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.

Lakeside Family Guest Suite - Chestermere
9.7 24 reviews

Lakeside Family Guest Suite

house, Chestermere
This Chestermere basement suite is located near Chestermere Lake, offering a peaceful setting just a short walk from the water.
This spacious rental accommodates up to six guests with three bedrooms, two bathrooms, a fully equipped kitchen, and air conditioning, ideal for enjoying lake life and home-cooked meals.
7 Bedroom House With Amazing Lakeview! - Chestermere
9.2 37 reviews

7 Bedroom House With Amazing Lakeview!

house, Chestermere
This 3800 square foot house is located directly across from Chestermere Lake in Chestermere, Alberta, offering stunning lake views. The accommodation has received excellent ratings for user experience, location, and cleanliness.
The home features seven bedrooms and three bathrooms, comfortably accommodating up to 14 guests. Amenities include a fully equipped kitchen, a side spice kitchen, a four-season sunroom, a fitness center, internet access, air conditioning, and parking.
6 Bedroom House With Lake View - Chestermere
10 10 reviews

6 Bedroom House With Lake View

house, Chestermere
This six-bedroom house is located near Chestermere Lake, providing easy access to a nearby park and local amenities in Chestermere, Alberta.
The 3-bathroom home comfortably sleeps 10 guests and features air conditioning, parking, and internet access; flexible guest capacity is available with prior notice.
Lake Guest House - Chestermere
10 1 review

Lake Guest House

apartment, Chestermere
This 4-bedroom, 2-bathroom condo in Chestermere offers an unbeatable location, just a 1-minute walk from Chestermere Lake and close to local amenities.
This family-friendly unit accommodates up to 10 guests and features a full kitchen with a dishwasher, a garden, and allows pets, making it ideal for groups exploring the area for water activities and scenic walks.

Best Chestermere vacation rentals with air conditioning

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.
6 Bedroom 3bath2 Min From Highway1 And Stony Trail - Chestermere
9.0 41 reviews

6 Bedroom 3bath2 Min From Highway1 And Stony Trail

apartment, Calgary
This 6-bedroom home is conveniently located in Calgary, just a 15-minute drive from both the downtown area and the airport. The property boasts excellent user, location, and cleanliness ratings, making it a top choice for travelers. This spacious rental offers flexible accommodation options, sleeping up to 12 guests, and features a fully renovated interior with high-end appliances, a large living room, and a basement with a huge living room. Enjoy modern amenities like a 60-inch smart TV, high-speed internet, and a custom-built rain shower in the master bedroom, as well as a fenced yard and a large deck perfect for outdoor relaxation.
Family-friendly Home In The Heart Of Chestermere - Chestermere
10 2 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.
Luxuria Vibe & Vogue 5 Bedroom Near Lake, With Ac And Gym! - Chestermere
No reviews

Luxuria Vibe & Vogue 5 Bedroom Near Lake, With Ac And Gym!

apartment, Chestermere
This Chestermere residence offers convenient access to Calgary attractions, with Prince's Island Park and the Bow River approximately a 23-mile and 30-mile drive, respectively, and the Calgary Zoo and Stampede grounds also within easy reach. This 5-bedroom, 4-bathroom vacation home accommodates up to 10 guests and features complimentary Wi-Fi, air conditioning, a jetted bathtub, a bidet, and on-site laundry facilities.

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.

Blue Sky Meadows | 17-acre Heritage Wedding Estate - Chestermere
No reviews

Blue Sky Meadows | 17-acre Heritage Wedding Estate

apartment, Calgary
This 7-bedroom, 4-bathroom estate in Rocky View County, a short drive from Calgary attractions like Heritage Park Historical Village and Southern Alberta Jubilee Auditorium, offers 17 acres of private park-like grounds featuring botanical gardens, fruit orchards, and walking trails. The property includes a 7,000 sq. ft. brick manor, a historic cast bronze bell, and is an ideal setting for events, with amenities such as a swimming pool, terrace, garden, and parking available for guests.
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.

Luxuria Vibe & Vogue 5 Bdrm | Near Lake! - Chestermere
No reviews

Luxuria Vibe & Vogue 5 Bdrm | Near Lake!

apartment, Chestermere
This luxury upper suite is located in Chestermere, just minutes from Chestermere Lake, offering easy access to lakeside activities and local amenities.
This spacious 5-bedroom house accommodates up to 10 guests with two full kitchens, two living rooms, four bathrooms, and in-suite laundry, ideal for families and groups seeking a comfortable stay with year-round recreational opportunities.
Spacious 5-bedroom Home In Ne Calgary, - Chestermere
No reviews

Spacious 5-bedroom Home In Ne Calgary,

house, Calgary
This NE Calgary residence is located 13 miles from the Calgary Tower and Stampede Park, and 7.5 miles from Calgary International Airport.
This 25,830 square foot home accommodates up to 23 guests with 1 bedroom, 4 bathrooms, a fully equipped kitchen, air conditioning, and complimentary WiFi.
Gather & Stay- Whole House, Full Kitchens, Free Parking, Cozy, 6br, Sleeps 16 - Chestermere
No reviews

Gather & Stay- Whole House, Full Kitchens, Free Parking, Cozy, 6br, Sleeps 16

apartment, Calgary
This spacious Southeast Calgary bungalow, conveniently located 10-14 minutes from the Calgary Zoo, Stampede Park, and downtown Calgary, offers easy access to major attractions.
This 2,600-square-foot, two-level home sleeps up to 16 guests in two fully equipped, three-bedroom units, each with its own kitchen and laundry, plus amenities including a playpen, highchair, high-speed Wi-Fi, and large Smart TVs.
Lux Lake Getaway 3 Kings Stampede 8 Min>calgary - Chestermere
10 8 reviews

Lux Lake Getaway 3 Kings Stampede 8 Min>calgary

apartment, Chestermere
This luxurious Chestermere lake house is a short drive from Calgary, offering stunning lake views and convenient access to local attractions.
This five-bedroom, three-bathroom home sleeps fourteen guests and boasts a fully equipped kitchen, fitness center, and on-site snowmobile/ATV rentals (fees apply), all within a serene setting.

Best Chestermere vacation rentals with parking

De Bs Rehoboth Lodge 74 - Chestermere
10 12 reviews

De Bs Rehoboth Lodge 74

apartment, Chestermere
5br Home, 2 Kitchen, 2 Living, 2 Laundries Huge Yard Front & Back - Chestermere
No reviews

5br Home, 2 Kitchen, 2 Living, 2 Laundries Huge Yard Front & Back

apartment, Calgary
Large 5br Family Home W Kids Play Den & Private Basement Suite Included, Free Banff Pass! - Chestermere
10 2 reviews

Large 5br Family Home W Kids Play Den & Private Basement Suite Included, Free Banff Pass!

house, Calgary
New 3br Home Near Calgary & Banff - Chestermere
8.0 2 reviews

New 3br Home Near Calgary & Banff

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.

Central A/c Home, Garage Parking - Chestermere
No reviews

Central A/c Home, Garage Parking

apartment, Calgary

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.

Lakeside Retreat W/ Hottub, Firepit, Bbq, Games - Chestermere
9.4 67 reviews

Lakeside Retreat W/ Hottub, Firepit, Bbq, Games

apartment, Belvedere

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.

Blue Sky Meadows | 17-acre Heritage Wedding Estate - Chestermere
No reviews

Blue Sky Meadows | 17-acre Heritage Wedding Estate

apartment, Calgary

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 67 reviews

Lakeside Retreat W/ Hottub, Firepit, Bbq, Games

apartment, Belvedere
©2026 cozycozy.com