchenette for light cooking. Private entrance for full privacy. Minutes from Chestermere Lake, major highway and only 15-20 minutes to Calgary Downtown. Walking distance to no frills and many restaurants. Free street parking. Ideal for short or longer stays.

Popular amenities for Chestermere family-friendly rentals

When is the best time to visit Chestermere?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 400ﺩ.ﺇ 404ﺩ.ﺇ 415ﺩ.ﺇ 411ﺩ.ﺇ 492ﺩ.ﺇ 437ﺩ.ﺇ 599ﺩ.ﺇ 499ﺩ.ﺇ 419ﺩ.ﺇ 408ﺩ.ﺇ 393ﺩ.ﺇ 441
Avg. temp-8°C-7°C-2°C3°C7°C11°C15°C14°C9°C3°C-4°C-9°C