
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.

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
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
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
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
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
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
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
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
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
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
~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
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 reviewsPopular amenities for house rentals in Chestermere
House rentals with a pool

*Large Pool* |Hot Tub & Sauna| Water Slide!
ValueFamilyLayout
4.93 out of 5 average rating, 46 reviews
The Experience - Pool Hot Tub Theater Games Rm Pub
LocationValueCleanliness
4.98 out of 5 average rating, 98 reviews
17-Acre Estate w/ Private Swimming Pool
ValueFamilyHospitality
4.86 out of 5 average rating, 7 reviews
*Luxe Paradise*Indoor Pool |AC |Hot tub|Sauna|Gym
LocationFamilyPool
4.65 out of 5 average rating, 17 reviews
The Sandhurst
LocationRiverView

Spacious Luxury Home + Hot Tub & Pool Table
LocationValueComfort
4.94 out of 5 average rating, 16 reviews
6BR Home, Hot Tub, Sauna & 2 Kitchens
FamilyLocationWifi
Weekly house rentals

Acreage | 3 King Beds + Ensuites | Fireplace | AC
FamilyLocationSleep quality
4.75 out of 5 average rating, 12 reviews
From B's Rehoboth Lodge 78
FamilyLocationComfort
5.0 out of 5 average rating, 12 reviews
Luxury Home in Banff Trail
FamilyValueAir conditioning
4.97 out of 5 average rating, 31 reviews
Private Lower Suite in Chestermere w Workspace
ValueFamilyComfort
4.89 out of 5 average rating, 9 reviews
Spacious 3BR, King Bed, Near DT
LocationComfortAccuracy
5.0 out of 5 average rating, 4 reviews
Chic House | 10 Beds | Family Oasis | AC | BBQ
LocationValueIndoor spaces
4.94 out of 5 average rating, 68 reviews
Modern Cozy Private Guest Suite
HospitalityConditionIndoor spaces
5.0 out of 5 average rating, 6 reviews
Beautiful Suite in Chestermere + Netflix
LocationFamilyGetting around
4.72 out of 5 average rating, 96 reviewsPrivate house rentals

*RARE* Close to Downtown | Hot Tub | Top 1% Rating
FamilyLocationParking
4.98 out of 5 average rating, 85 reviews
7BR New AC house 10 MINS to airport
ValueLocationSleep quality
5.0 out of 5 average rating, 32 reviews
5BR Near Zoo & Stampede • Games Room + Big Yard
LocationValueGrill
5.0 out of 5 average rating, 11 reviews
Modern 4BR Retreat |Minutes to Stampede & Downtown
FamilyLocationCheck-in
5.0 out of 5 average rating, 9 reviews
Modern & Spacious 2BR 2BA Home 1HR from Rockies
LocationValueView
4.88 out of 5 average rating, 51 reviews
Executive 3BR Altadore Home Modern Long‑Stay Ready
ConditionDecorAmenities
5.0 out of 5 average rating, 5 reviews
Woodland Retreat | Espresso Maker | Games Room
LocationFamilyLong stay
5.0 out of 5 average rating, 87 reviews
A/C|WholeHome|Garage|GreatView|9minAirport|Sleep10
LocationFamilyParking
4.85 out of 5 average rating, 61 reviewsDestinations to explore
- University of Calgary
- Calgary Zoo
- Bowness Park
- BMO Centre
- Calgary Tower
- Calaway Park
- WinSport
- Southern Alberta Institute of Technology
- Prince's Island Park
- Heritage Park
- Scotiabank Saddledome
- Chinook Centre
- Olympic Plaza
- Fish Creek Provincial Park
- Bragg Creek Provincial Park
- Grey Eagle Resort & Casino
- Edworthy Park
- Elbow Falls
- Crossiron Mills
- Nose Hill Park
- Peace Bridge
- Stephen Avenue Walk
- Confederation Park
- Central Memorial Park





