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Holiday houses 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

Guest favourite
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!

Top Guest favourite
A modern kitchen area features sleek black and white cabinetry with stainless steel appliances, including a full-sized refrigerator and stove. A compact dining table with two benches is visible, along with a cozy seating area that includes a dark sofa. Natural light enters through the window with blinds.
Guest suite in Bankview
4.94 out of 5 average rating, 108 reviews

City View, Inner city walkout, Entire floor Suite.

Welcome to my brand new inner city entire one bedroom suite, steps from 17 Ave SW. Close to stampede park! Enjoy a stylish experience in one of the most sought out inner city neighborhoods in Calgary with hills like SF and Vancouver, bustling with street-side shopping restaurants, and bars with patios. This entire suite is only 5 minutes from downtown Calgary and Marda Loop/Altadore areas. This suite is perfect for couples, solo travellers or even a group looking to explore the city or relax

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, 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.

Top Guest favourite
An open concept living area showcases a modern grey sofa adorned with decorative pillows, facing a wall-mounted TV. A small desk with a computer setup is visible beside a dining area with bar stools. Light wood flooring enhances the clean, inviting atmosphere.
Guest suite in Auburn Bay
4.99 out of 5 average rating, 198 reviews

Stunning Pristine Private Suite: No cleaning fees

An incredible 🤩 suite within a safe neighbourhood, open concept living space, located in SE community of Auburn Bay. This Modern, clean & comfy, private suite is STUNNING, beautiful & relaxing. Additional discount for longer stays. PLEASE NOTE: The toddler upstairs attends daycare weekdays from 8:00am - 5:00pm and various outdoor weekend activities. Some noise transfer- yes Close to grocery & liquor store, restaurant & bars. ⭐️ 3 Min Dr to SHC hospital ⭐️ 5 Min Dr to YMCA and VIP Cineplex

Top Guest favourite
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.

Guest favourite
A spacious layout is captured, featuring a comfortable bedroom with a king-sized bed and soft lighting. The living area showcases two couches and a coffee table, complemented by a television and modern kitchen island. Light curtains allow soft natural light to fill the spaces.
Guest suite in Cornerstone
4.97 out of 5 average rating, 196 reviews

Near Airport/HWY/Freshco Homey BSMT Suite

A VERY quiet, ONE-BED Basement (Legal Insured, having Short-Term City Licence). The suite has a Private Side Entrance, self check-in option, has most of amenities to make your stay memorable. Ideally located near Airport/Highway for a quick stop/long stay. Legal suites are inspected by the City to make sure it meets Alberta safety/fire codes. Quiet HOURS 10 p.m. to 7:00 a.m. Please note, cooktop is suitable for light cooking, NO heavy cooking please. NOT SUITABLE FOR INFANTS/CHILDREN.

Guest favourite
A welcoming living room features comfortable seating on a plush rug, with a large television mounted on the wall. A small table displays decorative items, and soft lighting is provided by a floor lamp. A painting of a flower adds a touch of elegance to the space.
Guest suite in Saddle Ridge
4.92 out of 5 average rating, 103 reviews

Charming Guest suite in Northeast Calgary

Our charming legal basement suite, 15 min drive to Calgary international airport offers comfort and tranquility that offers a home away from home experience - tasteful furnishings with WI-FI, washer and dryer, king and queen size beds, baby crib (Available on request) and a well-equipped kitchen. it's also; -6 min to Ctrain station -18 min to Cross Iron Outlet Mall. • 1 hr 30mins to Canmore(Banff)/Drumheller Come and relax in this cozy and peaceful community, book your stay today!

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.

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, 167 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!

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 holiday rentals

When is the best time to visit Chestermere?

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Avg. price$121 NZD$119 NZD$117 NZD$116 NZD$130 NZD$160 NZD$181 NZD$155 NZD$132 NZD$130 NZD$128 NZD$124 NZD
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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 $36 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Chestermere holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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