Holiday rentals in Chestermere

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Top-rated holiday rentals in Chestermere

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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

Top guest favourite
A bright living area features a light-colored sofa and armchair, complemented by decorative blue pillows. A wooden accent table sits beside a welcoming plant. The fully equipped kitchen with modern appliances is visible in the background, along with a window providing natural light.
Guest suite in Huntington Hills
4.98 out of 5 average rating, 308 reviews

Kitchen • Laundry • Park on Driveway

Looking for a relaxing and convenient getaway in Calgary? You can experience the perfect blend of style, comfort, and convenience in our newly renovated legal secondary suite, designed with your utmost comfort in mind. Ideal for couples on a romantic retreat, busy tourists, or focused business travellers, our modern suite is close to both downtown and the airport. Close to the following: → 12min to Downtown → 10min to Airport → 5min to Deerfoot City Mall Shopping **Book with us today!**

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, 201 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 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, 10 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.

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, 136 reviews

☆ Private 1BR Suite ♥ Full Kitchen Laundry FP Wifi

Enjoy private separate entry to this clean and well-appointed lower level one bedroom suite. Equipped kitchen, in-suite laundry, private parking and outdoor space. Ideal for longer stays, perfect for one or a couple. → Fully equipped kitchen with dishwasher, stove, microwave, etc. → Cozy bedroom with Serta queen mattress → Gas fireplace, open concept living, TV → Work space + wi-fi → Spacious 4pc bathroom → Laundry → Off-street parking Legal secondary suite has dedicated heat/ventilation.

Top guest favourite
A modern open-concept living space features a gray sofa facing a wooden coffee table, with a full kitchen showcased in the background. Cabinets and appliances provide ample storage and convenience, while soft lighting creates a calming ambiance. A mirror hangs on the wall, adding depth.
Guest suite in Northwest Calgary
4.98 out of 5 average rating, 282 reviews

Perfect Getaway *Beautiful Comfy Private 1BR Suite

Welcome to Your Cozy Retreat in Calgary! We’re excited to host you in our charming private basement suite with its own entrance. Enjoy the comforts of home, including a fully equipped kitchen and in-suite laundry, nestled in Livingston, Calgary’s New Community of the Year. Our sparkling clean, thoughtfully decorated space invites relaxation. Explore nearby parks and attractions. We’re committed to providing a 5-star experience. Book your stay today and make unforgettable memories!

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, 30 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
Apartment
4.92 out of 5 average rating, 135 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
A modern kitchen displays sleek dark cabinetry and stylish stainless steel appliances. The layout features a gas stove, microwave, and a spacious countertop, complemented by a double sink. Warm overhead lighting illuminates the space, highlighting the clean lines and functional design.
Guest suite in Cityscape
4.99 out of 5 average rating, 104 reviews

Airport Guest Suite

Welcome to Grace Suites. Our brand new modern guest suite located in a family friendly neighbourhood of Savanna NE. The suite has everything you need in a home away from home. A Private entrance, in-suite washer/dryer, separate thermostat, full kitchen with utensils, queen bed and a work area for those on the job. The closest train station is about 5 minutes away and the airport is just 10 minutes away.

Popular amenities for Chestermere holiday rentals

When is the best time to visit Chestermere?

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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 house rentals in Chestermere?

    Experience the best of Chestermere with our house rentals, starting at about $20 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 wifi, over 60 homes with a kitchen, over 70 homes with free parking, 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 private suite rentals in Chestermere have free parking?

    Absolutely! We offer over 10 private suite 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 £15 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 & 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

    100 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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