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House holiday rentals in Chestermere

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Top-rated house rentals in Chestermere

Guests agree: These houses are highly rated for location, cleanliness and more.

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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, 303 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!

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
4.87 out of 5 average rating, 95 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.

Superhost
Home in Chestermere
4.83 out of 5 average rating, 6 reviews

Pet-Friendly 3BR w/ Sauna | 5 Min Lake | 20 Min DT

Escape to this pet-friendly 3BR wellness retreat in Chestermere with a private infrared sauna—perfect for unwinding after Calgary excursions or Rockies adventures. Just 20 min to downtown Calgary, 5 min to Chestermere Lake beaches & golf, and 90 min to Banff. This modern townhome sleeps 7 comfortably: open living/dining, spacious fully stocked kitchen, patio with gas BBQ. Fast Wi-Fi, in-suite laundry, garage + street parking, and all essentials included. Your cozy, rejuvenating home base!

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
A spacious bedroom features a large bed dressed in vibrant blue with accent pillows. Oversized windows offer views of an open landscape, while a cozy seating area includes a stylish chair. Soft lighting from a pendant fixture enhances the inviting atmosphere.
Home in Southeast Calgary
4.88 out of 5 average rating, 152 reviews

~Xtra Large Private Fenced Yard|BBQ|AC|2 Family Rooms

*HUGE CORNER LOT.* *4 Bedrooms and 2 and half bathrooms* *2 separate family rooms* *Family-friendly space* *Calgary's most exclusive and high-end neighbourhood: Mahogany!* Enjoy endless natural spaces, including multiple parks and walking and biking paths, and the gorgeous Mahogany Wetlands. Super close to the South Health Campus! Mahogany has quick access to nearly any place in Calgary owing to its close proximity to both 22x & and Deerfoot! Zip anywhere you need super quickly!

Guest favourite
The exterior of a charming blue two-story home is visible, featuring a small walkway leading to the entrance. A wooden chair is placed beside the door, and vibrant flower pots add color to the front yard. Lush green grass surrounds the area, creating a welcoming ambiance.
Home in Southeast Calgary
4.87 out of 5 average rating, 100 reviews

Inner City Convenience

This special place is close to everything, making it easy to plan your visit. With a bus stop right outside the door and the train a mere 5 minute walk away, you may never need to drive your car during your visit to Calgary. This unique inner city home has 16 foot ceilings in the dining and kitchen areas, 2 bedrooms and an office. Your friendly hosts live right next door and will be happy to share their knowledge of the city and community that they love with you.

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
4.88 out of 5 average rating, 121 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
A spacious living area features a gas fireplace with a modern black stone surround. Comfortable seating arrangements with green sofas and orange chairs face a wall-mounted Smart TV displaying the Netflix logo. The open kitchen area is visible in the background, showcasing wooden cabinetry and professional appliances.
Home in Northwest Calgary
4.91 out of 5 average rating, 117 reviews

Central and Walkable| Two King Beds| Free Parking

** Ask us about: ** - Our Seasonal Pricing - Local Restaurants and Pubs and Coffee shops - Car Rental Recommendations - And more! 5 minute walk from Downtown Calgary with quick access to the main highway going through Calgary Dozens of restaurants and amenities nearby, and is perfect for groups looking to save money on renting multiple hotel rooms but with the luxury of a much larger space, Lots of beds, TV, fast internet and more! Welcome Home,

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, 369 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 $33 NZD 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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