
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.

>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!

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.

Pet-Friendly 3BR w/ Sauna | 5 Min Lake | 20 Min DT
Escape to this pet-friendly 3BR wellness retreat in Chestermere with a private infrared sauna—perfect for unwinding after Calgary excursions or Rockies adventures. Just 20 min to downtown Calgary, 5 min to Chestermere Lake beaches & golf, and 90 min to Banff. This modern townhome sleeps 7 comfortably: open living/dining, spacious fully stocked kitchen, patio with gas BBQ. Fast Wi-Fi, in-suite laundry, garage + street parking, and all essentials included. Your cozy, rejuvenating home base!

2 Story luxury penthouse in downtown Calgary
This well-appointed 2-story, 2 bed, 2 bath, 1750 sq ft luxury penthouse features sweeping views of the Calgary skyline. The penthouse is suited for the executive visiting Calgary or to treat someone special to a very upscale stay with a view that has to be experienced. Features: large master bedroom with floor-to-ceiling glass to show off the skyline. The master bath is epic & includes a steam shower, body jets, heated floors, a bidet, jetted tub & a balcony. 1 large secure parking stall.

" Rodeo" Upper Suite in Trendy Killarney
Welcome to "Rodeo". This newly renovated two-bedroom upper suite includes free DOUBLE GARAGE to keep your car (s) warm during the winter! This stylish home boasts a king-size bed in the master bedroom and a MASSIVE master en-suite with body spray shower, dual sinks, and amazing lighting. The stunning kitchen is fully equipped. The HUGE BACKYARD features string lights and a BBQ! Our PRIME LOCATION is minutes from downtown, 4 minutes from Mount Royal University, and only steps to transit!

Private 2BR Lake Suite | Chestermere | Sleeps 6
Unwind in this modern private guest suite just 3 minutes from a scenic lake, golf course, main beach & local dining. Only 20 minutes from Calgary Airport and Downtown Calgary, it’s ideal for both relaxation and convenience. ✔ Sleeps up to 6 | 3 Beds & 1 Bath ✔ Fully equipped kitchen with stove & Keurig coffee machine ✔ Comfortable bedrooms ✔ Cozy modern living room with high ceilings ✔ TV with Netflix & Amazon Prime ✔ Bar-top dining, high-speed Wi-Fi & in-suite laundry ✔ Private entrance

Modern Downtown Condo in Historic Bridgeland!
Experience Downtown Calgary in style and stay in this Recently built condo just minutes from Downtown! This 1 bed 1 bath private condo comes with a furnished patio and stocked kitchen. Having a night in? Our cozy living room includes a premium 55" Sony OLED TV with Amazon Prime, Netflix and chromecast built in and a big comfy power reclining couch! Perfect for work with a bamboo top electric powered standing desk w/ anti fatigue mat and a power bar to plug all your electronics.

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!

Executive Sky LUX - 2 BD 2BA, Views, Pool, Patio &
Enjoy world class City and Mountain views and executive level design and furnishings in this beautiful and modern upper floor condo with an industrial flair. Relax in the space or find yourself in the center of the city to enjoy all that it offers including bars, restaurants and city events at your doorstep. This incredible property has all amenities, amenities include a 180 square foot private balcony, Pool (Seasonal) gym, and dedicated parking stall.

Steps away to Main Street Inglewood
Located one block off of the Main Street of Inglewood! BRAND NEW LANEWAY HOME built in the heart of Inglewood, just steps away from amazing restaurants, boutique shopping and live music venues. The Calgary Stampede Grounds, Studio Bell, Calgary Central Library and Fort Calgary are just some of the fantastic attractions within a 3km walk. Stay active by using the Bow River pathway located a few short blocks away. Close to down town! Air Conditioner!

Separate Entry Walkout Suite with nice lake view
This listed suite can be found in South Calgary, located in a nice and quiet neighborhood. It is a basement walkout suite with private entrance, which leads you into the beautiful backyard with a pond view. Our clean and spacious living room will make you feel comfortable and relaxed just like at home. In addition, it only takes a couple minutes to walk to the ridge that oversees the entire Bow River and Fish Creek area.
Popular amenities for Chestermere holiday rentals
Other great holiday rentals in Chestermere

Cozy Guest Suite, Chestermere

6 Bedroom House with Lake View

{Cosmopolitan} Skyview Penthouse ~ Lux King Bed

Modern Comforts by Chestermere Lake: Stylish suite

FREE Parking | Close to Everything | Spacious 4BR

Banff Gateway • Family Condo 5 mins from The Cove

Luxury city skyline view New Corner Townhome

Best Luxury Suite Near Airport With Home Theater
When is the best time to visit Chestermere?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 59 | € 58 | € 57 | € 56 | € 63 | € 77 | € 88 | € 75 | € 64 | € 62 | € 62 | € 65 |
| 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 € 17 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
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