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Holiday houses in Chestermere

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Top-rated holiday rentals in Chestermere

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in Chestermere
5 out of 5 average rating, 9 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 cozy living room is presented with a comfortable sofa topped with light-colored throw pillows. A circular coffee table sits in front, surrounded by warm wooden decor. A bookshelf filled with various books is displayed against the wall, and natural light floods through large windows, offering views of the outside.
Home in Chestermere
4.88 out of 5 average rating, 24 reviews

Private Suite » Near Canal » AC » King Bed /w TV

✨ A large private guest suite seconds to the canal. This large comfortable and luxury suite brings true comfort and a homey vibe. ✨ 🔹 Private Access & Space 🔹 Large Living Room with Reading Nook 🔹 58" Smart TV with Netflix 🔹 Mini Library with Board Games 🔹 Self Check-In Anytime After 4 🔹 Free Street Parking 🔹 King Size with 50" Smart TV 🔹 Queen Size Bed 🔹 Fully Equipped Kitchen & Dining Table 🔹 Free Tea, Coffee, Water 🔹 Washer & Dryer 🔹 High chair & Pack 'n Play 🔹 Central AC & Heat

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
4.94 out of 5 average rating, 16 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

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, 79 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, 16 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 spacious bedroom features a large, plush bed with neutral bedding and accent pillows, complemented by a soft throw. A bedside table with a lamp sits on either side of the bed, while a desk and chair provide a dedicated workspace in the well-lit area.
Guest suite in Chestermere
5 out of 5 average rating, 9 reviews

A Slice of Heaven in Chestermere

Welcome to our newly renovated 1317 sqft basement suite, perfect for work or relaxation! This spacious retreat features 2 cozy bedrooms, 1 bathroom, a comfortable living and dining area, and a fully equipped kitchen. Enjoy the convenience of in-suite laundry and two dedicated workspaces. Located just 3 minutes from the picturesque Chestermere Lake, it’s ideal for outdoor enthusiasts or those seeking tranquility. Experience comfort, style, and convenience in this thoughtfully designed getaway.

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, 71 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.

Guest favourite
A sleek open-concept living area features a dark sofa with patterned cushions, complemented by a wooden coffee table. Modern bar stools surround the kitchen island, which displays stainless steel appliances. Light wood cabinetry and several indoor plants add a touch of greenery and warmth.
Apartment in Seton
5 out of 5 average rating, 25 reviews

Chic | AC | 4 min to Shops/Eateries & South Health

Welcome to your sleek, brand-new 1-bedroom condo in vibrant Seton! This minimalist modern retreat boasts clean lines, chic furnishings, and an open-concept layout flooded with natural light. Enjoy a fully equipped kitchen, cozy bedroom with plush bedding, and a stylish bathroom. Relax on the private balcony with city views. Steps from shops, dining, and transit, this urban oasis is perfect for solo travelers or couples. High-speed Wi-Fi, smart TV, and in-suite laundry included.

Top Guest favourite
An aerial view captures a serene residential neighborhood adjacent to Chestermere Lake. A variety of homes are visible, showcasing different architectural styles, along with open spaces and roads leading toward the lake's edge. The vast, calm water reflects the clear sky, enhancing the peaceful ambiance.
Home in Chestermere
5 out of 5 average rating, 21 reviews

Large 6BR House Close to Beach

Spacious 6BR home designed for families and groups! With three levels, multiple living areas, and a formal dining room, there’s room for everyone. The huge kitchen is perfect for home-cooked meals, while the massive backyard offers space for kids to play. Unwind in the basement lounge with a big-screen TV and wet bar for movie nights. Minutes from Chestermere Lake, parks, and dining. Driveway and street parking available. A perfect retreat for getaways and extended stays.

Guest favourite
An open living area is featured, showcasing a modern couch and two coffee tables, with a large TV mounted on the wall displaying vibrant colors. A dining space with bar stools sits adjacent to a sleek kitchen, and a workspace is visible, complete with a chair and desk.
Home in Chestermere
5 out of 5 average rating, 10 reviews

Coziest & Modern Basement Retreat East of Calgary

Welcome to your home away from home! This stylish place is perfect for personal and business trips. Nestled in a cozy basement, this modern 1-bedroom retreat has all you need for a comfy, productive stay. Enjoy a spacious bedroom with a big walk-in closet for settling in. Need to work? The quiet den offers a functional workspace. With thoughtful design and contemporary flair, it’s ideal for exploring the mountains or tackling projects. This charming space has you covered!!

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
4.84 out of 5 average rating, 82 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.

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
4.94 out of 5 average rating, 17 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?

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Avg. price$118 NZD$116 NZD$114 NZD$112 NZD$126 NZD$156 NZD$189 NZD$180 NZD$140 NZD$128 NZD$125 NZD$121 NZD
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Quick stats about holiday rentals in Chestermere

  • Total holiday rentals

    Explore 110 holiday rentals in Chestermere

  • Nightly prices starting at

    Chestermere holiday rentals start at $35 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,060 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Chestermere holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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