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Chestermere holiday lettings

We found 904 holiday rentals — enter your dates for availability

Discover a selection of 27 homes 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:6 Feb - 13 Feb

Image gallery for Cozy Cliff Bungalow Cottage: Inner City Oasis with Home Theater and Parking!

Living area
10 out of 10, Exceptional, (19 reviews)
Exceptional
(19 reviews)

Cozy Cliff Bungalow Cottage: Inner City Oasis with Home Theater and Parking!

Calgary, AB

7% off
Price is £953
for 7 nights, 1 cottage
£136 per night
includes taxes & fees
Cozy Cliff Bungalow Cottage: Inner City Oasis with Home Theater and Parking!

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Why visit Chestermere

  • Chestermere Lake: Enjoy scenic views and a variety of water-based recreational activities at this beautiful lake.
  • Westside Recreation Centre: Engage in family-friendly sports and activities in this well-equipped leisure facility.
  • Urban Parks: Relax and stroll through Chestermere's charming parks, perfect for picnics and outdoor fun.
  • Events and Conferences: Participate in local events and conferences at the town's modern venue facilities.
  • Holiday Rentals: Choose from a diverse range of comfortable holiday accommodations tailored to every traveller's needs.

Popular types of accommodation in Chestermere

Discover the perfect getaway with a selection of Chestermere holiday rentals. Whether you're seeking a private vacation home, a stylish apartment, or a convenient condo, we have options to suit every traveller. Rent in Chestermere is diverse, offering comfortable house rentals and apartments for rent that cater to your needs. Experience the charm of Chestermere while enjoying transparency and savings on your next holiday.

  • Houses: The top choice for visitors to Chestermere, offering spacious and comfortable accommodations ideal for families or groups.
  • Condos: A popular option providing modern amenities and often situated in convenient locations for easy access to local attractions.
  • Apartments: A versatile option for those seeking self-catering facilities, perfect for couples or solo travellers.
  • Cottages: A delightful choice for a quaint and peaceful retreat, surrounded by nature.
  • Guest Houses: A welcoming option that provides a homely atmosphere with personalised service.**

Top attractions near Chestermere

Chestermere is an ideal destination for those seeking outdoor adventures and scenic beauty. With attractions such as the arena entertainment facility, event conference venues, and urban parks, there's something for everyone. Whether you're travelling with family, looking for cultural experiences, or simply wishing to enjoy nature, Chestermere offers a delightful array of activities to explore during your visit.

  • Scotiabank Saddledome: This iconic arena offers an exhilarating atmosphere, perfect for families and sports enthusiasts. Experience thrilling live events and concerts, all while enjoying the vibrant energy of the crowd.
  • BMO Centre: A premier event venue that exudes professionalism, the BMO Centre hosts a variety of conferences and exhibitions, making it an ideal spot for business networking and industry insights.
  • 17 Avenue SW: A bustling street brimming with trendy shops, restaurants, and nightlife, 17 Avenue SW embodies the lively urban spirit, perfect for leisurely strolls and socialising.

Things to do recommended for couples

Chestermere offers delightful experiences for couples. Enjoy skiing at Canada Olympic Park or WinSport, both a short drive away, for thrilling outdoor adventures. For a more relaxed evening, catch a captivating performance at Festival Hall, just a stone's throw from Chestermere, perfect for unwinding together.

Things to do recommended for families

During your family vacation in Chestermere, you can enjoy ice skating at the Max Bell Centre, unwind at Elliston Park, or engage in various sports at the Village Square Leisure Centre, all within a short distance from your base, perfect for creating memorable moments together.

Things to do recommended for groups

In Chestermere, groups can shop at Sunridge Mall for a vibrant local experience, enjoy a performance at Theatre Calgary for a dose of culture, or play a round of golf at Silverwing Golf Course amidst beautiful outdoor scenery. Each venue offers a unique atmosphere for everyone.

What do I need to keep in mind when booking a vacation in 'Chestermere

If you're travelling with a group, family, or pets, or if you're seeking extended stays, it's important to filter your options according to your specific priorities. Here are some helpful tips for booking on Vrbo.

  • Traveling to Chestermere with a group: Think about how many bedrooms you'll require, as well as features like a fully-equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Chestermere with young kids: Travelling with young children can present its difficulties. It’s important to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Chestermere: For many, a family holiday wouldn’t feel complete without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Chestermere: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly locate and save on monthly accommodations. Don’t forget to include additional amenities in your search, such as a parking space, a well-equipped kitchen, or a private swimming pool.

Where to stay near Chestermere

Chestermere, Alberta, offers a delightful blend of outdoor adventures and scenic beauty, making it a perfect getaway for families and nature enthusiasts alike. Explore the stunning Chestermere Lake, enjoy recreational activities at the Westside Recreation Centre, and soak in the friendly atmosphere throughout the city. Whether you're seeking a leisurely stroll or engaging in thrilling pursuits, Chestermere promises a memorable experience just a stone's throw from Calgary.

  • Conrich: Located approximately 1.9km from Chestermere, Conrich is a charming city that offers a delightful blend of family-friendly activities and outdoor adventures. Visitors can enjoy a variety of shopping experiences at the local mall centre, or revel in the entertainment options available at the arena facility. Conrich is also home to significant attractions such as a historic fort and a national state park, perfect for those who appreciate rich history and nature. The welcoming community vibe makes it an ideal spot for a relaxing day trip.
  • Forest Lawn: Situated around 3.7km from Chestermere, Forest Lawn is a vibrant neighbourhood known for its emphasis on family, sports, and entertainment. Here, you can partake in activities like ice skating at local rinks or indulge in retail therapy at the shopping centre and mall. The area boasts exciting local landmarks, including a stadium and racetrack, where various events take place throughout the year. Forest Lawn's lively atmosphere ensures there's never a dull moment, making it a great choice for visitors seeking action and enjoyment.
  • Marlborough: Located 4.3km from Chestermere, Marlborough is a neighbourhood that seamlessly combines family-friendly experiences with business amenities. The area features a variety of shopping options at the local shopping centre and mall, as well as entertainment at the arena facility. Notable attractions include a sports facility stadium and a bustling tourist precinct, making Marlborough a fantastic destination for both leisure and business travellers. Its diverse offerings ensure that every visitor can find something to enjoy, whether it's shopping, sports, or simply soaking up the local culture.

Best time to go to Chestermere

If you're planning a trip to Chestermere, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January17.6°F (-8.0°C)No Rain (Dry)Mostly SunnyAverageSlightly Low
February17.2°F (-8.2°C)No Rain (Dry)Mostly CloudyAverageSlightly Low
March27.0°F (-2.8°C)No Rain (Dry)Mostly SunnyAverageAverage
April37.8°F (3.2°C)No Rain (Dry)Mostly SunnyAverageAverage
May50.4°F (10.2°C)Light RainMostly SunnyAverageAverage
June57.4°F (14.1°C)Light RainMostly SunnyModerately HighSlightly High
July62.8°F (17.1°C)Light RainMostly SunnyModerately HighSlightly High
August62.2°F (16.8°C)Light RainMostly SunnyModerately HighSlightly High
September54.1°F (12.3°C)No Rain (Dry)Mostly SunnyAverageAverage
October40.1°F (4.5°C)No Rain (Dry)Mostly SunnyModerately LowAverage
November26.2°F (-3.2°C)No Rain (Dry)Mostly SunnyModerately LowSlightly Low
December16.2°F (-8.8°C)No Rain (Dry)Mostly SunnyModerately LowAverage

Booking with Vrbo is a breeze

Are you keen to save some money on your next getaway? It might be worth considering a bit of flexibility with your travel dates, as prices can vary significantly. Additionally, booking a longer stay often allows for substantial savings. To help you find the perfect Vrbo property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides you with a convenient platform to craft new journeys, manage your existing plans, or review and arrange your bookings. The properties you've saved or reserved are now neatly categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

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. Calgary Zoo and Stampede Park are just a couple of the must-see attractions in the area. 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)
  • Eaglequest Douglasdale Golf Course (10.7 mi / 17.2 km)
  • Century Downs Racetrack and Casino (12.2 mi / 19.6 km)
  • Heritage Park Historical Village (12.9 mi / 20.8 km)
  • Heritage Pointe Golf Course (16.1 mi / 25.9 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 (10.7 mi / 17.3 km)
  • Nose Hill Park (12.2 mi / 19.7 km)
  • Elliston Park (5.2 mi / 8.3 km)
  • Pearce Estate Park (8.4 mi / 13.5 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 best area to stay in Chestermere when booking a holiday rental?
When considering a holiday rental in Chestermere, Alberta, a popular area to stay in is the Lakeside neighbourhood. This picturesque area offers the charm of lakeside living, with stunning views and easy access to recreational activities. The proximity to Chestermere Lake provides ample opportunities for swimming, boating, and picnicking, making it a delightful choice for families and outdoor enthusiasts alike. There are numerous properties available in this area, suiting a range of preferences and budgets.

Another appealing option is the Westmere community, known for its friendly atmosphere and well-planned parks. Westmere is conveniently located near several amenities, including shops and restaurants, which enhances the overall experience of your stay. One of the top attractions nearby is the Chestermere Recreation Centre, where visitors can enjoy various sports and fitness activities. Additionally, the area boasts beautiful walking trails that meander along the lake, superb for leisurely strolls or cycling.
How much does it cost to rent a holiday home in Chestermere?
Prices for holiday rentals in Chestermere vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Chestermere to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Chestermere holiday house rentals?
You can find great discounts on house rentals in Chestermere on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Chestermere?
For renting a beach house in Chestermere, Alberta, travellers should focus on the picturesque lakeside communities that surround Chestermere Lake. The area near the Chestermere Lake Park offers a selection of holiday rentals with stunning waterfront views, great for families or groups looking to enjoy a relaxing retreat. Many properties in this vicinity feature outdoor amenities such as private docks, spacious patios, and barbecue facilities, ideal for enjoying the summer sunshine and lakeside activities.

Additionally, the neighbourhoods along the eastern shore of the lake provide charming homes with easy access to sandy beaches, swimming areas, and walking trails. These rentals often come equipped with modern conveniences like fully furnished kitchens, laundry facilities, and comfortable living spaces, ensuring a comfortable stay.
Where are the best Chestermere ski resort rentals?
For ski resort rentals near Chestermere, Alberta, travellers should consider the nearby areas of Canmore and Banff, which are renowned for their ski resorts. Canmore offers a range of rental properties, including modern condos and charming cabins that often come with amenities such as hot tubs, fireplaces, and fully equipped kitchens, great for unwinding after a day on the slopes. Many accommodations in this area also provide stunning mountain views and easy access to local shops and restaurants, enhancing the overall experience.

In Banff, the options are similarly appealing, featuring everything from luxurious lodges to more rustic chalets. These properties typically include amenities like ski storage, heated floors, and access to communal spa facilities. The town itself is vibrant, with a variety of dining and entertainment options, as well as proximity to the breathtaking Banff National Park, which offers additional outdoor activities such as snowshoeing and winter hiking.
What is the most popular type of holiday rental accomodation in Chestermere?
In Chestermere, holiday houses are the most popular type of rental, with around 23 available throughout the area. These spacious homes often feature multiple bedrooms, fully equipped kitchens, and outdoor spaces such as patios or gardens, making them ideal for families or groups looking for comfort and convenience. Additionally, there are several apartments and cottages that provide a different atmosphere, with apartments typically offering modern amenities and easy access to local shops and restaurants.
Are there any family house rentals in Chestermere?
In Chestermere, Alberta, families will find a variety of suitable house rentals, with around 16 options available. This charming lakeside community has an inviting space for visitors of all ages. Many properties feature spacious living areas, full kitchens ideal for family meals, and outdoor spaces great for children to play and enjoy the fresh air.
Can I find long-stay holiday rentals in Chestermere?
A long-stay holiday rental in Chestermere is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Chestermere?
In Chestermere, Alberta, travellers can find several pet-friendly house rentals that cater to those looking to enjoy a comfortable stay with their furry companions. Many of these properties boast ample outdoor space, allowing pets to roam freely, and some even feature fully fenced yards for added security. Inside, guests can expect amenities such as modern kitchens, spacious living areas, and multiple bedrooms, making them suitable for families or groups.
Are there any remote work holiday rentals in Chestermere?
In Chestermere, Alberta, there are approximately 25 remote work holiday rentals available, making it a suitable destination for those looking to blend work and leisure. The properties often feature dedicated amenities for remote work, including desks, ergonomic chairs, high-speed Wi-Fi, and even office equipment like computer monitors. This ensures that travellers can maintain productivity while enjoying their stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Chestermere holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Chestermere with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Chestermere?
In Chestermere, popular rental amenities include fully equipped kitchens, which are essential for preparing meals during your stay. Travellers can expect cookware, dishware, and utensils to be provided, making it convenient for those who prefer to dine in. Additionally, most rentals feature essential appliances such as microwaves, refrigerators, and ovens, ensuring that guests have everything they need for a comfortable and self-sufficient experience.
When is the best time to visit Chestermere for a holiday rental?
July is the most popular time to visit Chestermere, Alberta, as it falls within the peak season from June to August. This summer period attracts families and adventure enthusiasts eager to enjoy the beautiful lakeside setting, with an array of outdoor activities such as paddleboarding, kayaking, and hiking in the surrounding natural areas. The warm weather, with average temperatures around 20 to 25 degrees Celsius, makes it ideal for both relaxation and exploration.

During this bustling season, Chestermere offers a vibrant atmosphere with community events, festivals, and various recreational opportunities. Visitors can take advantage of the scenic trails around the lake, superb for leisurely strolls or invigorating bike rides. The stunning sunsets over Chestermere Lake provide an enchanting backdrop for evening gatherings.

If you're looking for a more budget-friendly option, consider visiting in November. While this month is quieter, it offers a unique charm as you can witness the early snowfall and enjoy tranquil walks along the lake. The peaceful surroundings create a superb environment for reflection and relaxation.
How early should I book a Chestermere holiday rental?
Book your Chestermere holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Chestermere?
In Chestermere, Alberta, visitors can enjoy a variety of attractions centred around the beautiful Chestermere Lake. The lake itself is a focal point, offering opportunities for boating, fishing, and picnicking along its scenic shores. The nearby Chestermere Recreation Centre is popular for its sports facilities and community events, appealing to families and active solo travellers.

For those interested in outdoor activities, the surrounding pathways provide excellent options for walking, cycling, and jogging, making it easy to enjoy the area's natural beauty. Furthermore, Chestermere hosts several parks, such as Anniversary Park, which features playgrounds, picnic areas, and sports fields, superb for a day out with friends or family.
Can I change or cancel my Chestermere home rental booking on Vrbo?
To find Chestermere holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Chestermere holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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