A city skyline at dusk with a prominent stadium and a flag.

Chestermere Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Chestermere vacation rentals

1. Cozy Private Room in a Family Home with Private Washroom.

Cozy Private Room in a Family Home with Private Washroom.
Chestermere
9.0 out of 10, Wonderful, (9 reviews)
"Really pleased with the room. A bit far from restaurants. Enjoyed my stay and would come again."
United States
Celia A.
The price is CA $41
CA $65 total
includes taxes & fees
Nov 15 - Nov 16
Cozy Private Room in a Family Home with Private Washroom.

2. Spacious Room Near Chestermere Lake

Spacious Room Near Chestermere Lake
Chestermere
9.0 out of 10, Wonderful, (12 reviews)
"Quick, affordable, clean and friendly. What else do you need right? :)"
Canada
Brian
The price is CA $45
CA $70 total
includes taxes & fees
Nov 15 - Nov 16
Spacious Room Near Chestermere Lake

3. Entire Basement suite

Entire Basement suite
Chestermere
8.8 out of 10, Excellent, (3 reviews)
"Really nice basement suite that didn't feel like a basement. The carpet is especially nice. Beds were comfortable. Nice to have a fridge and some kitchen items without a real kitchen."
United States
Holly S.
The price is CA $89
CA $180 total
includes taxes & fees
Dec 8 - Dec 9
Entire Basement suite

4. Cozy & Modern Basement Suite-Minutes away from Chestermere Lake!!

Cozy & Modern Basement Suite-Minutes away from Chestermere Lake!!
Chestermere
10.0 out of 10, Exceptional, (1 review)
"Great stay! Worth the price!"
United States
Filipe A.
The price is CA $74
CA $130 total
includes taxes & fees
Dec 8 - Dec 9
Cozy & Modern Basement Suite-Minutes away from Chestermere Lake!!

5. Lake Side Family Guest Suite

Lake Side Family Guest Suite
2.0 star property
Chestermere
The price is CA $148
CA $164 total
includes taxes & fees
Nov 30 - Dec 1
Lake Side Family Guest Suite

6. Homely Comfort Room. Shared washroom with One

Homely Comfort Room. Shared washroom with One
Chestermere
9.0 out of 10, Wonderful, (4 reviews)
"Very comfortable and cozy"
Canada
Navjot
The price is CA $48
CA $73 total
includes taxes & fees
Nov 15 - Nov 16
Homely Comfort Room. Shared washroom with One

7. Cozy Private Basement Suite – Clean, Quiet & Comfortable

Cozy Private Basement Suite – Clean, Quiet & Comfortable
Chestermere
10.0 out of 10, Exceptional, (4 reviews)
"Fantastic stay in Chestermere! Hosts live upstairs and were very diligent and mindful. Suite was very clean, parking was excellent, and it is close to amenities that helped make the stay pleasurable. I stayed for almost 6 weeks and I extended my stay partway through due to work, I would absolutely stay again!"
United States
Sharla-Rae S.
The price is CA $89
CA $174 total
includes taxes & fees
Nov 22 - Nov 23
Cozy Private Basement Suite – Clean, Quiet & Comfortable

8. Spacious 2 bedroom for short term and long term stay.

Spacious 2 bedroom for short term and long term stay.
Chestermere
The price is CA $65
CA $203 total
includes taxes & fees
Nov 18 - Nov 19
Spacious 2 bedroom for short term and long term stay.

9. Private 2BR Lake Suite | Chestermere | Sleeps 6

Private 2BR Lake Suite | Chestermere | Sleeps 6
Chestermere
10.0 out of 10, Exceptional, (1 review)
"Good"
United States
Alexis R.
The price is CA $104
CA $322 total
includes taxes & fees
Nov 17 - Nov 18
Private 2BR Lake Suite | Chestermere | Sleeps 6

10. Cozy 2-Bedroom Suite: 5 Minutes Walk To Chestermere Lake

Cozy 2-Bedroom Suite: 5 Minutes Walk To Chestermere Lake
Chestermere
8.8 out of 10, Excellent, (3 reviews)
"A nice place to stay, nearby the Lake, providing all we needed"
Canada
Carine M.
The price is CA $135
CA $225 total
includes taxes & fees
Nov 15 - Nov 16
Cozy 2-Bedroom Suite: 5 Minutes Walk To Chestermere Lake

11. Cozy private suite by the canal, king bed, laundry

Cozy private suite by the canal, king bed, laundry
Chestermere
8.8 out of 10, Excellent, (3 reviews)
"The back yard could use some attention. The grass was long and unkept. The suite itself was really nice. The parking isn’t ideal but it worked, glad we had a smaller vehicle."
Canada
Malcolm
The price is CA $170
CA $196 total
includes taxes & fees
Nov 17 - Nov 18
Cozy private suite by the canal, king bed, laundry

12. Lakefront Luxe 3 Bedroom near Lake in charming Chestermere

Lakefront Luxe 3 Bedroom near Lake in charming Chestermere
Chestermere
The price is CA $180
CA $514 total
includes taxes & fees
Nov 15 - Nov 16
Lakefront Luxe 3 Bedroom near Lake in charming Chestermere

13. Logement Exceptionnel

Logement Exceptionnel
Chestermere
8.0 out of 10, Very good, (1 review)
"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 CA $175
CA $299 total
includes taxes & fees
Dec 1 - Dec 2
Logement Exceptionnel

14. Spacious Lakeview~Sleeps 9~BBQ~Patio~Xbox~20m YYC

Spacious Lakeview~Sleeps 9~BBQ~Patio~Xbox~20m YYC
Chestermere
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful location"
Canada
Natanya T.
Spacious Lakeview~Sleeps 9~BBQ~Patio~Xbox~20m YYC

15. Charming 3-bedroom House Rental Chestermere Lake

Charming 3-bedroom House Rental Chestermere Lake
2.0 star property
Chestermere
The price is CA $184
CA $204 total
includes taxes & fees
Nov 15 - Nov 16
Charming 3-bedroom House Rental Chestermere Lake

16. Excellent Home for your Family Reunion, Occasion Guest, Retreats & Conferences.

Excellent Home for your Family Reunion, Occasion Guest, Retreats & Conferences.
Chestermere
10.0 out of 10, Exceptional, (2 reviews)
"The property was beautiful and had all the amenities a group of 5 needed. "
United States
Johnnie T.
Excellent Home for your Family Reunion, Occasion Guest, Retreats & Conferences.

17. Lake side Family Guest Suite

Lake side Family Guest Suite
Chestermere
The price is CA $161
CA $161 total
includes taxes & fees
Nov 30 - Dec 1
Lake side Family Guest Suite

18. Pavilion Lakefront Luxe 3 Bdrm near Lake!

Pavilion Lakefront Luxe 3 Bdrm near Lake!
Chestermere
The price is CA $226
CA $570 total
includes taxes & fees
Nov 15 - Nov 16
Pavilion Lakefront Luxe 3 Bdrm near Lake!

19. Charming 3-Bedroom House Rental Chestermere Lake

Charming 3-Bedroom House Rental Chestermere Lake
Chestermere
The price is CA $224
CA $224 total
includes taxes & fees
Dec 3 - Dec 4
Charming 3-Bedroom House Rental Chestermere Lake

20. Executive Space for Everyone (King beds). Come Stay Refreshed, Renewed & Reset.

Executive Space for Everyone (King beds). Come Stay Refreshed, Renewed & Reset.
Chestermere
9.0 out of 10, Wonderful, (8 reviews)
"It was an excellent property"
United States
Eric T.
Executive Space for Everyone (King beds). Come Stay Refreshed, Renewed & Reset.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chestermere Hotel Reviews

Find out more about Chestermere

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chestermere. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Chestermere?

Yes, there are vacation rentals close to well known points of interest in Chestermere, or you can choose a more remote 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 vacation home rentals that Chestermere has to offer?

No. 2 Rosetree Suites - Stylish 3BR Home w/ Perfect Quiet Calgary Location: This vacation home rental outside of Chestermere is equipped with a garden, laundry facilities, and WiFi to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Chestermere?

Choose from 43 Expedia vacation rentals in Chestermere for a memorable vacation.

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 Chestermere Lake. Sunridge Mall and Casino Calgary are a couple of places you'll find in the larger area.

What are vacation rentals like in Chestermere?

Vacation rentals are private properties you can stay in for a few days or a quick weekend in Chestermere. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for family trips.