
Family-friendly vacation rentals in Chestermere
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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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Popular amenities for Chestermere family-friendly rentals
Family-friendly home rentals with a hot tub

Calgary Character Home - Hot Tub | A/C | Parking
Selase is a great host and communicator. We've visited this spot now 3 times. The neighbourhood is a gem and we love the charm of the historic home.

Corporate Sub-Penthouse-King /Queen beds - Dwntwn.
Monika’s apartment is extremely beautiful, it’s light, bright and extremely clean! Huge windows in most rooms overlooking the Calgary sky line. Great location near 17th ave, walkable to all restaurants; bars and The Core shopping centre. Monika was extremely friendly and responsive, as well as caring. 10/10 stay

Modern Luxury⚡️in the Heart of Calgary, Close to DT
To begin, fabulous location and comfortable beds. The kitchen was also well stocked and has any cup, dish or cookware item that you would ever need. The backyard was also amazing, the biggest bummer was that we must have come to Calgary during peak bee time because they were everywhere which slightly limited our outside time. Also, make sure to note that this place is pet friendly. I must have overlooked this and am allergic to dogs and cats so that was a bit of a bummer (nothing buying allergy pills couldn’t take care of though). Overall, loved this place and how well James, Mandy and Caleb communicated. Thank you!!!

ArtsyCentral 4King BR Home w/AC Hot Tub, Fenced yd
We've stayed here twice now and each time has been great. This last visit for my birthday party and it was the perfect spot for the 6 of us. It's close to some restaurants and the downtown area which made getting around for birthday events super easy. The house is gorgeous. It's spacious and clean. Peter is very responsive and very kind. He was actually the one to start the conversations first and checked in on us to make sure everything was to our liking. I really really appreciate his proactive approach to accomodating us as guest. I would absolutely stay here again.
Family- and pet-friendly home rentals

Fully Renovated, King Bed, walk to Train and Shops
Amazing place with great hosts! If you're in Calgary, must stay here! 🤍

Central, large, historic downtown apartment
Dealing with Kaeleigh was awesome. She was very prompt with replies and super friendly. Her place is in the best spot in Calgary. Great neighborhood. It was very clean and comfortable. Highly recommended!!!!

2 Bdrm Walk Out Suite - Riverbend S. - Quarry Park
Very comfortable suite close to the Bow River trails. Kitchen had everything we needed.

2Bed Vibrant, high vibes and relaxing condo
The flat is really nice and quite big, within walking distance from the city centre and various food options.

Modern FamilyFriendly Home 5mins to Spruce Meadows
We really enjoyed our stay at Amy's house. We had some trouble getting into the house through the coded door lock but Amy was extremely communicative and did her best to help us troubleshoot including having new batteries delivered for the unit within an hour or two. It was all resolved without issue. She was flexible with our check-in which was appreciated. Our 3 year old had only slept in a crib prior to this trip and I made an above-and-beyond request to Amy to remove the box spring from one of the beds so it would be closer to the floor in case he rolled out (which he did, many times). This was really kind of her and was one less thing for us to worry about. Overall, the street is quiet and the house has plenty of room for a family of 4. The kitchen has got all of the basics but is lacking a few things if you're looking to host some folks for dinner as we were but for cooking standard meals it's perfect. Definitely recommend without hesitation!

Stampede Availability, King Bed, 4BR, AC, WIFI!
This house was perfect for my sisters and me. It was clean, comfortable and the location was ideal for getting anywhere in the city. Natasha was a wonderful host. She responded quickly with answers to questions and provided extra hair dryers for us. We enjoyed our stay and would definitely stay there again.

Pet friendly 2bedroom suite near major routes
The house was perfect for our couple day stay. Plenty of room and was in a great location. Anthony is a great host, very responsive, and makes sure we had everything we needed. I would recommend this place to anyone.

Charming Family Retreat: Relax with family-friends
Happy is an incredible host, super responsive to any and all questions. the house is very cute, good neighborhood and very clean and comfortable. We honestly couldn't have asked for anything more. if we need to come back to Calgary we definitely stay again. Thx Happy
Family-friendly home rentals with Wifi

2 Bdrm walkout suite private entry (Max 4 Adults)
Was exactly what we needed. Short but good stay.

Private cozy suite in NW
Lovely to stay at Ron & Amy’s. Place is well set up for a 3 day stay for 2 people. Granted we didn’t spend much time at the location. We only made breakfast & prepared snacks but there was everything you needed to do general cooking. Easy driving access to Stoney Trail. Restaurants & grocery stores close by. Both the bed & couch pull-out bed were decent. Place was clean & tidy. It had everything we needed & we only occasionally heard the family above of us (we both have lived in basements before, & without that much soundproofing, so we didn’t need any of the ear plugs from the jar). I liked the flexibility to check-in with the lockbox & space for 2 vehicles. As someone that uses a cane, this space worked well for my needs the only steps through the door & into the shower (and both were minimal height).

Modern Suite, 3BR, Netflix, Inner-city, 7min to DT
I had a great stay at Jason’s . I ran into a few minor issues but brought them to his attention and he was very respectful and helpful. I love Westbrook it felt like home as I used to live there years ago . The building was quiet which was so nice ! ! The bedrooms were a fair size ( I didn’t use the room with bunk beds ) the balcony is big ! Nice place to sit and have a coffee . Jason was a very nice host and I will definitely be back again Thank you

Cozy and tastefully decorated suite
This was a great option while I was in town on a course for work. Dalia was very welcoming and they even left me a plate of fresh baked cookies. So sweet of them! Thank you for the hospitality!

Two bedroom unit for 5 guests in Edgemont, NW
Clean, comfortable and quiet! Wei and Jilin were very good to respond to our questions. A very nice place to stay!!!

Cozy executive walkout basement
This was a great place to stay. Clean, cozy, comfortable beds, and just like it is pictured in the ad. Excellent location with Bow River walking trails right out the back door. Great communication with very friendly hosts. We would definitely stay here again!

Bright Corner Place
Awesome place to stay! Hosts are friendly and responsive. I'd definitely stay here again

Homelike Comfort Suites C
Visit family for a week. Nice central area where you're close to everything you need. It is a older 4 plex and suite was in the basement. During the day you hear upstairs sometime but nothing that a disturbmence. The place is nice and clean. Pull out couch of you needed more sleeping space. Can be a bit chilly. but there's plenty of blankets for warmth. Definitely would rent here again when I come visit again.
Quick stats about vacation rentals that are family-friendly in Chestermere
Total rentals
50 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
1.4K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
50 properties include access to wifi
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- Calgary Stampede
- Calgary Zoo
- Bowness Park
- Calgary Tower
- Prince's Island Park
- Calaway Park
- Mickelson National Golf Club
- Heritage Park Historical Village
- Canyon Meadows Golf and Country Club
- Heritage Pointe Golf Club & Indoor Golf Lounge
- Fish Creek Provincial Park
- Shane Homes YMCA at Rocky Ridge
- Country Hills Golf Club
- Calgary Golf & Country Club
- Nose Hill Park
- Field Stone Fruit Wines
- D'Arcy Ranch Golf Club
- Confederation Park Golf Course
- The Glencoe Golf & Country Club
- Village Square Leisure Centre
- City & Country Winery
- The Links of GlenEagles
- Peace Bridge