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Chestermere holiday lettings

We found 1,002 holiday rentals — enter your dates for availability

Discover a selection of 37 homes, 10 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.

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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. 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:

  • Stampede Park (10.1 mi / 16.2 km)
  • Calgary Zoo (8.9 mi / 14.3 km)
  • Eaglequest Douglasdale Golf Course (10.7 mi / 17.2 km)
  • Heritage Park Historical Village (12.9 mi / 20.8 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)
  • Nose Hill Park (13.2 mi / 21.3 km)
  • Bowness Park (17.9 mi / 28.8 km)
  • Pearce Estate Park (8.4 mi / 13.5 km)
  • Scotsman's Hill (9.8 mi / 15.7 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, the Lakeview area stands out as an excellent choice. This picturesque neighbourhood is known for its beautiful homes and proximity to the shimmering waters of Chestermere Lake, which is a major draw for both locals and visitors alike. The area features a lovely promenade superb for leisurely walks, cycling, or simply enjoying the stunning views.

In addition to its scenic beauty, Lakeview is conveniently located near various amenities, including shops and restaurants, making it easy for guests to access everything they need during their stay. The lake itself offers numerous recreational activities, such as boating, fishing, and picnicking, ensuring that there's something for everyone to enjoy.

Another appealing aspect of Chestermere is its vibrant community spirit, often showcased through local events and festivals that take place throughout the year.
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, the area surrounding Chestermere Lake is the prime location. This picturesque lake offers a variety of waterfront properties, many of which feature stunning views and direct access to the beach. Visitors can expect amenities such as spacious decks for outdoor entertaining, private docks for boats, and fully equipped kitchens, superb for families or groups looking to enjoy a lakeside retreat.

The lakefront parks, such as John Peake Park and Anniversary Park, are nearby and provide additional recreational opportunities, including picnic areas, playgrounds, and walking trails. Some properties may also include features like fire pits, outdoor grills, and access to water sports equipment, enhancing the overall experience of a beach holiday.

In addition, the Chestermere area boasts local shops and dining options, making it convenient for guests to enjoy the local cuisine and amenities. The community's welcoming atmosphere and the scenic beauty of the lake provide a relaxing environment for travellers seeking a beach house experience.
What is the most popular type of holiday rental accomodation in Chestermere?
In Chestermere, holiday houses are the most popular type of holiday rental, with approximately 96 available throughout the area. These properties often feature spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxing or entertaining. Many are located near the scenic Chestermere Lake, providing easy access to activities like boating and fishing.

Apartments are also a popular option, with around 27 available, typically found in more urbanised areas. These usually come with modern amenities, including comfortable living areas and kitchens, suiting those seeking a convenient base. Additionally, there are several villas and cottages that offer a more unique stay, often set in picturesque surroundings, ideal for those looking to enjoy a tranquil getaway.
Are there any family house rentals in Chestermere?
In Chestermere, Alberta, there are numerous family-friendly rentals available, with around 17 options throughout the area. This charming lakeside community offers a great setting for families, with properties often featuring spacious living areas, fully equipped kitchens, and outdoor spaces superb for children to play. Many homes also include amenities like Wi-Fi and laundry facilities, ensuring a comfortable stay for all.

Travellers can enjoy the scenic Chestermere Lake, which provides opportunities for swimming, boating, and picnicking, making it an ideal spot for family outings. Additionally, nearby parks offer playgrounds and walking trails, enhancing the outdoor experience.
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, there are several pet-friendly house rentals available, making it a suitable destination for travellers with pets. Many of these properties offer spacious living areas, fully equipped kitchens, and outdoor spaces where pets can enjoy the fresh air. The rentals often feature amenities such as private gardens or patios, ideal for pet owners looking for a comfortable and welcoming environment.

Chestermere itself is a scenic lakeside community that provides ample opportunities for outdoor activities. The nearby Chestermere Lake is a fantastic spot for walks, and there are several parks in the area where pets are welcome, allowing for enjoyable outings and leisure time.
Are there any remote work holiday rentals in Chestermere?
In Chestermere, Alberta, there are numerous options for remote work holiday rentals, with around 102 properties available to choose from. This charming lakeside community offers a range of accommodations that are well-suited for those combining work and leisure. Many rentals feature dedicated workspaces equipped with desks and comfortable chairs, ensuring a productive environment. Additionally, high-speed internet and Wi-Fi access are commonly provided, allowing for seamless connectivity.

The town is conveniently located near Calgary, providing easy access to urban amenities while maintaining a peaceful, suburban atmosphere. Nearby attractions include the picturesque Chestermere Lake, superb for outdoor activities like kayaking and walking along scenic trails. 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 holiday rental amenities include well-equipped kitchens, which allow guests to prepare their own meals, and onsite parking for convenience. Many rentals feature coffee and tea makers, providing a great start to the day. Additionally, accommodations often come with a desk and chair, ideal for those needing to catch up on work or planning their adventures. Outdoor spaces such as decks or patios are also commonly available, offering guests a pleasant area to relax and enjoy the fresh air while taking in the scenic views of the surrounding area.
When is the best time to visit Chestermere for a holiday rental?
The best time to visit Chestermere for a holiday rental is during the peak season from June to August, with July being the most popular month. This vibrant period attracts families and outdoor enthusiasts alike, drawn to the warm weather and an array of activities available at Chestermere Lake. Expect pleasant temperatures ranging from the mid-teens to mid-twenties Celsius, superb for sailing, swimming, and picnicking by the water.

During summer, the atmosphere is lively, with many visitors enjoying water sports, beach days, and local events, making it an ideal time for socialising and creating lasting memories. Additionally, the close proximity of Chestermere to Calgary opens up even more opportunities for sightseeing and exploration.

For those seeking a more budget-friendly option, consider visiting in November. While the weather cools down, this month offers a quieter experience, superb for enjoying the serene beauty of Chestermere and the surrounding landscape. You can take lovely walks around the lake, appreciating the calmness and tranquillity away from the summer crowds.
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, visitors can enjoy a range of attractions centred around the beautiful Chestermere Lake, which is ideal for water activities such as kayaking, paddleboarding, and swimming during the warmer months. The lake features scenic walking paths and picnic areas, great for family outings.

The Chestermere Recreation Centre offers various facilities, including an ice rink and fitness amenities, suiting sports enthusiasts. Nearby, the Chestermere Community Centre often hosts local events and activities, fostering a sense of community among residents and visitors alike.

For those interested in outdoor activities, the surrounding areas provide ample opportunities for hiking and biking, with trails that showcase the stunning natural landscapes of Alberta. The nearby Rocky View County also offers attractions such as the local golf course, which appeals to golf lovers looking to enjoy a round with picturesque views.
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 cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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