
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.

Modern renovated walkout bsmt with new Hot tub
We recently renovated this bright modern walkout basement suite. You will have full privacy with 2 bedrooms, bathroom, main area with living room, dining room and well equipped kitchen. You also have a private access to the Hot tub, patio, and a large fenced yard. The place is on a quiet cul-de-sac, with space for your car right in front of the house Each bedroom has a workspace Fireplace, TV, books to read, board games to play, PureFiber High Speed Wifi Morning coffee/tea is complimentary

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.

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

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

Charming 4-Bedroom House | AC & Cozy comfort
Welcome to our 4-bedroom house in the Arbour Lake community in northwest Calgary! Enjoy the entire house—no shared basement, just complete privacy! Situated on a corner lot with an attached garage, it’s minutes from everything you need— including stores (Safeway, Co-op, Shoppers, Costco), restaurants, C-Train station, Cineplex, banks, gas stations. It is also only 20 minutes from the airport and downtown, and just 1 hour from Banff. We are committed to providing a clean and comfortable stay.

♥You will love this 2BR Guest Suite in SE Calgary♥
This modern 2-bedroom apartment is a great option for business or pleasure. We are a few minutes drive from the South Health Campus, Real Canadian Superstore, and the World’s biggest YMCA. We provide FREE: ✓ Coffee & Tea ✓ Wifi ✓ Parking ✓ Quality toiletries and soaps ✓ 65" QLED Smart TV: Amazon Prime, Netflix & more ✓ Water & Drinks Other services include: ✓ Self-check-in ✓ Comfortable beds & pillows ✓ Warm duvets ✓ Washer & Dryer ✓ Iron ✓ Toaster ✓ Hairdryer ✓ Microwave oven

☆ 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.

Cgy Tower Views | Mins to Saddledome | Gym
Stylish and comfortable one bedroom condo with beautiful views of the downtown skyline including an unobstructed sight of the Calgary tower. Located in the heart of the Beltline. Walking distance to everything such as restaurants, bars, shops, grocery stores and all popular/trendy avenues.5 minute drive to river, Stampede grounds and the Saddledome. 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.

Entire Basement Suite | No cleaning fees
Entire "studio" basement available in the beautiful community of Bridlewood. Walking distance to Tim hortons, groceries and bus stops. 6 mins drive to closest C-Train Station. Includes a private 3 piece bath and a kitchenette with all basic appliances. Extra heating available. The entrance is right after the main door. We will make sure your privacy is respected. Drinking and smoking is strictly not allowed. *Please note the place is a studio and does not have separate rooms.*

Sweet Sunny Space ☀️
This unique home is a bright, clean, cozy ..sleeps 4 max. Located in the Trendy inner city neighbourhood of Killarney. Close to all amenities, parks, pools, shopping, transit. It is walking distance to MRUniversity and easy access to mountains. *******I list as entire space but have a unique position. I am flight crew and do sometimes stay in the home. Inquire if I will be staying there at all or anytime during your stay. . Please ask, thank you!******
Popular amenities for Chestermere family-friendly rentals
Family-friendly home rentals with a hot tub

Our Corner Haven (BL232909) - Full Basement Suite

Near DT, Quiet, Private Yard w/ Hot Tub, Firepit

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

Unique Casa Vibes! Hot tub | Gym | Arcade Games

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

SE Calgary Home with HOT TUB

Rooftop Patio w/ Skyline Views & Hot Tub JungleBnB

Character Home | Hot Tub+ Firepit | A/C | Parkin
Family- and pet-friendly home rentals

~Xtra Large Private Fenced Yard|BBQ|AC|2 Family Rooms

Centrally Located Family Friendly Whole House

Downtown/Stampede/BOM center/MNP/one free parking

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

cute 1 bed 1 bath in down

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
When is the best time to visit Chestermere?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £78 | £78 | £69 | £72 | £80 | £109 | £121 | £101 | £85 | £81 | £72 | £78 |
| 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 £30 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 beach access Chestermere
- Pet-friendly rentals Chestermere
- Rentals with a firepit Chestermere
- Rentals with a washing machine and dryer Chestermere
- Rentals with lake access Chestermere
- Fitness-friendly rentals Chestermere
- Rentals with outdoor seating Chestermere
- Rentals with a fireplace Chestermere
- Rentals with a patio 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
- WinSport
- Nose Hill Park
- Peace Bridge
- University of Calgary
- BMO Centre
- Grey Eagle Resort & Casino
- Confederation Park
- Big Hill Springs Provincial Park
- Riley Park
- Scotiabank Saddledome
- Edworthy Park
- Southern Alberta Institute of Technology
- Chinook Centre
- Bragg Creek Provincial Park
- Saskatoon Farm




