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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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Guest suite in Southeast Calgary

4.99 out of 5 average rating, 147 reviews

Stunning Pristine Private Suite: No cleaning fees

An incredible 🤩 suite within a safe neighbourhood, open concept living space, located in SE community of Auburn Bay. This Modern, clean & comfy, private suite is STUNNING, beautiful & relaxing. Additional discount for longer stays. Close to grocery & liquor store, restaurant & bars. ⭐️ 2 Min walk to Mahogany village commons ⭐️ 2 Min walk to Pharmacy and ⛽️ ⭐️ 3 Min Dr to SHC hospital ⭐️ 5 Min Dr to YMCA and VIP Cineplex DT Calgary: 25min Int. Airport: 28min Canmore: 1h 27min Banff: 1h 45min

Condo in Beltline

4.95 out of 5 average rating, 112 reviews

2 Story luxury penthouse in downtown Calgary

This well-appointed 2-story, 2 bed, 2 bath, 1750 sq ft luxury penthouse features sweeping views of the Calgary skyline. The penthouse is suited for the executive visiting Calgary or to treat someone special to a very upscale stay with a view that has to be experienced. Features: large master bedroom with floor-to-ceiling glass to show off the skyline. The master bath is epic & includes a steam shower, body jets, heated floors, a bidet, jetted tub & a balcony. 1 large secure parking stall.

Guest suite in Southeast Calgary

4.94 out of 5 average rating, 324 reviews

Private, Spacious & cozy 1 bedroom Suite with A/C

This is a PRIVATE 1 bedroom, 1 bathroom suite! The space has a kitchenette with coffee and other basics like a toaster, kettle, fridge and microwave! The living room has a big comfy sectional where you can relax with a snuggly blanket and turn on Netflix after a day of exploring! In the bathroom you'll find great vanity lighting! Shampoo, conditioner, body wash and a hair dryer are available for guests to use! Note: This suite does not come equipped with a stove or oven, washer or dryer.

Guest suite in Airdrie

4.89 out of 5 average rating, 168 reviews

Modern renovated walkout bsmt with new Hot tub

We just finished renovating this bright modern walkout basement suite. You will have full privacy with 2 bedrooms, bathroom, main area with living room, dining room and well equipped kitchen. You also have a private access to the Hot tub, patio, and a large fenced yard. The place is on a quiet cul-de-sac, with space for your car right in front of the house Each bedroom has a workspace. Fireplace, TV, books to read, board games to play, Wifi Morning coffee/tea is complimentary.

Home in Northeast Calgary

4.85 out of 5 average rating, 234 reviews

Cozy private stay by the Airport- 11 min drive

Welcome to our cozy and private suite in basement with a separate entrance! Located in a quiet area 5-8 mins to the Airport, 15-20 mins to downtown, 1.5 hr to Banff! Spacious living area with a comfy sofa, fan heater and a smart TV ( Amazon Prime video incl.). Bedroom seats a queen bed with huge closet. Fully-equipped kitchen with a Stove, fridge, microwave, toaster, and coffee maker. Separate walk-up entrance, for your complete privacy and independence. Street parking available.

Home in Northwest Calgary

4.93 out of 5 average rating, 132 reviews

Ravine Retreat, 4000sqf, Luxury, AC,Sleep13+

Welcome to your ravine home - 6 bdrm 3.5 bathrm - 10beds: 7single +2 queen+1 king - extra bed (with a fee) upon request - large bsmt walks out to ravine - AC - Free parking for 8 cars - Free laundry, free high speed WiFi - Towels Shampoo Spices coffee are provided - Pool table. Ravin hike/snow shoeing - Bus stop 1 min walk away. - City centre11km; airport 16km, Banff 125km - Superstore, Costco, restaurants nearby - Self check in using key code(owner not living in the house)

Guest suite in Northeast Calgary

4.98 out of 5 average rating, 389 reviews

Cozy clean private studio w/ patio

Enjoy the serenity of your private entrance, lovely bedroom studio and bath! Decorated to bring you joy and rest while you stay in Calgary or spend a day in the mountains. We are in a great location in Calgary with free parking, close to main roads, all shopping and grocery necessities as well as the hospital. Only a 15 minute drive to the airport and downtown, an easy walk to the C-Train and the Mall. We take extra care to ensure you will have the best stay in a quiet home.

Home in Southeast Calgary

4.97 out of 5 average rating, 135 reviews

High ceiling, relaxing and modern 2bdr new build!

Welcome to this beautiful brand new two-bedroom legal basement suite located in the desired community of Mahogany. This unit offers a separate entrance, a fully equipped kitchen with all brand new appliances, and roomy two bedrooms for you to rest and feel at home. The 9ft ceilings throughout the entire unit will leave you feeling spacious and grand. The windows were built strategically and big to maximize the natural light. We look forward to hosting you.

Guest suite in Northeast Calgary

4.88 out of 5 average rating, 509 reviews

Our Corner Haven (BL232909) - Full Basement Suite

Modern full, bright, high ceiling basement suite. Separate entrance. It features tasteful décor and new appliances. Relax on the spacious sofa in front of the fireplace. Or enjoy the sunshine on the patio with comfortable patio furniture. In the evening enjoy the outdoor gas fireplace or take a dip in the hot tub. When you're ready for bed, an exceptionally comfortable queen bed awaits you. We are located next to the highway, and 5 mins from the airport.

Home in Southeast Calgary

4.97 out of 5 average rating, 202 reviews

SE Calgary Home with HOT TUB

This beautiful, luxurious home by Live@Jag’s is furnished with top-of-the-line stylish finishings, Hot Tub and quality BBQ (TRAEGER). “You don’t stay here, you live at Jag’s” Located in the quiet and gorgeous neighborhood of Auburn bay, this semi-detached property is perfect for family and friends to stopover. Located in Auburn Bay close to the new YMCA, South Health Campus (Hospital), Cineplex, + many restaurants and bars.

Guest suite in Northeast Calgary

4.97 out of 5 average rating, 504 reviews

One bedroom secondary suite in residential home

A beautiful and welcoming space for 2 guests and small families in a basement suite. Located 5 km away from the YYC airport, close to local amenities including bus stops and Saddletowne train station. The space also includes one spacious bedroom, full bathroom, living room, and kitchenette.(NO STOVE TOP) There is a separate entrance to the suite. Includes complimentary tea, coffee, cereal, and oatmeal! NO SMOKING.

Home in Chestermere

4.89 out of 5 average rating, 176 reviews

NK Paradise - Lakefront, Hot Tub, Covered Dock!

The BEST Airbnb in Greater Calgary Area! Just 20 mins from DOWNTOWN CALGARY, 1 hr from mountains & 23 mins from YYC airport!! You will enjoy this beautiful and spacious LAKEFRONT property with HOT TUB, Central AC, Unique Covered Dock, Lake Views, Private Beach, Trampoline, Putting Green, Firepit, Patio Heater, Pool Table, Ping Pong, BBQ, Fireplace and much more! Note - All bedding is new!

Vacation rentals for every style

Get the amount of space that is right for you

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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 Southwest Calgary

4.97 out of 5 average rating, 33 reviews

Cozy and Tastefully Furnished 1BR Guest Suite

Guest suite in Airdrie

5 out of 5 average rating, 37 reviews

Light & spacious walk-out suite.

Bungalow in Foothills County

4.94 out of 5 average rating, 52 reviews

Rolling Sky Ridge - Luxurious Foothills Comfort

Guest suite in Okotoks

5 out of 5 average rating, 23 reviews

Private Entrance Cozy Retreat

Guest suite in Okotoks

4.97 out of 5 average rating, 78 reviews

Crystal Green Retreat, 1 King & 1 Queen Suite

Condo in Southeast Calgary

4.83 out of 5 average rating, 72 reviews

BRAND NEW! 2 beds, 1 bath unit. No hidden fees

Home in Northeast Calgary

4.96 out of 5 average rating, 24 reviews

Peaceful 3 BR + 2.5 Bath Brand New Paradise In YYC

Home in Foothills County

5 out of 5 average rating, 8 reviews

Country Escape - Acreage Home with Park

Quick stats about vacation rentals in Chestermere

Total rentals
80 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
50 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 50 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 50 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 50 homes with a kitchen, over 60 homes with wifi, over 40 homes with air conditioning, 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.

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