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Vacation rentals in Chestermere

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chestermere

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

Guest favorite

Guesthouse in Cochrane

5.0 out of 5 average rating, 347 reviews

Charming Tiny House B&B Near Mountains and Downtown

Start your day with a homemade breakfast delivered to your door or prepared at your leisure with ingredients provided. Spend your day exploring the famous Rocky Mountains or the natural spaces of Cochrane, then snuggle up by the fireplace or bask on the garden-side patio at this exceptionally-crafted, intimate oasis. With a sunny reading loft, a cozy hand-built eating nook, and solid Wi-Fi you may not want to leave the tiny house at all! The natural materials exude warmth, and creative use of space means you have everything you need to make this your own enchanting, small-footprint home. The queen bed comfortably accommodates two adults. The daybed couch and reading loft can be converted to small sleeping spaces for up to two children as well. An additional charge of $15 per child requiring a breakfast applies. Beyond the small-footprint size, several features make the tiny house lighter on the earth including passive solar design, an earthen floor, and creative use of salvaged materials. You're welcome to explore our gardens and yard while you're here. Some of our home-grown edibles tend to end up on the breakfast menu! The tiny house is situated in our large backyard and has been designed for everyone's privacy, including your own sidewalk that connects you to your parking. Engage with us much or not at all - after check-in, it's entirely up to you!  Historic downtown is within easy walking distance, with its shops and galleries, locally-made ice cream, locally-roasted coffee, and restaurants. Cochrane has some great natural spaces to explore including the river path, the Cochrane Ranche, and the nearby Glenbow Ranche. Banff is just an hour away and it's a 45 min drive to the mountains of Kananaskis Country. The city of Calgary is only 15 minutes from Cochrane, and the towns of Bragg Creek and Black Diamond make nice day trips. A choice of two breakfast options will be offered prior to arrival (one choice per party) and it will be delivered to your tiny house door at an agreed-upon time. New breakfast options will be offered each day. It's also possible to have the tiny house stocked with some breakfast ingredients if you'd prefer to make your own. Also check out our Hereabouts B&B website.

Oct 3 – 10

€ 98 per night
Guest favorite

Townhouse in Calgary

4.98 out of 5 average rating, 178 reviews

Lovely New House| AC | Near YYC & Outlet MALL

Brand new house with simple and stylish decor for your comfort located in a safe neighbourhood comes with new appliances, new furniture, fast wi-fi, Central AC and double garage. It is within 10 mins walking distance to Sobeys, Landmark cinema, Restaurants, Country Hills Town Centre, tennis court and also within 5 mins driving distance to Airport,CrossIron Mills (outlet mall), TNT, banks and parks. This location has easy access to bus stops and major routes like Stoney Trails, Deerfoot Trails.

Apr 3 – 10

€ 113 per night
Guest favorite

Home in Chestermere

4.88 out of 5 average rating, 17 reviews

Beautiful Relaxing Getaway 5 Min to Lake, DT 20Min

Plan your Spring Break retreat today and relax in this new, stylish space, minutes from beautiful Chestermere lake. Lots to do by the lake with bike paths, boat & kayak rentals, & paddle boats. Enjoy local restaurants, bakeries and pubs. This beautiful walk out basement has whatever you need for a night, a week or several months. The bedrooms contain luxurious queen size beds with soft white bedding that feel fresh and cozy. 20 mins to downtown YYC & 90 mins from breathtaking Banff & Canmore.

Oct 27 – Nov 3

€ 107 per night

Popular amenities for Chestermere vacation rentals

Stay near Chestermere's top sights

Safeway Chestermere Station8 locals recommend
Eric's No Frills5 locals recommend
Browns Socialhouse Chestermere5 locals recommend
Anniversary Park3 locals recommend
Dockside Bar & Grill / Chestermere Landing8 locals recommend
Lakeside Golf Club4 locals recommend

Other great vacation rentals in Chestermere

Guest favorite

Home in Chestermere

4.89 out of 5 average rating, 19 reviews

Basement Suite with 2 bedrooms

Oct 10 – 17

€ 96 per night
Guest favorite

Home in Chestermere

4.95 out of 5 average rating, 44 reviews

Beautiful Lakefront 5-Bed home w/ outdoor swim spa

Sep 7 – 14

€ 453 per night
Guest favorite

Home in Chestermere

4.86 out of 5 average rating, 28 reviews

place to stay

Apr 19 – 26

€ 87 per night
Superhost

Home in Chestermere

4.8 out of 5 average rating, 54 reviews

Lake & Dtwn Luxury 3B/2B, AC, Amenities+Parking

Jun 10 – 17

€ 189 per night
Superhost

Cottage in Chestermere Lake

5.0 out of 5 average rating, 10 reviews

The Cedar Lake Front Cottage - Chestermere Lake

Mar 18 – 25

€ 215 per night
Guest favorite

Home in Chestermere

4.94 out of 5 average rating, 17 reviews

Romantic Lakefront Log Cottage 20 mins to Calgary

Sep 3 – 10

€ 438 per night
Superhost

Guest suite in Chestermere

4.83 out of 5 average rating, 58 reviews

Private Suite | Kitchenette|Work Area|Large Bath

Jun 16 – 23

€ 69 per night
Guest favorite

Home in Chestermere

5.0 out of 5 average rating, 9 reviews

Executive home! Walk to Lake!

Nov 3 – 10

€ 334 per night
Guest favorite

Home in Calgary

4.91 out of 5 average rating, 89 reviews

~Faces Park|Views|Near Shopping|FencedYard|BBQ|AC

Jan 23 – 30

€ 111 per night
Guest favorite

Cabin in Foothills County

4.91 out of 5 average rating, 53 reviews

BlueRock Ranch Kananaskis cabin

Feb 16 – 23

€ 100 per night
Guest favorite

Guesthouse in Okotoks

5.0 out of 5 average rating, 14 reviews

The Artist’s Retreat

Oct 8 – 15

€ 97 per night
Guest favorite

Guest suite in De Winton

4.97 out of 5 average rating, 37 reviews

Spruce Meadows Modern Farmhouse Executive Suite

Apr 9 – 16

€ 131 per night

Quick stats about vacation rentals in Chestermere

Total rentals

70 properties

Rentals with dedicated workspaces

40 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

40 properties are a good fit for families

Total number of reviews

1.9K reviews

Nightly prices starting at

€ 28 before taxes and fees

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Chestermere?

    Yes! Work meets play with ease at over 40 vacation rentals in Chestermere featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Chestermere have wifi?

    Absolutely! We offer over 50 house rentals with wifi in Chestermere. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Chestermere have a kitchen?

    Absolutely! We offer over 40 house rentals with a kitchen in Chestermere. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Chestermere?

    Experience the best of Chestermere with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for House Rentals in Chestermere?

    Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with wifi, over 40 homes with a kitchen, over 30 homes with air conditioning, over 40 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there pet-friendly vacation rentals in Chestermere?

    Four-legged friends are welcome in Chestermere. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Do house rentals in Chestermere have free parking?

    Absolutely! We offer over 40 house rentals with free parking in Chestermere. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Chestermere?

    Chestermere has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore

  1. Airbnb
  2. Canada
  3. Alberta
  4. Rocky View
  5. Chestermere