Family-friendly vacation rentals in Chestermere

4.88 out of 5 average rating, 34 reviews

A serene lake view is presented, featuring well-maintained green spaces alongside the water. A gazebo is visible on the shore, with a small dock extending into the lake. The sky is clear with scattered clouds, enhancing the calm atmosphere of the setting.

Home in Chestermere

Executive home & Garage & AC! EV charger

New listing! Amazing 15 times Super Host with over 1000⭐⭐⭐⭐⭐ reviews! This luxury home has close 4000 SF living space! It was newly refreshed with new point and furnished with high quality brand new furniture and bedding Etc. Everything is brand new! A short walk to the lake path to Chestmere lake. 10 minutes drive to Calgary! Great location close to parks, restaurants, grocery shopping, the lake, Lakeside Golf course and walking paths! Great for families, group travelers and corporate retreat!

Condo in Northwest Calgary

A modern living area features a light gray sofa adorned with various textured pillows. A round black coffee table sits atop a soft, patterned rug, while a tall plant adds a touch of greenery. Large windows let in natural light, enhancing the open layout.

5 out of 5 average rating, 113 reviews

King Bed-Trendy Bright Walkout Condo near Downtown

This 500 sq.ft. bright, trendy, renovated ground floor condo is in the centrally located neighbourhood of Hillhurst! Walk anywhere: 10 minutes to SAIT, North Hill Mall, CTrain stations; 15 minutes to Kensington; 20 minutes to downtown. Enjoy a well-equipped kitchen, dining area, quality bathroom amenities, free wifi and parking, smart TV (access your own Netflix, Hulu, Prime Video, etc), and paid laundry just down the hall. The Hillhurst Retreat is your perfect home base for exploring Calgary!

Home in Northeast Calgary

4.9 out of 5 average rating, 118 reviews

Modern 3 Bedroom | Groups & Family | Free Parking

Enjoy a spacious and modern 3 Bedroom home designed for comfort, privacy, and easy group stays. Perfect for families, business travelers, and friends visiting Calgary, this home comfortably sleeps up to 7 guests with 2.5 bathrooms and a fully equipped kitchen. • Quiet Neighborhood • Fast access to Calgary's YYC Airport and major routes • 70-inch Smart TV for movie nights • Complimentary Coffee and Tea • Free Street parking & Assigned Parking • Fast fibre WiFi • King bed in the master bedroom

A spacious bedroom features a large, plush bed with neutral bedding and accent pillows, complemented by a soft throw. A bedside table with a lamp sits on either side of the bed, while a desk and chair provide a dedicated workspace in the well-lit area.

5 out of 5 average rating, 12 reviews

A Slice of Heaven in Chestermere

Welcome to our newly renovated 1317 sqft basement suite, perfect for work or relaxation! This spacious retreat features 2 cozy bedrooms, 1 bathroom, a comfortable living and dining area, and a fully equipped kitchen. Enjoy the convenience of in-suite laundry and two dedicated workspaces. Located just 3 minutes from the picturesque Chestermere Lake, it’s ideal for outdoor enthusiasts or those seeking tranquility. Experience comfort, style, and convenience in this thoughtfully designed getaway.

5 out of 5 average rating, 16 reviews

Private 2BR Lake Suite | Chestermere | Sleeps 6

Unwind in this modern private guest suite just 3 minutes from a scenic lake, golf course, main beach & local dining. Only 20 minutes from Calgary Airport and Downtown Calgary, it’s ideal for both relaxation and convenience. ✔ Sleeps up to 6 | 3 Beds & 1 Bath ✔ Fully equipped kitchen with stove & Keurig coffee machine ✔ Comfortable bedrooms ✔ Cozy modern living room with high ceilings ✔ TV with Netflix & Amazon Prime ✔ Bar-top dining, high-speed Wi-Fi & in-suite laundry ✔ Private entrance

5 out of 5 average rating, 11 reviews

An open living area is featured, showcasing a modern couch and two coffee tables, with a large TV mounted on the wall displaying vibrant colors. A dining space with bar stools sits adjacent to a sleek kitchen, and a workspace is visible, complete with a chair and desk.

Home in Chestermere

Coziest & Modern Basement Retreat East of Calgary

Welcome to your home away from home! This stylish place is perfect for personal and business trips. Nestled in a cozy basement, this modern 1-bedroom retreat has all you need for a comfy, productive stay. Enjoy a spacious bedroom with a big walk-in closet for settling in. Need to work? The quiet den offers a functional workspace. With thoughtful design and contemporary flair, it’s ideal for exploring the mountains or tackling projects. This charming space has you covered!!

A modern living area showcases a spacious sectional couch, complemented by decorative cushions. The open concept layout connects to a well-equipped kitchen and dining space with ample seating. Soft natural light fills the room through large windows, enhancing the clean design.

4.95 out of 5 average rating, 199 reviews

Family-Friendly|3bedrm|AC|Mahogany

Welcome to our modern and inviting 3-bedroom, 2.5-bathroom home in Mahogany! Ideal for family vacations, extended stays and weekend getaways! This bright open-concept space offers a fully equipped kitchen, spacious dining area, and comfortable living room with a Smart TV, chaise lounge and sectional! Each bedroom features a private TV with Netflix, and guests enjoy complimentary access to the upstairs laundry. Our home is designed for comfort, convenience, and relaxation!

4.94 out of 5 average rating, 159 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

Indoor - Outdoor Living at its finest. Feel at home in the luxuriously appointed glamping tent just 12 minutes from South Calgary. Private, secluded tent located on a creek with tranquil views boasting a toasty furnace, mini fridge, outdoor kitchen, hot shower, flushing toilet, power outlets. Plenty do to or nothing at all from exploring the nearby 166km of maintained trails in Bragg Creek, fishing the creek from your deck, to playing lawn games in your private 1 acre area.

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.

4.88 out of 5 average rating, 125 reviews

Centrally Located Family Friendly Whole House

Welcome to one of Canada’s best neighborhoods! Calgary’s historic Inglewood! Hip and family friendly, Inglewood is home to Calgary’s best boutique shops, award winning restaurants, art galleries, and entertainment! Minutes from Downtown, the Stampede Grounds, BMO Centre, Calgary Zoo, Telus Spark and more! Built in 1912 and recently given a stylish facelift, our house is bright and full of character! Free street parking and a backyard (not fenced) included!

A comfortable living area features plush leather seating arranged around a glass coffee table. A large television is positioned against the wall, complemented by dark shelving units. Soft lighting offers a relaxed ambiance, with light grey carpeting adding a cozy touch.

4.86 out of 5 average rating, 28 reviews

Entire Guest Suite, Chestermere

Experience comfort in this modern 2-bedroom guest suite featuring a private entrance, full bathroom, and upscale bar area. Fully upgraded with stylish finishes and free street parking. Located in a quiet neighborhood just minutes from Chestermere Lake, parks, restaurants, shops, and walking trails. Only 5 minutes from Calgary city limits and 20 minutes to downtown. Perfect for families, couples, or business travelers seeking a peaceful, convenient retreat.

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.

4.95 out of 5 average rating, 377 reviews

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.

4.95 out of 5 average rating, 172 reviews

A cozy bedroom features a black accent wall complemented by a colorful wall art piece. A spacious bed, adorned with yellow and white bedding, offers a comfortable retreat. Natural light streams in through the window, which is dressed with dark curtains, creating a serene atmosphere.

Guest suite in Seton

Luxurious and Cozy 1 Bedroom Basement Suite+Patio

Welcome to your private luxurious, cozy one-bedroom suite! The suite offers the perfect retreat for solo travelers or couples. With a warm, inviting atmosphere and 9ft ceilings, it features comfortable furnishings, a fully equipped kitchen, and a peaceful bedroom for restful nights. Whether you’re relaxing indoors or exploring nearby attractions, this snug getaway promises a memorable stay.

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 Southeast Calgary

A well-designed hot tub is positioned under a shaded canopy, with water bubbling gently. Lush greenery and potted plants surround the area, enhancing the natural ambiance. Neatly folded towels are positioned on a nearby wooden platform, perfect for convenience after a soak.

4.94 out of 5 average rating, 102 reviews

Hot tub rejuvenation experience -Calgary getaway

4.86 out of 5 average rating, 124 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

Home in Northeast Calgary

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, 177 reviews

Unique Casa Vibes! Hot tub | Gym | Arcade Games

Home in Southwest Calgary

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.

4.96 out of 5 average rating, 200 reviews

Rooftop Patio w/ Skyline Views & Hot Tub JungleBnB

Cottage in Southeast Calgary

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.

4.88 out of 5 average rating, 235 reviews

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

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.

4.9 out of 5 average rating, 188 reviews

Trendy 2 BDRM | Hot Tub + Stampede + Saddledome

Condo in Northwest Calgary

A modern dining area is featured with a sleek white table and three bar stools. Large windows provide natural light and showcase views of the neighborhood. A Smart TV mounted on the wall displays the Disney+ interface, enhancing the space's entertainment options.

4.91 out of 5 average rating, 166 reviews

ᯓ Stylish Sunlit Suite•FREE Parking•Bridgeland

Home in Southwest Calgary

A modern living area is highlighted by a stylish stone fireplace, adorned with a large screen showcasing mountain scenery. Surrounding shelves contain various plants and decor items. A comfortable gray sofa is positioned nearby, with a decorative blue pillow, and a small plant is placed on the dark coffee table.

4.85 out of 5 average rating, 153 reviews

HotTub, 3 King Beds & Double Car Garage

Family- and pet-friendly home rentals

Home in Northwest Calgary

4.94 out of 5 average rating, 336 reviews

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

4.92 out of 5 average rating, 12 reviews

Home in Chestermere

Pet-Friendly 3BR w/ Sauna | 5 Min Lake | 20 Min DT

Guest suite in Southeast Calgary

4.99 out of 5 average rating, 102 reviews

Inglewood, Downtown, Calgary Zoo, Saddledome.

Home in Northwest Calgary

An open living area features large windows allowing ample natural light to fill the space. Comfortable seating is arranged around a coffee table, complemented by a dining area visible in the background. A unique chandelier hangs from the ceiling, enhancing the modern aesthetic.

4.98 out of 5 average rating, 100 reviews

Bright & Spacious 5-BR w/ Ravine Views in Edgemont

A spacious bedroom features a large bed dressed in vibrant blue with accent pillows. Oversized windows offer views of an open landscape, while a cozy seating area includes a stylish chair. Soft lighting from a pendant fixture enhances the inviting atmosphere.

4.88 out of 5 average rating, 155 reviews

~Xtra Large Private Fenced Yard|BBQ|AC|2 Family Rooms

Cabin in Southwest Calgary

4.95 out of 5 average rating, 166 reviews

Rustic Cabin right on the River DT w/fenced yard

A modern two-story home features a welcoming facade with a covered porch and multiple front balconies. A neatly manicured lawn and trees flank the entrance, while a spacious driveway leads to a two-car garage. The structure is surrounded by similarly styled residences.

4.88 out of 5 average rating, 17 reviews

Entire Guest Suite Chestermere

Bungalow in Southeast Calgary

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.

4.9 out of 5 average rating, 118 reviews

Robin's Nest - 2 bedroom home in South Calgary

Family-friendly home rentals with a pool

4.82 out of 5 average rating, 200 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

4.95 out of 5 average rating, 151 reviews

A bright living area features a spacious, light-colored sofa accompanied by two modern coffee tables. Floor-to-ceiling windows invite abundant natural light and frame views of the sprawling cityscape. A vibrant yellow chair adds a pop of color, while a 55" Smart TV is positioned on a sleek stand.

Apartment in Beltline

King Bed|AC |UG Park |DT Views |Mins to Saddledome

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, 210 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, 174 reviews

Corner Luxury High-Rise Condo | Sleeps 7

4.92 out of 5 average rating, 187 reviews

Skyline Views -POOL, Patio, Prkg & Gym - 2BR 2BA

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, 344 reviews

Calgary Tower View - Sub Penthouse on 30th floor

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, 262 reviews

Urban Retreat with Mountain and City 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.