
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!

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!

Inner City Convenience
This special place is close to everything, making it easy to plan your visit. With a bus stop right outside the door and the train a mere 5 minute walk away, you may never need to drive your car during your visit to Calgary. This unique inner city home has 16 foot ceilings in the dining and kitchen areas, 2 bedrooms and an office. Your friendly hosts live right next door and will be happy to share their knowledge of the city and community that they love with you.

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!

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

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!

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

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

Family Home near Airport

Brand New 2 Bed Near Downtown w/Heated Fireplace

Warm & Modern 3BR Retreat near East Hills

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

Luxury Marda Loop Townhome w/ Garage

Suburban Nature Retreat-YYC-Pet Friendly

Airport Retreat in Huntington Hills | AC
Private house rentals

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

Walk Score 99! Stampede/Saddledome/Downtown

Stylish Modern Getaway | Peaceful, Bright & Bold

Waterfront Homey Retreat with AC

The Amber | Sleeps 6 | Close to Airport

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

Charming Bungalow| Inner-City Garden Retreat

Family Friendly, Gated Yard for Pets, Firepit!
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
- Fitness-friendly rentals Chestermere
- Rentals with lake access Chestermere
- Rentals with a fire pit Chestermere
- Rentals with a washing machine and dryer Chestermere
- Pet-friendly rentals Chestermere
- Rentals with a fireplace Chestermere
- Private suite rentals Chestermere
- Rentals with outdoor seating Chestermere
- Rentals with beach access Chestermere
- Family-friendly rentals Chestermere
- House rentals Rocky View County
- House rentals Alberta
- House rentals Canada
- Calgary Stampede
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- Heritage Park
- Fish Creek Provincial Park
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