
Holiday rentals in Chestermere
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Top-rated holiday rentals in Chestermere
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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.

Brand New 3BR Modern Duplex | 15 Min DT Calgary
Brand New Modern 3BR Duplex in Belvedere w/ King Master Suite Step into this stylish, freshly built duplex with spacious open living, dining, and kitchen—ideal for families, groups, or professionals. Just 15 min to downtown Calgary, 10-15 min to YYC airport, near East Hills shopping, 90 min to Banff. Sleeps up to 8: King master with ensuite & walk-in closet, two queen bedrooms, plus living room pull-out couch. Fast Wi-Fi, large TV, and dedicated parking pad. Your fresh, comfortable homebase

Cozyhub YYC /3BR 10 guest/Central location with AC
Bring the whole family or friends together to this spacious 3 bedroom, 2.5 baths house with pull-out sofa bed & 2 extra floor mat. The cozy living room is a great place to gather together for a fun night or a movie night. Gather around the large dining table which has an extender for extra company to share in a happy meal. There is enough room for everyone to enjoy. Kids park & Basketball court is just across the house. Let Cozyhub be part of your unforgettable lasting travel memories together.

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.

BEST *Stampede* Location 1B Condo+FREE Parking!
FREE UG Secured Parking - 1 spot ***Walk Score 96*** Welcome to our modern downtown condo situated just above the famed 17th Avenue in downtown core! This stunning one-bedroom condo is absolutely perfect for working travelling people or couples seeking adventure in the heart of the city. Whether you're here to explore the city, business trip, attend the famous Stampede festival, or simply relax with someone special, this charming place has everything you need for an amazing stay! BL266105

~PrivateFencedYard | 2FamilyRms | SunshineYellow
*Private fenced yard* *4 Bedrooms and 2 and half bedrooms* *2 separate family rooms* *Family-friendly space* *Super close to kids Play park* *Calgary's most exclusive and high-end neighbourhood: Mahogany!* Enjoy endless natural spaces, including multiple parks & walking and biking paths, & the Mahogany Wetlands. Close to the South Health Campus! Mahogany has quick access to nearly any place in Calgary owing to its close proximity to both 22x & Deerfoot! Zip anywhere you need super quickly!

HotTub, 3 King Beds & Double Car Garage
Experience the pinnacle of comfort in our brand-new 5-bedroom duplex infill in SW Calgary. With 3 opulent king beds, a relaxing hot tub, and a double detached garage, this home redefines luxury. The full basement suite with full-size appliances, indoor fireplace, and top-tier finishings offer an unforgettable stay. Live the high life in Calgary! This spacious retreat is perfect for families or groups seeking comfort and style. Unwind in the private hot tub after a day of exploring the city.

King Bed | DT Views | AC | UG Park | Gym
Welcome to our stunning downtown Calgary corner unit condo! This modern retreat offers you the perfect combination of convenience, comfy, luxury, and breathtaking views. As you step inside, you'll immediately be captivated by the floor-to-ceiling windows that showcase the stunning city skyline and majestic mountain vistas. Please be aware the front doors of the building lock at 10pm. If you book, you'll have to pick up the key/fob in a different location. Scan QR code for 3D Tour!

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.

Soak Up the Retro-Inspired Vibe at This Inner City Gem
Curl up on the couch and unwind with some board games at this charming retreat on a tree-lined street. This gateway to the mountains combines bright, neutral decor with vintage details and wooden ceilings for a cabin-like feel. A desirable area boasting many paved bike and walking paths running along Confederation Golf Course and only 1 block from Confederation Park. Public transit, Jubilee Auditorium, SAIT, University of Calgary and McMahon Stadium are all nearby.

5minDowntown\2BD Suite\Private Patio\Central&Safe
Welcome to our urban oasis in Calgary! Our private and sunny suite, is just 5min from downtown, 7min from the Calgary Zoo and TELUS Spark, and 11min from Stampede Park. Enjoy 2 Bed + full bath, equipped kitchen, and full-sized wash and dryer. Relax on your private walk-out patio, or explore Tuxedo Park, or venture to nearby shops and restaurants. With the Rockies an hour away, adventure is within reach. Experience comfort and convenience at our Calgary retreat!

Centrally Located Family Friendly Whole House
Welcome to one of Canada’s best neighborhoods! Calgary’s historic Inglewood! Hip and family friendly, Inglewood is home to Calgary’s best boutique shops, award winning restaurants, art galleries, and entertainment! Minutes from Downtown, the Stampede Grounds, BMO Centre, Calgary Zoo, Telus Spark and more! Built in 1912 and recently given a stylish facelift, our house is bright and full of character! Free street parking and a backyard (not fenced) included!
Popular amenities for Chestermere holiday rentals
Other great holiday rentals in Chestermere

Lakeside Room

From B's Rehoboth Lodge 78

Modern Comforts by Chestermere Lake: Stylish suite

Skyline Retreat | Spacious 4BR Home with Balcony!

Charming Copperfield

East End Loft

Royal Retreat@the Lake, King Beds, AC, Golf Course

Homestead 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 | ₹6,262 | ₹6,170 | ₹6,078 | ₹5,986 | ₹6,723 | ₹8,289 | ₹9,394 | ₹8,012 | ₹6,815 | ₹6,631 | ₹6,631 | ₹6,907 |
| 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 ₹1,842 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 & 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
120 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
- Bowness Park
- Calgary Zoo
- Prince's Island Park
- Calaway Park
- Heritage Park
- Calgary Tower
- Fish Creek Provincial Park
- BMO Centre
- Nose Hill Park
- Peace Bridge
- University of Calgary
- Olympic Plaza
- WinSport
- Edworthy Park
- Stephen Avenue Walk
- Grey Eagle Resort & Casino
- Chinook Centre
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