Holiday rentals in Chestermere

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Top-rated holiday rentals in Chestermere

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Guest favourite
A modern two-story home features a welcoming facade with a covered porch and multiple front balconies. A neatly manicured lawn and trees flank the entrance, while a spacious driveway leads to a two-car garage. The structure is surrounded by similarly styled residences.
Guest suite in Chestermere
4.88 out of 5 average rating, 17 reviews

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

Top guest favourite
A spacious living area is furnished with a large leather sectional and a wooden coffee table, adorned with a small plant. Natural light enters through a window above the seating, illuminating a feature wall with a monochromatic cityscape mural.
Guest suite in Highland Park
4.99 out of 5 average rating, 168 reviews

Modern suite, near airport & DT (no cleaning fee)

Welcome to your home away from home! This stylish and comfortable suite is perfect for professionals seeking a modern space minutes from downtown. Conveniently located just 10 km from the airport and 5 km to city center. You'll find a bus stop just a few blocks away, along with a coffee shop, Dairy Queen, wine store, and a pizza place—all within walking distance. For outdoor lovers, Confederation Park is only 1.5 km away. Note: Guests must have previous 5★ reviews ✨ Discounts for 2+ nights!

Superhost
Home in Calgary
5 out of 5 average rating, 3 reviews

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

Guest favourite
A spacious lawn extends towards a calm lake, with several docks visible across the water. Two red chairs are positioned near a fire pit, and a zip line is seen in the background. The surroundings are lush and well-maintained, inviting relaxation by the water.
Home in Chestermere
4.89 out of 5 average rating, 85 reviews

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.

Guest favourite
A spacious living area features a large blank screen mounted on a stone wall, with speakers positioned on either side. A glass coffee table sits in front of a white sectional sofa. Light from an adjacent room spills into the carpeted space, creating an inviting atmosphere.
Home in Chestermere
4.94 out of 5 average rating, 17 reviews

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

Top guest favourite
A modern living area features a large flat-screen TV mounted on the wall. Comfortable seating includes two dark chairs with colorful cushions and a neutral sofa. Natural light pours in through a sliding glass door, which opens to an outdoor space. Greenery adds a refreshing touch.
Guest suite in Seton
4.98 out of 5 average rating, 167 reviews

♥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

Top guest favourite
A cozy bedroom features a queen-sized bed with a soft blanket and a decorative throw. Nightstands with lamps are positioned on either side, and floral wall art adds a colorful touch. Natural light enters through curtained windows, creating a calm atmosphere.
Guest suite in Deer Ridge
4.99 out of 5 average rating, 141 reviews

☆ Private 1BR Suite ♥ Full Kitchen Laundry FP Wifi

Enjoy private separate entry to this clean and well-appointed lower level one bedroom suite. Equipped kitchen, in-suite laundry, private parking and outdoor space. Ideal for longer stays, perfect for one or a couple. → Fully equipped kitchen with dishwasher, stove, microwave, etc. → Cozy bedroom with Serta queen mattress → Gas fireplace, open concept living, TV → Work space + wi-fi → Spacious 4pc bathroom → Laundry → Off-street parking Legal secondary suite has dedicated heat/ventilation.

Top guest favourite
A light-filled living area is presented, featuring a spacious sectional sofa adorned with various cushions. A low coffee table is positioned centrally on an area rug, and a wall-mounted television is visible across from the seating. Large windows provide natural light and views of the outdoors.
Guest house in Southwest Calgary
4.98 out of 5 average rating, 216 reviews

Luxury private carriage house with character!

Enjoy a stylish experience in this bright and open carriage house located in a very desirable part of the city. Close to restaurants, shopping, downtown, the Saddledome, Mount Royal University, and much more! The architect-designed suite is one of a kind and full of character and natural light. Relax with a coffee or a glass of wine on the covered private balcony or take a short walk to Marda Loop, one of Calgary's premier dining destinations! Max occupancy is 2 adults & 1 child under 12.

Superhost
Guest suite in Chestermere
5 out of 5 average rating, 3 reviews

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

Guest favourite
A bright living area features a spacious, light-colored sofa accompanied by two modern coffee tables. Floor-to-ceiling windows invite abundant natural light and frame views of the sprawling cityscape. A vibrant yellow chair adds a pop of color, while a 55" Smart TV is positioned on a sleek stand.
Flat in Beltline
4.95 out of 5 average rating, 141 reviews

King Bed|AC |UG Park |DT Views |Mins to Saddledome

Welcome to our stunning downtown Calgary corner unit condo! This modern retreat offers you the perfect combination of convenience, 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. *** POOL is closed for the winter.

Guest favourite
A tranquil lake view showcases calm waters reflecting the sky with soft hues. Boats can be seen gliding across the surface, while a shoreline lined with docks and greenery provides a serene backdrop. The expansive scene highlights the peaceful atmosphere of the area.
Guest suite in Chestermere
4.8 out of 5 average rating, 75 reviews

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.

Top guest favourite
A modern kitchen features sleek white cabinetry and stainless-steel appliances. An expansive island with a contrasting dark base is complemented by simple bar stools. A glass light fixture hangs above, illuminating the work surfaces and the earthy tones of the wood flooring.
Apartment in Inglewood
4.95 out of 5 average rating, 146 reviews

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.

Popular amenities for Chestermere holiday rentals

When is the best time to visit Chestermere?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price₹6,169₹6,079₹5,988₹5,897₹6,623₹8,165₹9,254₹7,893₹6,714₹6,532₹6,532₹6,805
Avg. temp-8°C-7°C-2°C3°C7°C11°C15°C14°C9°C3°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 ₹1,815 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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