Family-friendly holiday rentals in Chestermere

5 out of 5 average rating, 133 reviews

An open-concept living space features a modern kitchen with stainless steel appliances and gray cabinetry. A spacious sectional sofa and a wooden coffee table occupy the living area, while a framed mountain landscape hangs on the wall, adding a subtle touch of decor.

Apartment in Calgary

King Bed | Stylish Mountain Escape Near Banff

🏔️ Mountain Escape – stylish, modern 1BR condo in Rockland Park. 📍 Location: 1 hr to Banff/Canmore 🍳 Kitchen: stainless steel appliances, fully stocked essentials 📺 Entertainment: 55" 4K TV + PS5 💻 Work: height-adjustable desk & chair 🌐 Wi-Fi: 1 Gbps 🔒 Security: 24/7 self check-in, smart lock, exterior camera 🧺 Laundry: in-suite washer & dryer 🚗 Free Parking 🌿 Outdoor: Patio with picnic table, near walking trail Perfect base for couples or small families—book now to lock in your dates!

4.98 out of 5 average rating, 146 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, 199 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 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.

4.93 out of 5 average rating, 263 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

You are booking the entire beautiful and spacious Ravine Retreat House: - Perfect for multi-families or team - 6 bdrm 3.5 bath, 4000+sqf - 10 beds: 7 twin +2 queen+1 king - Walkout bsmt to beautiful ravine - Pool table - A/C - Free parking; free WiFi - Fully equipped kitchen; bath essentials provided; BBQ at balcony - Easy access to Banff, city centre 11km, airport 16km - Near to Costco, superstore, restaurants - Maximum 5 cars or 15 guests/visitors at any time; no party. - Pet friendly

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, 207 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.

4.87 out of 5 average rating, 275 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

The second bed is the pull out blue chair. It’s Private ground level suite comes with everything you shall need for your cozy get away .. 10 min from downtown close to bus and hiking trails on nose hill park and other beautiful parks this area has to offer making this place unique .. Amazing skyline spots 2 mins from this private suit .. Offering you privacy and quite community yet minutes from the action of Kensingtons trendy upbeat shops and eats. Then 10 min to down town as well !

Guest suite in Northwest Calgary

A modern open-concept living space features a gray sofa facing a wooden coffee table, with a full kitchen showcased in the background. Cabinets and appliances provide ample storage and convenience, while soft lighting creates a calming ambiance. A mirror hangs on the wall, adding depth.

4.98 out of 5 average rating, 282 reviews

Perfect Getaway *Beautiful Comfy Private 1BR Suite

Welcome to Your Cozy Retreat in Calgary! We’re excited to host you in our charming private basement suite with its own entrance. Enjoy the comforts of home, including a fully equipped kitchen and in-suite laundry, nestled in Livingston, Calgary’s New Community of the Year. Our sparkling clean, thoughtfully decorated space invites relaxation. Explore nearby parks and attractions. We’re committed to providing a 5-star experience. Book your stay today and make unforgettable memories!

4.86 out of 5 average rating, 429 reviews

A spacious living area features a large sectional sofa adorned with decorative pillows, complemented by a coffee table. Artwork is displayed on the wall. A door leads to an entrance, while a glimpse of the bedroom is visible through another door.

Home in Martindale

Cozy private stay by the Airport- 11 min drive

Welcome to our cozy and private suite in basement with a separate entrance! Located in a quiet area 5-8 mins to the Airport, 15-20 mins to downtown, 1.5 hr to Banff! Spacious living area with a comfy sofa, fan heater and a smart TV ( Amazon Prime video incl.). Bedroom seats a queen bed with huge closet. Fully-equipped kitchen with a Stove, fridge, microwave, toaster, and coffee maker. Separate walk-up entrance, for your complete privacy and independence. Street parking available.

4.94 out of 5 average rating, 101 reviews

A charming red cottage is set against a backdrop of green grass and leafy trees. A wooden pathway leads to the front door, while a gazebo is visible nearby, creating an inviting outdoor space. The sky is bright with scattered clouds.

Cottage in De Winton

Gingerbread house

Take it easy at the Gingerbread House —a charming guest cottage nestled among aspen trees on a peaceful acreage just 15 min south of Calgary, and 40 min from the airport. It has been designed for everyone's comfort and relax. This cozy 1-bedroom, 1-bath retreat features a full kitchen and a private deck with outdoor seating — perfect for peaceful mornings or starry evenings. We live nearby in the estate home and are happy to help if needed, while fully respecting your privacy.

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, 143 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.

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, 204 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!

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, 574 reviews

Our Corner Haven (BL232909) - Full Basement Suite

4.98 out of 5 average rating, 150 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

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, 178 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.

4.86 out of 5 average rating, 140 reviews

Unique Casa Vibes! Hot tub | Gym | Arcade Games

4.95 out of 5 average rating, 170 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, 215 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, 218 reviews

Downtown Condo Eau Claire / Prince’s Island Park

4.95 out of 5 average rating, 247 reviews

A cozy living area features a stone fireplace below a mounted television. Plush seating options include a dark leather sofa and a patterned armchair, accompanied by a large ottoman. Natural light enters through a sizable window adorned with decorative accents.

Guest suite in Mahogany

Mahogany Hideaway

Family- and pet-friendly home rentals

4.88 out of 5 average rating, 103 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

4.98 out of 5 average rating, 108 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

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, 179 reviews

ᨒ Altura TOP Floor Suite•FREE Parking•Bridgeland

4.88 out of 5 average rating, 114 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

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, 223 reviews

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.

4.8 out of 5 average rating, 425 reviews

Cozy 2-Bedroom Downtown Condo in the East Village

4.91 out of 5 average rating, 108 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

4.84 out of 5 average rating, 118 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

Family-friendly home rentals with a pool

4.85 out of 5 average rating, 113 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, 179 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, 134 reviews

Corner Luxury High-Rise Condo | Sleeps 7

A modern living room features floor-to-ceiling windows showcasing the city skyline and distant mountains. A comfortable sofa faces a coffee table, with a flat-screen TV positioned nearby. A dedicated work station with a chair is set against the wall, accented by gentle greenery.

4.93 out of 5 average rating, 131 reviews

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

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, 321 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, 230 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, 301 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.