House holiday rentals in Chestermere

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Top-rated house rentals in Chestermere

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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 Bridgeland - Riverside
4.85 out of 5 average rating, 166 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 Mahogany
4.98 out of 5 average rating, 297 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 comfortable living room features two gray sofas adorned with black and white cushions. A glass coffee table sits on a plush area rug, surrounded by natural light from a large window framing green trees outside. A floor lamp adds soft illumination.
Home in Southwood
4.9 out of 5 average rating, 123 reviews

No Fee I Spacious Family Home I BBQ I Games Room

If you're looking for a spacious yet cozy house for your vacation, our house provides everything; Spacious Bedrooms, Huge Backyard & Exclusive Games Room! 🖥Comfortable living room with high quality couches, 55" TV with Netflix! 🎮 Thrilling Games Room with PACMAN, Foosball & 30+ board games! 🌲 Peaceful Backyard's Patio where birds chirp🐦 🛏 Clean and high quality beds for sound sleep ☕️ Exclusive loaded coffee station 🚗 Ample space to park 🌯Fully Equipped kitchen 🛒 Grocery stores walkable

Guest favourite
Home in Erlton
4.94 out of 5 average rating, 312 reviews

Modern Luxury Duplex Just Minutes from Downtown

Centrally located in Parkhill, this modern 3 storey duplex is perfect for large families or groups. Located just minutes from some of Calgary's finest restaurants in Mission, the Stanley Park/Elbow River walking paths, Chinook Mall, 39th Ave LRT and Downtown! Enjoy the sunsets and downtown skyline from the 2nd and 3rd floor balconies. Work from home with our 1 gig wifi and 3 designated work spaces. Entertain in our gourmet kitchen with professional appliances and seating for 12 people.BL#252542

Guest favourite
Home in Mahogany
4.75 out of 5 average rating, 109 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!

Guest favourite
A bright living room is characterized by light walls and a spacious layout, featuring a large smart TV on a contemporary media unit. Comfortable white sofas are arranged around a dark coffee table, with decorative plants and art pieces adding subtle charm.
Home in Northwest Calgary
4.84 out of 5 average rating, 111 reviews

Newly Near Banff CrossIron Mills entry lux family

This stylish place to stay is perfect for group trips. Less than 15 minutes from the airport. It's in a quiet family neighborhood & is conveniently close to tons of shopping (Costco, Crossiron Mills, T&T supermarket nearby). You'll love the 4 comfortable bedrooms with 1 king bed and 3 queen beds , 2 livingrooms, 3 full bathrooms, bright kitchen and big backyard. Smart TV with Netflix. Fast speed internet. Great view to Rocky Mountain from the upper floor. 1 hour to Banff through Stoney Trail.

Guest favourite
A cozy living area is presented with a dark blue accent wall and natural wood flooring. A mounted television is visible above a wooden media console, accompanied by a round coffee table and a sectional sofa adorned with yellow and gold decorative pillows.
Home in Mahogany
4.83 out of 5 average rating, 130 reviews

~PrivateFencedYard|2FamilyRms|ParkNear|BlueBeauty

*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
Home in Southwest Calgary
5 out of 5 average rating, 150 reviews

Luxury 4BR w/ Sauna, A/C & Garage near Marda Loop

✨ Your Marda Loop Home Base ✨ 4 bedrooms • 5 beds • 3.5l baths • Custom sauna • A/C • Garage parking One of Calgary’s most coveted and cleanest vacation rentals — built for corporate groups, families, wedding parties, and larger stays who want space, comfort, and privacy. Minutes to Marda Loop, downtown, and 17th Ave SW, you’re close to everything without sacrificing quiet and space. Featuring a King suite, spa-like ensuite, well-appointed Queen and Twin bedrooms, there’s room for everyone.

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, 148 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.

Top guest favourite
Home in Edgemont
4.94 out of 5 average rating, 326 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

Top guest favourite
Home in Sunnyside
4.93 out of 5 average rating, 215 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
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 Auburn Bay
4.95 out of 5 average rating, 365 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.

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 $25 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 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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