
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!

Spacious, clean, downtown, cozy home 3Bed + 3Bath
Looking for a beautiful, peaceful and modern place, just outside the heart of downtown Calgary? Enjoy a spacious place kept in mint condition, very clean, quiet neighborhood 2,500 square feet Newly renovated BBQ All amenities Street parking Air conditioning + Heating Car to go zone Bus + transit Full kitchen + utensils 3 min walk to convenience store, 16th Ave and Center street, restaurants, gyms, parks, leisure center etc Family owned. Reserve your dates today, we book up FAST.

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.

Elgin Elegance: 4-Bed Home, Sleeps 8, Pet Friendly
Welcome to the Elgin Elegance! This charming, 4-level split home is located in the heart of McKenzie Towne, Calgary and offers a perfect blend of comfort and convenience. Featuring 4 spacious bedrooms, 2 bathrooms, 2 living rooms and a games room, this home is ideal for families or anyone looking for extra space. With easy access to Calgary's main highways (Deerfoot Trail, Stoney Trail) this home is conveniently located close to Spruce Meadows, Fish Creek Park, South Health Campus, and more!

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!

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!

~PrivateFencedYard | 2FamilyRms | SunshineYellow
*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!

Spacious 2-bedroom suite in great location
Be in the mountains in an hour! Walk out basement suite with private entry, plenty of street parking, in a quiet neighborhood 3 mins to shops & restaurants, perfect for couples, friends or family. AC for summer & in-floor heat in winter for total comfort. Well stocked kitchenette with convection toaster oven/air fryer & double induction burner with pots and frying pan. Plenty of seating in the living & dining room make this stylish place perfect for groups. Washer/dryer available upon request.

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.

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!

High ceiling, relaxing and modern 2bdr new build!
Welcome to this beautiful brand new two-bedroom legal basement suite located in the desired community of Mahogany. This unit offers a separate entrance, a fully equipped kitchen with all brand new appliances, and roomy two bedrooms for you to rest and feel at home. The 9ft ceilings throughout the entire unit will leave you feeling spacious and grand. The windows were built strategically and big to maximize the natural light. We look forward to hosting you.
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!

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

*HUGE* Heated Pool|Hot Tub & Sauna|Movies & Games!

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

Fully Renovated, King Bed, walk to Train and Shops

Coziest & Modern Basement Retreat East of Calgary

Brand New 2 Bed Near Downtown w/Heated Fireplace

Spa Oasis in the heart of Auburn Bay

Cheerful 4-bedroom luxury home for your vacation!

Mahogany | King Bed, A/C, Theatre, Fireplace, BBQ

Spacious Family Retreat | Shops & Holiday Ready

2 King and 1 Queen in Trendy Marda Loop, Calgary
Private house rentals

Mid Century Gem | Entire Home | Quiet 2Bed 2Bath

Stylish 3Bed|Sleep6| Fireplace|Game Rm|12Min-DTown

Modern KING master 4 BDRM & WORK Space with AC

Lakeside Charm in Golf Serenity

Luxury Walkout Basement Suite

LIAV Inn | Sleeps 6 | 15-min to DT/Airport | AC

The Amber Suite | Close to Airport

Suite Holliday in SE Calgary
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 $26 SGD per night before taxes and fees

Verified guest reviews
Over 2,410 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 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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- Rentals with a patio Chestermere
- Fitness-friendly rentals Chestermere
- Pet-friendly rentals Chestermere
- Rentals with beach access Chestermere
- Family-friendly rentals Chestermere
- Rentals with a firepit Chestermere
- Rentals with outdoor seating Chestermere
- Rentals with a fireplace Chestermere
- Rentals with a washing machine and dryer Chestermere
- Rentals with lake access Chestermere
- House rentals Rocky View County
- House rentals Alberta
- House rentals Canada
- Calgary Stampede
- Bowness Park
- Calgary Zoo
- Prince's Island Park
- Calaway Park
- Calgary Tower
- Heritage Park
- Fish Creek Provincial Park
- BMO Centre
- Nose Hill Park
- Peace Bridge
- University of Calgary
- WinSport
- Olympic Plaza
- Edworthy Park
- Stephen Avenue Walk
- Chinook Centre
- Southern Alberta Institute of Technology
- Grey Eagle Resort & Casino
- Scotiabank Saddledome
- Saskatoon Farm
- Confederation Park
- Elbow Falls
- Big Hill Springs Provincial Park




