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Holiday rentals in Chestermere

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Top-rated holiday rentals in Chestermere

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

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Guest favourite
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.

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
4.94 out of 5 average rating, 16 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, 313 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, 80 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.

Top guest favourite
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.
Guest house in Southwest Calgary
4.98 out of 5 average rating, 210 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.

Superhost
An aerial view displays a large, green backyard with a covered dock extending into the water. Various water activities, including kayaks and paddleboards, are visible nearby. A trampoline and lounge chairs offer additional leisure options. The property is bordered by a wooden fence for privacy.
Home in Chestermere
4.86 out of 5 average rating, 222 reviews

NK Paradise - Lakefront, Hot Tub, Covered Dock!

Ultimate Lakefront Getaway!! Only 20 mins from DOWNTOWN CALGARY, 1 hr from the ROCKY MOUNTAINS & 23 mins from YYC AIRPORT!! This spacious 4 level lakefront home offers everything you need for an unforgettable stay. Enjoy a private hot tub (open year-round), central A/C, and a unique covered dock with stunning lake views. Relax on your private beach, or have fun with the trampoline, putting green, firepit, pool table, ping pong table, BBQ, and fireplace — there’s something for everyone!!

Top guest favourite
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 favourite
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, 21 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.

Superhost
A cozy living area features a plush sectional sofa and a dark wooden coffee table with decorative items. A compact kitchenette is positioned against the wall, equipped with essential appliances including a microwave and coffee maker. Natural light filters through a curtain-covered window.
Home in Chestermere
4.85 out of 5 average rating, 86 reviews

exceptional listing

You will appreciate the quick and easy access from this centrally located place. 24 min drive from Calgary Airport. 22 min drive from Downtown Calgary. 5 min drive to Chestermere Lake. 5 min drive to Costco. 2 min drive to No Frills. 31 min drive to Airdrie. 24 min drive to Crossiron Mall. Several food shops close to the accommodation. Proximity (3-5 min) to the Trans-Canada Highway and Stoney Trail. Located in a new and beautiful community. Clean, welcoming and peaceful.

Guest favourite
A modern living room features a spacious sectional sofa complemented by accent cushions. An elegant coffee table sits atop a textured area rug. Two stylish green armchairs are positioned nearby, with large windows dressed in flowing sheer curtains allowing natural light to illuminate the space.
Home in Tuxedo Park
4.88 out of 5 average rating, 160 reviews

New Urban Gem: 8 min to Downtown

Experience the perfect blend of tranquility and city life in our brand-new, modern home, conveniently located less than 10 minutes from downtown Calgary's excitement. Situated on a peaceful neighbourhood street, our home features a contemporary, elegant design that invites relaxation and comfort. Our home is an ideal get-away spot for those seeking a stylish and comfortable stay, with easy access to the best of Calgary!

Popular amenities for Chestermere holiday rentals

When is the best time to visit Chestermere?

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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 house rentals in Chestermere?

    Experience the best of Chestermere with our house rentals, starting at about $20 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 wifi, over 60 homes with a kitchen, over 70 homes with free parking, 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 private suite rentals in Chestermere have free parking?

    Absolutely! We offer over 10 private suite 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 holiday rentals in Chestermere

  • Total holiday rentals

    Explore 110 holiday rentals in Chestermere

  • Nightly prices starting at

    Chestermere holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 3,060 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    100 of Chestermere holiday 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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