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Vacation rentals in Chestermere

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Top-rated vacation rentals in Chestermere

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Guest favourite
Home in Chestermere
5 out of 5 average rating, 10 reviews

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.

Guest favourite
A modern kitchen is showcased with sleek white cabinetry and warm wooden accents. Stainless steel appliances, including a stove and microwave, are visible. A spacious island with a light countertop offers seating space, and soft lighting enhances the open atmosphere leading to the dining area.
Home in Chestermere
5 out of 5 average rating, 9 reviews

From B's Rehoboth Lodge 78

Welcome to De B’s Rehoboth Lodge 78. Brand New elegance semi-detached house. Cozy Heavenly filled with Warmness and Comfort. Located in the newest neighbourhood of Kinniburgh in Chestermere, AB, where development of beautiful new houses is taking place. De B’s Rehoboth lodge is an excellent place for your Family Reunion, your Occasion Guests, for Retreats and Conferences. Come Stay Refreshed, Renewed, & Reset. 20 mins to Calgary & Airport. 2 kings, 3 queen and 2 queen sofa-bd. Sleeps 14 ppl.

Guest favourite
A bright bedroom features a spacious bed adorned with neutral-toned pillows and a soft throw. Two bedside lamps provide warm lighting. A window, framed by light curtains, opens to a private outdoor patio with a small table and chairs, offering a peaceful views.
Townhouse in Parkhill
4.91 out of 5 average rating, 166 reviews

Sunrises & Fireworks by Stampede. In Scooter Zone

Welcome to your private townhome, offering three levels of comfort for your group. Located within the scooter zone and nearby other points of interest such as; Stanley Park, Mission, Barley Belt, the Stampede grounds and more. This home offers two primary bedrooms, each with its own ensuite, 59' smart TV and king-sized bed. The third sleeping space can be found in the living room (sofa bed). For larger groups we offer a single cot. The two patios are a great place to enjoy the sunrises.

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.
Guesthouse in Richmond
4.98 out of 5 average rating, 218 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.

Guest favourite
A spacious bedroom features a large bed dressed in vibrant blue with accent pillows. Oversized windows offer views of an open landscape, while a cozy seating area includes a stylish chair. Soft lighting from a pendant fixture enhances the inviting atmosphere.
Home in Mahogany
4.88 out of 5 average rating, 145 reviews

~Xtra Large Private Fenced Yard|BBQ|AC|2 Family Rooms

*HUGE CORNER LOT.* *4 Bedrooms and 2 and half bathrooms* *2 separate family rooms* *Family-friendly space* *Calgary's most exclusive and high-end neighbourhood: Mahogany!* Enjoy endless natural spaces, including multiple parks and walking and biking paths, and the gorgeous Mahogany Wetlands. Super close to the South Health Campus! Mahogany has quick access to nearly any place in Calgary owing to its close proximity to both 22x & and Deerfoot! Zip anywhere you need super quickly!

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.

Superhost
A cozy living area features a plush sectional sofa and a dark wooden coffee table with decorative items. A compact kitchenette is positioned against the wall, equipped with essential appliances including a microwave and coffee maker. Natural light filters through a curtain-covered window.
Home in Chestermere
4.85 out of 5 average rating, 88 reviews

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.

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.

Superhost
A modern living room features a spacious sectional sofa complemented by accent cushions. An elegant coffee table sits atop a textured area rug. Two stylish green armchairs are positioned nearby, with large windows dressed in flowing sheer curtains allowing natural light to illuminate the space.
Home in Tuxedo Park
4.87 out of 5 average rating, 175 reviews

New Urban Gem: 8 min to Downtown

Experience the perfect blend of tranquility and city life in our brand-new, modern home, conveniently located less than 10 minutes from downtown Calgary's excitement. Situated on a peaceful neighbourhood street, our home features a contemporary, elegant design that invites relaxation and comfort. Our home is an ideal get-away spot for those seeking a stylish and comfortable stay, with easy access to the best of Calgary!

Top guest favourite
A living room is showcased with mid-century furnishings, including a leather sofa and a patterned accent chair. Original artwork adorns the walls, and a sleek TV sits on a wooden console. A vibrant pink door adds a pop of color, enhancing the welcoming ambiance.
Home in Crescent Heights
4.98 out of 5 average rating, 162 reviews

Near DT, Quiet, Private Yard w/ Hot Tub, Firepit

Heritage Home Minutes from Downtown, Restaurants, Cafes, Parks, Stampede Grounds - designed with eclectic furniture + art - clawfoot tub with shower - large deck, hot tub, fire pit + BBQ - TV with Firestick, fast Wifi, piano, games + books *Please note: same-day reservations are unavailable.

Top guest favourite
A contemporary living area features a light gray sofa and a brown leather armchair, complemented by a coffee table. The kitchen includes modern appliances and a black accented wall, while natural light illuminates the space through skylights and glass doors.
Guesthouse in Inglewood
5 out of 5 average rating, 308 reviews

Main Str + Riverside | Dining | Sleeps 6 |1.5 bath

Enjoy a stylish experience at this centrally located brand new guesthouse nestled in our back yard. You will love being literal steps from microbreweries, restaurants, coffee shops, the Bow River pathways, Fort Calgary, Stampede and the Calgary Zoo. Business registration number BL288311

Popular amenities for Chestermere vacation rentals

When is the best time to visit Chestermere?

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Avg. price$92 CAD$91 CAD$90 CAD$88 CAD$99 CAD$122 CAD$139 CAD$118 CAD$101 CAD$98 CAD$98 CAD$102 CAD
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 vacation rentals in Chestermere

  • Total vacation rentals

    Explore 120 vacation rentals in Chestermere

  • Nightly prices starting at

    Chestermere vacation rentals start at $27 CAD per night before taxes and fees

  • Verified guest reviews

    Over 3,540 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    120 of Chestermere vacation 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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