Chestermere holiday rentals

We found 1,033 holiday rentals — enter your dates for availability
Discover a selection of 43 homes, 11 apartments and other holiday rentals in Chestermere that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the amenities that you need and want for your stay, which might include air conditioning and a pool. What you'll find is a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Chestermere

Showing deals for:15 Jan - 22 Jan

Interior
Interior
Room
Exterior
Exceptional
(14 reviews)

Coral Springs Lakefront Retreat

Calgary

7% off
S$1,929
for 7 nights, 1 home
S$276 per night
includes taxes & fees
Coral Springs Lakefront Retreat
Dining
Interior
Dining
Private kitchen
Exceptional
(5 reviews)

Luxury House in SE Calgary (AC/Garage/BBQ)

Calgary

7% off
S$2,105
for 7 nights, 1 home
S$301 per night
includes taxes & fees
Luxury House in SE Calgary (AC/Garage/BBQ)
Room
Private kitchen
Interior
Interior
Exceptional
(10 reviews)

Cozy 2 bedroom suite

Calgary

7% off
S$1,178
for 7 nights, 1 home
S$168 per night
includes taxes & fees
Cozy 2 bedroom suite
Interior
Dining
Living area
Room
Very good
(5 reviews)

Vibrant Stylish & Cozy Waterfront Downtown Apartment 1 BR + Bath

Calgary

8% off
S$1,192
for 7 nights, 1 apartment
S$170 per night
includes taxes & fees
Vibrant Stylish & Cozy Waterfront Downtown Apartment 1 BR + Bath
Stairs leading to the upper floor
A fully equipped kitchen featuring all essential appliances, cookware, utensils
A cozy living room featuring a Smart TV for streaming your favorite shows

Master bedroom with a king-size bed, Smart TV, private master bathroom, balcony
Exceptional
(77 reviews)

Great house in Inglewood, walking distance to Zoo, Downtown, Restaurants

Calgary

8% off
S$3,042
for 7 nights, 1 home
S$435 per night
includes taxes & fees
Great house in Inglewood, walking distance to Zoo, Downtown, Restaurants
Private kitchen
Interior
Interior
Room
Exceptional
(12 reviews)

Cozy entire 2 bedroom apartment located in the heart of Mahogany. Pet friendly.

Calgary

7% off
S$696
for 7 nights, 1 apartment
S$99 per night
includes taxes & fees
Cozy entire 2 bedroom apartment located in the heart of Mahogany. Pet friendly.
Private kitchen
Balcony
Bathroom
Bedroom
Very good
(6 reviews)

5th Floor 1-Bedroom Condo with Parking

Calgary

9% off
S$785
for 7 nights, 1 apartment
S$112 per night
includes taxes & fees
5th Floor 1-Bedroom Condo with Parking
Your own parking spot!!!
Take a nice stroll around the block and see all the beautiful gardens :)
Room
Interior
Exceptional
(72 reviews)

Cozy Apartment Above Garage in Calgary SE

Calgary

8% off
S$885
for 7 nights, 1 apartment
S$126 per night
includes taxes & fees
Cozy Apartment Above Garage in Calgary SE
Room
Living area
Outdoor spa tub
Interior
Exceptional
(8 reviews)

Funky House - Private Hot Tub - Walking Distance to Downtown

Calgary

11% off
S$1,984
for 7 nights, 1 home
S$283 per night
includes taxes & fees
Funky House - Private Hot Tub - Walking Distance to Downtown
Dining and workspace area perfect for meals or work
Spacious living area with smart TV and seating
Private entrance at the back for easy and secure access
DSC_0931
Wonderful
(9 reviews)

2 BR Suite YYC Airport & Downtown, UofC, SAIT - 4324 – DN

Calgary

7% off
S$820
for 7 nights, 1 home
S$117 per night
includes taxes & fees
2 BR Suite YYC Airport & Downtown, UofC, SAIT - 4324 – DN
Lobby
Outdoor dining
Pool
Bar (on property)
Exceptional
(14 reviews)

Luxury 2 Bed, Private XL Balcony Downtown, Free Parking

Calgary

12% off
S$1,905
for 7 nights, 1 apartment
S$272 per night
includes taxes & fees
Luxury 2 Bed, Private XL Balcony Downtown, Free Parking
Tons of food options and services within 2 blocks!
Patio with chairs for your morning coffee
Interior
We are fully stocked for your group
Excellent
(14 reviews)

Nordic SPA Retreat, Hot Tub, Sleeps 8, Near Downtown and 15 min to the Airport!

Calgary

8% off
S$1,767
for 7 nights, 1 apartment
S$252 per night
includes taxes & fees
Nordic SPA Retreat, Hot Tub, Sleeps 8, Near Downtown and 15 min to the Airport!
Room
Living area
Outdoor dining
Dining
Exceptional
(11 reviews)

Modern and Spacious 2 Bedroom Retreat Near DT & Airport; Fully Renovated

Calgary

8% off
S$804
for 7 nights, 1 apartment
S$115 per night
includes taxes & fees
Modern and Spacious 2 Bedroom Retreat Near DT & Airport; Fully Renovated
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why people love visiting friendly Chestermere

The lake and beaches create a pretty picture of Chestermere. This welcoming and walkable city entices travellers with its restaurants and shopping. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Chestermere

Are you hoping to find attractions to visit in the area? Venture out of your cosy holiday rental and check out everything that makes Chestermere a one-of-a-kind holiday spot. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Calgary Zoo (8.9 mi / 14.3 km)
  • Stampede Park (10.1 mi / 16.2 km)
  • Heritage Park Historical Village (12.9 mi / 20.8 km)
  • Country Hills Golf Club (13.2 mi / 21.2 km)
  • Heritage Pointe Golf Course (16.1 mi / 25.9 km)
  • Canada Olympic Park (17.2 mi / 27.7 km)

Exploring the natural landscape of Chestermere

Whether you're an outdoor enthusiast or just want to take in the scenery, Chestermere is a great place to spend some time outside. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Bow River (10 mi / 16 km)
  • Prince's Island Park (10.7 mi / 17.3 km)
  • Stanley Park (11 mi / 17.6 km)
  • Sandy Beach Park (11.9 mi / 19.2 km)
  • Chestermere Lake (1 mi / 1.6 km)
  • Elliston Park (5.2 mi / 8.3 km)

Transport options to and around Chestermere

The nearest airport is in Calgary International Airport (YYC), located 9.8 mi (15.8 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Chestermere?
The most in-demand types of holiday rentals in Chestermere are houses. Looking for something different? Vrbo has a variety of options to match the diverse needs of our guests, so you'll see holiday homes in all shapes and sizes, and for all budgets. The perfect fit is waiting for you — find yours today.
How much does it cost to rent a holiday rental in Chestermere?
The average price for a holiday home in Chestermere can vary based on factors including season, length of stay and property type. Whether you'd like a sprawling villa with lots of space or an apartment ideal for just you and the kids, just add your travel dates to find some great-value stays.
How much does it cost to rent a beach house in Chestermere?
When you travel and the style and size of the property will help determine the cost of your beachside escape. Enter your Chestermere travel dates to view your available options on Vrbo. Did someone just say "hot tub"? Use the filters to pick the features and amenities you need.
Are there pet-friendly holiday rentals in Chestermere?
With nine properties that welcome four-legged guests, your furry best friend can join in the fun on your Chestermere break. Use our filter tool to browse our pet-friendly holiday rentals and find a pad that'll set tails wagging on Vrbo.
Can I rent a house with a pool in Chestermere?
Mark the "pool" box in our handy filter tool and take your pick of three houses with private pools in Chestermere on Vrbo. Gentle soak, ball games or noodle joust? How you spend your leisure time is up to you when your holiday home has its own pool.
What are popular rental amenities in Chestermere?
The most popular rental amenities people look for in Chestermere include a beach view, a lake view and mountain views. Whether you're hitting the road with family, pals or even pets, Vrbo holiday rentals include the best amenities for making new memories with your loved ones.
Are there large group holiday rentals in Chestermere?
You'll discover two properties in Chestermere that can accommodate a group of 10 or more guests. Whether you're organising a trip with the family or a special event like a birthday party, there's enough space to get your group together under one roof.
Are there holiday rentals in Chestermere that welcome kids?
Gather the whole crew for the adventure of a lifetime in Chestermere at one of our nine family-friendly holiday homes. Many of these stays offer conveniences that are ideal for trips with the kids, including laundry facilities, bunk beds and swimming pools. Simply check the "Properties good for families" filter and select your favourite.
What are the top attractions for families in Chestermere?
Keeping the kids entertained during your stay in Chestermere is a cinch with these family-friendly attractions:
  • Calgary Zoo
  • Aero Space Museum of Calgary
  • Inglewood Bird Sanctuary
Are there holiday rentals with WiFi in Chestermere?
Whether you'd like to keep up to date with the news, send a few emails or update your social media, there are five holiday homes with WiFi in Chestermere. Check the "WiFi" box when searching on Vrbo and stay connected on your holiday.
How can I find holiday rentals with air conditioning in Chestermere?
Chestermere has five holiday rentals where you'll be able to relax in air-conditioned comfort. To locate a stay on Vrbo that comes with this amenity, choose your travel dates and use the filter tool to select the "air conditioning" box.
How old do you have to be to rent a holiday rental in Chestermere?
The minimum required age is usually 16, 18 or 21. It can differ across properties on Vrbo, so check the rules of your chosen Chestermere holiday home before booking.
How long can I rent a holiday rental in Chestermere for?
It's really down to the Chestermere property. To see all available options offering extended stays, simply enter your dates and number of people into the Vrbo search page. Enjoy having the entire property to yourself, along with the comforts of home like air conditioning, a fully-equipped kitchen and outdoor spaces where the kids can play. Keep your eyes peeled for any long-term stays that offer weekly or monthly discounts.

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