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House holiday rentals in Chestermere

Find and book unique houses on Airbnb

Quick stats about house rentals in Chestermere

  • Total holiday rentals

    Explore 100 holiday rentals in Chestermere

  • Nightly prices starting at

    Chestermere holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,530 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 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!

Top-rated house rentals in Chestermere

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

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Guest favourite
Home in Chestermere

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.

FamilyLocationCondition

5.0 out of 5 average rating, 22 reviews
Guest favourite
Home in Northeast Calgary

Spacious 4 bedroom home with AC/BBQ close to YYC

Have fun with the whole family at this stylish house with a park just 2mins away. With 4 bedrooms and 2.5 bathrooms, your family is sure to settle in nicely into this luxury after a long day exploring the city. Large kitchen with dinning area and deck/backyard to enjoy. Located about 10mins from the airport, close to major highways and CrossIron Mill Mall. If you are looking to explore the city or going downtown, this house is well located for easy access to the different quadrants of the city.

LocationValueQuiet

4.87 out of 5 average rating, 151 reviews
Top guest favourite
A spacious living room features a comfortable seating area with a dark sofa and a coffee table. A dining area with a solid wood table and chairs is also visible. Large windows provide natural light, and a stone fireplace adds a cozy focal point.
Home in Northwest Calgary

2400 SF House/6 BR/12 Beds/4 BA/sleeps 16 w/AC

The entire house is yours Perfect for multi-families or sports teams. Spacious 400 sq. ft. living room Smart TVs in each bedroom. CALGARY Business Licence: BL256393 Central air-conditioning Keypad deadbolt lock Free parking Fast access to Airport, U of C, Winsport Arena, Downtown, McMahon Stadium, and Calgary Stampede. Cross street is the shopping center with groceries, fast food, liquor, restaurants, gas station, and coffee shop Please click "contact host" if you have any questions or concerns.

ValueFamilyAmenities

4.91 out of 5 average rating, 484 reviews
Guest favourite
Home in Southeast Calgary

Revival on 1014 | Ultra Modern, bright, spacious!

This gorgeous gem nestled in the heart of Calgary's premiere resort Community: Mahogany! Direct access to bus routes! Light & Bright, work from home in cozy work from home office. Well-equipped home has 2 family rooms with separate TVs, 4 bedrooms with super comfy memory foam mattresses and big beautiful windows. Close to Chairman's SteakHouse and Analog Coffee! Take a walk to see the splendor of the Mahogany Wetlands or head to the waterpark at the world's largest YMCA only a few minutes away!

FamilyLocationTV

4.78 out of 5 average rating, 131 reviews
Top guest favourite
The exterior of a modern two-story home is shown, featuring a contemporary design with large windows and a contrasting wood accent. A neatly landscaped yard with green grass and trees enhances the setting, while a pathway leads to the entrance.
Home in Northwest Calgary

Entire Luxury Home | Hot Tub | 10 Mins to DT

**Max 8 Adults + Kids** A spacious, 2,900 sq. ft. executive home with a brand-new 7-person hot tub and ultra-fast WiFi (boosters on every floor). Perfect for couples or families. Located in a quiet neighborhood, 10 minutes north of Calgary’s vibrant downtown. It’s steps from parks, Highwood pool, and a quick uber to Kensington’s top restaurants. I spare no expense; I stocked the house with all my favourite things: premium linens, top-quality beds, and all the essentials for a seamless stay.

FamilyLocationParks

4.99 out of 5 average rating, 126 reviews
Guest favourite
Home in Chestermere

Pet-Friendly 3BR w/ Sauna | 5 Min Lake | 20 Min DT

Escape to this pet-friendly 3BR wellness retreat in Chestermere with a private infrared sauna—perfect for unwinding after Calgary excursions or Rockies adventures. Just 20 min to downtown Calgary, 5 min to Chestermere Lake beaches & golf, and 90 min to Banff. This modern townhome sleeps 7 comfortably: open living/dining, spacious fully stocked kitchen, patio with gas BBQ. Fast Wi-Fi, in-suite laundry, garage + street parking, and all essentials included. Your cozy, rejuvenating home base!

LocationFamilySleep quality

4.95 out of 5 average rating, 21 reviews
Guest favourite
The living room features a modern design with a cozy couch and a stylish coffee table on a patterned rug. A wall-mounted TV is above an electric fireplace, complemented by decorative wall art. Natural light enters through large windows, adding brightness to the space.
Home in Southeast Calgary

Luxury SE Calgary Home with HOT TUB

This luxury home in SE Calgary is unique with a style of its own. With top of the line amenities, high end finishings, Traeger and featured hot tub in the backyard, this spacious family-friendly home is perfect for your next stay in Calgary. Whether you want to snuggle in for a movie in the bonus room, workout in your own personal gym, play air hockey, foosball or darts, relax on reclining massage chairs or work remotely in the dedicated workspace, this multi-faceted home is perfect for you!

ValueFamilyDecor

4.95 out of 5 average rating, 266 reviews
Guest favourite
Home in Chestermere

Designer Brand New 4BR Home | Main floor bed +bath

Enjoy a comfortable stay in this newly built, modern home in Chestermere, just 5 minutes from Calgary. Designed with space and comfort in mind, it features 4 bedrooms plus a bonus room for additional sleeping options. Unwind in the open-concept living space, prepare meals in the fully equipped kitchen, and appreciate the peaceful, family-friendly neighborhood near parks and the lake. The home is conveniently located about 20 minutes from Calgary International Airport and downtown Calgary.

LocationFamilyAccuracy

4.92 out of 5 average rating, 13 reviews
Guest favourite
Home in Northwest Calgary

Ravine Retreat, 4000+sqf, Luxury, AC,PoolTable etc

Welcome to beautiful and spacious Ravine Retreat House: - 4000+sqf , walk out to breathtaking ravine, Mountain View - Pool table entertainment - Free parking, Free bath and kitchen essentials, Free WiFi - Fully stocked kitchen; BBQ at balcony - Costco, superstores nearby - City centre, YYC airport 15 mins - Quick access to Banff - 6 bdrm 3.5 bath, - 10 beds: 7 twin +2 queen+1 king - A/C - Pet friendly (fee applied) - Perfect for multi-families, maximum 5 cars or 15 people at any time

FamilyLocationCleanliness

4.93 out of 5 average rating, 364 reviews
Guest favourite
A spacious outdoor deck is highlighted by a sectional seating area, coffee table, and dining setup. Decorated with autumnal flowers, it offers views of lush greenery and a nearby creek. An outdoor grill is positioned for easy access, creating an inviting space for gatherings.
Home in Chestermere

Royal Retreat@the Lake, King Beds, AC, Golf Course

Welcome to our Royal Retreat near the Lake! Inside, you'll find six bedrooms (five fitted with plush king-sized beds), 3.5 bathrooms, and two fully equipped kitchens. Decorated with modern furnishings. Our home is sure to charm you. Outside, you can relax on our large deck with scenic views of a creek and beautiful greenery. Our home is a 25min drive from Downtown Calgary and the Airport, 5-10min drive from shops and restaurants, and just a short walk from a golf course and the lake.

LocationValueCleanliness

4.94 out of 5 average rating, 48 reviews
Guest favourite
A spacious bedroom features a large bed dressed in vibrant blue with accent pillows. Oversized windows offer views of an open landscape, while a cozy seating area includes a stylish chair. Soft lighting from a pendant fixture enhances the inviting atmosphere.
Home in Southeast Calgary

~Xtra Large Private Fenced Yard|BBQ|AC|2 Family Rooms

*HUGE CORNER LOT.* *4 Bedrooms and 2 and half bathrooms* *2 separate family rooms* *Family-friendly space* *Calgary's most exclusive and high-end neighbourhood: Mahogany!* Enjoy endless natural spaces, including multiple parks and walking and biking paths, and the gorgeous Mahogany Wetlands. Super close to the South Health Campus! Mahogany has quick access to nearly any place in Calgary owing to its close proximity to both 22x & and Deerfoot! Zip anywhere you need super quickly!

FamilyLocationCondition

4.88 out of 5 average rating, 173 reviews
Guest favourite
A spacious living area features a contemporary sectional sofa in light leather, complemented by decorative turquoise cushions. A coffee table with a rustic design is positioned at the center, while a large piece of wall art depicting a serene landscape adds a modern touch. Natural light filters through the window.
Home in Chestermere

Entire Executive Home & Garage & AC! Walk to Lake!

Amazing 30 times Super Host with over 2000 ⭐⭐⭐⭐⭐ review! This luxury home has close 4000 SF living space! It was newly refreshed with new point and furnished with high quality brand new furniture and bedding Etc. Everything is brand new! A short walk to the lake path to Chestmere lake. 10 minutes drive to Calgary! Great location close to parks, restaurants, grocery shopping, the lake, Lakeside Golf course and walking paths! Great for families, group travelers and corporate retreat!

FamilyLocationCleanliness

4.83 out of 5 average rating, 23 reviews

Popular amenities for house rentals in Chestermere

Private house rentals

Top guest favourite
Home in Northeast Calgary

*RARE* Close to Downtown | Hot Tub | Top 1% Rating

FamilyLocationParking

4.98 out of 5 average rating, 85 reviews
Guest favourite
A modern two-story home is observed, featuring large windows that allow natural light to enter. The entrance is marked by a blue front door, accompanied by a welcoming porch. A driveway leads to a garage, with a recycling bin located nearby.
Home in Northeast Calgary

7BR New AC house 10 MINS to airport

ValueLocationSleep quality

5.0 out of 5 average rating, 32 reviews
Guest favourite
Home in Southeast Calgary

5BR Near Zoo & Stampede • Games Room + Big Yard

LocationValueGrill

5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Northwest Calgary

Modern 4BR Retreat |Minutes to Stampede & Downtown

FamilyLocationCheck-in

5.0 out of 5 average rating, 9 reviews
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 Southeast Calgary

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

LocationValueView

4.88 out of 5 average rating, 51 reviews
Guest favourite
Home in Southwest Calgary

Executive 3BR Altadore Home Modern Long‑Stay Ready

ConditionDecorAmenities

5.0 out of 5 average rating, 5 reviews
Top guest favourite
A living area is presented with a light-colored sofa, adorned with a throw blanket and cushions. A round woven pouf rests on the floor beside a wooden coffee table. Natural light enters through large sliding glass doors, illuminating the space and highlighting the hardwood flooring.
Home in Southwest Calgary

Woodland Retreat | Espresso Maker | Games Room

LocationFamilyLong stay

5.0 out of 5 average rating, 87 reviews
Guest favourite
Home in Northeast Calgary

A/C|WholeHome|Garage|GreatView|9minAirport|Sleep10

LocationFamilyParking

4.85 out of 5 average rating, 61 reviews