House holiday rentals in Chestermere

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Top-rated house rentals in Chestermere

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Guest favourite
Home in Chestermere
5 out of 5 average rating, 12 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 vibrant collage showcases exciting amenities at Casa YYC. The games room features a foosball table and arcade machines. The cozy living area offers modern seating with colorful accents. An inviting hot tub is nestled in a private outdoor space, while a spacious bedroom exudes comfort.
Home in Northeast Calgary
4.85 out of 5 average rating, 172 reviews

Unique Casa Vibes! Hot tub | Gym | Arcade Games

Welcome to one of Calgary's Highest Performing Properties "Casa YYC", a vibrant Mexican-inspired getaway nestled in the heart of Calgary. Perfect for staycations, our cozy home offers an inviting oasis with brand new furniture, just minutes from downtown. Unwind in the private hot tub while savouring the colourful ambiance and lively patterns reminiscent of a traditional Mexican hacienda. Culinary enthusiasts will love the professional kitchen. Cable, high-speed Wi-Fi, gym, games room+ more!

Top Guest favourite
The exterior entrance features a welcoming set of steps leading to a dark front door adorned with a seasonal wreath. A wooden deck provides ample space, framed by modern wood paneling. Potted plants with vibrant foliage are positioned on either side, enhancing the outdoor appeal.
Home in Southeast Calgary
4.98 out of 5 average rating, 308 reviews

High cieling, new and modern 2bd (S Health Campus)

Welcome to your stay in a new legal basement suite with a private entrance in Mahogany. You’ll enjoy a fully equipped kitchen, two bedrooms, and a comfortable open living room with extra-high ceilings and large windows, creating a bright, airy space with a warm, cozy atmosphere. • 7 mins to South Health Campus • 5 mins to Brookfield YMCA • 6 mins to Seton & Jayman Village (dining and cafés) • Easy access to major roads Book your stay and enjoy a clean, modern space. We can’t wait to host you!

Top Guest favourite
A bright living area is showcased with a light gray sofa adorned with colorful cushions. A low, wooden table sits in front, complemented by an orange pouf and a potted plant. Subtle wall colors and decorative accents enhance the soothing ambiance of the space.
Home in Northeast Calgary
4.93 out of 5 average rating, 188 reviews

Mid Century Zen Suite. 1 BR. Near DT, C-train.

Unique updated century home - this charming 1 bedroom in a top/down duplex nestled in the heart of Bridgeland. Steps away from the trendy 1 avenue street with restaurants and all the amenities you need, and yet in a picturesque and quiet street! A quick drive to the DT core, walking distance to C-train. This peaceful home features a 1 bedroom with comfy queen bed, bright, comfortable living spaces, fully equipped kitchen and clean bathroom!! ✔free Wi-Fi ✔coffee ✔free parking ✔netflix ✔Laundry

Superhost
A spacious bedroom features a large white bed topped with a teal throw blanket and decorative pillows. The room is illuminated by natural light from large windows, with modern wall decor and an open layout leading to an ensuite bathroom.
Home in Northwest Calgary
4.82 out of 5 average rating, 146 reviews

Spa Inspired w/ Hot Tub, Games Room/Entertainment

Great for longer stays! Fully stocked kitchen, extra linens, a private office, high-speed internet, locally roasted coffee, and more! One of the great features that our guests love is the double car garage that's included in your stay, we also provide 2 permits for parking on the street out front in case you have extra vehicles or family coming by to visit. Enjoy the exclusivity that our private outdoor hot tub has to offer as you sit back and unwind the day with your favorite drink in hand.

Guest favourite
A welcoming living area features a plush gray sectional sofa adorned with a textured throw blanket and decorative cushions. A wooden coffee table sits centrally, while artfully arranged books are displayed on floating shelves above. A mirror reflects the cozy ambiance of the space.
Home in Northeast Calgary
4.88 out of 5 average rating, 131 reviews

Cute Inner City Haven with Country-like Serenity

Welcome to our unique home, offering country style serenity in the heart of Calgary's inner-city. Located next to a protected natural area with an elevated, unobstructed 270 degree view, our quiet home is ideally situated 15 mins from the airport, and 10 mins from the heart of downtown. Enjoy the trendy community of Bridgeland, surrounded by trails, bike paths, and walking distance from the zoo and science centre, it’s the ideal spot to enjoy both urban convenience and peaceful tranquility.

Top Guest favourite
Home in Northwest Calgary
4.94 out of 5 average rating, 331 reviews

Ravine Retreat, 4000+sqf, Luxury, AC,PoolTable etc

Welcome to beautiful and spacious Ravine Retreat House: - 4000+sqf , walk out to breathtaking ravine, Mountain View - Pool table entertainment - Free parking, Free bath and kitchen essentials, Free WiFi - Fully stocked kitchen; BBQ at balcony - Costco, superstores nearby - City centre, YYC airport 15 mins - Quick access to Banff - 6 bdrm 3.5 bath, - 10 beds: 7 twin +2 queen+1 king - A/C - Pet friendly (fee applied) - Perfect for multi-families, maximum 5 cars or 15 people at any time

Guest favourite
The house features a charming facade with a blue exterior and bright yellow door, framed by decorative wooden railings. A red-berried tree adds a touch of natural beauty to the landscape, while foliage surrounds the entrance, enhancing the property's inviting curb appeal.
Home in Southeast Calgary
4.89 out of 5 average rating, 123 reviews

Centrally Located Family Friendly Whole House

Welcome to one of Canada’s best neighborhoods! Calgary’s historic Inglewood! Hip and family friendly, Inglewood is home to Calgary’s best boutique shops, award winning restaurants, art galleries, and entertainment! Minutes from Downtown, the Stampede Grounds, BMO Centre, Calgary Zoo, Telus Spark and more! Built in 1912 and recently given a stylish facelift, our house is bright and full of character! Free street parking and a backyard (not fenced) included!

Top Guest favourite
Home in Northwest Calgary
4.94 out of 5 average rating, 222 reviews

Trendy Kensington | Espresso Maker| Garage| AC

Awesome renovated 1923 character home in trendy Kensington. 3 walking minutes to restaurants, shopping and cafes. ☞ Serves locally roasted: coffee/tea ☞ Features Rocky Mountain Soap: crafted with care in the Canadian Rockies ☞ Super Automatic Espresso Maker: lattes, espresso and coffee ☞ 3 bdrm home w/ garage/AC ☞ Free parking, no cleaning fees, and no checkout chores Add our listing to your Wishlist by clicking the ❤️ in the upper-right corner.

Top Guest favourite
A modern kitchen features a large island with yellow stools, stainless steel appliances, and white cabinetry. Natural light enters through the large window, illuminating the sleek countertops and backsplash. Open shelving displays decorative items, enhancing the uncluttered design.
Home in Southeast Calgary
4.9 out of 5 average rating, 128 reviews

3FullBaths~PrivateYard~BBQ~5Beds

*Private fenced yard* *4 Bedrooms and 3 full bathrooms* *2 separate family rooms* *Family-friendly space* *Super close to 2 kids Play parks* *Air Conditioning* Enjoy endless natural spaces, including multiple parks & walking and biking paths, & the Mahogany Wetlands. Close to the South Health Campus! Mahogany has quick access to nearly any place in Calgary owing to its close proximity to both 22x & Deerfoot! Zip anywhere you need super quickly!

Guest favourite
The living room features a comfortable sofa with decorative cushions facing a textured wall design. Two stylish blue chairs sit nearby, complemented by a wooden coffee table on a vibrant red area rug with intricate patterns. Natural light filters through the large windows.
Home in Southeast Calgary
4.95 out of 5 average rating, 372 reviews

SE Calgary Home with HOT TUB

This beautiful, luxurious home by Live@Jag’s is furnished with top-of-the-line stylish finishings, Hot Tub and quality BBQ (TRAEGER). “You don’t stay here, you live at Jag’s” Located in the quiet and gorgeous neighborhood of Auburn bay, this semi-detached property is perfect for family and friends to stopover. Located in Auburn Bay close to the new YMCA, South Health Campus (Hospital), Cineplex, + many restaurants and bars.

Top Guest favourite
A serene view of a pond surrounded by lush greenery, with clusters of shrubs and grasses lining the water's edge. Residential buildings are visible in the background, contrasting with the natural landscape under a bright blue sky with scattered clouds.
Home in Southeast Calgary
4.95 out of 5 average rating, 126 reviews

Separate Entry Walkout Suite with nice lake view

This listed suite can be found in South Calgary, located in a nice and quiet neighborhood. It is a basement walkout suite with private entrance, which leads you into the beautiful backyard with a pond view. Our clean and spacious living room will make you feel comfortable and relaxed just like at home. In addition, it only takes a couple minutes to walk to the ridge that oversees the entire Bow River and Fish Creek area.

Popular amenities for Chestermere house rentals

Quick stats about house rentals in Chestermere

  • Total holiday rentals

    Explore 90 holiday rentals in Chestermere

  • Nightly prices starting at

    Chestermere holiday rentals start at $28 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,420 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Chestermere holiday 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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