Holiday rentals in Chestermere

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Top-rated holiday rentals in Chestermere

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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

Top guest favourite
A modern living area features a light gray sofa adorned with various textured pillows. A round black coffee table sits atop a soft, patterned rug, while a tall plant adds a touch of greenery. Large windows let in natural light, enhancing the open layout.
Apartment in Hillhurst
5 out of 5 average rating, 103 reviews

King Bed-Trendy Bright Walkout Condo near Downtown

This 500 sq.ft. bright, trendy, renovated ground floor condo is in the centrally located neighbourhood of Hillhurst! Walk anywhere: 10 minutes to SAIT, North Hill Mall, CTrain stations; 15 minutes to Kensington; 20 minutes to downtown. Enjoy a well-equipped kitchen, dining area, quality bathroom amenities, free wifi and parking, smart TV (access your own Netflix, Hulu, Prime Video, etc), and paid laundry just down the hall. The Hillhurst Retreat is your perfect home base for exploring Calgary!

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 Fireplace

Completely self-contained 1-bedroom suite with separate entrance and all the comforts of home. Enjoy a full kitchen (dishwasher, stove, microwave), gas fireplace, open-concept living, patio & small yard. Comfortable queen bed, spacious 4-piece bath. Workspace with WiFi, convenient in-suite laundry, off-street parking. Legal secondary suite with dedicated heat and ventilation. Perfect for professionals or couples. Quiet residential neighborhood near Fish Creek Park, close to shops & amenities.

Top 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
4.9 out of 5 average rating, 86 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 bright living area is showcased with a light gray sofa adorned with colorful cushions. A low, wooden table sits in front, complemented by an orange pouf and a potted plant. Subtle wall colors and decorative accents enhance the soothing ambiance of the space.
Home in Bridgeland - Riverside
4.92 out of 5 average rating, 177 reviews

Mid Century Zen Suite. 1 BR. Near DT, C-train.

Unique updated century home - this charming 1 bedroom in a top/down duplex nestled in the heart of Bridgeland. Steps away from the trendy 1 avenue street with restaurants and all the amenities you need, and yet in a picturesque and quiet street! A quick drive to the DT core, walking distance to C-train. This peaceful home features a 1 bedroom with comfy queen bed, bright, comfortable living spaces, fully equipped kitchen and clean bathroom!! ✔free Wi-Fi ✔coffee ✔free parking ✔netflix ✔Laundry

Guest favourite
The living room features a modern design with a cozy couch and a stylish coffee table on a patterned rug. A wall-mounted TV is above an electric fireplace, complemented by decorative wall art. Natural light enters through large windows, adding brightness to the space.
Home in McKenzie Towne
4.95 out of 5 average rating, 233 reviews

Luxury SE Calgary Home with HOT TUB

This luxury home in SE Calgary is unique with a style of its own. With top of the line amenities, high end finishings, Traeger and featured hot tub in the backyard, this spacious family-friendly home is perfect for your next stay in Calgary. Whether you want to snuggle in for a movie in the bonus room, workout in your own personal gym, play air hockey, foosball or darts, relax on reclining massage chairs or work remotely in the dedicated workspace, this multi-faceted home is perfect for you!

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, 217 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.

Top guest favourite
An outdoor swim spa is situated on a patio, overlooking a well-maintained backyard and Chestermere Lake. Lush greenery surrounds the area, and gentle ripples on the water reflect the warm colors of a sunset in the background.
Home in Chestermere
4.98 out of 5 average rating, 85 reviews

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.

Guest favourite
Home in Calgary
4.95 out of 5 average rating, 37 reviews

Inviting, Cozy & Ideally Located Basement Suite

Modern & Cozy 1-Bedroom Suite with Private Entrance • ✔ Bright, spotless & new • ✔ Queen bed with comfortable mattress + full-size fold-out sofa • ✔ Fully equipped kitchen with coffee & tea + in-suite washer/dryer • ✔ Smart TV • Fast Wi-Fi • ✔ Free parking right in front of the house • ✔ Quiet street, steps to shops, parks & playgrounds • ✔ 8 min to South Health Campus | 30 min to downtown/airport Perfect for couples, families, or longer stays — clean, comfy & welcoming.

Superhost
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
The exterior entrance features a welcoming set of steps leading to a dark front door adorned with a seasonal wreath. A wooden deck provides ample space, framed by modern wood paneling. Potted plants with vibrant foliage are positioned on either side, enhancing the outdoor appeal.
Home in Mahogany
4.98 out of 5 average rating, 283 reviews

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.

Guest favourite
A comfortable living area features plush leather seating arranged around a glass coffee table. A large television is positioned against the wall, complemented by dark shelving units. Soft lighting offers a relaxed ambiance, with light grey carpeting adding a cozy touch.
Guest suite in Chestermere
4.9 out of 5 average rating, 20 reviews

Entire Guest Suite, Chestermere

Experience comfort in this modern 2-bedroom guest suite featuring a private entrance, full bathroom, and upscale bar area. Fully upgraded with stylish finishes and free street parking. Located in a quiet neighborhood just minutes from Chestermere Lake, parks, restaurants, shops, and walking trails. Only 5 minutes from Calgary city limits and 20 minutes to downtown. Perfect for families, couples, or business travelers seeking a peaceful, convenient retreat.

Popular amenities for Chestermere holiday rentals

When is the best time to visit Chestermere?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price₹6,264₹6,172₹6,080₹5,988₹6,725₹8,291₹9,397₹8,015₹6,817₹6,633₹6,633₹6,909
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 ₹1,842 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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