Family-friendly vacation rentals in Chestermere

4.98 out of 5 average rating, 145 reviews

A cozy seating area is framed by large windows dressed in sheer white curtains. A warm fireplace adds an inviting touch to the space, accompanied by a round wooden table and a modern wire base coffee table. Comfortable brown leather furniture creates a relaxed atmosphere.

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, 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

4.92 out of 5 average rating, 125 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!

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, 196 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.

4.98 out of 5 average rating, 156 reviews

A modern living area features a large flat-screen TV mounted on the wall. Comfortable seating includes two dark chairs with colorful cushions and a neutral sofa. Natural light pours in through a sliding glass door, which opens to an outdoor space. Greenery adds a refreshing touch.

Guest suite in Seton

♥You will love this 2BR Guest Suite in SE Calgary♥

This modern 2-bedroom apartment is a great option for business or pleasure. We are a few minutes drive from the South Health Campus, Real Canadian Superstore, and the World’s biggest YMCA. We provide FREE: ✓ Coffee & Tea ✓ Wifi ✓ Parking ✓ Quality toiletries and soaps ✓ 65" QLED Smart TV: Amazon Prime, Netflix & more ✓ Water & Drinks Other services include: ✓ Self-check-in ✓ Comfortable beds & pillows ✓ Warm duvets ✓ Washer & Dryer ✓ Iron ✓ Toaster ✓ Hairdryer ✓ Microwave oven

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.

4.86 out of 5 average rating, 477 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

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

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.

4.98 out of 5 average rating, 254 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, 258 reviews

Two comfortable leather reclining chairs are positioned next to a small wooden side table, which holds a lamp. A window allows natural light to fill the cozy corner. A patterned blanket is draped over one chair, adding a touch of warmth to the space.

Guest suite in Calgary

McKenzie Charmer- Private Suite with own entrance

Bright and clean, newly renovated, tastefully decorated in-law suite with separate entrance. Your private suite is complete with your own fridge, microwave, 2 induction cooktops, utensils, cookware, toaster oven, Keurig coffee maker, TV with Shaw cable, tiled oversized shower with double shower heads and heated floors. Comfy queen bed with plenty of closet space. * Use of washer and dryer on a pay-per-load basis. Talk to friendly Host to arrange.

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.

4.92 out of 5 average rating, 201 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, 308 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 Chestermere

A serene view of Chestermere Lake is displayed, featuring lush green parkland and a gazebo near the water’s edge. The calm lake reflects the blue sky and scattered clouds. A wooden dock extends into the lake, with a few boats visible. Nearby, an open parking area hosts several cars.

4.77 out of 5 average rating, 115 reviews

Modern Comforts by Chestermere Lake: Stylish suite

Welcome to our Charming secondary Suite in Chestermere, AB. Nestled in the serene surroundings of Chestermere, our secondary suite offers the prefect blend of comfort, convenience and modern amenities for your stay in this picturesque area. Whether you’re here for business, exploring the local attractions, or simply unwinding by the lake, we’ve designed this space for your comfort in mind.

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

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

4.79 out of 5 average rating, 112 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!

4.93 out of 5 average rating, 111 reviews

Cottage in Turner Valley

River Rock Retreat- Family & Groups-Southern Alta

4.95 out of 5 average rating, 168 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

4.91 out of 5 average rating, 175 reviews

A stylish living area features a black sofa adorned with colorful throw pillows, complemented by a mid-century chair and a coffee table. Large windows bring in natural light, while a decorative stained glass window adds a unique touch. A vibrant area rug enhances the artistic ambiance.

Home in Ramsay

Trendy 2 BDRM | Hot Tub + Stampede + Saddledome

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

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 248 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

4.83 out of 5 average rating, 274 reviews

A cozy living area features dark leather sofas positioned around a low ottoman. A 55-inch flat-screen TV is set on a stand, and a lush potted plant adds a touch of greenery. The staircase in the background leads to the upper level.

Guest suite in Evanston

Guest suite in Calgary

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

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.

4.8 out of 5 average rating, 413 reviews

Cozy 2-Bedroom Downtown Condo in the East Village

4.91 out of 5 average rating, 215 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!

4.88 out of 5 average rating, 265 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

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

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, 317 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, 224 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.

4.96 out of 5 average rating, 298 reviews

Modern Condo, Skyline views, & Parking in Downtown