
Holiday rentals 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

Executive home & Garage & AC! Walk to Lake!
New listing! Amazing 15 times Super Host with over 1000⭐⭐⭐⭐⭐ reviews! This luxury home has close 4000 SF living space! It was newly refreshed with new point and furnished with high quality brand new furniture and bedding Etc. Everything is brand new! A short walk to the lake path to Chestmere lake. 10 minutes drive to Calgary! Great location close to parks, restaurants, grocery shopping, the lake, Lakeside Golf course and walking paths! Great for families, group travelers and corporate retreat!

Cozy Guest Suite, Chestermere
Welcome to our bright, spacious 2 bedroom ( king, queen & bunkbeds), 1 bathroom guest suite for 4 people in the Chestermere area! A separate entrance & thermostat, heated floors, WIFI, Netflix etc. Backing onto one of the many beautiful walking paths and a short walk to the lake and many restaurants, grocery store, parks and beaches. Relax and enjoy this peaceful area or come and experience the Stampede, beautiful downtown Calgary, Banff or Drumheller. A perfect place to come explore Alberta!

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

Beautiful Home Near the Lake!
Relax in this beautifully well-kept home near the lake. Located in Chestermere this home is only 1.5 hours to Banff, 20 minutes to downtown YYC, 20 minutes to YYC airport and more! This is a family friendly home in a family friendly neighborhood. Take advantage of the Chestermere Lake that offers amenities such as paddleboarding, swimming, the beach and more! The home features a huge driveway and an attached double car garage with a huge backyard complete with a patio set and BBQ.

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.

Coziest & Modern Basement Retreat East of Calgary
Welcome to your home away from home! This stylish place is perfect for personal and business trips. Nestled in a cozy basement, this modern 1-bedroom retreat has all you need for a comfy, productive stay. Enjoy a spacious bedroom with a big walk-in closet for settling in. Need to work? The quiet den offers a functional workspace. With thoughtful design and contemporary flair, it’s ideal for exploring the mountains or tackling projects. This charming space has you covered!!

CozyHaven Home Calgary NW/Airport/ Highspeed
Welcome to our newly upgraded legal basement suit to yourself. Perfectly situated for both business and leisure travelers, designed to be your perfect home away from home during your stay in Calgary. Nestled in a serene neighborhood. 8mins to Airport/ 18mins to downtown/ 90mins to Banff. Easy Access Deerfoot & Stony trail. gyms, fast food, Restaurants, and drugstores & banks. gas stations. 2mins walk to shopping centers/recreational Center. Free High-Speed Internet.

Sunny Walk-out Unit | Free Parking | Near Grocery
A calm unit tastefully furnished for your dwelling. Come experience the walk-out unit with natural lighting and look out onto the green space for your serene meditation. There is a Skating rink alongside other basic grocery/shopping outlets close to the unit. Our property is the perfect choice if you're looking for a one-bedroom walk-out basement unit that combines comfort, convenience, and a prime location. We can't wait to host you during your stay.

Modern Comforts by Chestermere Lake: Stylish suite
Welcome to our Charming secondary Suite in Chestermere, AB. Nestled in the serene surroundings of Chestermere, our secondary suite offers the prefect blend of comfort, convenience and modern amenities for your stay in this picturesque area. Whether you’re here for business, exploring the local attractions, or simply unwinding by the lake, we’ve designed this space for your comfort in mind.

Garden-to-Table Suite, Brand New 1BR BSMT Suite
Welcome to Your Home Away from Home! Discover the perfect blend of comfort and convenience in our charming Southeast Calgary retreat. Just minutes from major highways, you'll have easy access to all the city's attractions, while still enjoying a variety of shops and restaurants nearby for a convenient stay. This cozy haven provides everything you need for a relaxing visit.
Popular amenities for Chestermere holiday rentals
Other great holiday rentals in Chestermere

Cozy Room in Chestermere

Royal Palace

Private Room Airport House

Comfortable Large Clean Room! Netflix!

Homely Comfort Room • Shared Washroom with One

Private Room & Attached Bathroom Near Airport

JACK_Enjoy in a cozy, clean and modern rom

Mahogany Mini A/C
When is the best time to visit Chestermere?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $87 SGD | $86 SGD | $85 SGD | $83 SGD | $94 SGD | $116 SGD | $131 SGD | $112 SGD | $95 SGD | $94 SGD | $92 SGD | $90 SGD |
| 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 $26 SGD 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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- Fitness-friendly rentals Chestermere
- Rentals with beach access Chestermere
- Family-friendly rentals Chestermere
- Rentals with a firepit Chestermere
- Pet-friendly rentals Chestermere
- Rentals with a patio Chestermere
- Rentals with a fireplace Chestermere
- Rentals with a washing machine and dryer Chestermere
- Rentals with lake access Chestermere
- Rentals with outdoor seating Chestermere
- Calgary Stampede
- Calgary Zoo
- Bowness Park
- Calaway Park
- Prince's Island Park
- Calgary Tower
- Mickelson National Golf Club
- Shane Homes YMCA at Rocky Ridge
- Fish Creek Provincial Park
- Country Hills Golf Club
- Heritage Park
- Nose Hill Park
- Calgary Golf & Country Club
- Heritage Pointe Golf Club & Indoor Golf Lounge
- WinSport
- The Links of GlenEagles
- Peace Bridge
- D'Arcy Ranch Golf Club
- Confederation Park Golf Course
- The Glencoe Golf & Country Club
- City & Country Winery
- Village Square Leisure Centre
- Spirit Hills Flower Winery
- Priddis Greens Golf and Country Club




