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
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
4.85 out of 5 average rating, 26 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 kitchen is equipped with wooden cabinets and white appliances, including a refrigerator, microwave, and stovetop. A cozy living area features a gray sofa and a coffee table. A dining table with four chairs is set nearby, complemented by table settings.
Guesthouse in Chestermere
5 out of 5 average rating, 16 reviews

Cozy Guest Suite, Chestermere

Welcome to our bright, spacious 2 bedroom ( king, queen & bunkbeds), 1 bathroom guest suite for 4 people in the Chestermere area! A separate entrance & thermostat, heated floors, WIFI, Netflix etc. Backing onto one of the many beautiful walking paths and a short walk to the lake and many restaurants, grocery store, parks and beaches. Relax and enjoy this peaceful area or come and experience the Stampede, beautiful downtown Calgary, Banff or Drumheller. A perfect place to come explore Alberta!

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, 82 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

Guest favourite
A spacious sleeping area is highlighted by two framed landscape artworks above the bed. A soft, neutral blanket covers the bed, while small wooden nightstands with plants provide balance on either side. Natural light fills the room, enhancing its serene ambiance.
Home in Belvedere
4.97 out of 5 average rating, 32 reviews

Modern & Spacious 2BR 2BA Home 1HR from Rockies

Experience SE Calgary in this stylish 2-bedroom, 1.5-bath, 3-storey townhome with modern comforts and one outdoor parking spot. Just minutes from downtown and 45 minutes to the Rockies, it’s the perfect base for both city adventures and mountain escapes. Relax in a cozy, well-equipped space with easy access to shops, parks, and more. Note: Additional guests beyond 2 are subject to extra guest charges. All guests must be included in the booking on the app at time of reservation.

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
4.81 out of 5 average rating, 72 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
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
Apartment in Panorama Hills
5 out of 5 average rating, 5 reviews

CozyHaven Home Calgary NW/Airport/ Highspeed

Welcome to our newly upgraded legal basement suit to yourself. Perfectly situated for both business and leisure travelers, designed to be your perfect home away from home during your stay in Calgary. Nestled in a serene neighborhood. 8mins to Airport/ 18mins to downtown/ 90mins to Banff. Easy Access Deerfoot & Stony trail. gyms, fast food, Restaurants, and drugstores & banks. gas stations. 2mins walk to shopping centers/recreational Center. Free High-Speed Internet.

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
A well-appointed bedroom features a queen-sized bed with a tufted headboard and decorative pillows. Nightstands flank the bed, and a window allows natural light to enter. An ironing board is positioned nearby, complementing the light-colored walls and carpeted floor.
Guesthouse in Northwest Calgary
4.93 out of 5 average rating, 95 reviews

Sunny Walk-out Unit | Free Parking | Near Grocery

A calm unit tastefully furnished for your dwelling. Come experience the walk-out unit with natural lighting and look out onto the green space for your serene meditation. There is a Skating rink alongside other basic grocery/shopping outlets close to the unit. Our property is the perfect choice if you're looking for a one-bedroom walk-out basement unit that combines comfort, convenience, and a prime location. We can't wait to host you during your stay.

Home in Chestermere
5 out of 5 average rating, 3 reviews

Bright Family Retreat in Rainbow Falls w/Hot Tub

Welcome to Rainbow Falls, Chestermere! This bright and freshly updated 4-bedroom home offers privacy and comfort on a quiet street. Enjoy an open layout with a cozy fireplace, stainless steel kitchen, and walk-through pantry. Relax in the sunny southwest backyard with a two-tiered deck and hot tub pad. The finished basement with bar and guest room adds extra space. Perfect for families or groups seeking style and convenience near Chestermere Lake.

Superhost
A serene view of Chestermere Lake is displayed, featuring lush green parkland and a gazebo near the water’s edge. The calm lake reflects the blue sky and scattered clouds. A wooden dock extends into the lake, with a few boats visible. Nearby, an open parking area hosts several cars.
Guest suite in Chestermere
4.76 out of 5 average rating, 120 reviews

Modern Comforts by Chestermere Lake: Stylish suite

Welcome to our Charming secondary Suite in Chestermere, AB. Nestled in the serene surroundings of Chestermere, our secondary suite offers the prefect blend of comfort, convenience and modern amenities for your stay in this picturesque area. Whether you’re here for business, exploring the local attractions, or simply unwinding by the lake, we’ve designed this space for your comfort in mind.

Popular amenities for Chestermere holiday rentals

When is the best time to visit Chestermere?

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Avg. price$117 NZD$115 NZD$113 NZD$111 NZD$125 NZD$154 NZD$175 NZD$149 NZD$127 NZD$125 NZD$123 NZD$120 NZD
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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Chestermere?

    Yes! Work meets play with ease at over 50 vacation rentals in Chestermere featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Chestermere have wifi?

    Absolutely! We offer over 70 house rentals with wifi in Chestermere. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Chestermere have a kitchen?

    Absolutely! We offer over 60 house rentals with a kitchen in Chestermere. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in private suite rentals in Chestermere?

    Experience the best of Chestermere with our private suite rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for House Rentals in Chestermere?

    Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with air conditioning, over 70 homes with free parking, over 70 homes with wifi, over 60 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there pet-friendly vacation rentals in Chestermere?

    Four-legged friends are welcome in Chestermere. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Do house rentals in Chestermere have free parking?

    Absolutely! We offer over 70 house rentals with free parking in Chestermere. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Chestermere?

    Chestermere has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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 $34 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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