Pet-friendly holiday rentals in Chestermere

Find and book unique pet-friendly homes on Airbnb

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 £38 per night before taxes and fees

  • Verified guest reviews

    Over 1,040 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

Top-rated pet-friendly home rentals in Chestermere

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Superhost
A modern living area is highlighted by a stylish stone fireplace, adorned with a large screen showcasing mountain scenery. Surrounding shelves contain various plants and decor items. A comfortable gray sofa is positioned nearby, with a decorative blue pillow, and a small plant is placed on the dark coffee table.
Home in Southwest Calgary
4.84 out of 5 average rating, 154 reviews

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.

Top guest favourite
Cabin in Southwest Calgary
4.92 out of 5 average rating, 208 reviews

Riverfront Rustic Oasis near Stampede BMO DT

A historic experience next to downtown Calgary in a rustic Riverfront Cabin circa 1909 (Ask about my other places if this one’s booked!) Walking distance to: Downtown, Stampede & BMO Repsol Center Saddle Dome 17th ave Main transit line Groceries, coffee shops, pubs and restaurants within a 5 min walk Huge park across the river Off street parking Easy Check in Fenced yard for doggos. Private BBQ on the front deck, overlooking the River. If you have any questions please feel free!

Top guest favourite
The exterior of a single-story house features grey siding and a red roof. A neatly landscaped front yard is visible, with green grass and various shrubs. A stone pathway leads to the front door, framed by large windows that allow natural light inside.
Bungalow in Southeast Calgary
4.97 out of 5 average rating, 109 reviews

Inner City Hideaway - Big Yard!

Kick up your feet in this serene slice of Canadiana. Nestled in a mature, walkable neighbourhood surrounded by trees and wildlife. A quiet getaway right in the heart of the city! Rest on QUALITY mattresses and linens. Dine & connect in 3 outdoor lounge areas in the private fenced yard. Pets welcome. You’ll greet the days feeling rested and refreshed. Coffee lovers rejoice! Keurig, Nespresso, French press or a classic drip, with grounds and pods to get you started. Fastest wifi available.

Top guest favourite
Home in Northwest Calgary
4.94 out of 5 average rating, 337 reviews

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

Top guest favourite
The exterior of a modern home is displayed against a snowy backdrop. Stone and wooden elements characterize the facade, while large windows allow natural light. A welcoming front entrance is framed by dark accents, and snow-covered landscaping enhances the serene winter scene.
Guest suite in Northwest Calgary
4.97 out of 5 average rating, 109 reviews

Safe and Prime location - 5 mins to downtown

A full home, not a crash pad: 1,200 sq ft, high ceilings, private entry: • Sleep easy: King + 2 Queens, plus extra twin if your crew grows • Cook real meals, not survive on takeout: full kitchen • Toss clothes in your own laundry while you watch Netflix on the couch • Fast WiFi for true WFH days, not “buffering-break” days • Downtown in minutes: concerts, parks, cafés, games • Two LRT stations close enough that you won’t need to think • Quiet, safe area so nights actually feel restful

Top guest favourite
The glamping tent is set in a forested area, featuring a wooden deck with seating arrangements. A lantern hangs from the frame, illuminating the tent's entrance. Surrounding greenery includes trees and potted plants, contributing to a serene outdoor ambiance.
Tent in Priddis
4.94 out of 5 average rating, 159 reviews

Braided Creek Luxury Glamping

Indoor - Outdoor Living at its finest. Feel at home in the luxuriously appointed glamping tent just 12 minutes from South Calgary. Private, secluded tent located on a creek with tranquil views boasting a toasty furnace, mini fridge, outdoor kitchen, hot shower, flushing toilet, power outlets. Plenty do to or nothing at all from exploring the nearby 166km of maintained trails in Bragg Creek, fishing the creek from your deck, to playing lawn games in your private 1 acre area.

Top guest favourite
A well-lit bedroom features a spacious bed with neatly arranged towels placed on top. The walls are painted in a warm orange hue, complemented by a neutral headboard and decorative artwork above the bed. A mirrored closet and modern nightstands are visible.
Guest suite in Southeast Calgary
4.95 out of 5 average rating, 149 reviews

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.

Guest favourite
The house features a charming facade with a blue exterior and bright yellow door, framed by decorative wooden railings. A red-berried tree adds a touch of natural beauty to the landscape, while foliage surrounds the entrance, enhancing the property's inviting curb appeal.
Home in Southeast Calgary
4.88 out of 5 average rating, 126 reviews

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!

Top guest favourite
A modern living area features a comfortable sofa adorned with patterned cushions, paired with a sleek coffee table. Natural light filters through sheer drapes, and a television is positioned against a wall. A dining area with three stools is visible, set with neatly arranged plates.
Guest house in Southeast Calgary
5 out of 5 average rating, 114 reviews

Steps away to Main Street Inglewood

Located one block off of the Main Street of Inglewood! BRAND NEW LANEWAY HOME built in the heart of Inglewood, just steps away from amazing restaurants, boutique shopping and live music venues. The Calgary Stampede Grounds, Studio Bell, Calgary Central Library and Fort Calgary are just some of the fantastic attractions within a 3km walk. Stay active by using the Bow River pathway located a few short blocks away. Close to down town! Air Conditioner!

Top guest favourite
The image shows a single-story bungalow with a light gray exterior. A stone pathway leads to the front steps, bordered by a well-maintained lawn. Two white chairs are positioned near the entrance. Leafless trees cast shadows across the yard under a clear blue sky.
Bungalow in Southeast Calgary
4.9 out of 5 average rating, 119 reviews

Robin's Nest - 2 bedroom home in South Calgary

Enjoy the view of the Rocky Mountains in the morning! Access to the Bow River Trail system is at the end of the side walk. This location provides easy access to main transportation arteries in Calgary as well. We can welcome dogs but not cats as one of us gets severe asthma from cats. So sorry. This booking is for a main floor 2-bedroom bungalow. The basement is not part of the booking. The laundry is shared with the basement. Thanks

Guest favourite
A cozy living area features a blue sectional sofa with textured cushions. A modern television is mounted on a sleek white media console. Natural light floods the space through sliding glass doors, which open to a small outdoor seating area adorned with greenery.
Apartment in Northwest Calgary
4.96 out of 5 average rating, 121 reviews

The Era City Haven|2BR2BA|City Views

Welcome to The Era2 City Haven – Your Retreat in the Heart of Calgary. This charming 2-bedroom, 2-bathroom condo offers the perfect blend of comfort and functionality for both relaxation and productivity. Enjoy the cozy living area with a warm fireplace, or step outside to a peaceful outdoor space for your morning coffee or evening wine. Ideal for both professionals and families, this condo offers the perfect base to explore Calgary.

Guest favourite
A modern kitchen features a large island with seating for three. Sleek gray cabinets complement white countertops, while stainless steel appliances are arranged for functionality. Natural light enters through large windows, highlighting the minimalist design and subtle decorative accents.
Home in Southeast Calgary
4.86 out of 5 average rating, 147 reviews

|Revival on Wolf Willow~Former Showhome near Golf

Family-Friendly space near golfing and Spruce Meadows. The community of Wolf Willow backs onto the Blue Devil Golf Course and sides onto the beautiful Bow River. Gorgeous parks and natural spaces all within walking distance. 3 separate TVs with cable in the home. Comfortable and fully appointed former showhome is cozy and perfect for all kinds of guest. Pets are acceptable with paid pet fee.

Popular amenities for Chestermere pet-friendly home rentals

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