
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.

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.

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.

DT Views |King Bed |Mins to Saddledome |UG Parking
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 that the front doors of the building lock at 10 pm. If you book, you'll have to pick up the key/fob in a different location. *** POOL is closed for the winter.

~PrivateFencedYard | 2FamilyRms | SunshineYellow
*Private fenced yard* *4 Bedrooms and 2 and half bedrooms* *2 separate family rooms* *Family-friendly space* *Super close to kids Play park* *Calgary's most exclusive and high-end neighbourhood: Mahogany!* 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!

☆ 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.

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.

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.

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

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!

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

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.

Greenview, a Home Away from Home.
This cute apartment is all for you . There is a kitchen, bathroom , bedroom , office and cosy living room with a big screen TV. All designed for you to relax while away from home. Includes wifi. There is a small deck for you to sit outside in the sunshine when the weather is nice. There is a shared utility room with a washer and dryer. It’s easy to order in food or groceries . Restaurants and supermarket close by. There is lots of free street parking.
Popular amenities for Chestermere family-friendly rentals
Family-friendly home rentals with a hot tub

Our Corner Haven (BL232909) - Full Basement Suite

Wolfden- Hot tub, A/C, 2 King/1 double bed

Modern renovated walkout bsmt with new Hot tub

Unique Casa Vibes! Hot tub | Gym | Arcade Games

READ MY REVIEWS ⭐️⭐️⭐️⭐️⭐️!! Modern Downtown View Condo

Rooftop Patio w/ Skyline Views & Hot Tub JungleBnB

Character Home | Hot Tub+ Firepit | A/C | Parkin

Luxury SE Calgary Home with HOT TUB
Family- and pet-friendly home rentals

Private, Direct Entry - Mins from 17th Av

Centrally Located Family Friendly Whole House

Modern & Spacious 1B - Close to UofC & Hospitals

Bungalow Near Downtown, Shopping & Restaurants

The Cove Your Home

Braided Creek Luxury Glamping

Robin's Nest - 2 bedroom home in South Calgary

Riverside Stampede retreat! Rustic cabin downtown
Family-friendly home rentals with a pool

Modern Rustic Charm w/ Tower Views, Pool & Gym

Executive Sky LUX - 2 BD 2BA, Views, Pool, Patio &

Corner Luxury High-Rise Condo | Sleeps 7

Skyline Views -POOL, Patio, Prkg & Gym - 2BR 2BA

Calgary Tower View - Sub Penthouse on 30th floor

Urban Retreat Condo with Skyline & Rockies Views

Modern Condo, Skyline views, & Parking in Downtown

Panoramic, Beltline, Cozy 1 Bed/1Den, UG Parking
When is the best time to visit Chestermere?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | -8°C | -7°C | -2°C | 3°C | 7°C | 11°C | 15°C | 14°C | 9°C | 3°C | -4°C | -9°C |
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!
Destinations to explore
- Rentals with outdoor seating Chestermere
- Rentals with beach access Chestermere
- Rentals with a patio Chestermere
- Rentals with lake access Chestermere
- Pet-friendly rentals Chestermere
- Rentals with a fireplace Chestermere
- Rentals with a washing machine and dryer Chestermere
- Fitness-friendly rentals Chestermere
- Rentals with a firepit Chestermere
- Family-friendly rentals Rocky View County
- Family-friendly rentals Alberta
- Family-friendly rentals Canada
- Calgary Stampede
- Central Memorial Park
- Calgary Zoo
- Bowness Park
- Calaway Park
- Prince's Island Park
- Heritage Park
- Calgary Tower
- Fish Creek Provincial Park
- Nose Hill Park
- WinSport
- Peace Bridge
- University of Calgary
- Scotiabank Saddledome
- Confederation Park
- Chinook Centre
- Grey Eagle Resort & Casino
- Southern Alberta Institute of Technology
- Elbow Falls
- Yamnuska Wolfdog Sanctuary
- Bragg Creek Provincial Park
- The Military Museums
- Edworthy Park
- Big Hill Springs Provincial Park




