Family-friendly vacation rentals in Chestermere

Guest suite in Auburn Bay

An open concept living area showcases a modern grey sofa adorned with decorative pillows, facing a wall-mounted TV. A small desk with a computer setup is visible beside a dining area with bar stools. Light wood flooring enhances the clean, inviting atmosphere.

4.99 out of 5 average rating, 196 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. PLEASE NOTE: The toddler upstairs attends daycare weekdays from 8:00am - 5:00pm and various outdoor weekend activities. Some noise transfer- yes Close to grocery & liquor store, restaurant & bars. ⭐️ 3 Min Dr to SHC hospital ⭐️ 5 Min Dr to YMCA and VIP Cineplex

4.91 out of 5 average rating, 127 reviews

A modern kitchen is highlighted by white cabinetry and a large island with bar seating. Stainless steel appliances include a refrigerator and stove, while natural light floods the space through wide windows. Decorative wall art adds a subtle touch to the contemporary design.

Home in Mahogany

~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!

4.84 out of 5 average rating, 489 reviews

Guest suite in Elboya

Cozy WindsorPark 1BR suite with separate entry

This is a long-term rental unit with minimum 6 months of stay. We will refund your Airbnb service fee after you checkout. If you need additional months, please send us an inquiry. Our one-bed room suite has separate entrance and a private bathroom. The suite is about 550 sq. feet and located in the inner city of Calgary. Super convenient location for almost everything you need, only 300 meters to grocery stores, restaurants, coffee shops and bus stops, nearby Chinook Mall, Calgary Stampede.

Guesthouse in Southwest Calgary

A light-filled living area is presented, featuring a spacious sectional sofa adorned with various cushions. A low coffee table is positioned centrally on an area rug, and a wall-mounted television is visible across from the seating. Large windows provide natural light and views of the outdoors.

4.98 out of 5 average rating, 204 reviews

Luxury private carriage house with character!

Enjoy a stylish experience in this bright and open carriage house located in a very desirable part of the city. Close to restaurants, shopping, downtown, the Saddledome, Mount Royal University, and much more! The architect-designed suite is one of a kind and full of character and natural light. Relax with a coffee or a glass of wine on the covered private balcony or take a short walk to Marda Loop, one of Calgary's premier dining destinations! Max occupancy is 2 adults & 1 child under 12.

Guest suite in Saddle Ridge

A welcoming living room features comfortable seating on a plush rug, with a large television mounted on the wall. A small table displays decorative items, and soft lighting is provided by a floor lamp. A painting of a flower adds a touch of elegance to the space.

4.92 out of 5 average rating, 101 reviews

Charming Guest suite in Northeast Calgary

Our charming legal basement suite, 15 min drive to Calgary international airport offers comfort and tranquility that offers a home away from home experience - tasteful furnishings with WI-FI, washer and dryer, king and queen size beds, baby crib (Available on request) and a well-equipped kitchen. it's also; -6 min to Ctrain station -18 min to Cross Iron Outlet Mall. • 1 hr 30mins to Canmore(Banff)/Drumheller Come and relax in this cozy and peaceful community, book your stay today!

4.78 out of 5 average rating, 130 reviews

A well-maintained backyard features a lush green lawn bordered by garden beds filled with various plants. Two small trees with red leaves stand near the wooden fence, which provides privacy and a natural backdrop. Clear blue skies add to the serene outdoor setting.

Home in Sage Hill

Cozy legal one bedroom walkout basement

Welcome to our cozy, beautifully designed walk-out basement suite with all new amenities! Our suite is the perfect retreat for family or solo travelers. Guests can relax and unwind on the comfortable king-size bed and sofa bed and enjoy high-speed Wi-Fi and a smart TV with streaming services. Our location provides easy access to the beautiful Rockies within an hour's drive. We pride ourselves on providing exceptional hospitality, so come and experience the ultimate getaway with us!

4.98 out of 5 average rating, 255 reviews

The exterior entrance features a welcoming set of steps leading to a dark front door adorned with a seasonal wreath. A wooden deck provides ample space, framed by modern wood paneling. Potted plants with vibrant foliage are positioned on either side, enhancing the outdoor appeal.

Home in Mahogany

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.

4.79 out of 5 average rating, 171 reviews

A bright bedroom features a spacious bed dressed in white linens, complemented by decorative pillows in shades of blue. A modern nightstand sits beside the bed, topped with a soft-lit lamp. The room's walls are lightly adorned, enhancing the sense of tranquility.

Guest suite in Evanston

Guest suite - 15min to airport

Our guest suite is located in Evanston, a peaceful community in NorthWest outskirt of Calgary. It is about 15 min drive from the airport. The house is on the way from the YYC airport to Banff and Canmore which are 80 min and 60 min drive. The suite includes 1 bedroom, living room, kitchen, 1 full bathroom and laundry. We are happy to have conversations. Feel free to reach out for any assistance. I would like you to feel welcome in my home and Calgary.

Guest suite in Collingwood

An outdoor space features a substantial stone fireplace, illuminated by string lights above. Two seating options with decorative cushions are positioned in front of the fire, accompanied by a small table. The surrounding greenery and twilight sky create a serene ambiance.

4.91 out of 5 average rating, 203 reviews

The Chimney | AC | Gigantic Outdoor Fireplace |

Your Rocky Mountain getaway in Calgary. Stay in a newly renovated, legal walkout suite with a charming outdoor fireplace. Fewer than 10 minutes (by car) from downtown. Free parking, no cleaning fees, no Airbnb fees. The Chimney is conveniently located to explore Calgary by car. Located on a quiet centrally located street near Confederation Park, Nose Hill Park, University of Calgary, and Foothills Hospital. Great for a couple or solo traveler!

4.96 out of 5 average rating, 309 reviews

The living room features a comfortable sofa with decorative cushions facing a textured wall design. Two stylish blue chairs sit nearby, complemented by a wooden coffee table on a vibrant red area rug with intricate patterns. Natural light filters through the large windows.

Home in Auburn Bay

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.

Home in Southwest Calgary

A spacious seating area features a gray sectional recliner with multiple seating options. A light-colored throw blanket is draped over the armrest, adding comfort. Natural light filters in through a small window, illuminating the soft, carpeted floor.

4.9 out of 5 average rating, 143 reviews

Exotic Basement Suite with 80" smart TV

An exotic separate entrance basement suite located in the beautiful community of Belmont SW. This new property is equipped with 80” smart TV, high end recliner sofas, a queen bed that contains super comfy memory foam gel mattress, a tea station, and an entertainment corner. This entire unit is designed to make your stay relaxing, fun filled and memorable. It is pet free, smoke free, family friendly beautifully decorated home.

4.87 out of 5 average rating, 147 reviews

A modern living room features a spacious sectional sofa complemented by accent cushions. An elegant coffee table sits atop a textured area rug. Two stylish green armchairs are positioned nearby, with large windows dressed in flowing sheer curtains allowing natural light to illuminate the space.

Home in Tuxedo Park

New Urban Gem: 8 min to Downtown

Experience the perfect blend of tranquility and city life in our brand-new, modern home, conveniently located less than 10 minutes from downtown Calgary's excitement. Situated on a peaceful neighbourhood street, our home features a contemporary, elegant design that invites relaxation and comfort. Our home is an ideal get-away spot for those seeking a stylish and comfortable stay, with easy access to the best of Calgary!

Popular amenities for Chestermere family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest suite in Cornerstone

A private patio area is featured, showcasing a hot tub and a stylish, circular seating arrangement surrounded by greenery. Soft lighting is hung overhead, enhancing the inviting outdoor space. The wooden deck provides a warm and relaxing atmosphere for guests.

4.88 out of 5 average rating, 574 reviews

Our Corner Haven (BL232909) - Full Basement Suite

Guest suite in Black Diamond

A comfortable living area features plush seating facing a mounted television. A decorative mirror is positioned near a unique fireplace. Light colored walls are complemented by artwork and a window with blue curtains, enhancing the cozy feel of the space.

4.97 out of 5 average rating, 194 reviews

Diamond Mountain Sleep & Spa Adventure Retreat

4.98 out of 5 average rating, 148 reviews

A living room is showcased with mid-century furnishings, including a leather sofa and a patterned accent chair. Original artwork adorns the walls, and a sleek TV sits on a wooden console. A vibrant pink door adds a pop of color, enhancing the welcoming ambiance.

Home in Crescent Heights

Near DT, Quiet, Private Yard w/ Hot Tub, Firepit

4.88 out of 5 average rating, 115 reviews

A hot tub is nestled within a fenced area, surrounded by green grass and a small tree. Wooden decking leads from the tub down to the ground, providing access to the outdoor space. Nearby, a gravel pathway and additional seating can be seen.

Townhouse in Seton

Wolfden- Hot tub, A/C, 2 King/1 double bed

4.95 out of 5 average rating, 169 reviews

A private rooftop patio is depicted, featuring a hot tub surrounded by seating areas. The city skyline is visible in the background under a clear blue sky with scattered clouds, creating a serene ambiance perfect for relaxation.

Home in Bankview

Rooftop Patio w/ Skyline Views & Hot Tub JungleBnB

4.87 out of 5 average rating, 212 reviews

A private outdoor area features a hot tub surrounded by lush trees that provide shade. A BBQ grill and a storage unit are visible nearby, enhancing the space's functionality and inviting atmosphere. The fenced yard ensures privacy and seclusion for guests.

Cottage in Inglewood

Calgary Character Home - Hot Tub | A/C | Parking

Condo in Downtown Calgary

A well-appointed bedroom features a comfortable bed with decorative red pillows and a soft grey blanket. A nightstand with a lamp is positioned beside the bed, and large windows allow natural light to brighten the space, overlooking the building's exterior.

4.92 out of 5 average rating, 215 reviews

Downtown Condo Eau Claire / Prince’s Island Park

4.88 out of 5 average rating, 193 reviews

A modern kitchen is displayed, featuring a large island with seating for four. Sleek black cabinetry and stainless steel appliances create a sophisticated atmosphere. Warm wooden stairs lead to an upper level, while stylish lighting fixtures enhance the space's contemporary design.

Home in Shaganappi

Detach, Luxury, Near Downtown w/ Hot tub+ Garage

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 252 reviews

The entrance area features a sweeping staircase crafted from warm wood. A modern chandelier hangs from the ceiling, illuminating the space. A cosy seating arrangement is visible on the left, with a decorative rug complementing the hardwood floor. Large windows allow natural light to brighten the room.

Home in Edgemont

Ravine Retreat, 4000+sqf, Luxury, AC,PoolTable etc

Condo in Crescent Heights

A modern kitchen area is featured, showcasing sleek cabinetry and stainless steel appliances. An island with seating accommodates two, while a large window offers natural light. Decorative wall accents add a touch of color to the space, complementing the warm wood tones.

4.94 out of 5 average rating, 174 reviews

ᨒ Altura TOP Floor Suite•FREE Parking•Bridgeland

4.88 out of 5 average rating, 113 reviews

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 Inglewood

Centrally Located Family Friendly Whole House

Guest suite in Douglas Glen

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.

4.95 out of 5 average rating, 140 reviews

Rosé Getaway-Pet Friendly Studio

Guest suite in Montgomery

A spacious bed with a clean, white duvet is centered in the room, flanked by two bedside tables with modern lamps. A wall art piece depicting a scenic landscape is visible above the bed. Soft, light-colored carpet covers the floor, enhancing the room's aesthetic.

4.96 out of 5 average rating, 188 reviews

Modern & Spacious 1B - Close to UofC & Hospitals

4.91 out of 5 average rating, 217 reviews

A studio apartment is showcased with modern decor and large windows offering expansive views of Downtown. The sleek kitchen features stainless steel appliances, while a cozy seating area is positioned next to the window, inviting relaxation as city lights twinkle in the background.

Apartment in Beltline

Downtown Views in Beltline!

Condo in Downtown Calgary

A corner of a modern living room is captured, showcasing a gray sofa adorned with plush pillows. A light wooden side table holds decorative elements, including a plant and glass container filled with stones. Floor-to-ceiling windows offer views of the outdoors.

4.81 out of 5 average rating, 417 reviews

Cozy 2-Bedroom Downtown Condo in the East Village

4.91 out of 5 average rating, 106 reviews

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 Lynnwood

Robin's Nest - 2 bedroom home in South Calgary

Family-friendly home rentals with a pool

4.87 out of 5 average rating, 109 reviews

Apartment in Beltline

Modern Rustic Charm w/ Tower Views, Pool & Gym

A modern living area is illuminated by natural light, featuring large windows that offer city views. A comfortable sofa in soft gray is complemented by a teal accent chair. A glass coffee table sits atop a light area rug, adorned with decorative plants.

4.95 out of 5 average rating, 175 reviews

Executive Sky LUX - 2 BD 2BA, Views, Pool, Patio &

A stylish living area is highlighted by large windows, providing expansive views of the city. A modern gray couch is paired with a light wooden coffee table, while an adjacent dining area features a round table with chairs. Decorative elements include a plant and wall mirrors.

4.81 out of 5 average rating, 133 reviews

Corner Luxury High-Rise Condo | Sleeps 7

Apartment in Downtown Calgary

A modern living space features a comfortable brown sofa adorned with blue cushions, positioned near large floor-to-ceiling windows. The stunning downtown Calgary skyline is visible outside, including the Calgary Tower, with vibrant city life reflected in the glass surfaces.

4.86 out of 5 average rating, 177 reviews

Cgy Tower Views | Mins to Saddledome | Gym

A dining area is presented with a modern table set for four, featuring neutral-colored dishes. A small potted plant is positioned at the center. Large windows frame a panoramic view of Calgary's skyline, with the Calgary Tower visible in the background.

4.97 out of 5 average rating, 318 reviews

Calgary Tower View - Sub Penthouse on 30th floor

Condo in Downtown Calgary

The entrance to the building is framed by two large, abstract sculptures resembling horses. A modern facade with a combination of smooth and textured surfaces is visible behind the sculptures. The pathway is lined with patterned paving stones, leading to the glass doors of the entrance.

4.77 out of 5 average rating, 226 reviews

Urban Retreat Condo with Skyline & Rockies Views

4.84 out of 5 average rating, 118 reviews

A comfortable seating area features a black armchair and a small ottoman on plush carpeting. Large glass doors open to a patio with an umbrella and outdoor seating, offering views of the surrounding greenery.

Condo in Patterson

Resort-Style Getaway with a Pool, Hot Tub + Gym

An expansive view of downtown Calgary is captured at night, with city lights twinkling in the distance. The Calgary Tower is visible, illuminated with vibrant colors. Tall buildings and construction cranes outline the skyline, while streets below are filled with the glow of passing vehicles.