
Holiday rentals in Chestermere
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Chestermere
Guests agree: these stays 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.

Entire Guest Suite Chestermere
Luxury Guest Suite (Walkout Basement)by Chestermere Lake | Pet Friendly| Enjoy your stay in this newly renovated, luxury walkout basement suite just steps from scenic Chestermere Lake. With stylish touches, modern amenities, and a private backyard , this space is perfect for couples,small families, or business travelers Chestermere Lake community—perfect for lakeside strolls, paddle boarding, and local dining. Only a short drive to Calgary, making it convenient for both relaxation and business

Kitchen • Laundry • Park on Driveway
Looking for a relaxing and convenient getaway in Calgary? You can experience the perfect blend of style, comfort, and convenience in our newly renovated legal secondary suite, designed with your utmost comfort in mind. Ideal for couples on a romantic retreat, busy tourists, or focused business travellers, our modern suite is close to both downtown and the airport. Close to the following: → 12min to Downtown → 10min to Airport → 5min to Deerfoot City Mall Shopping **Book with us today!**

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.

Stunning Pristine Private Suite: No cleaning fees
An incredible 🤩 suite within a safe neighbourhood, open concept living space, located in SE community of Auburn Bay. This Modern, clean & comfy, private suite is STUNNING, beautiful & relaxing. Additional discount for longer stays. PLEASE NOTE: The toddler upstairs attends daycare weekdays from 8:00am - 5:00pm and various outdoor weekend activities. Some noise transfer- yes Close to grocery & liquor store, restaurant & bars. ⭐️ 3 Min Dr to SHC hospital ⭐️ 5 Min Dr to YMCA and VIP Cineplex

Winter Boho Retreat | Heated Parking | Gym Access
Proud to be rated 5.0 ⭐ and recognized as a Superhost & Guest Favourite on Airbnb loved by guests for comfort, location, and hospitality. This modern condo is just 10 minutes from Calgary International Airport and 20 minutes to downtown. Nestled in Cornerstone one of Calgary’s fastest growing and most family-friendly neighborhoods you’ll enjoy contemporary amenities, peaceful surroundings, and easy access to shopping, transit, and the airport. A perfect mix of comfort and convenience for you.

☆ Private 1BR Suite ♥ Full Kitchen Laundry FP Wifi
Enjoy private separate entry to this clean and well-appointed lower level one bedroom suite. Equipped kitchen, in-suite laundry, private parking and outdoor space. Ideal for longer stays, perfect for one or a couple. → Fully equipped kitchen with dishwasher, stove, microwave, etc. → Cozy bedroom with Serta queen mattress → Gas fireplace, open concept living, TV → Work space + wi-fi → Spacious 4pc bathroom → Laundry → Off-street parking Legal secondary suite has dedicated heat/ventilation.

Perfect Getaway *Beautiful Comfy Private 1BR Suite
Welcome to Your Cozy Retreat in Calgary! We’re excited to host you in our charming private basement suite with its own entrance. Enjoy the comforts of home, including a fully equipped kitchen and in-suite laundry, nestled in Livingston, Calgary’s New Community of the Year. Our sparkling clean, thoughtfully decorated space invites relaxation. Explore nearby parks and attractions. We’re committed to providing a 5-star experience. Book your stay today and make unforgettable memories!

Modern & Spacious 2BR 2BA Home 1HR from Rockies
Experience SE Calgary in this stylish 2-bedroom, 1.5-bath, 3-storey townhome with modern comforts and one outdoor parking spot. Just minutes from downtown and 45 minutes to the Rockies, it’s the perfect base for both city adventures and mountain escapes. Relax in a cozy, well-equipped space with easy access to shops, parks, and more. Note: Additional guests beyond 2 are subject to extra guest charges. All guests must be included in the booking on the app at time of reservation.

"The Park" | King Bed | Min to DT|3BR | Garage |AC
Bright, beautiful, and luxurious. This spacious 3 bedroom, 3.5 bathroom townhome is located next to one of Calgary's most spectacular inner city parks, Confederation Park. This luxury stay comes with an amazing front patio view of Confederation Park, King Bed, Fireplace, BBQ, Air Conditioning, High end open concept kitchen and Living room. The perfect accommodations for families extended stays or someone looking for a relaxing park side stay.

Airport Guest Suite
Welcome to Grace Suites. Our brand new modern guest suite located in a family friendly neighbourhood of Savanna NE. The suite has everything you need in a home away from home. A Private entrance, in-suite washer/dryer, separate thermostat, full kitchen with utensils, queen bed and a work area for those on the job. The closest train station is about 5 minutes away and the airport is just 10 minutes away.

Skyline Views -POOL, Patio, Prkg & Gym - 2BR 2BA
Be a part of Calgary’s skyline in this beautifully designed building; inside and out. You will enjoy views from every room with floor to ceiling windows and an outdoor patio furnished with high end furniture. Kick back and relax as you bask in the Calgary sun and taking in the views! Located between the Downtown Core and 17th Avenue, you are central to all major Downtown shopping, restaurants and shops.
Popular amenities for Chestermere holiday rentals
Other great holiday rentals in Chestermere

Cozy Guest Suite, Chestermere

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

Coziest & Modern Basement Retreat East of Calgary

Spacious 6BR Family Haven by Chestermere Lake!

Clean & Stylish 1-Bedroom with a Gym- Close to YYC

Entire Guest Suite, Chestermere

New Cozy 2 BR suite w/ king bed

Cozy Suite:Kitchenette,Large Bath,Fireplace,Desk
When is the best time to visit Chestermere?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 59 | € 58 | € 57 | € 56 | € 63 | € 78 | € 88 | € 75 | € 64 | € 63 | € 62 | € 60 |
| Avg. temp | -8°C | -7°C | -2°C | 3°C | 7°C | 11°C | 15°C | 14°C | 9°C | 3°C | -4°C | -9°C |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Chestermere?
Yes! Work meets play with ease at over 50 vacation rentals in Chestermere featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Chestermere have wifi?
Absolutely! We offer over 70 house rentals with wifi in Chestermere. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chestermere have a kitchen?
Absolutely! We offer over 60 house rentals with a kitchen in Chestermere. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Chestermere?
Experience the best of Chestermere with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for House Rentals in Chestermere?
Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with air conditioning, over 70 homes with wifi, over 60 homes with a kitchen, over 70 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there pet-friendly vacation rentals in Chestermere?
Four-legged friends are welcome in Chestermere. Choose from more than 20 vacation rentals for guests traveling with pets.
Do private suite rentals in Chestermere have free parking?
Absolutely! We offer over 10 private suite rentals with free parking in Chestermere. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Chestermere?
Chestermere has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about holiday rentals in Chestermere

Total holiday rentals
Explore 110 holiday rentals in Chestermere

Nightly prices starting at
Chestermere holiday rentals start at € 17 per night before taxes and fees

Verified guest reviews
Over 3,060 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
100 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!
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- Calgary Stampede
- Calgary Tower
- Calgary Zoo
- Bowness Park
- Calaway Park
- Prince's Island Park
- Mickelson National Golf Club
- Fish Creek Provincial Park
- Shane Homes YMCA at Rocky Ridge
- Heritage Park Historical Village
- Country Hills Golf Club
- Calgary Golf & Country Club
- Nose Hill Park
- Canyon Meadows Golf and Country Club
- Heritage Pointe Golf Club & Indoor Golf Lounge
- The Links of GlenEagles
- WinSport
- D'Arcy Ranch Golf Club
- Peace Bridge
- Confederation Park Golf Course
- City & Country Winery
- The Glencoe Golf & Country Club
- Village Square Leisure Centre
- Field Stone Fruit Wines




