Search vacation rental in Chestermere from 100+ sites!

187 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Chestermere vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Vacation rentals and Airbnb offers in Chestermere

Search Vacation Rentals near the Old Town in Chestermere

Choose a downtown Chestermere vacation rental for easy sightseeing. Compare the top centrally located properties and book your city stay with confidence.

Luxury 3 Bdrm 2.5 Bath Townhome In Chestermere - Chestermere
9.0 4 reviews

Luxury 3 Bdrm 2.5 Bath Townhome In Chestermere

apartment, Chestermere
This Chestermere vacation home is conveniently located within 9 miles of attractions including Elliston Park, the Max Bell Centre, and ABM College.
This 1,550-square-foot house features three bedrooms, three bathrooms, a fully equipped kitchen, in-unit laundry, and a smart TV, comfortably accommodating up to five guests.
Luxury 3 Bedroom 2.5 Bath Townhome In Chestermere - Chestermere
10 4 reviews

Luxury 3 Bedroom 2.5 Bath Townhome In Chestermere

apartment, Chestermere
This modern 3-bedroom, 2-bathroom condo is located in a central Chestermere district, providing convenient access to local amenities and attractions within walking distance.
This stylish apartment accommodates up to 5 guests and features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, plus internet access for a comfortable stay.
Private Entrance Basement Apartment In Chestermere - Chestermere
9.0 14 reviews

Private Entrance Basement Apartment In Chestermere

apartment, Chestermere
This basement suite in Chestermere offers a quiet residential escape with a private entrance.
This family-friendly dwelling accommodates up to four guests in one bedroom with three beds, featuring a dedicated kitchen with dining area, private laundry, and internet.
Family-friendly Home In The Heart Of Chestermere - Chestermere
8.7 12 reviews

Family-friendly Home In The Heart Of Chestermere

apartment, Chestermere
This Chestermere condo offers excellent walkability to nearby schools, transit, shopping, and dining.
This 3-bedroom, 2-bathroom residence accommodates up to 12 guests and features a full kitchen, air conditioning, a garden with a playground, a fitness center with an elliptical bike, a patio with a fire pit, a massage chair, a 75-inch smart TV, and a PlayStation 4.

Best Chestermere vacation rentals with air conditioning

Entire Basement Suite - Chestermere
8.8 3 reviews

Entire Basement Suite

apartment, Chestermere
This 2-bedroom basement suite in Chestermere is located a 5-minute walk from the lakefront, offering proximity to water activities, trails, and local eateries, and is also a short drive from Calgary attractions like the Calgary Tower and Stampede Park. This rental includes internet, air conditioning, parking, and essential kitchen appliances, accommodating up to 4 guests with ample closet space in a peaceful neighborhood.
Logement Exceptionnel - Chestermere
8.0 1 review

Logement Exceptionnel

apartment, Chestermere
This Chestermere vacation rental is conveniently located near Chestermere Lake, offering easy access to the marina and nearby cycling paths, and is a short drive from Calgary attractions such as the Calgary Zoo and Stampede Park.
This 600-square-foot apartment features one bedroom, one bathroom, and sleeps up to three guests, boasting amenities including a kitchenette, in-unit laundry, a Smart TV, free WiFi, and convenient covered parking.
Excellent Home For Your Family Reunion, Occasion Guest, Retreats & Conferences. - Chestermere
10 2 reviews

Excellent Home For Your Family Reunion, Occasion Guest, Retreats & Conferences.

apartment, Chestermere
This 5-bedroom vacation home is located in Chestermere, a charming lake town just 25 minutes from Calgary Zoo and 24 minutes from Chinook Centre shopping mall. Enjoy easy access to Chestermere Lake and all the surrounding attractions.
This spacious rental offers 1750 square feet of living space, comfortably accommodating up to 14 guests. Enjoy modern amenities like a fully equipped kitchen, washer and dryer, air conditioning, and a private garage, plus access to a hot tub, a patio, and a garden.
Pavilion Lakefront Luxe 3 Bdrm Near Lake - Chestermere
No reviews

Pavilion Lakefront Luxe 3 Bdrm Near Lake

house, Chestermere
This Chestermere lakefront holiday home is situated directly on Pavilion Lake, 11 miles from the Calgary Zoo Botanical Garden & Prehistoric Park and 14 miles from Calgary International Airport.
This 21,530 square foot house offers 3 bedrooms, 2 bathrooms, and accommodates up to 6 guests with amenities including WiFi, air conditioning, and a full kitchen.

Frequently Asked Questions about vacation rentals in Chestermere

  • What are some interesting places to visit in or near Chestermere?

    Chestermere Lake is the obvious choice, but if you're looking for something different, check out the Chestermere Museum and Cultural Centre. It's full of local history and you can even learn about the area's early settlers. If you want to explore the outdoors, head over to the Kinnikinnick Park, which offers beautiful trails and scenic views.
  • What are the best Airbnb and vacation rentals in Chestermere?

    Spacious 3bdrm House With Everything You Need, Spectacular Glamping Experience From Yafatinyhouse and A Classic Homely Basement Suite are the most popular Airbnb and vacation rentals in Chestermere among travelers.

  • Which walking or cycling routes are the best in Chestermere?

    The Chestermere Lake Loop is a popular choice for both walking and cycling. It's a 7-mile paved path that goes all the way around the lake. If you're looking for something a little more challenging, try the Chestermere-Rocky View Greenway, which connects Chestermere to Calgary.
  • What are the most popular Airbnbs in Chestermere?

  • What sports or outdoor activites can visitors enjoy in and around Chestermere?

    Chestermere is a haven for outdoor enthusiasts. You can enjoy swimming, kayaking, paddleboarding, fishing, and boating on Chestermere Lake. In the winter, you can go ice skating, ice fishing, and cross-country skiing. There are also plenty of hiking and biking trails in the area.
  • What are the best vacation rentals with a pool in Chestermere?

    Lakefront Castle With Boat Launch Pool And Sauna and Beautiful Cosy Two Bedroom are the best vacation rentals with a pool in Chestermere.

  • What other towns or cities can be easily accessed from Chestermere?

    Chestermere is just a short drive from Calgary, which is a major city with lots to see and do. You can also easily get to other towns in the area, like Rocky View County, which has a lot of beautiful scenery.
  • What are the best rentals for families and kids in Chestermere?

  • What amenities are commonly available in vacation rentals in Chestermere?

    Most vacation rentals in Chestermere offer basic amenities like a kitchen, bathroom, and bedrooms. Many also have amenities like a hot tub, fireplace, and barbecue. Some rentals even have access to a private dock on Chestermere Lake.
  • What are the best rentals or Airbnbs with a jacuzzi in Chestermere?

    The best vacation rentals or Airbnb with a jacuzzi in Chestermere are Luxury Lake Front Home, Cheerful 5-bedroom Home Close To Chestermere Lake and Spacious House.

  • What time of year is best to rent a vacation rental Chestermere?

    The best time to visit Chestermere depends on your interests. If you want to enjoy the lake, summer is the best time to visit. If you prefer cooler weather and snow sports, winter is a good option. Spring and fall offer pleasant weather and fewer crowds.

Popular destinations

Choose the Right Vacation Rentals with a Terrace in Chestermere

Start your morning right with a vacation rental in Chestermere featuring a private balcony and stunning views.

Coziest & Modern Basement Retreat East Of Calgary - Chestermere
9.2 10 reviews

Coziest & Modern Basement Retreat East Of Calgary

apartment, Chestermere
This Chestermere basement suite is situated in the South Shore community, near Chestermere Lake and approximately 2.5 miles from downtown Calgary, offering easy access to city amenities and attractions like the Scotiabank Saddledome and Calgary Zoo.
This modern one-bedroom rental features a spacious walk-in closet, a quiet den ideal for working remotely, and accommodates two guests; amenities include air conditioning, free internet, parking, and a kitchen with a refrigerator and microwave, all within minutes of Eaglequest Douglasdale Golf Course and biking trails.
Luxe Elite Escape - Spacious 8 Bedrooms Near Lake With Ac And Gym! - Chestermere
No reviews

Luxe Elite Escape - Spacious 8 Bedrooms Near Lake With Ac And Gym!

apartment, Chestermere
This Chestermere vacation home offers convenient access to Calgary attractions, situated a 22-30 minute drive from Prince's Island Park, the Bow River, the Calgary Zoo, and the Calgary Stampede.
This 8-bedroom, 6-bathroom residence accommodates up to 16 guests and features on-site parking, a terrace, a garden, air conditioning, Wi-Fi, laundry facilities, and a jetted bathtub for a comfortable stay.

Compare Vacation Rentals for Families in Chestermere

These kid-friendly vacation rentals in Chestermere keep you close to top city attractions for a stress-free family vacation.

Entire Executive Home & Garage & Ac! Walk To Lake! - Chestermere
9.6 22 reviews

Entire Executive Home & Garage & Ac! Walk To Lake!

apartment, Chestermere
This spacious rental is located in Chestermere, just a short walk from the lake path to Chestermere Lake, 10 minutes from Calgary, and close to parks, restaurants, grocery stores, the Lakeside Golf course, and walking paths. The apartment has received excellent ratings for location, cleanliness, and user experience.
The Chestermere rental offers 4,000 square feet of living space with four bathrooms and can comfortably accommodate up to 16 guests. This modern, stylish apartment features a well-equipped kitchen, multiple living rooms, a large fenced backyard with a BBQ, high-speed Wi-Fi, air conditioning, driveway parking, and self check-in.
New Build | 3br Near Banff & Yyc - Chestermere
9.3 11 reviews

New Build | 3br Near Banff & Yyc

apartment, Chestermere
This Chestermere, Alberta rental is conveniently located 25 minutes from downtown Calgary, 5 minutes from shopping centers including Costco and Walmart, and a 90-minute drive from Banff National Park.
This three-bedroom, two-and-a-half-bathroom home features an open-concept layout, a two-car garage, a jacuzzi, and sleeps up to eight guests, offering modern comforts and proximity to Chestermere Lake for recreation.
Lakeside Retreat W/ Hottub, Firepit, Bbq, Games - Chestermere
9.4 79 reviews

Lakeside Retreat W/ Hottub, Firepit, Bbq, Games

apartment, Belvedere
This Chestermere, Alberta semi-detached house is a 20-minute drive from Calgary International Airport (YYC) and 5 minutes from Chestermere Lake, offering easy access to beaches and parks.
This spacious 2,600-square-foot, three-story home features three bedrooms, three bathrooms, and sleeps up to eight guests, boasting a fully equipped kitchen, Jacuzzi, fitness center, and in-unit laundry.

Best Chestermere vacation rentals with parking

Cozy & Charming New 3br | Office | Den | Sleeps 8 - Chestermere
10 8 reviews

Cozy & Charming New 3br | Office | Den | Sleeps 8

apartment, Chestermere
New 3br Home Near Calgary & Banff - Chestermere
8.8 3 reviews

New 3br Home Near Calgary & Banff

apartment, Chestermere
Pavilion Lakefront Luxe 3 Bdrm Near Lake! - Chestermere
No reviews

Pavilion Lakefront Luxe 3 Bdrm Near Lake!

house, Chestermere
Sleep 8 | 4 Bed | Office Space | Ev Charging | - Chestermere
10 5 reviews

Sleep 8 | 4 Bed | Office Space | Ev Charging |

apartment, Chestermere

Find the Best Luxury Vacation Rentals in Chestermere

Elevate your stay in a luxury vacation rental or Airbnb in Chestermere, featuring high-end finishes and a prime location.

La Vie Est Belle - Chestermere
10 1 review

La Vie Est Belle

apartment, Chestermere

Discover Pet-Friendly Vacation Rentals in Chestermere

Traveling with pets? These dog-friendly vacation rentals and Airbnbs in Chestermere are steps away from dog parks and city walks.

Spa Getaway! Sauna And Fireplace - Chestermere
10 11 reviews

Spa Getaway! Sauna And Fireplace

apartment, Chestermere
Charming 3br Getaway | A/c | 15m To Yyc/hwy - Chestermere
9.5 77 reviews

Charming 3br Getaway | A/c | 15m To Yyc/hwy

apartment, Chestermere

Top-Rated Vacation Rentals with a Pool in Chestermere

A Chestermere vacation rental with a pool ensures a refreshing swim in the heart of the city is always an option.

Chestermere Lake-view 4br | Xbox, Bbq & Patio - Chestermere
8.9 7 reviews

Chestermere Lake-view 4br | Xbox, Bbq & Patio

apartment, Chestermere

Top Vacation Rentals with a Hot Tub in Chestermere

Unwind in style with a Chestermere vacation rental featuring a hot tub, ideal for relaxing after a day in the city.

Lakeside Retreat W/ Hottub, Firepit, Bbq, Games - Chestermere
9.4 79 reviews

Lakeside Retreat W/ Hottub, Firepit, Bbq, Games

apartment, Belvedere
New Build | 3br Near Banff & Yyc - Chestermere
9.3 11 reviews

New Build | 3br Near Banff & Yyc

apartment, Chestermere
©2026 cozycozy.com