Holiday rentals in Chestermere

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Top-rated holiday rentals in Chestermere

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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 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
4.88 out of 5 average rating, 17 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, 314 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!**

Top guest favourite
An open-concept living space features a modern kitchen with stainless steel appliances and gray cabinetry. A spacious sectional sofa and a wooden coffee table occupy the living area, while a framed mountain landscape hangs on the wall, adding a subtle touch of decor.
Flat in Calgary
5 out of 5 average rating, 135 reviews

King Bed | Stylish Mountain Escape Near Banff

🏔️ Mountain Escape – stylish, modern 1BR condo in Rockland Park. 📍 Location: 1 hr to Banff/Canmore 🍳 Kitchen: stainless steel appliances, fully stocked essentials 📺 Entertainment: 55" 4K TV + PS5 💻 Work: height-adjustable desk & chair 🌐 Wi-Fi: 1 Gbps 🔒 Security: 24/7 self check-in, smart lock, exterior camera 🧺 Laundry: in-suite washer & dryer 🚗 Free Parking 🌿 Outdoor: Patio with picnic table, near walking trail Perfect base for couples or small families—book now to lock in your dates!

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 modern living room features floor-to-ceiling windows showcasing the city skyline and distant mountains. A comfortable sofa faces a coffee table, with a flat-screen TV positioned nearby. A dedicated work station with a chair is set against the wall, accented by gentle greenery.
Flat in Beltline
4.93 out of 5 average rating, 133 reviews

DT Views |King Bed |Mins to Saddledome |UG Parking

Welcome to our stunning downtown Calgary corner unit condo! This modern retreat offers you the perfect combination of convenience, luxury, and breathtaking views. As you step inside, you'll immediately be captivated by the floor-to-ceiling windows that showcase the stunning city skyline and majestic mountain vistas. Please be aware that the front doors of the building lock at 10 pm. If you book, you'll have to pick up the key/fob in a different location. *** POOL is closed for the winter.

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.

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, 224 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!!

Superhost
A spacious living area is highlighted by a modern sectional couch adorned with colorful throw pillows and a soft throw blanket. A wooden coffee table sits in front, with a lamp beside it. Large windows allow natural light to fill the room, surrounded by plants and a textile wall hanging.
Home in Bridgeland - Riverside
4.88 out of 5 average rating, 155 reviews

Funky 1 BR Century Home-Near DT, C-train

Funky, spacious boutique 1 bedroom home in a top/down duplex nestled in the heart of Bridgeland. Steps away from the trendy 1 avenue street with restaurants and all the amenities you need, and yet in a picturesque and quiet street! A quick drive to the DT core, walking distance to C-train. This elegant home features a 1 bedroom with comfy queen bed, bright, comfortable living spaces, fully equipped kitchen and clean bathroom!! Access to ✔free Wi-Fi ✔coffee ✔free parking ✔netflix ✔Laundry

Guest favourite
A modern living room features a spacious sofa and a large flat-screen TV mounted on a wooden console. Natural light floods in through expansive windows, highlighting the soft neutral tones of the furnishings and decor.
Apartment in Downtown Calgary
4.91 out of 5 average rating, 169 reviews

Cozy Urban Getaway | Steps To RIVER & Downtown!

Welcome to your ultimate downtown living experience in East Village! This trendy loft-style 1 Bed + Queen Sofa Bed is tastefully appointed, with a fully stocked kitchen, MASSIVE patio w/BBQ, and underground parking available! Super easy access to the LRT, Superstore, Saddledome, and Bow River pathways, you'll have everything you need for a comfortable stay. Plus, this vibrant neighbourhood is surrounded by great restaurants and coffee shops. Book now for an unforgettable stay!

Guest favourite
A spacious seating area features a gray sectional recliner with multiple seating options. A light-colored throw blanket is draped over the armrest, adding comfort. Natural light filters in through a small window, illuminating the soft, carpeted floor.
Home in Southwest Calgary
4.88 out of 5 average rating, 162 reviews

Exotic Basement Suite with 80" smart TV

An exotic separate entrance basement suite located in the beautiful community of Belmont SW. This new property is equipped with 80” smart TV, high end recliner sofas, a queen bed that contains super comfy memory foam gel mattress, a tea station, and an entertainment corner. This entire unit is designed to make your stay relaxing, fun filled and memorable. It is pet free, smoke free, family friendly beautifully decorated home.

Top guest favourite
Apartment in Erlton
4.96 out of 5 average rating, 509 reviews

The BEST in YYC. Free Banff Pass! 2BR2BA

The space is a high-end condo on the edge of downtown Calgary. Close to the Saddledome and MNP Centre with easy access the highways that lead to Banff National Park. Walking distance to great restaurants on 4th Street if you don't want to cook, or an incredibly well-equipped kitchen if you do. Please note that I cannot always accommodate check-in after 8pm. Please message prior to booking to confirm in advance.

Popular amenities for Chestermere holiday rentals

When is the best time to visit Chestermere?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price₹6,093₹6,004₹5,914₹5,824₹6,541₹8,065₹9,140₹7,796₹6,631₹6,541₹6,452₹6,272
Avg. temp-8°C-7°C-2°C3°C7°C11°C15°C14°C9°C3°C-4°C-9°C

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 private suite rentals in Chestermere have a kitchen?

    Absolutely! We offer over 10 private suite 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 70 homes with free parking, over 70 homes with wifi, over 60 homes with a kitchen, over 40 homes with air conditioning, 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 ₹1,792 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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