Family-friendly vacation rentals in Chestermere

Townhouse in Southwest Calgary

A cozy loft space features a large circular window, framing the view of trees outside. Two deep red bean bags and a round, plush armchair provide comfortable seating, accented by green hanging plants above, creating a relaxed and inviting atmosphere.

4.97 out of 5 average rating, 156 reviews

>Spacious, Family Friendly with King Bed

This spacious, clean & unique home is located in a quiet neighborhood near Calgary's top destinations. Perfect for short and long term stays. Big spacious bedrooms with a king bed and large TV in the living room are sure to impress. 3 Bedrooms plus a private den with wood-burning fireplace, balcony and pull-out full size bed. 1 king bed, 1 queen bed, 2 twin beds, 1 pull-out double bed, 1 Cot Projector TV with Amazon Firestick ❤️ Don’t forget to hit the “❤️” button so you can find me easily!

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, 114 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!

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.

4.9 out of 5 average rating, 158 reviews

~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!

The living room features a modern design with a cozy couch and a stylish coffee table on a patterned rug. A wall-mounted TV is above an electric fireplace, complemented by decorative wall art. Natural light enters through large windows, adding brightness to the space.

4.94 out of 5 average rating, 252 reviews

Luxury SE Calgary Home with HOT TUB

This luxury home in SE Calgary is unique with a style of its own. With top of the line amenities, high end finishings, Traeger and featured hot tub in the backyard, this spacious family-friendly home is perfect for your next stay in Calgary. Whether you want to snuggle in for a movie in the bonus room, workout in your own personal gym, play air hockey, foosball or darts, relax on reclining massage chairs or work remotely in the dedicated workspace, this multi-faceted home is perfect for you!

Guest suite in Chestermere

5 out of 5 average rating, 8 reviews

Lake Community Hideout

Welcome to your perfect lake community escape! Bring the whole family to this great place with lots of room for fun. Relax and unwind in this cozy and inviting basement nestled in a peaceful neighborhood. Just 5min drive to the lake and short walk to parks, this space offers everything you need for a restful getaway or a fun-filled adventure. Inside, you'll find a bright, fully equipped kitchen, comfortable living space, well-appointed bedrooms, free Wi-Fi, and free parking on property.

Cabin in Foothills No. 31

A charming cabin exterior is framed by tall evergreen trees, featuring a wooden facade and a welcoming front porch. The balanced design showcases large windows and a peaked roof, inviting natural light. The gravel driveway leads to the entrance, enhancing the rustic charm of the surroundings.

4.98 out of 5 average rating, 189 reviews

Cabin in the Woods with Mountain View

Cabin in the Woods. Cozy, comfortable and quiet upscale cabin on 80 acres. Surrounded by old growth forest and beautiful mountain views. The master bedroom with ensuite is situated on the upper level with a peaceful forest view. The ground floor level offers a sofa bed in a large family room with adjacent shower and bathroom. Guests may also enjoy the small shack with single bed, on top of the hill, offering unobstructed mountain views. Hiking trails and horseback riding nearby.

4.97 out of 5 average rating, 103 reviews

The modern kitchen features stainless steel appliances, including a refrigerator and microwave. A central island with a white countertop and gold-finished faucet is complemented by two upholstered blue chairs. Natural light floods the space through a window, illuminating the stylish cabinetry and backsplash.

Townhouse in Seton

Royal Retreat! Your AC Ultra Luxury Stay in Seton

Enjoy a ultra luxury stay at Royal Retreat, Palace-themed Stacked townhouse in southeast Calgary. Ideal for solo travelers, couples, or small groups of up to 4, the townhouse features a queen bedroom, open-plan living space with a sofa bed, a full kitchen, and a patio area. Other amenities include AC,TVs, Wi-Fi, a washer/dryer. Please note that that AC is only in the bedroom. Located near the south health hospital and is the perfect base to explore the city and mountains

Cabin in Southwest Calgary

4.94 out of 5 average rating, 168 reviews

Rustic Cabin right on the River DT w/fenced yard

(Ask about my other places if this one’s booked!) Early 1900’s secluded Cabin on the River Stay in one of the most unique and understated Airbnb's Calgary has to offer Walking distance to: Downtown Stampede & BMO Repsol Center Saddle Dome 17th ave/Red Mile Transit Groceries, coffee shops, pubs and parks Easy Check in Off street parking Fresh clean linens Step back in time and enjoy your private patio surrounded by old growth trees overlooking the River, maybe have a BBQ?

4.94 out of 5 average rating, 161 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.

4.95 out of 5 average rating, 176 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.

4.98 out of 5 average rating, 101 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

We have designed our space with a fresh and modern yet cozy feel for guests and families to enjoy the unique experience of Okotoks lake life. Whether you feel like grabbing a fishing rod, taking a swim or paddling around in a kayak, it is all here for you to enjoy. Wind down your day enjoying a soak in the hot tub, having a drink on the patio or watching your favorite netflix show.

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

Charming turn-of-the-century home tucked away on a quiet, tree-lined cul-de-sac just behind Inglewood's main avenue; ranked Canada’s greatest neighborhood! A one-block stroll brings you to coffee shops, dining, and Inglewood’s signature quirky shops. Conveniently located just about a 10-minute walk from both the Stampede grounds and downtown. BL264882

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 Northeast Calgary

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, 598 reviews

Our Corner Haven (BL232909) - Full Basement Suite

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

Home in Northwest Calgary

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.

4.98 out of 5 average rating, 176 reviews

Near DT, Quiet, Private Yard w/ Hot Tub, Firepit

4.96 out of 5 average rating, 113 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 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.

4.85 out of 5 average rating, 178 reviews

Unique Casa Vibes! Hot tub | Gym | Arcade Games

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, 190 reviews

Trendy 2 BDRM | Hot Tub + Stampede + Saddledome

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.

4.84 out of 5 average rating, 154 reviews

HotTub, 3 King Beds & Double Car Garage

Guest suite in Northwest Calgary

A covered patio features a black dining table with six chairs, adorned with a centerpiece of oranges. Adjacent, a large hot tub is set against a backdrop of a lush, green lawn leading to a gentle slope. Decorative hanging plants are suspended overhead.

4.98 out of 5 average rating, 303 reviews

R&R executive suite/private entrance/hot tub

Family- and pet-friendly home rentals

Home in Northwest Calgary

4.94 out of 5 average rating, 337 reviews

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

4.92 out of 5 average rating, 13 reviews

Home in Chestermere

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

4.93 out of 5 average rating, 513 reviews

A rustic straw bale cabin is subtly illuminated at night, showcasing warm lights from its windows against a backdrop of a starry sky. An outdoor picnic table is positioned nearby, and a wooden fence lines the property, surrounded by open fields.

Earthen home in Calgary

Cozy Eco Cabin - Off Grid - Connected to Nature

Guest suite in Northwest Calgary

The exterior of a modern home is displayed against a snowy backdrop. Stone and wooden elements characterize the facade, while large windows allow natural light. A welcoming front entrance is framed by dark accents, and snow-covered landscaping enhances the serene winter scene.

4.97 out of 5 average rating, 109 reviews

Safe and Prime location - 5 mins to downtown

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, 126 reviews

Centrally Located Family Friendly Whole House

Guest suite in Southeast Calgary

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, 150 reviews

Rosé Getaway-Pet Friendly Studio

Guest suite in Chestermere

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, 119 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

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, 211 reviews

Executive Sky LUX - 2 BD 2BA, Views, Pool, Patio &

A modern living area features a comfortable grey sofa adorned with decorative pillows of various textures and colors. A plush, tufted blue ottoman sits in front, complemented by a stylish coffee table. Large windows provide ample natural light and showcase views of the city skyline.

4.88 out of 5 average rating, 505 reviews

Spacious & Stylish Modern Condo in Calgary!

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, 175 reviews

Corner Luxury High-Rise Condo | Sleeps 7

A modern living space is presented with a sleek kitchen and dining area adjacent to a cozy seating arrangement. Floor-to-ceiling windows provide unobstructed views of the downtown skyline and Calgary Tower, while a colorful area rug adds a touch of warmth.

4.85 out of 5 average rating, 195 reviews

Cgy Tower Views | Mins to Stampede | Gym

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, 347 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.