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Chestermere Holiday Rentals

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Our top choices for Chestermere holiday rentals

10.0 out of 10, Exceptional, (1)
"The best place I've ever stayed. "
Canada
Ahmad
The price is NZ$92
includes taxes & fees
26 Dec - 27 Dec
Cozy Private Room in a Family Home with Private Washroom.

Apartment in Chestermere

Spacious Room Near Chestermere Lake
8.6 out of 10, Excellent, (4)
"Room was very good, very good host and instructions he gave."
Canada
Kade V.
The price is NZ$105
includes taxes & fees
26 Dec - 27 Dec
Spacious Room Near Chestermere Lake

Holiday Home in Chestermere

Two bedroom basement (entire place)
10.0 out of 10, Exceptional, (1)
The price is NZ$340
includes taxes & fees
12 Jan - 13 Jan 2026
Two bedroom basement (entire place)
9.6 out of 10, Exceptional, (81)
"Great location"
Canada
Alexander B.
The price is NZ$512
includes taxes & fees
4 Jan - 5 Jan 2026
NK PARADISE - Lakefront, Hot Tub, Covered Dock!
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 NZ$253
includes taxes & fees
29 Dec - 30 Dec
Cozy 2-Bedroom Suite: 5 Minutes Walk To Chestermere Lake

Holiday Home in Chestermere

Logement Exceptionnel
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 NZ$350
includes taxes & fees
1 Jan - 2 Jan 2026
Logement Exceptionnel
10.0 out of 10, Exceptional, (5)
"It was an excellent property"
United States
Eric T.
The price is NZ$995
includes taxes & fees
26 Dec - 27 Dec
Executive Space for Everyone (King beds). Come Stay Refreshed, Renewed & Reset.
The price is NZ$302
includes taxes & fees
11 Jan - 12 Jan 2026
Private Suite » Near Canal » AC » King Bed /w TV
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 NZ$1,037
includes taxes & fees
25 Jan - 26 Jan 2026
Royal Retreat King beds in Chestermere, 20min to Calgary International Airport
The price is NZ$537
includes taxes & fees
26 Dec - 27 Dec
4 Bed room 3 Bathrooms home to stay in Chestermere, Alberta, Canada
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 NZ$1,845
includes taxes & fees
7 Jan - 8 Jan 2026
LARGE FAMILY HOME , SPACIOUS & MODERN BY THE LAKESIDE.
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 NZ$996
includes taxes & fees
1 Jan - 2 Jan 2026
Excellent Home for your Family Reunion, Occasion Guest, Retreats & Conferences.

Apartment in Southeast Calgary

New Apartments in Cranston by GLOBALSTAY
4.0 star property
8.6 out of 10, Excellent, (164)
"Great stay "
Canada
Marta
The price is NZ$205
includes taxes & fees
4 Jan - 5 Jan 2026
New Apartments in Cranston by GLOBALSTAY
3.5 star property
8.8 out of 10, Excellent, (180)
"Great stay "
Canada
Marta
GLOBALSTAY. Downtown Calgary Apartments

Apartment in Crescent Heights

GLOBALSTAY Condo Near the Bow River
4.0 star property
10.0 out of 10, Exceptional, (4)
"Great stay! Clean, cozy, perfect location."
Canada
Colin
The price is NZ$215
includes taxes & fees
29 Dec - 30 Dec
GLOBALSTAY Condo Near the Bow River
10.0 out of 10, Exceptional, (2)
"What you see on the pic is what you get, very clean and beautiful suite."
Canada
Mario
The price is NZ$185
includes taxes & fees
6 Jan - 7 Jan 2026
Cozy Basement Hideaway in Cornerstone – 10 Minutes from Calgary Airport
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 NZ$191
includes taxes & fees
30 Dec - 31 Dec
2-bedroom apartment in cool Calgary with WiFi

Holiday Home in Livingston

Cozy guest suite, walking trails
10.0 out of 10, Exceptional, (2)
"Beautiful newer suite. Very comfortable. Would definitely stay again"
Canada
John
The price is NZ$186
includes taxes & fees
31 Dec - 1 Jan 2026
Cozy guest suite, walking trails
10.0 out of 10, Exceptional, (5)
"Great place to stay, Ryan was a great host! "
Canada
Kendra P.
The price is NZ$115
includes taxes & fees
5 Jan - 6 Jan 2026
Come stay at a quiet room in a safe area in the south of Calgary. Must love dogs
9.6 out of 10, Exceptional, (8)
"Hosts are nice and property is good!"
Canada
Zujajah
The price is NZ$188
includes taxes & fees
29 Dec - 30 Dec
Two bedroom basement suit, street parking.
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 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 NZ$103 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?

Stay & Play - Central Family Friendly: This holiday home rental outside of Chestermere is located in the historical district, and has a garden, a selection of games and a BBQ to put you at ease in your new surroundings. Amenities such as an electric kettle and free parking are also available for your convenience. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals will I find in Chestermere?

Choose from 30 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.