
Holiday houses in Chestermere
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Top-rated holiday rentals in Chestermere
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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!

City Views on 13th Ave
Welcome to one of a kind corner unit 2b+2b, 886 SQFT, with extraordinary views of downtown Calgary. This corner unit boasts floor to ceiling glass windows facing N and W facing the iconic Calgary Tower. Within walking distance to 17th, Saddle-dome. and downtown. Steps away from Calgary's trendiest restaurants and best nightlife, St James corner Pub, Proof, Ten Foot Henry, Native Tongues, Two Penny, endless pubs,17th Ave SW, Also Starbucks and yoga. studio a stone throw from front entrance.

>Spacious, Family Friendly with King Bed
This spacious, clean & unique home is located in a quiet neighborhood near Calgary's top destinations. Perfect for short and long term stays. Big spacious bedrooms with a king bed and large TV in the living room are sure to impress. 3 Bedrooms plus a private den with wood-burning fireplace, balcony and pull-out full size bed. 1 king bed, 1 queen bed, 2 twin beds, 1 pull-out double bed, 1 Cot Projector TV with Amazon Firestick ❤️ Don’t forget to hit the “❤️” button so you can find me easily!

Three bedroom home in vibrant Inglewood
Centrally located in vibrant Inglewood. This three bedroom home with two living spaces and a large kitchen offers comfort and convienence to families and small groups. The home features on site laundry and a basement bonus room for extra space as required. Walking distance to the Bird Sactuary, 9th Ave Shopping, Pearce Estate Park, Bow Habitat Station, Harvie Passage River Floating, and eclectic Microbreweries. Less than 10 Minute car ride to Calgary Stampede, Downtown, Zoo, Telus Spark Center.

Newly Near Banff CrossIron Mills entry lux family
This stylish place to stay is perfect for group trips. Less than 15 minutes from the airport. It's in a quiet family neighborhood & is conveniently close to tons of shopping (Costco, Crossiron Mills, T&T supermarket nearby). You'll love the 4 comfortable bedrooms with 1 king bed and 3 queen beds , 2 livingrooms, 3 full bathrooms, bright kitchen and big backyard. Smart TV with Netflix. Fast speed internet. Great view to Rocky Mountain from the upper floor. 1 hour to Banff through Stoney Trail.

♥You will love this 2BR Guest Suite in SE Calgary♥
This modern 2-bedroom apartment is a great option for business or pleasure. We are a few minutes drive from the South Health Campus, Real Canadian Superstore, and the World’s biggest YMCA. We provide FREE: ✓ Coffee & Tea ✓ Wifi ✓ Parking ✓ Quality toiletries and soaps ✓ 65" QLED Smart TV: Amazon Prime, Netflix & more ✓ Water & Drinks Other services include: ✓ Self-check-in ✓ Comfortable beds & pillows ✓ Warm duvets ✓ Washer & Dryer ✓ Iron ✓ Toaster ✓ Hairdryer ✓ Microwave oven

exceptional listing
You will appreciate the quick and easy access from this centrally located place. 24 min drive from Calgary Airport. 22 min drive from Downtown Calgary. 5 min drive to Chestermere Lake. 5 min drive to Costco. 2 min drive to No Frills. 31 min drive to Airdrie. 24 min drive to Crossiron Mall. Several food shops close to the accommodation. Proximity (3-5 min) to the Trans-Canada Highway and Stoney Trail. Located in a new and beautiful community. Clean, welcoming and peaceful.

Spacious 3 BR Home In Inglewood (Walk Everywhere)
This newly renovated home on a quiet street in the heart of Inglewood makes it easy to walk anywhere. There are restaurants, breweries and shops all within a two minute walk. The river path is just a short walk away and is a great way to see the city. Inglewood has it all but if you're looking to explore you have quick and easy access to other hot spots like the stampede grounds, Bridgeland, Mission, and downtown by bike, scooter or Uber in a matter of minutes.

High ceiling, relaxing and modern 2bdr new build!
Welcome to this beautiful brand new two-bedroom legal basement suite located in the desired community of Mahogany. This unit offers a separate entrance, a fully equipped kitchen with all brand new appliances, and roomy two bedrooms for you to rest and feel at home. The 9ft ceilings throughout the entire unit will leave you feeling spacious and grand. The windows were built strategically and big to maximize the natural light. We look forward to hosting you.

New 1500 ft² Home AC & Garage | 7 mins DT |Sleep 8
❆ EXPERIENCE CAPITOL HILL ELEGANCE ❆ ♨ Beautiful 3 Beds & Central to Calgary's Vibrant Heart♨ Welcome to your perfect getaway in Capitol Hill, Calgary! This upscale retreat is ideal for families, friends, and couples. Immerse yourself in the charm of Calgary while enjoying top-tier amenities and stylish comfort. ✔ Modern Urban Oasis ✔ Perfect for Friends & Family ✔ Minutes from Key Attractions ✔ Highly Rated Airbnb Experience See more below!

Condo in heart of Inglewood walk to DT or Stampede
This condo with a backyard is located one block from Calgary’s Riverwalk. Take a 10 minute walk to East Village to explore Calgary’s downtown or walk 15 minutes to the Stampede grounds and The Saddledome. Through the back alley, find yourself on Inglewood’s famous 9th Ave surrounded by the some of the best restaurants and breweries the city has to offer. We welcome you to use our backyard space, BBQ and propane fire pit.

lovely 2 bedroom with 2 bathroom condo in downtown
its Self check in . Enjoy a stylish experience at this centrally located place. Imagine life in the stars with the downtown skyline illuminating your suite every evening! if you're noisy or you wanna have a party please book another appartement. The pool is seasonal starting beguining of the summer untill the end of the season. Dogs aren't allowed
Popular amenities for Chestermere holiday rentals
Other great holiday rentals in Chestermere

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

Lakeside Room

Bison Trails - Starry Nights

Pet-Friendly 3BR w/ Sauna | 5 Min Lake | 20 Min DT

Entire Guest Suite, Chestermere

Urbanest - Spectacular Views & Amenities Parking

Elegant 2BR Suite | Residenz Comfort & Style

Lake front two bedroom walk out basement house
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 | $114 NZD | $112 NZD | $111 NZD | $124 NZD | $153 NZD | $174 NZD | $148 NZD | $126 NZD | $123 NZD | $123 NZD | $128 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
What are the best places to stay in Chestermere?
Stays near Chestermere Lake are frequently suggested for scenic views and easy access to waterfront activities. Accommodations around local parks and quiet neighborhoods also appeal to those seeking a relaxed atmosphere.
What are the best things to do in Chestermere with kids?
Kids enjoy building sandcastles at lakeside beaches, playing in community parks, and trying family-friendly watersports. Seasonal events often feature crafts, games, and outdoor movie nights for young visitors.
What are some of the best things to do in Chestermere?
Explore Chestermere Lake for watersports and picnicking, stroll the pathways at Anniversary Park, or tee off at Chestermere's golf course. Local shops and cafes provide a relaxed way to experience the town's atmosphere.
How is the weather in Chestermere?
Chestermere experiences cold winters with temperatures around 8–31°F (-14–-1°C), and summers that range from 44–73°F (7–23°C) with moderate rainfall. Pack clothing for layering, as weather can shift quickly, especially in spring and autumn.
When is the best time to visit Chestermere?
Late spring through early fall is often recommended, with milder temperatures and outdoor festivals around the lake. Winter provides opportunities for skating and other cold-weather activities if you prefer snowy landscapes.
What are the best places to visit in Chestermere?
Chestermere Lake is frequently suggested for water activities and scenic sunsets, while Anniversary Park is popular for picnics and playgrounds. The local golf course draws those interested in a leisurely round amid prairie views.
What are some hiking trails in Chestermere?
Chestermere has paved pathways along the lake, as well as scenic routes in Anniversary Park and within natural green areas. These trails are often used for walking, cycling, and enjoying prairie views.
What are some family activities we can do in Chestermere?
Families can explore lakeside beaches, try paddleboarding, or visit local playgrounds and parks. Community centers sometimes host indoor recreation and creative programming for all ages.
What are some of the best day trip ideas from Chestermere?
Explore nearby prairies, regional parks, or bustling city neighborhoods for art and shopping. Visitors sometimes head toward the Rocky Mountains or local ranches for hiking, horseback riding, or scenic drives.
Are there any pet friendly accommodations available in Chestermere?
Many accommodations in Chestermere welcome pets, especially in areas near parks and walking trails. It is a good idea to check each listing’s policies to ensure your pet’s needs are met.
What are some local tips for visiting Chestermere?
Locals often suggest arriving early during summer weekends to find peaceful lakeside spots. Bringing bicycles or renting paddleboards can help you enjoy the town’s trails and the water, while supporting local cafes is a favorite community tradition.
What is Chestermere known for?
Chestermere is known for its large recreational lake, close-knit community, and lakeside lifestyle. The area combines water activities, outdoor trails, and a relaxed pace distinct from nearby urban centers.
What are the best hidden gems to explore in Chestermere?
Explore quiet green spaces tucked behind neighborhoods, local farmers' markets, or small art installations scattered around town. Some visitors enjoy discovering lesser-known lakeshore spots perfect for early morning walks.
What are the best foods to try in Chestermere?
Chestermere features locally owned restaurants with Canadian classics, international cuisine, and comforting baked goods. Popular choices often include Alberta beef dishes, fresh lake-inspired plates, and seasonal produce from nearby farms.
What should I bring for a trip to Chestermere?
Pack layers for changing weather and a waterproof jacket, especially in spring or fall. Swimwear and sunscreen are useful for lake activities in summer, while winter brings a need for insulated coats, hats, and gloves.
What is the nightlife in Chestermere like?
Chestermere's nightlife centers on casual pubs, local bars, and occasional live music venues. Evenings often revolve around social dining and relaxed community gatherings rather than a bustling club scene.
What are the most popular events or festivals in Chestermere?
Chestermere hosts a summer water festival with boating and fireworks, as well as winter celebrations that feature skating and community gatherings. Canada Day festivities around the lake are another vibrant annual tradition.
Are there family friendly vacation rentals in Chestermere?
Chestermere has a variety of vacation rentals, including homes and suites often suited for families. Look for listings with spacious living areas, kitchens, and access to parks or the lake, which can make trips with children more comfortable.
Quick stats about holiday rentals in Chestermere

Total holiday rentals
Explore 120 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 3,540 verified reviews to help you choose

Family-friendly holiday rentals
80 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
120 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!
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- Calgary Stampede
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- Calgary Zoo
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- Calgary Tower
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