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
Home in Chestermere
5 out of 5 average rating, 9 reviews

Modern 4-Bedroom Retreat – Near the Lake, Sleeps 8

Enjoy a family friendly property with a fully fenced yard in Chestermere. Features include a living room with 58" smart tv, 2 dining areas, laundry room, full kitchen with dishwasher and large pantry, plus 4 bedrooms (2 with ensuites and walk in closets) on the upper floor. The kitchen has a stove, oven, fridge with icemaker, microwave, stocked coffee bar, and large island. Steps from Chestermere Lake, trails, restaurants, & shops. Perfect for families, large groups, & outdoor lovers year-round.

Top guest favorite
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, 317 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 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, 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 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 spacious outdoor deck is highlighted by a sectional seating area, coffee table, and dining setup. Decorated with autumnal flowers, it offers views of lush greenery and a nearby creek. An outdoor grill is positioned for easy access, creating an inviting space for gatherings.
Home in Chestermere
4.92 out of 5 average rating, 39 reviews

Royal Retreat@the Lake, King Beds, AC, Golf Course

Welcome to our Royal Retreat near the Lake! Inside, you'll find six bedrooms (five fitted with plush king-sized beds), 3.5 bathrooms, and two fully equipped kitchens. Decorated with modern furnishings. Our home is sure to charm you. Outside, you can relax on our large deck with scenic views of a creek and beautiful greenery. Our home is a 25min drive from Downtown Calgary and the Airport, 5-10min drive from shops and restaurants, and just a short walk from a golf course and the lake.

Guest favorite
A spacious sleeping area is highlighted by two framed landscape artworks above the bed. A soft, neutral blanket covers the bed, while small wooden nightstands with plants provide balance on either side. Natural light fills the room, enhancing its serene ambiance.
Home in Belvedere
4.97 out of 5 average rating, 32 reviews

Modern & Spacious 2BR 2BA Home 1HR from Rockies

Experience SE Calgary in this stylish 2-bedroom, 1.5-bath, 3-storey townhome with modern comforts and one outdoor parking spot. Just minutes from downtown and 45 minutes to the Rockies, it’s the perfect base for both city adventures and mountain escapes. Relax in a cozy, well-equipped space with easy access to shops, parks, and more. Note: Additional guests beyond 2 are subject to extra guest charges. All guests must be included in the booking on the app at time of reservation.

Top guest favorite
An outdoor swim spa is situated on a patio, overlooking a well-maintained backyard and Chestermere Lake. Lush greenery surrounds the area, and gentle ripples on the water reflect the warm colors of a sunset in the background.
Home in Chestermere
4.98 out of 5 average rating, 82 reviews

Beautiful Lakefront 5-Bed home w/ outdoor swim spa

Located just 10 minutes outside of Calgary, this beautiful lakefront home is equipped with a full-size outdoor swim spa overlooking Chestermere lake, a massive backyard, pool table, outdoor fire pit, and more. The spacious home is perfect for families and larger groups to enjoy. Parking: Large driveway fits up to 4 vehicles with space for 2 additional cars on the street in front of the house. **Guests must review and acknowledge all house rules prior to booking being confirmed.

Top guest favorite
An aerial view captures a serene residential neighborhood adjacent to Chestermere Lake. A variety of homes are visible, showcasing different architectural styles, along with open spaces and roads leading toward the lake's edge. The vast, calm water reflects the clear sky, enhancing the peaceful ambiance.
Home in Chestermere
5 out of 5 average rating, 22 reviews

Spacious 6BR Family Haven by Chestermere Lake!

Spacious 6BR home designed for families and groups! With three levels, multiple living areas, and a formal dining room, there’s room for everyone. The huge kitchen is perfect for home-cooked meals, while the massive backyard offers space for kids to play. Unwind in the basement lounge with a big-screen TV and wet bar for movie nights. Minutes from Chestermere Lake, parks, and dining. Driveway and street parking available. A perfect retreat for getaways and extended stays.

Guest favorite
A comfortable living area features plush leather seating arranged around a glass coffee table. A large television is positioned against the wall, complemented by dark shelving units. Soft lighting offers a relaxed ambiance, with light grey carpeting adding a cozy touch.
Guest suite in Chestermere
4.94 out of 5 average rating, 18 reviews

Entire Guest Suite, Chestermere

Experience comfort in this modern 2-bedroom guest suite featuring a private entrance, full bathroom, and upscale bar area. Fully upgraded with stylish finishes and free street parking. Located in a quiet neighborhood just minutes from Chestermere Lake, parks, restaurants, shops, and walking trails. Only 5 minutes from Calgary city limits and 20 minutes to downtown. Perfect for families, couples, or business travelers seeking a peaceful, convenient retreat.

Guest favorite
A well-appointed bedroom features a queen-sized bed with a tufted headboard and decorative pillows. Nightstands flank the bed, and a window allows natural light to enter. An ironing board is positioned nearby, complementing the light-colored walls and carpeted floor.
Guesthouse in Northwest Calgary
4.93 out of 5 average rating, 95 reviews

Sunny Walk-out Unit | Free Parking | Near Grocery

A calm unit tastefully furnished for your dwelling. Come experience the walk-out unit with natural lighting and look out onto the green space for your serene meditation. There is a Skating rink alongside other basic grocery/shopping outlets close to the unit. Our property is the perfect choice if you're looking for a one-bedroom walk-out basement unit that combines comfort, convenience, and a prime location. We can't wait to host you during your stay.

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
4.74 out of 5 average rating, 121 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 favorite
An outdoor space features a covered hot tub within a glass enclosure, surrounded by a wooden deck. Comfortable seating is provided nearby, with the presence of string lights adding a subtle ambiance. Lush greenery is visible in the background, enhancing the natural setting.
Home in Arbour Lake
4.93 out of 5 average rating, 251 reviews

Family Retreat w/ Hot Tub | Banff + DT Access

Designed for families who want space, comfort, and recovery after Banff adventures, our Arbour Lake home offers a private hot tub, sauna, gym, and massage chair. Enjoy stress-free access to Banff and the Rockies, while staying close to Crowfoot shopping and an easy drive to downtown Calgary.

Popular amenities for Chestermere vacation rentals

When is the best time to visit Chestermere?

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Avg. price€ 58€ 57€ 56€ 55€ 62€ 77€ 87€ 74€ 63€ 62€ 61€ 60
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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 house rentals in Chestermere have a kitchen?

    Absolutely! We offer over 60 house 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 40 homes with air conditioning, over 70 homes with free parking, over 70 homes with wifi, over 60 homes with a kitchen, 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 € 17 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 & 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

    100 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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