Vacation rentals in Chestermere

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Top-rated vacation rentals in Chestermere

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A modern two-story home features a welcoming facade with a covered porch and multiple front balconies. A neatly manicured lawn and trees flank the entrance, while a spacious driveway leads to a two-car garage. The structure is surrounded by similarly styled residences.
Guest suite in Chestermere
4.88 out of 5 average rating, 17 reviews

Entire Guest Suite Chestermere

Luxury Guest Suite (Walkout Basement)by Chestermere Lake | Pet Friendly| Enjoy your stay in this newly renovated, luxury walkout basement suite just steps from scenic Chestermere Lake. With stylish touches, modern amenities, and a private backyard , this space is perfect for couples,small families, or business travelers Chestermere Lake community—perfect for lakeside strolls, paddle boarding, and local dining. Only a short drive to Calgary, making it convenient for both relaxation and business

Top guest favorite
A modern living area features a white sofa adorned with decorative pillows, positioned near large floor-to-ceiling windows that showcase city views. A round wall clock and a small plant add subtle decorative touches, while soft lighting creates a calm ambiance.
Condo in Beltline
4.88 out of 5 average rating, 155 reviews

Best Location and Best View in all of Calgary

This 1 bed condo with stunning views is located in the heart of the city. You can walk to everything you desire within 15min or even shorter city scooter ride. The Ctrain is also a 5 min walk that opens up the rest of Greater Calgary and the 300 bus that goes straight to and from the Calgary airport YYC. Walking distance to restaurants, bars, casinos, grocery stores and parks. 2 hour drive to Lake Louise, 1.5 hour to Banff. Movies, shows, and over 5000 Nintendo and snes games to keep you happy.

Guest favorite
A spacious lawn extends towards a calm lake, with several docks visible across the water. Two red chairs are positioned near a fire pit, and a zip line is seen in the background. The surroundings are lush and well-maintained, inviting relaxation by the water.
Home in Chestermere
4.89 out of 5 average rating, 83 reviews

Lake front two bedroom walk out basement house

Bring your family to this lakefront walk out lower level of the house with two queen bed . There is wood burning fireplace,a big yard with zip line and play ground perfect for a family with kids getaway . There’s a fire pit out side, the dock to sit and enjoy the lake. The yard is shared with owners (respectful family of 4 and friendly dog) living upstairs. Please park in the driveway. It’s only 20 minutes to downtown Calgary . Your host is Adi and Neil Let us know if you have any questions.

Top guest favorite
Home in Erlton
4.94 out of 5 average rating, 300 reviews

Modern Luxury Duplex Just Minutes from Downtown

Centrally located in Parkhill, this modern 3 storey duplex is perfect for large families or groups. Located just minutes from some of Calgary's finest restaurants in Mission, the Stanley Park/Elbow River walking paths, Chinook Mall, 39th Ave LRT and Downtown! Enjoy the sunsets and downtown skyline from the 2nd and 3rd floor balconies. Work from home with our 1 gig wifi and 3 designated work spaces. Entertain in our gourmet kitchen with professional appliances and seating for 12 people.BL#252542

Guest favorite
A spacious living area features a large blank screen mounted on a stone wall, with speakers positioned on either side. A glass coffee table sits in front of a white sectional sofa. Light from an adjacent room spills into the carpeted space, creating an inviting atmosphere.
Home in Chestermere
4.94 out of 5 average rating, 16 reviews

Lakeside Room

Forget your worries in this spacious and serene space. With lake access, the options for outdoor adventure are limitless, whether you would prefer to boat, paddle, or surf. After long days in the sun, stretch out on the vacation Rental’s near the lake. Visiting in winter? Head up to anniversary park for ice skating, even go for snowmobiling and OHV’s. come home to a warm, inviting, well appointed space. Note: heating/AC control available in the building separately Note: kitchenette present

Guest favorite
A modern living room features floor-to-ceiling windows showcasing the city skyline and distant mountains. A comfortable sofa faces a coffee table, with a flat-screen TV positioned nearby. A dedicated work station with a chair is set against the wall, accented by gentle greenery.
Apartment in Beltline
4.93 out of 5 average rating, 137 reviews

DT Views |King Bed |Mins to Saddledome |UG Parking

Welcome to our stunning downtown Calgary corner unit condo! This modern retreat offers you the perfect combination of convenience, luxury, and breathtaking views. As you step inside, you'll immediately be captivated by the floor-to-ceiling windows that showcase the stunning city skyline and majestic mountain vistas. Please be aware that the front doors of the building lock at 10 pm. If you book, you'll have to pick up the key/fob in a different location. *** POOL is closed for the winter.

Guest favorite
A modern living area features large windows that allow natural light to fill the space. A comfortable gray sectional sofa is paired with a minimalist coffee table. Decorative plants and subtle wall art add a touch of warmth to the contemporary design.
Apartment in Beltline
4.96 out of 5 average rating, 104 reviews

Modern DT Condo w/ View&Parking

Enjoy this modern and open concept 1BR condo located in the heart of downtown. Just steps away from all the amenities that Calgary has to offer - Calgary Stampede, Downtown Core, National Music Centre, BMO Centre & St. Patrick's Island - 5 minute walk to Saddledome, East Village, Victoria Park LRT Station, Sunterra Market & Superstore - 20 minute walk to Inglewood, 17th Ave & Stephen Avenue We offer all the amenities you will need for your lovely stay while you soak in the downtown skyline

Top guest favorite
A cozy bedroom features a queen-sized bed with a soft blanket and a decorative throw. Nightstands with lamps are positioned on either side, and floral wall art adds a colorful touch. Natural light enters through curtained windows, creating a calm atmosphere.
Guest suite in Deer Ridge
4.99 out of 5 average rating, 138 reviews

☆ Private 1BR Suite ♥ Full Kitchen Laundry FP Wifi

Enjoy private separate entry to this clean and well-appointed lower level one bedroom suite. Equipped kitchen, in-suite laundry, private parking and outdoor space. Ideal for longer stays, perfect for one or a couple. → Fully equipped kitchen with dishwasher, stove, microwave, etc. → Cozy bedroom with Serta queen mattress → Gas fireplace, open concept living, TV → Work space + wi-fi → Spacious 4pc bathroom → Laundry → Off-street parking Legal secondary suite has dedicated heat/ventilation.

Guest favorite
Guest suite in Elboya
4.84 out of 5 average rating, 491 reviews

Cozy WindsorPark 1BR suite with separate entry

This is a long-term rental unit with minimum 6 months of stay. We will refund your Airbnb service fee after you checkout. If you need additional months, please send us an inquiry. Our one-bed room suite has separate entrance and a private bathroom. The suite is about 550 sq. feet and located in the inner city of Calgary. Super convenient location for almost everything you need, only 300 meters to grocery stores, restaurants, coffee shops and bus stops, nearby Chinook Mall, Calgary Stampede.

Top guest favorite
A light-filled living area is presented, featuring a spacious sectional sofa adorned with various cushions. A low coffee table is positioned centrally on an area rug, and a wall-mounted television is visible across from the seating. Large windows provide natural light and views of the outdoors.
Guesthouse in Southwest Calgary
4.98 out of 5 average rating, 213 reviews

Luxury private carriage house with character!

Enjoy a stylish experience in this bright and open carriage house located in a very desirable part of the city. Close to restaurants, shopping, downtown, the Saddledome, Mount Royal University, and much more! The architect-designed suite is one of a kind and full of character and natural light. Relax with a coffee or a glass of wine on the covered private balcony or take a short walk to Marda Loop, one of Calgary's premier dining destinations! Max occupancy is 2 adults & 1 child under 12.

Top guest favorite
A spacious living area features a large dark sectional sofa, complemented by a glass coffee table. A soft area rug enhances the room's comfort. A desk and chair create a workspace, while a wall clock and decorative plants add subtle touches to the decor.
Guesthouse in Calgary
4.98 out of 5 average rating, 251 reviews

Winston Suite 2BR 1BA - Carriage Suite with Garage

Designed for comfort and convenience this beautiful 2 bedroom Carriage Suite offers a single car garage, private entrance, and room for 6. Each bedroom has a luxurious queen sized bed and the couch pulls out to sleep 2. Great for families/couples. A full kitchen, bathroom, and in-suite laundry make this your perfect home away from home. Please Note: All bookings are subject to a 3rd party I.D. verification process, failure to be approved by the I.D. process may void your booking.

Top guest favorite
The exterior entrance features a welcoming set of steps leading to a dark front door adorned with a seasonal wreath. A wooden deck provides ample space, framed by modern wood paneling. Potted plants with vibrant foliage are positioned on either side, enhancing the outdoor appeal.
Home in Mahogany
4.98 out of 5 average rating, 271 reviews

High ceiling, relaxing and modern 2bdr new build!

Welcome to this beautiful brand new two-bedroom legal basement suite located in the desired community of Mahogany. This unit offers a separate entrance, a fully equipped kitchen with all brand new appliances, and roomy two bedrooms for you to rest and feel at home. The 9ft ceilings throughout the entire unit will leave you feeling spacious and grand. The windows were built strategically and big to maximize the natural light. We look forward to hosting you.

Popular amenities for Chestermere vacation rentals

When is the best time to visit Chestermere?

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Avg. priceﺩ.ﺇ250ﺩ.ﺇ246ﺩ.ﺇ242ﺩ.ﺇ239ﺩ.ﺇ268ﺩ.ﺇ331ﺩ.ﺇ375ﺩ.ﺇ320ﺩ.ﺇ272ﺩ.ﺇ268ﺩ.ﺇ264ﺩ.ﺇ257
Avg. temp-8°C-7°C-2°C3°C7°C11°C15°C14°C9°C3°C-4°C-9°C

Frequently Asked Questions

  • What are the best places to stay in Chestermere?

    Stays near Chestermere Lake are frequently suggested for scenic views and easy access to waterfront activities. Accommodations around local parks and quiet neighborhoods also appeal to those seeking a relaxed atmosphere.

  • What are the best things to do in Chestermere with kids?

    Kids enjoy building sandcastles at lakeside beaches, playing in community parks, and trying family-friendly watersports. Seasonal events often feature crafts, games, and outdoor movie nights for young visitors.

  • What are some of the best things to do in Chestermere?

    Explore Chestermere Lake for watersports and picnicking, stroll the pathways at Anniversary Park, or tee off at Chestermere's golf course. Local shops and cafes provide a relaxed way to experience the town's atmosphere.

  • How is the weather in Chestermere?

    Chestermere experiences cold winters with temperatures around 8–31°F (-14–-1°C), and summers that range from 44–73°F (7–23°C) with moderate rainfall. Pack clothing for layering, as weather can shift quickly, especially in spring and autumn.

  • When is the best time to visit Chestermere?

    Late spring through early fall is often recommended, with milder temperatures and outdoor festivals around the lake. Winter provides opportunities for skating and other cold-weather activities if you prefer snowy landscapes.

  • What are the best places to visit in Chestermere?

    Chestermere Lake is frequently suggested for water activities and scenic sunsets, while Anniversary Park is popular for picnics and playgrounds. The local golf course draws those interested in a leisurely round amid prairie views.

  • What are some hiking trails in Chestermere?

    Chestermere has paved pathways along the lake, as well as scenic routes in Anniversary Park and within natural green areas. These trails are often used for walking, cycling, and enjoying prairie views.

  • What are some family activities we can do in Chestermere?

    Families can explore lakeside beaches, try paddleboarding, or visit local playgrounds and parks. Community centers sometimes host indoor recreation and creative programming for all ages.

  • What are some of the best day trip ideas from Chestermere?

    Explore nearby prairies, regional parks, or bustling city neighborhoods for art and shopping. Visitors sometimes head toward the Rocky Mountains or local ranches for hiking, horseback riding, or scenic drives.

  • Are there any pet friendly accommodations available in Chestermere?

    Many accommodations in Chestermere welcome pets, especially in areas near parks and walking trails. It is a good idea to check each listing’s policies to ensure your pet’s needs are met.

  • What are some local tips for visiting Chestermere?

    Locals often suggest arriving early during summer weekends to find peaceful lakeside spots. Bringing bicycles or renting paddleboards can help you enjoy the town’s trails and the water, while supporting local cafes is a favorite community tradition.

  • What is Chestermere known for?

    Chestermere is known for its large recreational lake, close-knit community, and lakeside lifestyle. The area combines water activities, outdoor trails, and a relaxed pace distinct from nearby urban centers.

  • What are the best hidden gems to explore in Chestermere?

    Explore quiet green spaces tucked behind neighborhoods, local farmers' markets, or small art installations scattered around town. Some visitors enjoy discovering lesser-known lakeshore spots perfect for early morning walks.

  • What are the best foods to try in Chestermere?

    Chestermere features locally owned restaurants with Canadian classics, international cuisine, and comforting baked goods. Popular choices often include Alberta beef dishes, fresh lake-inspired plates, and seasonal produce from nearby farms.

  • What should I bring for a trip to Chestermere?

    Pack layers for changing weather and a waterproof jacket, especially in spring or fall. Swimwear and sunscreen are useful for lake activities in summer, while winter brings a need for insulated coats, hats, and gloves.

  • What is the nightlife in Chestermere like?

    Chestermere's nightlife centers on casual pubs, local bars, and occasional live music venues. Evenings often revolve around social dining and relaxed community gatherings rather than a bustling club scene.

  • What are the most popular events or festivals in Chestermere?

    Chestermere hosts a summer water festival with boating and fireworks, as well as winter celebrations that feature skating and community gatherings. Canada Day festivities around the lake are another vibrant annual tradition.

  • Are there family friendly vacation rentals in Chestermere?

    Chestermere has a variety of vacation rentals, including homes and suites often suited for families. Look for listings with spacious living areas, kitchens, and access to parks or the lake, which can make trips with children more comfortable.

Quick stats about vacation rentals in Chestermere

  • Total vacation rentals

    Explore 120 vacation rentals in Chestermere

  • Nightly prices starting at

    Chestermere vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

  • Verified guest reviews

    Over 3,540 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    120 of Chestermere vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chestermere rentals

  • 4.8 Average rating

    Chestermere stays are highly rated by guests—averaging 4.8 out of 5!

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