Vacation rentals in Chestermere

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Top-rated vacation rentals in Chestermere

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Guest favourite
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 favourite
A bright living area features a light-colored sofa and armchair, complemented by decorative blue pillows. A wooden accent table sits beside a welcoming plant. The fully equipped kitchen with modern appliances is visible in the background, along with a window providing natural light.
Guest suite in Huntington Hills
4.98 out of 5 average rating, 314 reviews

Kitchen • Laundry • Park on Driveway

Looking for a relaxing and convenient getaway in Calgary? You can experience the perfect blend of style, comfort, and convenience in our newly renovated legal secondary suite, designed with your utmost comfort in mind. Ideal for couples on a romantic retreat, busy tourists, or focused business travellers, our modern suite is close to both downtown and the airport. Close to the following: → 12min to Downtown → 10min to Airport → 5min to Deerfoot City Mall Shopping **Book with us today!**

Guest favourite
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, 82 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.

Guest favourite
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

Top guest favourite
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, 136 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 favourite
Apartment in Calgary
4.86 out of 5 average rating, 14 reviews

Central Bridgeland 5 Mins To Downtown 2 bed 1 Bath

Welcome to your cozy 2 bed, 1 bath retreat in the heart of Bridgeland, Calgary! Just minutes from downtown, this stylish suite offers comfort and convenience with a fully equipped kitchen, fast Wi-Fi, in-suite laundry, and free parking. Walk to trendy cafes, restaurants, parks, and the Bow River Pathway. Whether you're here for work or play, this charming space is your perfect home base to explore the best of Calgary. Ideal for couples, families, solo travellers or business travellers.

Guest favourite
A modern living room features a spacious sofa and a large flat-screen TV mounted on a wooden console. Natural light floods in through expansive windows, highlighting the soft neutral tones of the furnishings and decor.
Condo in Downtown Calgary
4.91 out of 5 average rating, 169 reviews

Cozy Urban Getaway | Steps To RIVER & Downtown!

Welcome to your ultimate downtown living experience in East Village! This trendy loft-style 1 Bed + Queen Sofa Bed is tastefully appointed, with a fully stocked kitchen, MASSIVE patio w/BBQ, and underground parking available! Super easy access to the LRT, Superstore, Saddledome, and Bow River pathways, you'll have everything you need for a comfortable stay. Plus, this vibrant neighbourhood is surrounded by great restaurants and coffee shops. Book now for an unforgettable stay!

Top guest favourite
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, 261 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.

Guest favourite
The living area features a black sofa adorned with patterned cushions, positioned next to a coffee table. A round mirror and framed artwork decorate the walls. Soft lighting is provided by a lamp on a side table, and a small dining table with wooden chairs is included.
Guest suite in South Calgary
4.87 out of 5 average rating, 340 reviews

In the Heart of Marda Loop # BL231402

Bright one bedroom basement suite with living area and an ensuite bathroom. The living area has a sofa, a TV and a work space. We have adapted the laundry room to provide our guests with a convenient area to make meals. We are situated across the street from a park with a playground and tennis courts. We are close to 17th ave, downtown, Marda Loop shopping/restaurant area, transit and fairly close to the stampede grounds.

Top guest favourite
Condo in Erlton
4.96 out of 5 average rating, 509 reviews

The BEST in YYC. Free Banff Pass! 2BR2BA

The space is a high-end condo on the edge of downtown Calgary. Close to the Saddledome and MNP Centre with easy access the highways that lead to Banff National Park. Walking distance to great restaurants on 4th Street if you don't want to cook, or an incredibly well-equipped kitchen if you do. Please note that I cannot always accommodate check-in after 8pm. Please message prior to booking to confirm in advance.

Superhost
A serene view of Chestermere Lake is displayed, featuring lush green parkland and a gazebo near the water’s edge. The calm lake reflects the blue sky and scattered clouds. A wooden dock extends into the lake, with a few boats visible. Nearby, an open parking area hosts several cars.
Guest suite in Chestermere
4.76 out of 5 average rating, 119 reviews

Modern Comforts by Chestermere Lake: Stylish suite

Welcome to our Charming secondary Suite in Chestermere, AB. Nestled in the serene surroundings of Chestermere, our secondary suite offers the prefect blend of comfort, convenience and modern amenities for your stay in this picturesque area. Whether you’re here for business, exploring the local attractions, or simply unwinding by the lake, we’ve designed this space for your comfort in mind.

Top guest favourite
A contemporary kitchen features light wood cabinetry with a stainless steel refrigerator and stove. A round wooden dining table with black chairs is positioned near the kitchen. The open layout includes a living area visible in the background, enhancing the sense of space and functionality.
Guest suite in Calgary
4.98 out of 5 average rating, 45 reviews

Garden-to-Table Suite, Brand New 1BR BSMT Suite

Welcome to Your Home Away from Home! Discover the perfect blend of comfort and convenience in our charming Southeast Calgary retreat. Just minutes from major highways, you'll have easy access to all the city's attractions, while still enjoying a variety of shops and restaurants nearby for a convenient stay. This cozy haven provides everything you need for a relaxing visit.

Popular amenities for Chestermere vacation rentals

When is the best time to visit Chestermere?

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Avg. price$93 CAD$92 CAD$90 CAD$89 CAD$100 CAD$123 CAD$140 CAD$119 CAD$101 CAD$100 CAD$99 CAD$96 CAD
Avg. temp-8 °C-7 °C-2 °C3 °C7 °C11 °C15 °C14 °C9 °C3 °C-4 °C-9 °C

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Chestermere?

    Yes! Work meets play with ease at over 50 vacation rentals in Chestermere featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Chestermere have wifi?

    Absolutely! We offer over 70 house rentals with wifi in Chestermere. Enjoy a tailored experience with all the comforts you desire.

  • Do private suite rentals in Chestermere have a kitchen?

    Absolutely! We offer over 10 private suite rentals with a kitchen in Chestermere. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in private suite rentals in Chestermere?

    Experience the best of Chestermere with our private suite rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for House Rentals in Chestermere?

    Enhance your stay in our House Rentals with the most popular amenities: over 70 homes with free parking, over 70 homes with wifi, over 60 homes with a kitchen, over 40 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there pet-friendly vacation rentals in Chestermere?

    Four-legged friends are welcome in Chestermere. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Do house rentals in Chestermere have free parking?

    Absolutely! We offer over 70 house rentals with free parking in Chestermere. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Chestermere?

    Chestermere has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about vacation rentals in Chestermere

  • Total vacation rentals

    Explore 110 vacation rentals in Chestermere

  • Nightly prices starting at

    Chestermere vacation rentals start at $27 CAD per night before taxes and fees

  • Verified guest reviews

    Over 3,060 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    100 of Chestermere vacation rentals include wifi 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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