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Holiday Rentals in Chestermere

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Our top choices for Chestermere holiday rentals

New Apartments in Cranston by GLOBALSTAY

New Apartments in Cranston by GLOBALSTAY
4.0 star property
Southeast Calgary
8.6 out of 10, Excellent, (163)
"Excellent stay — clean, cozy, and super convenient."
Canada
Steven
The price is €184
includes taxes & fees
6 Jan - 7 Jan 2026
New Apartments in Cranston by GLOBALSTAY

Navii Estates - Vacations Elevated, Homes Perfected

Navii Estates - Vacations Elevated, Homes Perfected
4.0 star property
Southwest Calgary
10.0 out of 10, Exceptional, (13)
"This property was great. We stayed here for our daughter's wedding and it was like having a home away from home. There was a Sobeys close by to get a few groceries for the few meals we had there. It was nice having the extra bedroom for my brother who came from the States."
Canada
Patricia
Navii Estates - Vacations Elevated, Homes Perfected

Two bedroom basement suit, street parking.

Two bedroom basement suit, street parking.
Calgary
9.6 out of 10, Exceptional, (8)
"Hosts are nice and property is good!"
Canada
Zujajah
The price is €98
includes taxes & fees
19 Dec - 20 Dec
Two bedroom basement suit, street parking.

1 BR, walk-out basement with EV charging

1 BR, walk-out basement with EV charging
Calgary
8.0 out of 10, Very good, (3)
"Thanks beautiful place "
Canada
Andrea
The price is €191
includes taxes & fees
16 Dec - 17 Dec
1 BR, walk-out basement with EV charging

Saddledome/Stampede Steps! 3 Beds, A/C, Riverwalk, FREE Underground Parking

Saddledome/Stampede Steps! 3 Beds, A/C, Riverwalk, FREE Underground Parking
Downtown Calgary
9.8 out of 10, Exceptional, (99)
"Great location!"
Canada
Audra
The price is €143
includes taxes & fees
16 Dec - 17 Dec
Saddledome/Stampede Steps! 3 Beds, A/C, Riverwalk, FREE Underground Parking

Luxury Modern Home - Livingstone

Luxury Modern Home - Livingstone
2.0 star property
Livingston
10.0 out of 10, Exceptional, (2)
"property was very clean and quiet.. "
Canada
Mankirat
Luxury Modern Home - Livingstone

Saddledome/Stampede Steps! 3 Beds, A/C, Riverwalk, FREE Underground Parking

Saddledome/Stampede Steps! 3 Beds, A/C, Riverwalk, FREE Underground Parking
Downtown Calgary
9.8 out of 10, Exceptional, (92)
"Amazing stay! Lots of space, easy check in, attentive host. Definitely recommend this property "
Canada
Michelle
The price is €141
includes taxes & fees
16 Dec - 17 Dec
Saddledome/Stampede Steps! 3 Beds, A/C, Riverwalk, FREE Underground Parking

Z Family Homestay - A perfect family retreat!

Z Family Homestay - A perfect family retreat!
Calgary
10.0 out of 10, Exceptional, (2)
"Very nice and clean house shared with a beautiful respectful family. Would recommend to anyone who needs a room."
Canada
AWol T.
Z Family Homestay - A perfect family retreat!

Stay & Play - Central Family Friendly

Stay & Play - Central Family Friendly
3.0 star property
Northwest Calgary
9.0 out of 10, Wonderful, (2)
"The customer service here is truly amazing very attentive, friendly, and always ready to help. On top of that, the neighborhood is calm and peaceful, which makes the whole experience even better."
Canada
Carlo
The price is €207
includes taxes & fees
16 Dec - 17 Dec
Stay & Play - Central Family Friendly

15 mins to Downtown Calgary and 2 mins drive to amenities.

15 mins to Downtown Calgary and 2 mins drive to amenities.
Southeast Calgary
10.0 out of 10, Exceptional, (2)
"Communication with the host was on point and the place was as described. Thanks for making my visit easy."
Canada
Kerri Q.
The price is €207
includes taxes & fees
21 Dec - 22 Dec
15 mins to Downtown Calgary and 2 mins drive to amenities.

Luxurious apartment Calgary downtown #602

Luxurious apartment Calgary downtown #602
Downtown Calgary
8.8 out of 10, Excellent, (8)
"The apartment was clean, and in a great location! The host was easy to communicate with. We would definitely stay here again."
Canada
Ma F.
The price is €140
includes taxes & fees
16 Dec - 17 Dec
Luxurious apartment Calgary downtown #602

52-3 Bed Suite on Lake Central A/C By Airport

52-3 Bed Suite on Lake Central A/C By Airport
Taradale
8.0 out of 10, Very good, (1)
"This property was just fine for our short night before flying out. Close to the airport! The listing did not mention it was an apartment in someone’s lower level. Again, fine, but not advertised. A parking spot was mentioned in the listing but driveway was full. "
United States
Lissa W.
The price is €156
includes taxes & fees
6 Jan - 7 Jan 2026
52-3 Bed Suite on Lake Central A/C By Airport

Sage on the Bow - Central Condo

Sage on the Bow - Central Condo
3.0 star property
Bridgeland
The price is €157
includes taxes & fees
16 Dec - 17 Dec
Sage on the Bow - Central Condo

Spacious 3BR|2.5Bth | Free parking in Saddle Ridge

Spacious 3BR|2.5Bth | Free parking in Saddle Ridge
Calgary
10.0 out of 10, Exceptional, (7)
"This place was amazing, had everything we needed, plenty of sheets blankets towels etc. felt like my own home away from home!"
United States
Aijaz H.
The price is €201
includes taxes & fees
1 Jan - 2 Jan 2026
Spacious 3BR|2.5Bth | Free parking in Saddle Ridge

Cozy guest suite, walking trails

Cozy guest suite, walking trails
Livingston
10.0 out of 10, Exceptional, (2)
"Beautiful newer suite. Very comfortable. Would definitely stay again"
Canada
John
The price is €117
includes taxes & fees
11 Jan - 12 Jan 2026
Cozy guest suite, walking trails

Global Family Canada

Global Family Canada
3.5 star property
Livingston
4.8 out of 10, (3)
"Property was not as detailed on web page. Ad sez in multiple places tht u would get entire home for u or ur party. But it was a shared space. Share bathroom , kitchen, living areas"
Canada
Stuart
The price is €66
includes taxes & fees
19 Dec - 20 Dec
Global Family Canada

Rocky Mountains Respite - 12 minutes from YYC airport

Rocky Mountains Respite - 12 minutes from YYC airport
Northwest Calgary
8.8 out of 10, Excellent, (11)
"Great place to stay. Everything clean and in order and just as we expected. Easy check in and check out. Super helpful and responsive hosts made sure we had a great experience. "
United States
Benjamin K.
The price is €148
includes taxes & fees
29 Dec - 30 Dec
Rocky Mountains Respite - 12 minutes from YYC airport

2 Bedroom Condo With Lake View

2 Bedroom Condo With Lake View
2.0 star property
Southeast Calgary
2.0 out of 10, (2)
"This property is a scam, we were never sent access information and so had no choice but to go book into a hotel"
Canada
RICHARD
The price is €82
includes taxes & fees
16 Dec - 17 Dec
2 Bedroom Condo With Lake View

[Walkout Basement Suite] Spacious and Cozy, 2 Bedroom 4 Bed

[Walkout Basement Suite] Spacious and Cozy, 2 Bedroom 4 Bed
Northwest Calgary
8.4 out of 10, Very good, (9)
"Great little spot for a large family travelling through Calgary. Plenty of beds for the kids. Multiple bedrooms, full kitchen, laundry. It met our needs very well, and we were pleased with it. "
Canada
Joshua
The price is €110
includes taxes & fees
14 Jan - 15 Jan 2026
[Walkout Basement Suite] Spacious and Cozy, 2 Bedroom 4 Bed

*Cozy Condo/King Bed/Pool/Gym/CityViews/Walkscore 91

*Cozy Condo/King Bed/Pool/Gym/CityViews/Walkscore 91
Downtown Calgary
10.0 out of 10, Exceptional, (12)
"All great! love the place !"
Canada
Jerome J.
The price is €180
includes taxes & fees
20 Dec - 21 Dec
*Cozy Condo/King Bed/Pool/Gym/CityViews/Walkscore 91
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, apart-hotels, 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 favorite 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 depends 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 €66 per night. Entering your travel dates in the search wizard you might find 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 32 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.