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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 $52 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Chestermere holiday rentals include Wi-Fi 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
A serene lake view is presented, featuring well-maintained green spaces alongside the water. A gazebo is visible on the shore, with a small dock extending into the lake. The sky is clear with scattered clouds, enhancing the calm atmosphere of the setting.
Home in Chestermere
4.89 out of 5 average rating, 36 reviews

Executive home & Garage & AC! EV charger

New listing! Amazing 15 times Super Host with over 1000⭐⭐⭐⭐⭐ reviews! 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!

Guest favourite
Home in Chestermere
5.0 out of 5 average rating, 16 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
Home in Chestermere
4.94 out of 5 average rating, 16 reviews

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!

Guest favourite
Home in Southeast Calgary
4.86 out of 5 average rating, 7 reviews

Acreage | 3 King Beds + Ensuites | Fireplace | AC

*3 acre country retreat! *3 bedrooms w/ King Beds and Ensuites (5 bedrooms in total) *AC and Fireplace *5-8 minutes to Lake Chestermere (Paddle Board/Lake Life) *Event/Wedding friendly (must pre-rearrange with host) *20 min to DT *20 min to Calgary International Airport *No checkout chores *Quiet and relaxing escape *Modern kitchen, comfy beds *Explore nearby hiking trails, ski resorts, or charming local towns. *Ideal for a family… or two, or large groups *Your Rocky Mountain getaway awaits

Guest favourite
Home in Northeast Calgary
4.9 out of 5 average rating, 121 reviews

Modern 3BR Home | Sleeps 7 | Free Parking & BBQ

Enjoy a spacious and modern 3 Bedroom home designed for comfort, privacy, and easy group stays. Perfect for families, business travelers, and friends visiting Calgary, this home comfortably sleeps up to 7 guests with 2.5 bathrooms and a fully equipped kitchen. • Quiet Neighborhood • Fast access to Calgary's YYC Airport and major routes • 70-inch Smart TV for movie nights • Complimentary Coffee and Tea • Free Street parking & Assigned Parking • Fast fibre WiFi • King bed in the master bedroom

Guest favourite
Home in Chestermere
5.0 out of 5 average rating, 9 reviews

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.

Guest favourite
Home in Northwest Calgary
4.93 out of 5 average rating, 345 reviews

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

Top Guest favourite
An aerial view captures a serene residential neighborhood adjacent to Chestermere Lake. A variety of homes are visible, showcasing different architectural styles, along with open spaces and roads leading toward the lake's edge. The vast, calm water reflects the clear sky, enhancing the peaceful ambiance.
Home in Chestermere
5.0 out of 5 average rating, 32 reviews

Spacious 7BR Family Haven by Chestermere Lake!

Spacious 7BR home designed for families and groups! With three levels, multiple living areas, and a formal dining room, there’s room for everyone. The huge kitchen is perfect for home-cooked meals, while the massive backyard offers space for kids to play. Unwind in the basement lounge with a big-screen TV and wet bar for movie nights. Minutes from Chestermere Lake, parks, and dining. Driveway and street parking available. A perfect retreat for getaways and extended stays.

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

Private Lower Suite in Chestermere w Workspace

Welcome to this private and comfortable basement suite located in Chestermere. This spacious 2 bed, 1-bath suite also includes a sofa bed, making it a practical setup for families, small groups, or work travelers. The suite features a simple kitchenette with a fridge, stovetop and microwave, ideal for light meals and short stays, while nearby restaurants and grocery stores offer plenty of dining options just a short drive away. Guests will also enjoy a dedicated office-space

Guest favourite
The exterior of a charming blue two-story home is visible, featuring a small walkway leading to the entrance. A wooden chair is placed beside the door, and vibrant flower pots add color to the front yard. Lush green grass surrounds the area, creating a welcoming ambiance.
Home in Southeast Calgary
4.86 out of 5 average rating, 103 reviews

Inner City Convenience

This special place is close to everything, making it easy to plan your visit. With a bus stop right outside the door and the train a mere 5 minute walk away, you may never need to drive your car during your visit to Calgary. This unique inner city home has 16 foot ceilings in the dining and kitchen areas, 2 bedrooms and an office. Your friendly hosts live right next door and will be happy to share their knowledge of the city and community that they love with you.

Superhost
The house features a charming facade with a blue exterior and bright yellow door, framed by decorative wooden railings. A red-berried tree adds a touch of natural beauty to the landscape, while foliage surrounds the entrance, enhancing the property's inviting curb appeal.
Home in Southeast Calgary
4.87 out of 5 average rating, 133 reviews

Centrally Located Family Friendly Whole House

Welcome to one of Canada’s best neighborhoods! Calgary’s historic Inglewood! Hip and family friendly, Inglewood is home to Calgary’s best boutique shops, award winning restaurants, art galleries, and entertainment! Minutes from Downtown, the Stampede Grounds, BMO Centre, Calgary Zoo, Telus Spark and more! Built in 1912 and recently given a stylish facelift, our house is bright and full of character! Free street parking and a backyard (not fenced) included!

Superhost
Home in Chestermere
5.0 out of 5 average rating, 8 reviews

Lux Lake Getaway •3 Kings• Stampede• 8 min>Calgary

Luxe Retreat with Stunning Lake Views Welcome to your luxurious getaway, where lake views and upscale comfort await! This elegant retreat features king beds, lavish furnishings, and top-notch amenities for a regal experience. Explore the lake by kayak or enjoy vibrant local cuisine Whether visiting for the Calgary Stampede or a relaxing escape, our serene oasis offers the perfect mix of tranquility and convenience, just a short drive from the city.

Popular amenities for Chestermere house rentals