
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.

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.

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!

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

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.

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.

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

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!

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.

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!

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.

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
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

Hot Tub, Cold Plunge, Cocktail Bar, BBQ, Estate

*Large Heated Pool* |Hot Tub & Sauna| Game Room!

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

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

Onyx Escape | Lux 2 Bed | Garage | Min to DT

Brand New 2 Bed Near Downtown w/Heated Fireplace

Mid Century Gem | 13 min to Stampede | 2Bed 2Bath

Airport Retreat in Huntington Hills | AC

6BR Luxury Home in Calgary • Near Banff •King Beds

Modern & Spacious 2BR 2BA Home 1HR from Rockies

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

3 Bedroom House-Hot Tub-Skyline Views-Saddledome
Private house rentals

Revival on 1016 | Ultra Modern, bright, spacious

Family Home near Airport

Luxury Marda Loop Townhome w/ Garage

Minutes to Children's Hospital/UofC—Luxury NW Home

Suburban Nature Retreat-YYC-Pet Friendly

Peaceful Home+Modern Office+King Bed, Near YMCA

The Amber | Sleeps 6 | Close to Airport

Marda Loop Flathouse
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!
Destinations to explore
- Rentals with beach access Chestermere
- Rentals with outdoor seating Chestermere
- Rentals with a fireplace Chestermere
- Fitness-friendly rentals Chestermere
- Pet-friendly rentals Chestermere
- Rentals with a patio Chestermere
- Family-friendly rentals Chestermere
- Rentals with a washing machine and dryer Chestermere
- Private suite rentals Chestermere
- Rentals with lake access Chestermere
- Rentals with a fire pit Chestermere
- House rentals Rocky View County
- House rentals Alberta
- House rentals Canada
- Calgary Stampede
- Bowness Park
- Calgary Zoo
- University of Calgary
- Prince's Island Park
- Calaway Park
- Heritage Park
- Fish Creek Provincial Park
- Calgary Tower
- WinSport
- Olympic Plaza
- Nose Hill Park
- Southern Alberta Institute of Technology
- Peace Bridge
- Chinook Centre
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- Grey Eagle Resort & Casino
- Scotiabank Saddledome
- Bragg Creek Provincial Park
- Elbow Falls
- Stephen Avenue Walk
- Crossiron Mills
- Central Memorial Park
- Confederation Park





