
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.

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

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.

Luxe Modern Spacious Brand New| 1BR Ensuite
This Luxury Zen Retreat – Your Perfect Getaway Welcome to your private 1-bedroom ensuite luxury basement suite, thoughtfully designed for those who appreciate clean, serene, and high-end comfort. This warmly styled space blends elegance with tranquility, creating the ultimate Zen-inspired escape. ✔ Stylish – Tastefully decorated with a modern touch ✔ Premium Comfort – High-end furnishings & plush bedding ✔ Fully Equipped – Smart TVs, high-speed WiFi, and a functional kitchenette & more.

Main Floor Suite - King Bed, Full Kit, 2FP 2TVs
Main floor king suite! Ideal for one or a couple, and perfect for working or long-term stays. This private retreat has its own entrance, a covered outdoor area, and a quiet, sound-insulated interior. Enjoy a stylish kitchen with breakfast bar, open living space with couch, TV, fireplace, and small desk. Large windows overlook the backyard. → King bed, bedroom with TV + fireplace → Fully equipped kitchen → Spacious 4pc bathroom → In-suite laundry → Small desk + Wi-Fi → Ample street parking

Beautiful Lakefront 5-Bed home w/ outdoor swim spa
Located just 10 minutes outside of Calgary, this beautiful lakefront home is equipped with a full-size outdoor swim spa overlooking Chestermere lake, a massive backyard, pool table, outdoor fire pit, and more. The spacious home is perfect for families and larger groups to enjoy. Parking: Large driveway fits up to 4 vehicles with space for 2 additional cars on the street in front of the house. **Guests must review and acknowledge all house rules prior to booking being confirmed.

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.

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!!

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.
Popular amenities for Chestermere holiday rentals
Other great holiday rentals in Chestermere

Peaceful Stay in Chestermere-Room B

Queen BR in basement Parking Wifi, 7 mins Airport

Private Room Airport House

Cactaceous_ Spacious room with air conditioning

Brand New Room in Chestermere

Comfortable Large Clean Room! Netflix!

Homely Comfort Room • Shared Washroom with One

Cozy, Modern & Quiet|Private 1.5 Bath|Office Room
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!
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