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, 168 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!

4.98 out of 5 average rating, 160 reviews

Guesthouse in Cranston

Elegant 2BR Suite | Cozy Fireplace | Private Yard

Elegant 2BR Walkout Basement is a private, meticulously curated retreat offering refined comfort and quiet luxury.Enjoy warm evenings by the fireplace and abundant natural light from large windows.This spacious two-bedroom suite features a queen and a double bed ideal for guests who value privacy,cleanliness and an elevated standard of comfort. Direct backyard access and dedicated driveway parking are included.Steps from the Bow River pathways, Sobeys,Seton YMCA and South Health Campus Hospital.

4.93 out of 5 average rating, 117 reviews

A modern kitchen area features sleek black and white cabinetry with stainless steel appliances, including a full-sized refrigerator and stove. A compact dining table with two benches is visible, along with a cozy seating area that includes a dark sofa. Natural light enters through the window with blinds.

Guest suite in Bankview

City View, Inner city walkout, Entire floor Suite.

Welcome to my brand new inner city entire one bedroom suite, steps from 17 Ave SW. Close to stampede park! Enjoy a stylish experience in one of the most sought out inner city neighborhoods in Calgary with hills like SF and Vancouver, bustling with street-side shopping restaurants, and bars with patios. This entire suite is only 5 minutes from downtown Calgary and Marda Loop/Altadore areas. This suite is perfect for couples, solo travellers or even a group looking to explore the city or relax

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, 141 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, 216 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.

4.89 out of 5 average rating, 314 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 Banff Trail

A bright sleeping area features a spacious bed dressed in soft bedding against an accent wall in a warm hue. A cozy chair provides additional seating. The kitchenette showcases a modern design with essential appliances and a designated coffee area. The bathroom contains a shower stall and essential toiletries.

4.76 out of 5 average rating, 113 reviews

Entire 1BDR Suite Direct Entrance | Papaya Suite

Welcome to Papaya Suite! Brand new thoughtfully designed 200 SQF suite for only ONE traveller -Ground entrance and entire space all to yourself -Queen size bed with comfortable mattress and bedding -Large solid wood table for working area -Bath with shower stand and toilet -Mini Kitchenette with sink, microwave, fridge, coffee maker, toaster and etc. -2 min walk to Banff Trail LRT station -Free street parking and WIFI -Check in before 9pm and quite time is 10pm to 9am next day

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, 352 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, 280 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.

Guesthouse in Silver Springs

An open-concept living area is highlighted by an island kitchen featuring stainless steel appliances. A dining table is set near a window, while a comfortable seating arrangement is visible, with light fixtures illuminating the space. Decorated walls enhance the modern design.

5 out of 5 average rating, 327 reviews

NW ..Carriage House 800 sq ft of private luxury

Welcome to HORSEMEN HOUSE. This carriage house is detached from the main house and features high end features and fixtures for the short and longer term traveller. The 10 ft ceiling give this 800 sq ft a very spacious feeling. Located close to the U of C / Children's & Foothills hospital, and Canada Olympic Park. Very quiet neighbourhood, close to transit and includes off street parking. Easy access to Banff via the NW ring road ( Stoney Trail).

4.93 out of 5 average rating, 149 reviews

Condo in Inglewood

Amazing View, King Bed, Trendy Neighbourhood

- Spacious 1-bedroom condo with tall ceilings - King size bed with lots of pillows - 55" TV with Apple play - Fast Wifi - Fully equipped kitchen - Underground Parking - Beautiful view of the Calgary city skyline. - Located in Inglewood, you will find local breweries, coffee shops, top restaurants, live music, and shopping - The Bow river, steps from your door! - Walking Distance to Stampede grounds - Watch the fireworks from the patio

Guest suite in Saddle Ridge

4.97 out of 5 average rating, 271 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

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, 584 reviews

Our Corner Haven (BL232909) - Full Basement Suite

4.87 out of 5 average rating, 118 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

4.95 out of 5 average rating, 100 reviews

A functional kitchen features wooden cabinets and a butcher block island, complemented by a dining area in the background. Natural light floods in through the window, illuminating the wooden flooring. A decorative wall clock and an arrangement of fresh produce add warmth to the space.

Home in Diamond Valley

Blue Diamond Bungalow w/ Hot Tub

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, 154 reviews

Unique Casa Vibes! Hot tub | Gym | Arcade Games

4.96 out of 5 average rating, 344 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

4.96 out of 5 average rating, 182 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

4.88 out of 5 average rating, 226 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

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

4.93 out of 5 average rating, 294 reviews

Home in Edgemont

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

4.83 out of 5 average rating, 124 reviews

A cozy living area is presented with a dark blue accent wall and natural wood flooring. A mounted television is visible above a wooden media console, accompanied by a round coffee table and a sectional sofa adorned with yellow and gold decorative pillows.

Home in Mahogany

~PrivateFencedYard|2FamilyRms|ParkNear|BlueBeauty

4.87 out of 5 average rating, 150 reviews

The exterior of a contemporary two-story home features large windows and a gray metal facade. Lush greenery surrounds the entrance, with flowering plants and trees providing a touch of nature. A driveway leads to a spacious garage, offering access to the private residence.

Guest suite in Parkhill

Two Bedroom Suite in Inner City Artist's Home

4.88 out of 5 average rating, 116 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

4.93 out of 5 average rating, 151 reviews

The glamping tent is set in a forested area, featuring a wooden deck with seating arrangements. A lantern hangs from the frame, illuminating the tent's entrance. Surrounding greenery includes trees and potted plants, contributing to a serene outdoor ambiance.

Tent in Priddis

Braided Creek Luxury Glamping

4.85 out of 5 average rating, 126 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

A modern living room is presented, featuring floor-to-ceiling windows that illuminate the space. Stylish furnishings include a plush sectional sofa adorned with decorative cushions, a wooden coffee table, and a comfortable armchair. Green plants add a touch of nature, while a wall-mounted TV enhances functionality.

4.89 out of 5 average rating, 223 reviews

Skyline Oasis | Free Parking! | BEST Location

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, 225 reviews

The Chimney | AC | Gigantic Outdoor Fireplace |

Family-friendly home rentals with a pool

4.82 out of 5 average rating, 197 reviews

A modern bedroom features a streamlined headboard and a spacious bed covered with a light-colored quilt. On either side, matching nightstands with elegant table lamps provide ambient lighting. The concrete wall adds a contemporary touch to the room's aesthetic.

Apartment in Beltline

Central & adorable condo in downtown 1 bed 1 den

4.79 out of 5 average rating, 135 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.

4.96 out of 5 average rating, 194 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, 147 reviews

Corner Luxury High-Rise Condo | Sleeps 7

4.93 out of 5 average rating, 137 reviews

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.

Apartment in Beltline

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, 332 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.

4.75 out of 5 average rating, 240 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.