
Pet-friendly holiday rentals in Chestermere
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Chestermere
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Vibrant & Modern Loft-style Walkout near LRT
The Annex in Kensington, designed by award-winning Nyhoff Architecture and Minto Communities, opens the door to your for-now home. A few notable features include; - Spacious roof-top patio with a dog run, fireplace, communal barbecues, a community garden, a group game set-up and ample seating areas to socialize (as per health guidelines), and an incredible view of Calgary’s skyline. - Easy access to Calgary's extensive cycling and pedestrian paths - Steps from Sunnyside LRT (transit) stati

Cozy 2-Bedroom Downtown Condo in the East Village
Enjoy a stylish experience at this centrally located condo just minutes away from parks, shopping and restaurants. Situated in the East Village, one of Calgary’s trendiest neighbourhoods, you are sure to experience the best this city has to offer. We guarantee that you will love staying in this cozy home-away-from-home with its modern layout, floor to ceiling windows and bright interior. Enjoy beautiful views of the Bow River as well as easy access to downtown Calgary including the C-Train!

HotTub, 3 King Beds & Double Car Garage
Experience the pinnacle of comfort in our brand-new 5-bedroom duplex infill in SW Calgary. With 3 opulent king beds, a relaxing hot tub, and a double detached garage, this home redefines luxury. The full basement suite with full-size appliances, indoor fireplace, and top-tier finishings offer an unforgettable stay. Live the high life in Calgary! This spacious retreat is perfect for families or groups seeking comfort and style. Unwind in the private hot tub after a day of exploring the city.

NK Paradise - Lakefront, Hot Tub, Covered Dock!
Ultimate Lakefront Getaway!! Only 20 mins from DOWNTOWN CALGARY, 1 hr from the ROCKY MOUNTAINS & 23 mins from YYC AIRPORT!! This spacious 4 level lakefront home offers everything you need for an unforgettable stay. Enjoy a private hot tub (open year-round), central A/C, and a unique covered dock with stunning lake views. Relax on your private beach, or have fun with the trampoline, putting green, firepit, pool table, ping pong table, BBQ, and fireplace — there’s something for everyone!!

Ravine Retreat, 4000+sqf, Luxury, AC,PoolTable etc
Welcome to beautiful and spacious Ravine Retreat House: - 4000+sqf , walk out to breathtaking ravine, Mountain View - Pool table entertainment - Free parking, Free bath and kitchen essentials, Free WiFi - Fully stocked kitchen; BBQ at balcony - Costco, superstores nearby - City centre, YYC airport 15 mins - Quick access to Banff - 6 bdrm 3.5 bath, - 10 beds: 7 twin +2 queen+1 king - A/C - Pet friendly (fee applied) - Perfect for multi-families, maximum 5 cars or 15 people at any time

The Cove Your Home
The second bed is the pull out blue chair. It’s Private ground level suite comes with everything you shall need for your cozy get away .. 10 min from downtown close to bus and hiking trails on nose hill park and other beautiful parks this area has to offer making this place unique .. Amazing skyline spots 2 mins from this private suit .. Offering you privacy and quite community yet minutes from the action of Kensingtons trendy upbeat shops and eats. Then 10 min to down town as well !

Riverside Stampede retreat! Rustic cabin downtown
Step into this riverside retreat — just 5 minutes from downtown Calgary and the Stampede grounds. This authentic 1905 cabin is tucked among old-growth trees, with a cozy fireplace, BBQ on your private patio, fenced yard for the doggos and the sounds of the Elbow River at your door. BMO Centre, 17th Ave, restaurants, and groceries are all close by. Professionally cleaned and full of charm, it’s perfect for families, friends, or anyone seeking a stay that’s anything but ordinary.

Centrally Located Family Friendly Whole House
Welcome to one of Canada’s best neighborhoods! Calgary’s historic Inglewood! Hip and family friendly, Inglewood is home to Calgary’s best boutique shops, award winning restaurants, art galleries, and entertainment! Minutes from Downtown, the Stampede Grounds, BMO Centre, Calgary Zoo, Telus Spark and more! Built in 1912 and recently given a stylish facelift, our house is bright and full of character! Free street parking and a backyard (not fenced) included!

Sweet Sunny Space ☀️
This unique home is a bright, clean, cozy ..sleeps 4 max. Located in the Trendy inner city neighbourhood of Killarney. Close to all amenities, parks, pools, shopping, transit. It is walking distance to MRUniversity and easy access to mountains. *******I list as entire space but have a unique position. I am flight crew and do sometimes stay in the home. Inquire if I will be staying there at all or anytime during your stay. . Please ask, thank you!******

Trendy Kensington | Espresso Maker| Garage| AC
Awesome renovated 1923 character home in trendy Kensington. 3 walking minutes to restaurants, shopping and cafes. ☞ Serves locally roasted: coffee/tea ☞ Features Rocky Mountain Soap: crafted with care in the Canadian Rockies ☞ Super Automatic Espresso Maker: lattes, espresso and coffee ☞ 3 bdrm home w/ garage/AC ☞ Free parking, no cleaning fees, and no checkout chores Add our listing to your Wishlist by clicking the ❤️ in the upper-right corner.

3FullBaths~PrivateYard~BBQ~5Beds
*Private fenced yard* *4 Bedrooms and 3 full bathrooms* *2 separate family rooms* *Family-friendly space* *Super close to 2 kids Play parks* *Air Conditioning* Enjoy endless natural spaces, including multiple parks & walking and biking paths, & the Mahogany Wetlands. Close to the South Health Campus! Mahogany has quick access to nearly any place in Calgary owing to its close proximity to both 22x & Deerfoot! Zip anywhere you need super quickly!

McKenzie Charmer- Private Suite with own entrance
Bright and clean, newly renovated, tastefully decorated in-law suite with separate entrance. Your private suite is complete with your own fridge, microwave, 2 induction cooktops, utensils, cookware, toaster oven, Keurig coffee maker, TV with Shaw cable, tiled oversized shower with double shower heads and heated floors. Comfy queen bed with plenty of closet space. * Use of washer and dryer on a pay-per-load basis. Talk to friendly Host to arrange.
Popular amenities for Chestermere pet-friendly home rentals
Pet-friendly house rentals

Brand New Luxury 3BD • King Bed, A/C-Tree Lined St

4 Bedroom Home 10 mins from the Airport

Mahogany 2 bed basement suite

Historical Cottage in Ramsay | Pet-Friendly | AC

innercity, lower suite, LRT

Cozy Cottage

Modern Legal Suite - Separate Entry/ Self Check-In

Luxury Walkout Basement Suite
Pet-friendly home rentals with a pool

Gorgeous Calgary Skyline and Mountain View

Spacious Acreage Bungalow

Condo in downtown Calgary

Top Floor-Fully furnished Unit-Downtown Lifestyle

Harley Loft 1Bedroom Downtown with Balcony

Beautiful 1Bd + Den Apt Downtown with Balcony
Private, pet-friendly home rentals

Nordritz Suite 1B 1B 1Flex

Full 2-Bedroom Home | Quiet Stay with Yard

East End Loft

Steps away to Main Street Inglewood

Private 1BR Suite w/ Kitchenette• No Cleaning Fee

“Beach”Condo |Steps to Stampede | GYM |Parking| AC

Banff Pass/ Your little escape/Fireplc/Cable/Wifi+

Stylish 3 Bedroom - Close to Downtown & Airport!
When is the best time to visit Chestermere?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $125 SGD | $125 SGD | $103 SGD | $123 SGD | $130 SGD | $137 SGD | $134 SGD | $119 SGD | $128 SGD | $134 SGD | $110 SGD | $127 SGD |
| Avg. temp | -8°C | -7°C | -2°C | 3°C | 7°C | 11°C | 15°C | 14°C | 9°C | 3°C | -4°C | -9°C |
Quick stats about holiday rentals that are pet-friendly in Chestermere

Total holiday rentals
Explore 20 holiday rentals in Chestermere

Nightly prices starting at
Chestermere holiday rentals start at $77 SGD per night before taxes and fees

Verified guest reviews
Over 710 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Chestermere holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chestermere rentals

4.7 Average rating
Chestermere stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Calgary Holiday rentals
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- Rentals with a patio Chestermere
- Family-friendly rentals Chestermere
- Rentals with lake access Chestermere
- Fitness-friendly rentals Chestermere
- Rentals with a firepit Chestermere
- Rentals with beach access Chestermere
- Rentals with a washing machine and dryer Chestermere
- Rentals with a fireplace Chestermere
- Rentals with outdoor seating Chestermere
- Pet-friendly rentals Rocky View County
- Pet-friendly rentals Alberta
- Pet-friendly rentals Canada
- Calgary Stampede
- Calgary Zoo
- Bowness Park
- Calaway Park
- Prince's Island Park
- Calgary Tower
- Mickelson National Golf Club
- Fish Creek Provincial Park
- Shane Homes YMCA at Rocky Ridge
- Country Hills Golf Club
- Heritage Park
- Nose Hill Park
- Calgary Golf & Country Club
- Heritage Pointe Golf Club & Indoor Golf Lounge
- WinSport
- The Links of GlenEagles
- Peace Bridge
- D'Arcy Ranch Golf Club
- Confederation Park Golf Course
- City & Country Winery
- The Glencoe Golf & Country Club
- Village Square Leisure Centre
- Priddis Greens Golf and Country Club
- Spirit Hills Flower Winery




