
Holiday houses in Chestermere
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Top-rated holiday rentals in Chestermere
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Lakeside Room
Forget your worries in this spacious and serene space. With lake access, the options for outdoor adventure are limitless, whether you would prefer to boat, paddle, or surf. After long days in the sun, stretch out on the vacation Rental’s near the lake. Visiting in winter? Head up to anniversary park for ice skating, even go for snowmobiling and OHV’s. come home to a warm, inviting, well appointed space. Note: heating/AC control available in the building separately Note: kitchenette present

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.

NK Paradise - Lakefront, Hot Tub, Covered Dock!
Ultimate Lakefront Getaway!! Only 20 mins from DOWNTOWN CALGARY, 1 hr from the ROCKY MOUNTAINS & 23 mins from YYC AIRPORT!! This spacious 4 level lakefront home offers everything you need for an unforgettable stay. Enjoy a private hot tub (open year-round), central A/C, and a unique covered dock with stunning lake views. Relax on your private beach, or have fun with the trampoline, putting green, firepit, pool table, ping pong table, BBQ, and fireplace — there’s something for everyone!!

Central Bridgeland 5 Mins To Downtown 2 bed 1 Bath
Welcome to your cozy 2 bed, 1 bath retreat in the heart of Bridgeland, Calgary! Just minutes from downtown, this stylish suite offers comfort and convenience with a fully equipped kitchen, fast Wi-Fi, in-suite laundry, and free parking. Walk to trendy cafes, restaurants, parks, and the Bow River Pathway. Whether you're here for work or play, this charming space is your perfect home base to explore the best of Calgary. Ideal for couples, families, solo travellers or business travellers.

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.

Entire Basement suite
Welcome to our inviting 2-bedroom basement suite, ideally located just a 5-minute stroll from the glistening lakefront. Tucked away in a peaceful and serene neighborhood, this hidden gem offers the perfect blend of comfort and convenience. The suite boasts a well-appointed living area, ensuring a homely atmosphere for your stay. Whether you're here for a weekend getaway or an extended stay, our prime location ensures easy access to water activities, trails, and local eateries.

Spacious 6BR Family Haven by Chestermere Lake!
Spacious 6BR 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.

The BEST in YYC. Free Banff Pass! 2BR2BA
The space is a high-end condo on the edge of downtown Calgary. Close to the Saddledome and MNP Centre with easy access the highways that lead to Banff National Park. Walking distance to great restaurants on 4th Street if you don't want to cook, or an incredibly well-equipped kitchen if you do. Please note that I cannot always accommodate check-in after 8pm. Please message prior to booking to confirm in advance.
Popular amenities for Chestermere holiday rentals
Other great holiday rentals in Chestermere

Cozy Guest Suite, Chestermere

Modern 4-Bedroom Retreat – Near the Lake, Sleeps 8

Coziest & Modern Basement Retreat East of Calgary
Cute, Cozy, Comfy Basement Suite

Sunny Walk-out Unit | Free Parking | Near Grocery

Adobe Cave with Sauna, Wood Stove, 2 BD, 1.5 Bath

Charming Studio Suite, Calgary N.W.

Inviting, Cozy & Ideally Located Basement Suite
When is the best time to visit Chestermere?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $116 NZD | $115 NZD | $113 NZD | $111 NZD | $125 NZD | $154 NZD | $175 NZD | $149 NZD | $127 NZD | $125 NZD | $123 NZD | $120 NZD |
| 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 private suite rentals in Chestermere have a kitchen?
Absolutely! We offer over 10 private suite rentals with a kitchen in Chestermere. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in private suite rentals in Chestermere?
Experience the best of Chestermere with our private suite rentals, starting at about $50 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 70 homes with free parking, over 70 homes with wifi, over 60 homes with a kitchen, over 40 homes with air conditioning, 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 house rentals in Chestermere have free parking?
Absolutely! We offer over 70 house 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 $34 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
100 of Chestermere holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
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- Fitness-friendly rentals Chestermere
- Rentals with a patio Chestermere
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- Family-friendly rentals Chestermere
- Rentals with a washing machine and dryer Chestermere
- Rentals with a fire pit Chestermere
- Rentals with a fireplace Chestermere
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- Rentals with lake access Chestermere
- Pet-friendly rentals Chestermere
- Calgary Stampede
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- Calgary Tower
- Mickelson National Golf Club
- Shane Homes YMCA at Rocky Ridge
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