
Holiday houses in Chestermere
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Top-rated holiday rentals in Chestermere
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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.

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

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.

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

NK Paradise - Lakefront, Hot Tub, Covered Dock!
This is the BEST stay in Greater Calgary Area! Just 20 mins from DOWNTOWN CALGARY, 1 hr from MOUNTAINS & 23 mins from YYC AIRPORT!! You will enjoy this beautiful and spacious LAKEFRONT property with HOT TUB, Central AC, Unique Covered Dock, Lake Views, Private Beach, Trampoline, Putting Green, Firepit, Patio Heater, Pool Table, Ping Pong, BBQ, Fireplace and much more! Note - All bedding is new! Hot Tub available all year around! Reach out for any questions! LONG TERM GUESTS ALSO WELCOMED!

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.

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.

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.

Large 6BR House Close to Beach
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.

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!!

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.

Rosé Getaway-Pet Friendly Studio
This bachelor suite is equipped with everything you need for a comfy vacation or work stay. No chore/cleaning list when leaving. Just relax and enjoy! Located a couple of minutes off of Deerfoot Trail and only twenty minutes from airport. Lots of great trails close by and river minutes away if you’re up for walking. The square ten minutes by foot has groceries, pub, bank, Starbucks, Mac Donald’s and other amenities. Kids playpen can be set up for a little one.
Popular amenities for Chestermere holiday rentals
Other great holiday rentals in Chestermere

Cozy Guest Suite, Chestermere

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

Lakeside Room

Spa getaway! Sauna and fireplace

Brand New 2 bedroom guest suite

Serene Stay by the Lake & Park

Brand New Modern Suite

Entire Basement suite
Quick stats about holiday rentals in Chestermere
Total rentals
110 properties
Nightly prices starting at
$31 AUD before taxes and fees
Total number of reviews
3.1K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Destinations to explore
- Rentals with lake access Chestermere
- Rentals with outdoor seating Chestermere
- Rentals with a fireplace Chestermere
- Rentals with a washing machine and dryer Chestermere
- Rentals with a fire pit Chestermere
- Fitness-friendly rentals Chestermere
- Pet-friendly rentals Chestermere
- Family-friendly rentals Chestermere
- Rentals with a patio Chestermere
- Calgary Stampede
- Calgary Zoo
- Bowness Park
- Calaway Park
- Prince's Island Park
- Mickelson National Golf Club
- Shane Homes YMCA at Rocky Ridge
- Fish Creek Provincial Park
- Calgary Tower
- Heritage Park Historical Village
- Country Hills Golf Club
- Nose Hill Park
- Calgary Golf & Country Club
- Heritage Pointe Golf Club & Indoor Golf Lounge
- The Links of GlenEagles
- Peace Bridge
- D'Arcy Ranch Golf Club
- Confederation Park Golf Course
- The Glencoe Golf & Country Club
- Village Square Leisure Centre
- WinSport
- City & Country Winery
- Priddis Greens Golf and Country Club
- Spirit Hills Flower Winery