Vacation rentals in Chestermere

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Top-rated vacation rentals in Chestermere

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

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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.

Top guest favourite
An open concept living area showcases a modern grey sofa adorned with decorative pillows, facing a wall-mounted TV. A small desk with a computer setup is visible beside a dining area with bar stools. Light wood flooring enhances the clean, inviting atmosphere.
Guest suite in Auburn Bay
4.99 out of 5 average rating, 196 reviews

Stunning Pristine Private Suite: No cleaning fees

An incredible 🤩 suite within a safe neighbourhood, open concept living space, located in SE community of Auburn Bay. This Modern, clean & comfy, private suite is STUNNING, beautiful & relaxing. Additional discount for longer stays. PLEASE NOTE: The toddler upstairs attends daycare weekdays from 8:00am - 5:00pm and various outdoor weekend activities. Some noise transfer- yes Close to grocery & liquor store, restaurant & bars. ⭐️ 3 Min Dr to SHC hospital ⭐️ 5 Min Dr to YMCA and VIP Cineplex

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, 156 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

Guest favourite
A tall, modern condo building features a sleek glass facade and multiple balconies. The structure showcases a contemporary architectural design with alternating patterns of blue and white panels. Surrounding trees add greenery to the urban environment.
Condo in Beltline
4.98 out of 5 average rating, 132 reviews

Sunset & Mountain View Down Town Design District

Centrally located downtown condo with amazing sunset and mountain views. The condo has been set up for business travellers and couples with a large desk that accommodates two people and computers. The coffee table also extends up allowing proper ergonomics if wanting a change of scenery to work comfortably from the couch. I will price match any other unit with a similar layout in the building. Contact me for shorter trip request. Unit can accommodate a third person with a cot style bed.

Top guest favourite
A modern dining area is visible, featuring a rectangular table set for six with stylish dishware. A cozy seating area includes a blue couch and a flat-screen TV mounted on a stone accent wall. Large windows allow natural light and provide a view of the city.
Condo in Beltline
4.94 out of 5 average rating, 128 reviews

Spacious Condo w/views, AC + BBQ and Free Parking

Welcome to our bright and spacious 2-bedroom, 2-bathroom condo in Calgary’s Beltline district. Perfect for families or small groups, our modern space features cozy bedrooms with plush bedding, a fully equipped kitchen, and a spacious living area with beautiful city views. Enjoy the convenience of ensuite laundry, high-speed Wi-Fi, a natural gas BBQ, and free indoor parking. With trendy cafes, restaurants, and attractions just steps away, our condo is the perfect base for exploring Calgary.

Superhost
An aerial view displays a large, green backyard with a covered dock extending into the water. Various water activities, including kayaks and paddleboards, are visible nearby. A trampoline and lounge chairs offer additional leisure options. The property is bordered by a wooden fence for privacy.
Home in Chestermere
4.86 out of 5 average rating, 216 reviews

NK Paradise - Lakefront, Hot Tub, Covered Dock!

Ultimate Lakefront Getaway!! Only 20 mins from DOWNTOWN CALGARY, 1 hr from the ROCKY MOUNTAINS & 23 mins from YYC AIRPORT!! This spacious 4 level lakefront home offers everything you need for an unforgettable stay. Enjoy a private hot tub (open year-round), central A/C, and a unique covered dock with stunning lake views. Relax on your private beach, or have fun with the trampoline, putting green, firepit, pool table, ping pong table, BBQ, and fireplace — there’s something for everyone!!

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!!

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.

Guest favourite
Condo in Inglewood
4.94 out of 5 average rating, 129 reviews

Amazing View, King Bed, Trendy Neighbourhood

- Spacious 1-bedroom condo with tall ceilings - King size bed with lots of pillows - 55" TV with Apple play - Fast Wifi - Fully equipped kitchen - Underground Parking - Beautiful view of the Calgary city skyline. - Located in Inglewood, you will find local breweries, coffee shops, top restaurants, live music, and shopping - The Bow river, steps from your door! - Walking Distance to Stampede grounds - Watch the fireworks from the patio

Top guest favourite
The living room features a comfortable sofa with decorative cushions facing a textured wall design. Two stylish blue chairs sit nearby, complemented by a wooden coffee table on a vibrant red area rug with intricate patterns. Natural light filters through the large windows.
Home in Auburn Bay
4.96 out of 5 average rating, 312 reviews

SE Calgary Home with HOT TUB

This beautiful, luxurious home by Live@Jag’s is furnished with top-of-the-line stylish finishings, Hot Tub and quality BBQ (TRAEGER). “You don’t stay here, you live at Jag’s” Located in the quiet and gorgeous neighborhood of Auburn bay, this semi-detached property is perfect for family and friends to stopover. Located in Auburn Bay close to the new YMCA, South Health Campus (Hospital), Cineplex, + many restaurants and bars.

Popular amenities for Chestermere vacation rentals

When is the best time to visit Chestermere?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$95 CAD$93 CAD$92 CAD$91 CAD$102 CAD$125 CAD$152 CAD$145 CAD$113 CAD$103 CAD$100 CAD$98 CAD
Avg. temp-8 °C-7 °C-2 °C3 °C7 °C11 °C15 °C14 °C9 °C3 °C-4 °C-9 °C

Quick stats about vacation rentals in Chestermere

  • Total vacation rentals

    Explore 110 vacation rentals in Chestermere

  • Nightly prices starting at

    Chestermere vacation rentals start at $28 CAD per night before taxes and fees

  • Verified guest reviews

    Over 3,060 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 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

    100 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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