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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, 10 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.

Superhost
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 Renfrew
4.84 out of 5 average rating, 158 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
A modern living space is showcased with a stylish white sectional sofa and a glass coffee table featuring decorative elements. A sleek fireplace is framed by a stone wall, while built-in shelves provide storage and display areas. Soft lighting enhances the welcoming atmosphere.
Home in Tuxedo Park
4.82 out of 5 average rating, 194 reviews

Spacious, clean, downtown, cozy home 3Bed + 3Bath

Looking for a beautiful, peaceful and modern place, just outside the heart of downtown Calgary? Enjoy a spacious place kept in mint condition, very clean, quiet neighborhood 2,500 square feet Newly renovated BBQ All amenities Street parking Air conditioning + Heating Car to go zone Bus + transit Full kitchen + utensils 3 min walk to convenience store, 16th Ave and Center street, restaurants, gyms, parks, leisure center etc Family owned. Reserve your dates today, we book up FAST.

Top 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
4.88 out of 5 average rating, 88 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
The exterior of the home is framed by lush green shrubs and flowering plants, creating a welcoming appearance. A wide set of steps leads to the entrance, which features a large arched window that allows natural light to brighten the interior.
Home in McKenzie Towne
4.93 out of 5 average rating, 132 reviews

Elgin Elegance: 4-Bed Home, Sleeps 8, Pet Friendly

Welcome to the Elgin Elegance! This charming, 4-level split home is located in the heart of McKenzie Towne, Calgary and offers a perfect blend of comfort and convenience. Featuring 4 spacious bedrooms, 2 bathrooms, 2 living rooms and a games room, this home is ideal for families or anyone looking for extra space. With easy access to Calgary's main highways (Deerfoot Trail, Stoney Trail) this home is conveniently located close to Spruce Meadows, Fish Creek Park, South Health Campus, and more!

Guest favourite
Home in Mahogany
4.75 out of 5 average rating, 101 reviews

Revival on 1014 | Ultra Modern, bright, spacious!

This gorgeous gem nestled in the heart of Calgary's premiere resort Community: Mahogany! Direct access to bus routes! Light & Bright, work from home in cozy work from home office. Well-equipped home has 2 family rooms with separate TVs, 4 bedrooms with super comfy memory foam mattresses and big beautiful windows. Close to Chairman's SteakHouse and Analog Coffee! Take a walk to see the splendor of the Mahogany Wetlands or head to the waterpark at the world's largest YMCA only a few minutes away!

Superhost
Home in Chestermere
5 out of 5 average rating, 3 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!

Guest favourite
A modern kitchen is highlighted by white cabinetry and a large island with bar seating. Stainless steel appliances include a refrigerator and stove, while natural light floods the space through wide windows. Decorative wall art adds a subtle touch to the contemporary design.
Home in Mahogany
4.9 out of 5 average rating, 143 reviews

~PrivateFencedYard | 2FamilyRms | SunshineYellow

*Private fenced yard* *4 Bedrooms and 2 and half bedrooms* *2 separate family rooms* *Family-friendly space* *Super close to kids Play park* *Calgary's most exclusive and high-end neighbourhood: Mahogany!* 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!

Top guest favourite
A large wooden dining table is surrounded by four black chairs, enhancing the space's functionality. A gallery wall features a variety of framed photographs, creating a personal touch. Soft lighting is provided by a chandelier, complementing the cozy ambiance of the room.
Home in Signal Hill
4.97 out of 5 average rating, 112 reviews

Spacious 2-bedroom suite in great location

Be in the mountains in an hour! Walk out basement suite with private entry, plenty of street parking, in a quiet neighborhood 3 mins to shops & restaurants, perfect for couples, friends or family. AC for summer & in-floor heat in winter for total comfort. Well stocked kitchenette with convection toaster oven/air fryer & double induction burner with pots and frying pan. Plenty of seating in the living & dining room make this stylish place perfect for groups. Washer/dryer available upon request.

Guest favourite
A modern living area is highlighted by a stylish stone fireplace, adorned with a large screen showcasing mountain scenery. Surrounding shelves contain various plants and decor items. A comfortable gray sofa is positioned nearby, with a decorative blue pillow, and a small plant is placed on the dark coffee table.
Home in Glenbrook
4.88 out of 5 average rating, 144 reviews

HotTub, 3 King Beds & Double Car Garage

Experience the pinnacle of comfort in our brand-new 5-bedroom duplex infill in SW Calgary. With 3 opulent king beds, a relaxing hot tub, and a double detached garage, this home redefines luxury. The full basement suite with full-size appliances, indoor fireplace, and top-tier finishings offer an unforgettable stay. Live the high life in Calgary! This spacious retreat is perfect for families or groups seeking comfort and style. Unwind in the private hot tub after a day of exploring the city.

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 Inglewood
4.88 out of 5 average rating, 118 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
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 Mahogany
4.98 out of 5 average rating, 286 reviews

High ceiling, relaxing and modern 2bdr new build!

Welcome to this beautiful brand new two-bedroom legal basement suite located in the desired community of Mahogany. This unit offers a separate entrance, a fully equipped kitchen with all brand new appliances, and roomy two bedrooms for you to rest and feel at home. The 9ft ceilings throughout the entire unit will leave you feeling spacious and grand. The windows were built strategically and big to maximize the natural light. We look forward to hosting you.

Popular amenities for house rentals in Chestermere

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 $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,410 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    90 of Chestermere holiday rentals include wifi 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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