Family-friendly vacation rentals in Chestermere

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, 313 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!**

4.98 out of 5 average rating, 147 reviews

Guesthouse in Cranston

Elegant 2Bdr Suite with cozy Fireplace and Privacy

Welcome to our charming walkout basement retreat by the Bow River! Recently renovated, our space offers a private entrance, huge windows, high ceilings, cozy fireplace and 2 stylish bedrooms with comfortable queen and double beds. You will love the convenience and comfort of our space. Enjoy direct access to the backyard. With a convenient driveway parking spot. You’re just steps away from plaza, Sobeys grocery store, restaurants, and the World's largest Seton YMCA with a waterpark and Hospital

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, 202 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

Guest suite in Arbour Lake

A bright living area features two floral-patterned armchairs and a wooden coffee table. A fireplace is centrally positioned, with a television mounted above it. Natural light filters in through a window, and a door provides access to the outside.

4.95 out of 5 average rating, 104 reviews

Gateway to the Rockies -Private Suite w/ Fireplace

Create an entire vacation itinerary within 30 minutes! Museums, hiking, art gallery, artisan shop, bookstore with a cafe with comfy sofas & alcohol, farmers' markets, airport, botanical garden, historic sites, restaurants, university, downtown 5-Star Airbnb: Walk-out bright, spacious, private basement suite includes: livingroom, kitchenette (no stove), bedroom, & bathroom. Memory foam dble bed with goose down duvet & anti-bacterial pillows, cot. Fireplace, central air, parking, beverages

4.77 out of 5 average rating, 112 reviews

A spacious living area features a soft sofa adorned with colorful cushions. A modern glass coffee table is positioned in front of a sleek TV on a minimalist stand. Bright wall art is displayed above the seating area, enhancing the neutral tones of the carpet and walls.

Home in Bayside

New Suite Near Airport & Calgary

Modern & Cozy Basement in Airdrie – Minutes from Airport & Calgary Welcome to your home away from home! This brand-new suite offers comfort and convenience just minutes from the airport, major highways, and 24 minutes to downtown Calgary. Enjoy a King-size bed, sofa bed, workspace with an extra monitor, high-speed Wi-Fi, and a stepper for light workout. Private entrance, new appliances, and on-site car rental if available. Stay 10+ nights and get a FREE premium Shell car wash! Book now

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, 136 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.

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, 210 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.

4.86 out of 5 average rating, 222 reviews

An aerial view displays a large, green backyard with a covered dock extending into the water. Various water activities, including kayaks and paddleboards, are visible nearby. A trampoline and lounge chairs offer additional leisure options. The property is bordered by a wooden fence for privacy.

Home in Chestermere

NK Paradise - Lakefront, Hot Tub, Covered Dock!

Ultimate Lakefront Getaway!! Only 20 mins from DOWNTOWN CALGARY, 1 hr from the ROCKY MOUNTAINS & 23 mins from YYC AIRPORT!! This spacious 4 level lakefront home offers everything you need for an unforgettable stay. Enjoy a private hot tub (open year-round), central A/C, and a unique covered dock with stunning lake views. Relax on your private beach, or have fun with the trampoline, putting green, firepit, pool table, ping pong table, BBQ, and fireplace — there’s something for everyone!!

Apartment in Southwest Calgary

A retro soda shop-style kitchen and living area is highlighted by a checkered black-and-white floor. A bright red Coca-Cola fridge stands prominently, while a counter with three stools invites seating. Artistic soda shop signage adorns the walls, enhancing the nostalgic atmosphere.

4.87 out of 5 average rating, 494 reviews

1950's Soda Shop suite

No Cleaning Fee ! Basement Suite 5 Minutes from Banff highway on western edge of Calgary !!!!! City of Calgary license number BL236879 Spend some fun time in our 1950's Soda Shop suite !! One bedroom with queen bed, ............ also have an inflatable queen size air bed for extra guests as well as a couple of roll-a-way cots available for kids. 1000 square feet ground level, private entrance beautiful backyard oasis with patio, firepit, waterfall & pond water feature

4.96 out of 5 average rating, 326 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 Saddle Ridge

4.97 out of 5 average rating, 239 reviews

Airport Stylish2 Bedrooms suite with Home Theatre

Welcome to our stylish 2-bedroom basement suite, where comfort meets entertainment! Nestled in a vibrant neighborhood, our modern retreat boasts two cozy bedrooms, each featuring plush bedding for a restful night's sleep. Need extra space? No worries – we've got you covered with an extra sofa that easily accommodate additional guests. • 7 MIN YYC AIRPORT • 5 MIN CTRAIN • 12 MIN CROSSIRON MALL • 20 MIN DOWNTOWN • 90 MIN BANFF

4.94 out of 5 average rating, 138 reviews

A modern kitchen features sleek white cabinetry and stainless-steel appliances. An expansive island with a contrasting dark base is complemented by simple bar stools. A glass light fixture hangs above, illuminating the work surfaces and the earthy tones of the wood flooring.

Condo in Inglewood

Condo in heart of Inglewood walk to DT or Stampede

This condo with a backyard is located one block from Calgary’s Riverwalk. Take a 10 minute walk to East Village to explore Calgary’s downtown or walk 15 minutes to the Stampede grounds and The Saddledome. Through the back alley, find yourself on Inglewood’s famous 9th Ave surrounded by the some of the best restaurants and breweries the city has to offer. We welcome you to use our backyard space, BBQ and propane fire pit.

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, 575 reviews

Our Corner Haven (BL232909) - Full Basement Suite

4.98 out of 5 average rating, 153 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

4.79 out of 5 average rating, 116 reviews

A bright living area is presented with large windows offering natural light and views. A comfortable sectional sofa is paired with two accent chairs, positioned around a circular coffee table on a textured area rug. Wood flooring complements the modern decor.

Home in Bankview

Luxury Detached Home w/ City Views & 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, 179 reviews

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

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.

4.85 out of 5 average rating, 144 reviews

Unique Casa Vibes! Hot tub | Gym | Arcade Games

4.84 out of 5 average rating, 123 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

4.88 out of 5 average rating, 216 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

Character Home | Hot Tub+ Firepit | A/C | Parkin

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, 219 reviews

Downtown Condo Eau Claire / Prince’s Island Park

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 109 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

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, 144 reviews

Rosé Getaway-Pet Friendly Studio

4.98 out of 5 average rating, 100 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

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.

4.91 out of 5 average rating, 232 reviews

Downtown Views in Beltline!

4.98 out of 5 average rating, 140 reviews

A spacious dining area features a long wooden table with an accompanying bench, adorned by various framed sports memorabilia on the walls. Large windows allow natural light to illuminate the room and provide views of the outdoor scenery.

Guest suite in Cochrane

House of Vincensio

4.87 out of 5 average rating, 283 reviews

A spacious bedroom features a large wooden bed with two decorative pillows. A blue pull-out chair is positioned nearby, complementing a small table with a lamp. Natural light enters through a large window, while a colorful wall art piece adds visual interest.

Home in Highwood

The Cove Your Home

4.91 out of 5 average rating, 109 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

4.95 out of 5 average rating, 183 reviews

The living area features a comfortable brown sofa adorned with a throw blanket, complemented by a cozy rug. A wooden dining table is surrounded by stylish chairs, with greenery accenting the space. Soft light is provided by a modern pendant light above the table.

Home in Sunnyside

Trendy Kensington 3 min| Espresso Maker| Garage|AC

Family-friendly home rentals with a pool

4.83 out of 5 average rating, 120 reviews

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.

4.96 out of 5 average rating, 185 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, 136 reviews

Corner Luxury High-Rise Condo | Sleeps 7

A well-lit living area is showcased with large windows offering views of the downtown skyline. A sectional couch in light fabric is positioned next to a small round coffee table. A decorative wall hanging adds a subtle touch to the minimalist decor.

4.85 out of 5 average rating, 109 reviews

DT Views | Mins to Saddledome | Gym | AC

A bright dining area features a modern white table surrounded by four upholstered chairs. Large windows provide panoramic views of Calgary, including the Calgary Tower and the city skyline, while a wall clock adds a subtle decorative touch.

4.97 out of 5 average rating, 322 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, 233 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.

4.96 out of 5 average rating, 307 reviews

Modern Condo, Skyline views, & Parking in Downtown

A modern living area features a dark sectional sofa adorned with colorful pillows. Floor-to-ceiling windows offer expansive views of Downtown Calgary and the surrounding skyline, bathing the space in natural light. A coffee table sits in the center, enhancing the open atmosphere.