Family-friendly vacation rentals in Chestermere

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 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

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, 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.

4.73 out of 5 average rating, 365 reviews

The exterior of the home is shown, featuring a modern two-story design with a mix of grey siding and contrasting white trim. Large windows allow natural light to fill the space. A welcoming entrance is accompanied by a driveway and a blue recycling bin.

Home in Cityscape

1 br walkout basement 10 mins Calgary airport

Sound proofed, seperate heating system with own temperature control, backs onto green space with beautiful trail, smart tv, huge kitchen, comfortable queen bed, recliner in the living room, seperate washroom with bath tub/shower, walk in closet, seperate entrance, large windows, 10 mins from Calgary airport, close to restaurants, gas stove, fridge and microwave, kids friendly, pot lights. NO DRUGS, NO WEED NO SSMOKING ALLOWED INSIDE OR OUTSIDE THE HOUSE. Backyard access not for the guests.

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 !

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, 491 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

4.98 out of 5 average rating, 349 reviews

A spacious bedroom showcases a king-size bed adorned with plush pillows and a white blanket. A wooden nightstand is positioned beside the bed, and natural light filters through the window with horizontal blinds, enhancing the serene atmosphere.

Guest suite in Royal Oak

Luxury walkout lower level suite in estate area

Enjoy 5-star living from one of the highest reviewed place in a luxurious estate community in the NW Calgary. Spacious living area includes exercise gear and foosball table. Complimentary items include: 1）sparkling juice 2) Bottled water 3) one layer eggs 4) 5 Flavors coffee pops +2 kind of thetea 5）4 Boxes cereal 6) 4 types of the snacks Book 2+ days and I’ll include some! ❤️ Dumplings Great for families—crib, playpen、toys provided. Someone is on-site to help at

Guest suite in Northwest Calgary

A modern neighborhood scene showcases two well-maintained homes flanking a central driveway. Both houses display contemporary architectural features, with large windows and distinct color schemes. A basketball hoop is mounted on the left garage door, while vibrant landscaping adds to the inviting atmosphere.

4.96 out of 5 average rating, 201 reviews

Kozy Howse Private Basement Suite

Welcome to Kozy Howse! We are a very clean, one bedroom basement suite, with a separate entrance. All fabrics are laundered between guests (incl. furniture, pillow, and duvet covers). We are near Stoney Tr & Deerfoot Tr with quick access to the Mountains, Cross Iron Mills Outlet Mall (10 min), airport (15 min), zoo (20 min), downtown (20 min). We provide an affordable stay that can act as a home base to explore Calgary & area. We are a 5 star ⭐ stay for a 3 🌟 price.

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.

4.98 out of 5 average rating, 258 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.

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, 196 reviews

Diamond Mountain Sleep & Spa Adventure Retreat

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

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

4.88 out of 5 average rating, 196 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

4.88 out of 5 average rating, 102 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

4.98 out of 5 average rating, 139 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

4.91 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

Family-friendly home rentals with a pool

4.85 out of 5 average rating, 112 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.

4.95 out of 5 average rating, 177 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, 130 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, 300 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.