
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.

Entire Guest Suite Chestermere
Luxury Guest Suite (Walkout Basement)by Chestermere Lake | Pet Friendly| Enjoy your stay in this newly renovated, luxury walkout basement suite just steps from scenic Chestermere Lake. With stylish touches, modern amenities, and a private backyard , this space is perfect for couples,small families, or business travelers Chestermere Lake community—perfect for lakeside strolls, paddle boarding, and local dining. Only a short drive to Calgary, making it convenient for both relaxation and business

Elgin Elegance: 4-Bed Home, Sleeps 8, Pet Friendly
Welcome to the Elgin Elegance! This charming, 4-level split home is located in the heart of McKenzie Towne, Calgary and offers a perfect blend of comfort and convenience. Featuring 4 spacious bedrooms, 2 bathrooms, 2 living rooms and a games room, this home is ideal for families or anyone looking for extra space. With easy access to Calgary's main highways (Deerfoot Trail, Stoney Trail) this home is conveniently located close to Spruce Meadows, Fish Creek Park, South Health Campus, and more!

~PrivateFencedYard | 2FamilyRms | SunshineYellow
*Private fenced yard* *4 Bedrooms and 2 and half bedrooms* *2 separate family rooms* *Family-friendly space* *Super close to kids Play park* *Calgary's most exclusive and high-end neighbourhood: Mahogany!* 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!

Private, Direct Entry - Mins from 17th Av
The whole group will enjoy easy access to everything from this centrally located place. Direct access makes your stay easy, saving valuable trip time. Stylish decor will make you feel comfortable during your Calgary stay. Located within walking distance to 17th Ave where you can enjoy the city's top restaurants, bars and shops. Easy to get to downtown but also situated on the SW side making it a breeze to head to the mountains Covered assigned parking in the rear or free street parking

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

Bungalow Near Downtown, Shopping & Restaurants
About the Blue Bungalow Enjoy your stay at 'The Blue Bungalow'. A 4 bed, 2 full bath tastefully renovated and decorated home in Southwest Calgary. It is fun, bright, and sleeps 8 comfortably, we have board games, foosball, arcade games, a chalk wall, two 55" TVs, A/C, a gas BBQ, and plenty of parking & a garage. It’s Nicely furnished, in a great location with plenty to do for everyone, see our list's below of highlights of our home & things near by. Perfect for your next Calgary stay

Stylish 1BR, Stampede & Free Parking by Doorbed
Stampede, Saddledome, BMO Centre, Calgary Tower! Best location to explore downtown Calgary! Stylish 1 bedroom with Marriott-style bed & linens, 1 full bathroom condo. Boasting a balcony with amazing city views, fully stocked kitchen & assigned parking. Steps away from the Stampede grounds, Saddledome, BMO Centre and Calgary's trendiest restaurants and nightlife- Cowboys and Elbow River Casinos, Proof, Ten Foot Henry, Model Milk, Pigeon Hole, multiple pubs, and famous 17th Ave SW.

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.

Rosé Getaway-Pet Friendly Studio
This bachelor suite is equipped with everything you need for a comfy vacation or work stay. No chore/cleaning list when leaving. Just relax and enjoy! Located a couple of minutes off of Deerfoot Trail and only twenty minutes from airport. Lots of great trails close by and river minutes away if you’re up for walking. The square ten minutes by foot has groceries, pub, bank, Starbucks, Mac Donald’s and other amenities. Kids playpen can be set up for a little one.

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!******

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

4 Bedroom Home 10 mins from the Airport

Relaxing family home. 3 bedrooms 4 beds.

Spring wkly / mo discount 3BDR Entire Prop Pets OK

Historical Cottage in Ramsay | Pet-Friendly | AC

Cozy Comfort—10 min to Airport — Loved by families

The Cove Your Home

2400 SF House/6 BR/12 Beds/4 BA/sleeps 16 w/AC

NEW basement suite with private entrance
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

Pacesetter walkout basement suite

Luxury Haven | Pool | Hot Tub & Sauna |Outdoor BBQ

Black Diamond Land: Working Cattle Ranch
Private, pet-friendly home rentals

Bright & Spacious 5-BR w/ Ravine Views in Edgemont

East End Loft

Charming Studio Suite, Calgary N.W.

Steps away to Main Street Inglewood

Your little escape/Fireplc/Cable/Wifi+

NYC-Style Loft Downtown Calgary

1 BR Stylish Walkout Escape w/ Private Access

Modern Condo, Historic Inglewood
When is the best time to visit Chestermere?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $123 SGD | $123 SGD | $101 SGD | $122 SGD | $128 SGD | $135 SGD | $132 SGD | $118 SGD | $127 SGD | $130 SGD | $133 SGD | $142 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 $63 SGD per night before taxes and fees

Verified guest reviews
Over 1,000 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

4.8 Average rating
Chestermere stays are highly rated by guests – averaging 4.8 out of 5!
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- Pet-friendly rentals Canada
- Calgary Stampede
- Calgary Zoo
- Bowness Park
- Prince's Island Park
- Calaway Park
- Heritage Park
- Calgary Tower
- Fish Creek Provincial Park
- Nose Hill Park
- Peace Bridge
- BMO Centre
- University of Calgary
- Olympic Plaza
- Edworthy Park
- WinSport
- Chinook Centre
- Grey Eagle Resort & Casino
- Saskatoon Farm
- Scotiabank Saddledome
- Stephen Avenue Walk
- Big Hill Springs Provincial Park
- Elbow Falls
- Bragg Creek Provincial Park
- Confederation Park




