
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.

Luxury SE Calgary Home with HOT TUB
This luxury home in SE Calgary is unique with a style of its own. With top of the line amenities, high end finishings, Traeger and featured hot tub in the backyard, this spacious family-friendly home is perfect for your next stay in Calgary. Whether you want to snuggle in for a movie in the bonus room, workout in your own personal gym, play air hockey, foosball or darts, relax on reclining massage chairs or work remotely in the dedicated workspace, this multi-faceted home is perfect for you!

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

~Faces Park|Views|Near Shopping|FencedYard|BBQ|AC
*Faces Magnolia Park with children's playground* * 2 family rooms with separate TVs* *Views from all front windows!* *Watch your kids play while you work from home in cozy work from home space/office.* *Private fenced yard with BBQ* *Air conditioning* *3 bedrooms with brand-name mattresses* Plus a bonus den!* *Back yard is sunny and south-facing, perfect for a little BBQ.* *Take a walk to see the splendor of the Mahogany Wetlands or walk by the private Mahogany Lake and Beach Club.*

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,

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.

Cheerful 2-bed home close to everything
Make memories at this unique and family-friendly place. This elegant multifunctional house provides comfy and pleasant stay for everyone. Roomy kitchen with island, cozy living room with stylish decor, and spacious loft for all age leisure and fun . Beds with luxurious beddings will provide comfortable and relaxing nights. **This is the top floor of the house. The bottom floor is rented to long term tenants**
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

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

Book Last Minute deal in Marda Loop Free Parking

Airport Retreat in Huntington Hills

Peaceful Home+Modern Office+King Bed, Near YMCA
Private house rentals

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

NEW Cozy 3BR Near Downtown|Patio+AC+Garage Parking

Stylish Modern Getaway | Peaceful, Bright & Bold

The Amber | Sleeps 6 | Close to Airport

Artistic Gateway to the Rockies

Bright&Modern House>4 mins Hospital | Stampede

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 $34 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 lake access Chestermere
- Fitness-friendly rentals Chestermere
- Private suite rentals Chestermere
- Rentals with beach access Chestermere
- Pet-friendly rentals Chestermere
- Rentals with a washing machine and dryer Chestermere
- Rentals with outdoor seating Chestermere
- Rentals with a patio Chestermere
- Family-friendly rentals Chestermere
- Rentals with a fireplace 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
- Calaway Park
- Prince's Island Park
- Heritage Park
- Fish Creek Provincial Park
- Calgary Tower
- Olympic Plaza
- Nose Hill Park
- Peace Bridge
- WinSport
- Southern Alberta Institute of Technology
- Chinook Centre
- Edworthy Park
- Grey Eagle Resort & Casino
- Bragg Creek Provincial Park
- Elbow Falls
- Scotiabank Saddledome
- Stephen Avenue Walk
- Confederation Park
- Crossiron Mills
- Central Memorial Park





