
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!

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.

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!

Spacious 3BR | 10 Min To Airport | Free Parking
Enjoy a spacious and modern 3 Bedroom home designed for comfort, privacy, and easy group stays. Perfect for families, business travelers, and friends visiting Calgary, this home comfortably sleeps up to 7 guests with 2.5 bathrooms and a fully equipped kitchen. • Quiet Neighborhood • Fast access to Calgary's YYC Airport and major routes • 70-inch Smart TV for movie nights • Complimentary Coffee and Tea • Free Street parking & Assigned Parking • Fast fibre WiFi • King bed in the master bedroom

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

~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!

Spacious 7BR Family Haven by Chestermere Lake!
Spacious 7BR home designed for families and groups! With three levels, multiple living areas, and a formal dining room, there’s room for everyone. The huge kitchen is perfect for home-cooked meals, while the massive backyard offers space for kids to play. Unwind in the basement lounge with a big-screen TV and wet bar for movie nights. Minutes from Chestermere Lake, parks, and dining. Driveway and street parking available. A perfect retreat for getaways and extended stays.

Central and Walkable| Two King Beds| Free Parking
** Ask us about: ** - Our Seasonal Pricing - Great 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,

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.

Lux Lake Getaway •3 Kings• Weddings• 8 min>Calgary
Luxe Retreat with Stunning Lake Views Welcome to your luxurious getaway, where lake views and upscale comfort await! This elegant retreat features king beds, lavish furnishings, and top-notch amenities for a regal experience. Explore the lake by kayak or enjoy vibrant local cuisine Whether visiting for the Calgary Stampede or a relaxing escape, our serene oasis offers the perfect mix of tranquility and convenience, just a short drive from the city.
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

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

Family 2BR Retreat | Free Parking Near Banff

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

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

Brand New 2 Bed Near Downtown w/Heated Fireplace

Suburban Nature Retreat-YYC-Pet Friendly

Peaceful Home+Modern Office+King Bed, Near YMCA

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

3 Bedroom House-Hot Tub-Skyline Views-Saddledome

Modern Legal Suite - Separate Entry/ Self Check-In

Luxury 3BR Home Near DT: Free Parking + Fast Wifi

Charming Bungalow| Inner-City Garden Retreat
Private house rentals

Family Home near Airport

Modern walkout suite in the heart of SE Calgary.

Walk Score 99! Stampede/Saddledome/Downtown

Luxury Marda Loop Townhome w/ Garage

Beautiful New Home| Fully Setup 4BR & Office | 3BA

Bright & Spacious 5-BR w/ Ravine Views in Edgemont

Stylish Modern Getaway | Peaceful, Bright & Bold

The Amber | Sleeps 6 | Close to Airport
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!
Destinations to explore
- Rentals with a patio Chestermere
- Private suite rentals Chestermere
- Fitness-friendly rentals Chestermere
- Pet-friendly rentals Chestermere
- Rentals with outdoor seating Chestermere
- Rentals with a fire pit Chestermere
- Rentals with lake access Chestermere
- Family-friendly rentals Chestermere
- Rentals with beach access Chestermere
- Rentals with a fireplace Chestermere
- Rentals with a washing machine and dryer 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
- Olympic Plaza
- WinSport
- Nose Hill Park
- Southern Alberta Institute of Technology
- Peace Bridge
- Chinook Centre
- Edworthy Park
- Grey Eagle Resort & Casino
- Bragg Creek Provincial Park
- Elbow Falls
- Scotiabank Saddledome
- Stephen Avenue Walk
- Central Memorial Park
- Confederation Park
- Crossiron Mills





