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Chestermere Holiday Rentals

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Holiday Rentals in Chestermere

Apartment in Chestermere

10.0 out of 10, Exceptional, (1)
"The best place I've ever stayed. "
Canada
Ahmad
The price is AU$79
includes taxes & fees
11 Dec - 12 Dec
Cozy Private Room in a Family Home with Private Washroom.

Holiday Home in Chestermere

10.0 out of 10, Exceptional, (1)
The price is AU$298
includes taxes & fees
1 Jan - 2 Jan 2026
Two bedroom basement (entire place)

Cottage in Chestermere

9.6 out of 10, Exceptional, (81)
"Great location"
Canada
Alexander B.
The price is AU$512
includes taxes & fees
14 Dec - 15 Dec
NK PARADISE - Lakefront, Hot Tub, Covered Dock!

Apartment in Chestermere

8.8 out of 10, Excellent, (3)
"A nice place to stay, nearby the Lake, providing all we needed"
Canada
Carine M.
The price is AU$224
includes taxes & fees
9 Dec - 10 Dec
Cozy 2-Bedroom Suite: 5 Minutes Walk To Chestermere Lake

Holiday Home in Chestermere

8.0 out of 10, Very good, (1)
"Elvis is very good helpful host. Rather disappointed with TV not working due to missing signal box. Despite several promises to provide one it never arrived considering hire was for 25 days and loss of total source of vital entertainment . This should have been made clear to us before arriving. Not acceptable as important part of facility was not provided but full price was charged. This in our view is inadequate facility provided, warranting partial refund of at least 20% considering staying in...
United Kingdom
Riaz M.
The price is AU$309
includes taxes & fees
9 Dec - 10 Dec
Logement Exceptionnel

Apartment in Chestermere

8.0 out of 10, Very good, (3)
"Hosts were kind and responsive and attentive to my needs. The shared accommodation was great and the other guest was respectful. We enjoyed our stay."
Canada
Amandeep S.
The price is AU$96
includes taxes & fees
21 Dec - 22 Dec
Spacious Room Near Chestermere Lake

Holiday Home in Chestermere

10.0 out of 10, Exceptional, (5)
"It was an excellent property"
United States
Eric T.
The price is AU$878
includes taxes & fees
9 Dec - 10 Dec
Executive Space for Everyone (King beds). Come Stay Refreshed, Renewed & Reset.

Holiday Home in Chestermere

9.8 out of 10, Exceptional, (8)
"A beautifully maintained property that’s perfect for relaxing and recharging with family. Ideal for large family gatherings with plenty of space and comfort. The host was exceptionally responsive and accommodating throughout our stay. Highly recommended!"
United States
Khurram
The price is AU$860
includes taxes & fees
4 Jan - 5 Jan 2026
Royal Retreat King beds in Chestermere, 20min to Calgary International Airport

Holiday Home in Chestermere

The price is AU$267
includes taxes & fees
14 Dec - 15 Dec
Private Suite » Near Canal » AC » King Bed /w TV

Holiday Home in Chestermere

The price is AU$453
includes taxes & fees
9 Dec - 10 Dec
4 Bed room 3 Bathrooms home to stay in Chestermere, Alberta, Canada

Holiday Home in Chestermere

The price is AU$546
includes taxes & fees
12 Dec - 13 Dec
Lake Getaway-4Bed/4Bath Home-Chestermere

Holiday Home in Chestermere

10.0 out of 10, Exceptional, (3)
"The host was prompt in answering all my questions. The home is gorgeous with all the amenities you could need. My family of 9 people stayed for two nights in June. We thoroughly enjoyed the stay."
United States
James L.
The price is AU$1,632
includes taxes & fees
10 Dec - 11 Dec
LARGE FAMILY HOME , SPACIOUS & MODERN BY THE LAKESIDE.

Holiday Home in Chestermere

10.0 out of 10, Exceptional, (2)
"The property was beautiful and had all the amenities a group of 5 needed. "
United States
Johnnie T.
The price is AU$878
includes taxes & fees
9 Dec - 10 Dec
Excellent Home for your Family Reunion, Occasion Guest, Retreats & Conferences.

Apartment in Southeast Calgary

4.0 star property
8.4 out of 10, Very good, (150)
"Great stay! Clean, cozy, perfect location."
Canada
Colin
The price is AU$159
includes taxes & fees
9 Dec - 10 Dec
New Apartments in Cranston by GLOBALSTAY

Apartment in Crescent Heights

4.0 star property
10.0 out of 10, Exceptional, (3)
"Great stay! Clean, cozy, perfect location."
Canada
Colin
The price is AU$213
includes taxes & fees
21 Dec - 22 Dec
GLOBALSTAY Condo Near the Bow River

Condo in Downtown Calgary

3.5 star property
8.6 out of 10, Excellent, (151)
"Really nice stay"
Canada
Kevin
GLOBALSTAY. Downtown Calgary Apartments

Holiday Home in Calgary

10.0 out of 10, Exceptional, (1)
"What you see on the pic is what you get, very clean and beautiful suite."
Canada
Mario
The price is AU$170
includes taxes & fees
15 Dec - 16 Dec
Cozy Basement Hideaway in Cornerstone – 10 Minutes from Calgary Airport

Holiday Home in Southeast Calgary

10.0 out of 10, Exceptional, (14)
"Nice and Clean Place, Amazing stay."
Canada
Arunpal s.
The price is AU$157
includes taxes & fees
16 Dec - 17 Dec
Affordable Luxury – 2-Bedroom Suite in Wolf Willow, Calgary!

Apartment in Calgary

9.0 out of 10, Wonderful, (8)
"The place was very clean, comfortable, and exactly as shown in the pictures. We really enjoyed our time here — the location, amenities, and overall vibe were perfect. We’ve even saved this property for future trips because we would love to stay again."
Canada
Mohit
The price is AU$171
includes taxes & fees
9 Dec - 10 Dec
2-bedroom apartment in cool Calgary with WiFi

Holiday Home in Livingston

10.0 out of 10, Exceptional, (2)
"Beautiful newer suite. Very comfortable. Would definitely stay again"
Canada
John
The price is AU$202
includes taxes & fees
9 Dec - 10 Dec
Cozy guest suite, walking trails
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chestermere Hotel Reviews

Find out more about Chestermere

Everything you need to know about Chestermere holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chestermere holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chestermere holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chestermere holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chestermere. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chestermere holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chestermere holiday rentals we have selected for you start as low as AU$100 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chestermere rentals

At Expedia, we put the best Chestermere holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chestermere rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chestermere holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chestermere. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Chestermere?

Yes, there are holiday rentals close to the most popular sights in Chestermere, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Chestermere. Make sure you have time to check out the lake views while you're in the area.

What are some of the best holiday rentals that Chestermere has to offer?

Luxury Modern Home - Livingstone: This holiday home rental outside of Chestermere comes with free WiFi so that you can feel at home during your trip. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals will I find in Chestermere?

Choose from 31 Expedia holiday rentals in Chestermere for a memorable holiday.

What can I see and do in Chestermere?

While exploring the area, visit family-friendly sights like Max Bell Centre, or get outside and enjoy nature at Bow River. Sunridge Mall and Casino Calgary are a couple of places you'll find in the wider area.

What are holiday rentals like in Chestermere?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chestermere. Holiday rentals offer extras such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a family getaway.