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Vacation rentals in Chestermere

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Top-rated vacation rentals in Chestermere

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

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Top guest favorite

Home in Northwest Calgary

5 out of 5 average rating, 18 reviews

Cozy & Spacious New Home w/ Garage, Self Check-in

JakeRating, 5 stars3 months ago

PK’s place is exactly as described and what is shown in the photos. The place is clean and quiet and not too far from activities in Calgary. There are several commercial centers nearby within 5 mins or so. Street parking was safe and typically have space in front of the house, you also have the option of using the garage. PK was also very responsive, most of my questions were answered within 30 mins.

Top guest favorite

Townhouse in Southeast Calgary

4.99 out of 5 average rating, 68 reviews

Royal Retreat! Your AC Ultra Luxury Stay in Seton

RandyRating, 5 stars4 weeks ago

My stay Johns airBnB in the Seton area of Calgary was absolutely delightful! From the moment I arrived, the hosts made me feel warmly welcomed, and the attention to detail was truly impressive. The space was not only impeccably clean but also beautifully designed—combining modern comfort with a cozy, homey vibe. The location in Seton was perfect, with easy access to local shops, dining, and even nature trails, making it a fantastic spot for both relaxation and exploring the city. The hosts went above and beyond to ensure my stay was enjoyable, offering thoughtful touches I cannot recommend this BnB highly enough—it’s a hidden gem in Calgary that I can’t wait to return to. A 10/10 experience!

Guest suite in Northwest Calgary

5 out of 5 average rating, 14 reviews

Cozy one-bedroom walkout basement suite

TroyRating, 5 stars5 months ago

Dagogo and his airbnb lives up to the reviews. Great place and well laid out. I especially like that he thought of everything, the lights that automatically light up as you walk beside the home heading to the basement entrance are a great and thoughtful touch! Dagogo was sure to check in with us from time to time to make sure our stay was going well. We appreciate the hospitality and would certainly stay there again. Well done sir 👏

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Chestermere vacation rentals

Free parking on premises

Air conditioning

Stay near Chestermere's top sights

Safeway Chestermere Station8 locals recommend

Dockside Bar & Grill / Chestermere Landing8 locals recommend

Browns Socialhouse Chestermere5 locals recommend

Eric's No Frills5 locals recommend

Lakeside Golf Club4 locals recommend

Starbucks3 locals recommend

Other great vacation rentals in Chestermere

Home in Northwest Calgary

4.94 out of 5 average rating, 33 reviews

Lakeview Home: 5BD/4BA/Jacuzzi/80min~Banff/18min~AP

FlavioRating, 5 stars1 week ago

The house is perfect, exactly as seen in the photos. Tarun is very responsive to questions and concerns. I recommend this lodging.

Top guest favorite

Home in Airdrie

5 out of 5 average rating, 8 reviews

Home beside canal, near airport

JeffRating, 5 stars3 months ago

Wow just wow! A beautiful view on the inset lake. Very comfortable furniture and bed. Huge spaces throughout the home. Everything you need plus more. The kitchen island bar top was wonderful to work from and enjoy the million dollar view. Highly recommended. I will be back!! 5 star + all the way

Home in Northwest Calgary

4.85 out of 5 average rating, 53 reviews

stylish & newly renovated 4BR house with basement

ChelseaRating, 5 stars1 month ago

We were very happy with our short stay there. Very clean, very tidy house. Most of the beds were very comfortable.. We literally just needed a place to sleep. It served its purpose . My only complaint is that door access to the basement was quite irritating being as we utilized both upstairs and downstairs but if the opportunity arise, we would definitely stay again.

Home in Chestermere

4.94 out of 5 average rating, 51 reviews

Lake front two bedroom walk out basement house

SandiRating, 5 stars1 month ago

The hosts were amazing! My bf proposed at their beautiful property:)

Top guest favorite

Home in Southeast Calgary

5 out of 5 average rating, 29 reviews

Inviting McKenzie Lake Retreat

ElijahRating, 5 stars2 months ago

Great place as always! We love the home. Jason kept us informed. Only thing is we didn’t have access to extra garbage bags/ recycling bags so we went and grabbed some ourselves. Will be staying here again on our next trip!

Home in Northwest Calgary

5 out of 5 average rating, 5 reviews

"The Green" - Luxe 3BR - Near Airport - King Bed

JaneRating, 5 stars1 month ago

The house was perfect for what we needed. Spacious, quiet and comfortable. Location surrounded with amenities and access to all Calgary suburbs has to offer.

Home in Southeast Calgary

4.71 out of 5 average rating, 62 reviews

240 Spacious Modern Home w/ AC

AlmalynRating, 5 stars2 weeks ago

Our check-in went smoothly. It was more than enough space for our family. We are thankful for the little touches provided especially the treats on the table for the kids.

Top guest favorite

Guest suite in Southeast Calgary

4.95 out of 5 average rating, 220 reviews

Mahogany Hideaway

RebeccaRating, 5 stars1 month ago

Comfortable and cosy. Good location. Immaculate hot tub. Enjoyed pur stay.

Quick stats about vacation rentals in Chestermere

Total rentals
90 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
2.4K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace

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 60 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 60 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 $20 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 40 homes with air conditioning, over 60 homes with wifi, over 60 homes with a kitchen, over 60 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 20 vacation rentals for guests traveling with pets.
Do house rentals in Chestermere have free parking?
Absolutely! We offer over 60 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 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore