
Holiday rentals with outdoor seating in Chestermere
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Chestermere
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Unique Casa Vibes! Hot tub | Gym | Arcade Games
Welcome to one of Calgary's Highest Performing Properties "Casa YYC", a vibrant Mexican-inspired getaway nestled in the heart of Calgary. Perfect for staycations, our cozy home offers an inviting oasis with brand new furniture, just minutes from downtown. Unwind in the private hot tub while savouring the colourful ambiance and lively patterns reminiscent of a traditional Mexican hacienda. Culinary enthusiasts will love the professional kitchen. Cable, high-speed Wi-Fi, gym, games room+ more!

>Spacious, Family Friendly with King Bed
This spacious, clean & unique home is located in a quiet neighborhood near Calgary's top destinations. Perfect for short and long term stays. Big spacious bedrooms with a king bed and large TV in the living room are sure to impress. 3 Bedrooms plus a private den with wood-burning fireplace, balcony and pull-out full size bed. 1 king bed, 1 queen bed, 2 twin beds, 1 pull-out double bed, 1 Cot Projector TV with Amazon Firestick ❤️ Don’t forget to hit the “❤️” button so you can find me easily!

Sunrises & Fireworks by Stampede. In Scooter Zone
Welcome to your private townhome, offering three levels of comfort for your group. Located within the scooter zone and nearby other points of interest such as; Stanley Park, Mission, Barley Belt, the Stampede grounds and more. This home offers two primary bedrooms, each with its own ensuite, 59' smart TV and king-sized bed. The third sleeping space can be found in the living room (sofa bed). For larger groups we offer a single cot. The two patios are a great place to enjoy the sunrises.

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.

NO CLEAN FEE*Modern Basement with own entrance
Relax with the whole family at this peaceful place to stay. Our place has a door separating upstairs and basement and a private entrance and in an affluent area of Calgary. It's quiet, safe and boasts panoramic views of Aspen Woods. Only a 5 minute walk to Aspen Landing and Blush Lane Organic Market where you will find a variety of restaurants, pharmacies, coffee shops, grocery, liquor stores & more. 5min drive to C-train and 15 min drive to downtown. A quick drive to Banff and airport.

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.

Inner City Convenience
This special place is close to everything, making it easy to plan your visit. With a bus stop right outside the door and the train a mere 5 minute walk away, you may never need to drive your car during your visit to Calgary. This unique inner city home has 16 foot ceilings in the dining and kitchen areas, 2 bedrooms and an office. Your friendly hosts live right next door and will be happy to share their knowledge of the city and community that they love with 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.

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.

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.

Separate Entry Walkout Suite with nice lake view
This listed suite can be found in South Calgary, located in a nice and quiet neighborhood. It is a basement walkout suite with private entrance, which leads you into the beautiful backyard with a pond view. Our clean and spacious living room will make you feel comfortable and relaxed just like at home. In addition, it only takes a couple minutes to walk to the ridge that oversees the entire Bow River and Fish Creek area.

Character Home | Hot Tub+ Firepit | A/C | Parkin
Charming turn-of-the-century home tucked away on a quiet, tree-lined cul-de-sac just behind Inglewood's main avenue; ranked Canada’s greatest neighborhood! A one-block stroll brings you to coffee shops, dining, and Inglewood’s signature quirky shops. Conveniently located just about a 10-minute walk from both the Stampede grounds and downtown. BL264882
Popular amenities for Chestermere outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Cozyhub YYC /3BR 10 guest/Central location with AC

Mid Century Gem | 13 min to Stampede | 2Bed 2Bath

Peaceful Home+Modern Office+King Bed, Near YMCA

Modern Central 4-BR Home with Private Garage+A/C!

Cheerful 2-bed home close to everything

Trendy 2 BDRM | Hot Tub + Stampede + Saddledome

Central 4BR House | Garage&A/C! Walk to Stampede!

With AC! Relaxing 4-BR 2,000-sf home w/ pond view
Apartment rentals with outdoor seating

DT Views |King Bed |Mins to Stampede | UG Parking

Chic Heritage Lower-Level Suite

Century home minutes from downtown

Downtown Calgary Gem W / Tower Views!

Steps from downtown Calgary

1950's Soda Shop suite

Luxurious, modern, cozy 1BR condo | Great location

City Centre Townhouse + Parking
Condo rentals with outdoor seating

WOW! Location for *Stampede* 2B DT+Free Parking!

Calgary Tower View - Sub Penthouse on 30th floor

Luxury Studio | Prime Downtown

Downtown | Parking & GYM | Peaceful & Trendy

Bright, Quiet & Close to Stampede & 17th Ave

Delightful 2 BR + 2 Bath Water View in Downtown

Lounge Vibes - | UG Parking | AC | 98 Walk score

Modern 3 Beds, AC, UG Park, Saddledome & Stampede
When is the best time to visit Chestermere?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $251 NZD | $268 NZD | $285 NZD | $180 NZD | $217 NZD | $425 NZD | $219 NZD | $189 NZD | $227 NZD | $236 NZD | $180 NZD | $275 NZD |
| 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 with outdoor seating in Chestermere

Total holiday rentals
Explore 30 holiday rentals in Chestermere

Nightly prices starting at
Chestermere holiday rentals start at $51 NZD per night before taxes and fees

Verified guest reviews
Over 1,680 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Chestermere holiday rentals include Wi-Fi access

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

4.9 Average rating
Chestermere stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Rentals with a patio Chestermere
- House rentals Chestermere
- Private suite rentals Chestermere
- Fitness-friendly rentals Chestermere
- Pet-friendly rentals Chestermere
- Rentals with a fire pit Chestermere
- Rentals with lake access Chestermere
- Family-friendly rentals Chestermere
- Rentals with beach access Chestermere
- Rentals with a fireplace Chestermere
- Rentals with a washing machine and dryer Chestermere
- Rentals with outdoor seating Rocky View County
- Rentals with outdoor seating Alberta
- Rentals with outdoor seating Canada
- Calgary Stampede
- Bowness Park
- Calgary Zoo
- University of Calgary
- Prince's Island Park
- Calaway Park
- Heritage Park
- Fish Creek Provincial Park
- Calgary Tower
- Olympic Plaza
- WinSport
- Nose Hill Park
- Southern Alberta Institute of Technology
- Peace Bridge
- Chinook Centre
- Edworthy Park
- Grey Eagle Resort & Casino
- Bragg Creek Provincial Park
- Elbow Falls
- Scotiabank Saddledome
- Stephen Avenue Walk
- Central Memorial Park
- Confederation Park
- Crossiron Mills





