
House holiday rentals in Chestermere
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Top-rated house rentals in Chestermere
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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!

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!

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

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

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!

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.

~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!

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.

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.

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

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.

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
House rentals with a pool

Gorgeous Calgary Skyline and Mountain View

Amazing Home in NW Calgary | Great Amenities!

6BR Dual-Suite Exec Retreat | Hot Tub & 2 Kitchens

*Luxe Paradise*Indoor Pool, Hot tub, Sauna, Gym !

*HUGE* Heated Pool|Hot Tub & Sauna|TRAMPOLINE and!

The Experience - Pool Hot Tub Theater Games Rm Pub
Weekly house rentals

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

Brand New 2 Bed Near Downtown w/Heated Fireplace

Lakeside Room

Coziest & Modern Basement Retreat East of Calgary

Book Last Minute deal in Marda Loop Free Parking

Peaceful Home+Modern Office+King Bed, Near YMCA

Serene Stay by the Lake & Park

Artistic Gateway to the Rockies
Private house rentals

NEW Cozy 3BR Home Near Downtown Sleeps 6 + Parking

Ample 4BR Lake access home, BBQ, FirePit&Workspace

7BR New AC house 10 MINS to airport

New Carriage Suite in NW close to UofC

H2Family-Friendly Renovated Fenced Yard Playground

Snowy Hot Tub | 10 Beds | Family Oasis | AC | BBQ

Home in Seton SE - AC/Garage/BBQ/Yard

Whole house|Garage|Great view|9minAirport|Sleep10
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!
Destinations to explore
- Calgary Holiday rentals
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- Pet-friendly rentals Chestermere
- Rentals with a washing machine and dryer Chestermere
- Rentals with a fireplace Chestermere
- Rentals with beach access Chestermere
- Rentals with lake access Chestermere
- Rentals with outdoor seating Chestermere
- Fitness-friendly rentals Chestermere
- Rentals with a patio Chestermere
- Family-friendly rentals Chestermere
- Rentals with a firepit Chestermere
- Private suite rentals Chestermere
- House rentals Rocky View County
- House rentals Alberta
- House rentals Canada
- Calgary Stampede
- Bowness Park
- Calgary Zoo
- Prince's Island Park
- Calaway Park
- BMO Centre
- Heritage Park
- Calgary Tower
- Fish Creek Provincial Park
- University of Calgary
- Nose Hill Park
- Peace Bridge
- Olympic Plaza
- WinSport
- Southern Alberta Institute of Technology
- Chinook Centre
- Edworthy Park
- Stephen Avenue Walk
- Bragg Creek Provincial Park
- Scotiabank Saddledome
- Grey Eagle Resort & Casino
- Elbow Falls
- Confederation Park
- Crossiron Mills





