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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.

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
4.94 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 favorite
Guest suite in Saddle Ridge
5 out of 5 average rating, 50 reviews

Best Luxury Suite Near Airport With Home Theater

Best, Top Luxury Basement Suite in Calgary 5 Star Hotel experience for whole family Professional Home Theater Experience -4K 150 inch Screen HDR, DolbyAtmos, IMAX Enhanced Netflix, Disney, Prime, IPTV, Youtube Bar Full Kitchen PS5 Fast Wifi Free Parking SMART HOME Control everything with your voice Outdoor Security Cameras SMART LOCK Self Check-in Anytime Self Check-out 4 minutes to CTrain Station 7 minutes to Airport YYC 12 minutes to CrossIron Mall 20 minutes to Downtown 90 minutes to Banff

Guest favorite
A serene lake view is presented, featuring well-maintained green spaces alongside the water. A gazebo is visible on the shore, with a small dock extending into the lake. The sky is clear with scattered clouds, enhancing the calm atmosphere of the setting.
Home in Chestermere
4.92 out of 5 average rating, 26 reviews

Executive home & Garage & AC! Walk to Lake!

New listing! Amazing 15 times Super Host with over 1000⭐⭐⭐⭐⭐ reviews! This luxury home has close 4000 SF living space! It was newly refreshed with new point and furnished with high quality brand new furniture and bedding Etc. Everything is brand new! A short walk to the lake path to Chestmere lake. 10 minutes drive to Calgary! Great location close to parks, restaurants, grocery shopping, the lake, Lakeside Golf course and walking paths! Great for families, group travelers and corporate retreat!

Guest favorite
A modern living room is presented with a large gray sectional sofa, two wooden chairs, and a coffee table. A mounted TV sits above a stylish marble feature wall. Natural light filters through large windows, illuminating the space with a neutral color palette.
Home in Belvedere
4.91 out of 5 average rating, 23 reviews

Cozyhub YYC /3BR 10 guest/Central location with AC

Bring the whole family or friends together to this spacious 3 bedroom, 2.5 baths house with pull-out sofa bed & 2 extra floor mat. The cozy living room is a great place to gather together for a fun night or a movie night. Gather around the large dining table which has an extender for extra company to share in a happy meal. There is enough room for everyone to enjoy. Kids park & Basketball court is just across the house. Let Cozyhub be part of your unforgettable lasting travel memories together.

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, 79 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

Top guest favorite
A spacious bedroom features a large, plush bed with neutral bedding and accent pillows, complemented by a soft throw. A bedside table with a lamp sits on either side of the bed, while a desk and chair provide a dedicated workspace in the well-lit area.
Guest suite in Chestermere
5 out of 5 average rating, 10 reviews

A Slice of Heaven in Chestermere

Welcome to our newly renovated 1317 sqft basement suite, perfect for work or relaxation! This spacious retreat features 2 cozy bedrooms, 1 bathroom, a comfortable living and dining area, and a fully equipped kitchen. Enjoy the convenience of in-suite laundry and two dedicated workspaces. Located just 3 minutes from the picturesque Chestermere Lake, it’s ideal for outdoor enthusiasts or those seeking tranquility. Experience comfort, style, and convenience in this thoughtfully designed getaway.

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, 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.

Guest favorite
An open living area is featured, showcasing a modern couch and two coffee tables, with a large TV mounted on the wall displaying vibrant colors. A dining space with bar stools sits adjacent to a sleek kitchen, and a workspace is visible, complete with a chair and desk.
Home in Chestermere
5 out of 5 average rating, 10 reviews

Coziest & Modern Basement Retreat East of Calgary

Welcome to your home away from home! This stylish place is perfect for personal and business trips. Nestled in a cozy basement, this modern 1-bedroom retreat has all you need for a comfy, productive stay. Enjoy a spacious bedroom with a big walk-in closet for settling in. Need to work? The quiet den offers a functional workspace. With thoughtful design and contemporary flair, it’s ideal for exploring the mountains or tackling projects. This charming space has you covered!!

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
4.84 out of 5 average rating, 82 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.

Popular amenities for Chestermere vacation rentals

When is the best time to visit Chestermere?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$14,222 GYDG$14,013 GYDG$13,804 GYDG$13,595 GYDG$15,268 GYDG$18,824 GYDG$21,334 GYDG$18,196 GYDG$15,477 GYDG$15,268 GYDG$15,059 GYDG$14,641 GYD
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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 vacation rentals in Chestermere

  • Total vacation rentals

    Explore 110 vacation rentals in Chestermere

  • Nightly prices starting at

    Chestermere vacation rentals start at G$4,183 GYD 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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