Family-friendly holiday rentals in Chestermere

Guest suite in Highland Park

A spacious living area is furnished with a large leather sectional and a wooden coffee table, adorned with a small plant. Natural light enters through a window above the seating, illuminating a feature wall with a monochromatic cityscape mural.

4.99 out of 5 average rating, 167 reviews

Modern suite, near airport & DT (no cleaning fee)

Welcome to your home away from home! This stylish and comfortable suite is perfect for professionals seeking a modern space minutes from downtown. Conveniently located just 10 km from the airport and 5 km to city center. You'll find a bus stop just a few blocks away, along with a coffee shop, Dairy Queen, wine store, and a pizza place—all within walking distance. For outdoor lovers, Confederation Park is only 1.5 km away. Note: Guests must have previous 5★ reviews ✨ Discounts for 2+ nights!

Guest suite in Huntington Hills

A bright living area features a light-colored sofa and armchair, complemented by decorative blue pillows. A wooden accent table sits beside a welcoming plant. The fully equipped kitchen with modern appliances is visible in the background, along with a window providing natural light.

4.98 out of 5 average rating, 324 reviews

Kitchen • Laundry • Park on Driveway

Looking for a relaxing and convenient getaway in Calgary? You can experience the perfect blend of style, comfort, and convenience in our newly renovated legal secondary suite, designed with your utmost comfort in mind. Ideal for couples on a romantic retreat, busy tourists, or focused business travellers, our modern suite is close to both downtown and the airport. Close to the following: → 12min to Downtown → 10min to Airport → 5min to Deerfoot City Mall Shopping **Book with us today!**

A modern living area features a white sofa adorned with decorative pillows, positioned near large floor-to-ceiling windows that showcase city views. A round wall clock and a small plant add subtle decorative touches, while soft lighting creates a calm ambiance.

4.88 out of 5 average rating, 156 reviews

Best Location and Best View in all of Calgary

This 1 bed condo with stunning views is located in the heart of the city. You can walk to everything you desire within 15min or even shorter city scooter ride. The Ctrain is also a 5 min walk that opens up the rest of Greater Calgary and the 300 bus that goes straight to and from the Calgary airport YYC. Walking distance to restaurants, bars, casinos, grocery stores and parks. 2 hour drive to Lake Louise, 1.5 hour to Banff. Movies, shows, and over 5000 Nintendo and snes games to keep you happy.

Guest suite in Cornerstone

A spacious layout is captured, featuring a comfortable bedroom with a king-sized bed and soft lighting. The living area showcases two couches and a coffee table, complemented by a television and modern kitchen island. Light curtains allow soft natural light to fill the spaces.

4.97 out of 5 average rating, 198 reviews

Near Airport/HWY/Freshco Homey BSMT Suite

A VERY quiet, ONE-BED Basement (Legal Insured, having Short-Term City Licence). The suite has a Private Side Entrance, self check-in option, has most of amenities to make your stay memorable. Ideally located near Airport/Highway for a quick stop/long stay. Legal suites are inspected by the City to make sure it meets Alberta safety/fire codes. Quiet HOURS 10 p.m. to 7:00 a.m. Please note, cooktop is suitable for light cooking, NO heavy cooking please. NOT SUITABLE FOR INFANTS/CHILDREN.

Guest suite in Deer Ridge

A cozy bedroom features a queen-sized bed with a soft blanket and a decorative throw. Nightstands with lamps are positioned on either side, and floral wall art adds a colorful touch. Natural light enters through curtained windows, creating a calm atmosphere.

4.99 out of 5 average rating, 138 reviews

☆ Private 1BR Suite ♥ Full Kitchen Laundry FP Wifi

Enjoy private separate entry to this clean and well-appointed lower level one bedroom suite. Equipped kitchen, in-suite laundry, private parking and outdoor space. Ideal for longer stays, perfect for one or a couple. → Fully equipped kitchen with dishwasher, stove, microwave, etc. → Cozy bedroom with Serta queen mattress → Gas fireplace, open concept living, TV → Work space + wi-fi → Spacious 4pc bathroom → Laundry → Off-street parking Legal secondary suite has dedicated heat/ventilation.

4.84 out of 5 average rating, 491 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, 213 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.

Apartment in Bridgeland - Riverside

A cozy studio space is visible, featuring a spacious bed adorned with decorative pillows. A modern kitchenette area is seen in the background, complemented by sleek cabinetry. A large artwork depicting a serene coastal scene is hung on the wall, enhancing the room's aesthetic appeal.

4.84 out of 5 average rating, 350 reviews

Cozy Suite In The Heart Of Bridgeland - BL246108

Welcome to Calgary and we invite you to Bridgeland; one of the coolest, most diverse neighborhoods in the city. It is a great spot close to downtown and within walking distance to the Stampede. Some of the best restaurants are a short walk away in East Village or downtown. This cozy basement studio has private access and a stylish design. It is perfect for anyone visiting the city for a few days. We want you to be comfortable and look forward to hosting you.

4.98 out of 5 average rating, 272 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.

4.91 out of 5 average rating, 110 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

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

4.96 out of 5 average rating, 336 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.

Guest suite in South Calgary

The living area features a black sofa adorned with patterned cushions, positioned next to a coffee table. A round mirror and framed artwork decorate the walls. Soft lighting is provided by a lamp on a side table, and a small dining table with wooden chairs is included.

4.87 out of 5 average rating, 344 reviews

In the Heart of Marda Loop # BL231402

Bright one bedroom basement suite with living area and an ensuite bathroom. The living area has a sofa, a TV and a work space. We have adapted the laundry room to provide our guests with a convenient area to make meals. We are situated across the street from a park with a playground and tennis courts. We are close to 17th ave, downtown, Marda Loop shopping/restaurant area, transit and fairly close to the stampede grounds.

Popular amenities for Chestermere family-friendly rentals

Kitchen

Wi-Fi

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, 582 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.

4.96 out of 5 average rating, 201 reviews

Diamond Mountain Sleep & Spa Adventure Retreat

4.87 out of 5 average rating, 117 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

Home in Bridgeland - Riverside

A vibrant collage showcases exciting amenities at Casa YYC. The games room features a foosball table and arcade machines. The cozy living area offers modern seating with colorful accents. An inviting hot tub is nestled in a private outdoor space, while a spacious bedroom exudes comfort.

4.86 out of 5 average rating, 151 reviews

Unique Casa Vibes! Hot tub | Gym | Arcade Games

4.9 out of 5 average rating, 234 reviews

A spacious bedroom features a queen-size bed with a statement wall and blackout curtains. The modern living area contains leather sofas and a coffee table, while the well-equipped kitchen is visible with stainless steel appliances. An outdoor patio is shown, overlooking a hot tub surrounded by greenery.

Guest suite in Airdrie

Modern renovated walkout bsmt with new Hot tub

A modern living area features a spacious brown sectional sofa, complemented by a dark wood coffee table. Natural light filters in through large windows, illuminating the room. A flat-screen television is mounted on the wall, and decorative lighting creates a cozy atmosphere.

4.87 out of 5 average rating, 182 reviews

READ MY REVIEWS ⭐️⭐️⭐️⭐️⭐️!! Modern Downtown View Condo

4.96 out of 5 average rating, 181 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

4.98 out of 5 average rating, 100 reviews

A spacious living area features large windows overlooking the lake, allowing natural light to brighten the space. A modern fireplace is integrated into a wood-paneled wall, while a dining table and comfortable seating arrangements are visible, creating an inviting environment for relaxation and socializing.

Guest suite in Okotoks

Welcome to the Lakehouse

Family- and pet-friendly home rentals

4.89 out of 5 average rating, 113 reviews

A modern kitchen features a large island with yellow stools, stainless steel appliances, and white cabinetry. Natural light enters through the large window, illuminating the sleek countertops and backsplash. Open shelving displays decorative items, enhancing the uncluttered design.

Home in Mahogany

3FullBaths~PrivateYard~BBQ~5Beds

4.93 out of 5 average rating, 285 reviews

Home in Edgemont

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

4.95 out of 5 average rating, 125 reviews

A cozy sitting area features a gray sofa adorned with decorative pillows, surrounded by two wooden chairs with patterned cushions. A central coffee table holds books and a small plant, while a lamp stands beside the sofa. Mirrors reflect light, enhancing the inviting atmosphere.

Condo in Seton

Jofred stylish and spacious 2 bedroom suite.

4.98 out of 5 average rating, 112 reviews

A cozy living area features a gray sofa paired with an accent chair, positioned around a rectangular coffee table. Natural light floods the space through large windows, highlighting the warm color palette. The adjoining kitchen can be seen in the background, emphasizing a modern aesthetic.

Apartment in Bankview

Private, Direct Entry - Mins from 17th Av

4.88 out of 5 average rating, 115 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

4.98 out of 5 average rating, 107 reviews

A modern kitchen space features wooden cabinetry and a sleek countertop. An array of cooking utensils is visible on the counter, alongside a stainless steel stove and microwave. Natural light enters through a window adorned with horizontal blinds, complementing the neutral color scheme.

Bungalow in Kingsland

Bungalow Near Downtown, Shopping & Restaurants

4.85 out of 5 average rating, 125 reviews

A serene riverside area is framed by lush green trees, offering a small patio with red chairs positioned beside the water. A wooden railing borders the path leading to the river, creating a peaceful spot for relaxation amidst nature.

Cabin in Mission

Riverside Stampede retreat! Rustic cabin downtown

4.96 out of 5 average rating, 115 reviews

A cozy bedroom features a black accent wall complemented by a colorful wall art piece. A spacious bed, adorned with yellow and white bedding, offers a comfortable retreat. Natural light streams in through the window, which is dressed with dark curtains, creating a serene atmosphere.

Guest suite in Seton

Luxurious and Cozy 1 Bedroom Basement Suite+Patio

Family-friendly home rentals with a pool

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.

4.96 out of 5 average rating, 189 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.

4.82 out of 5 average rating, 143 reviews

Corner Luxury High-Rise Condo | Sleeps 7

4.86 out of 5 average rating, 208 reviews

A rooftop pool area features a wooden deck surrounded by lounge chairs. Large glass sliding doors of the building offer views of the pool, which is lined with a sleek architectural design. The area is brightened by natural light and city skyline in the background.

Apartment in Beltline

cute 1 bed 1 bath in down

4.92 out of 5 average rating, 168 reviews

Skyline Views -POOL, Patio, Prkg & Gym - 2BR 2BA

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, 184 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, 330 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.

4.76 out of 5 average rating, 237 reviews

Urban Retreat Condo with Skyline & Rockies Views

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.