Family-friendly vacation rentals in Chestermere

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Chestermere

  • Total vacation rentals

    Explore 80 vacation rentals in Chestermere

  • Nightly prices starting at

    Chestermere vacation rentals start at G$10,466 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,240 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Chestermere vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chestermere rentals

  • 4.8 Average rating

    Chestermere stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated family-friendly rentals in Chestermere

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
Guesthouse in Chestermere

Lakeside Family Guest Suite

Relax with the whole family at our Secondary suit, a bright and spacious basement just steps from the lake. This peaceful suite features 3 cozy bedrooms, each with a King-sized bed—including Sofa becomes into a queen bed bed a plus extra mattress- 2 full bathrooms, a comfortable living area, and a fully equipped kitchen ready for home-cooked meals. Enjoy an abundance of natural sunlight throughout. Perfect for families looking to unwind and enjoy lake life in comfort. (We can make it sleep 8-10)

KitchenIndoor spacesCondition

4.9 out of 5 average rating, 41 reviews
Guest favorite
Home in Chestermere

Modern 4-Bedroom Retreat – Near the Lake, Sleeps 8

Enjoy a family friendly property with a fully fenced yard in Chestermere. Features include a living room with 58" smart tv, 2 dining areas, laundry room, full kitchen with dishwasher and large pantry, plus 4 bedrooms (2 with ensuites and walk in closets) on the upper floor. The kitchen has a stove, oven, fridge with icemaker, microwave, stocked coffee bar, and large island. Steps from Chestermere Lake, trails, restaurants, & shops. Perfect for families, large groups, & outdoor lovers year-round.

KitchenFamilyCheckout

5.0 out of 5 average rating, 22 reviews
Top guest favorite
A spacious living room features a comfortable seating area with a dark sofa and a coffee table. A dining area with a solid wood table and chairs is also visible. Large windows provide natural light, and a stone fireplace adds a cozy focal point.
Home in Northwest Calgary

2400 SF House/6 BR/12 Beds/4 BA/sleeps 16 w/AC

The entire house is yours Perfect for multi-families or sports teams. Spacious 400 sq. ft. living room Smart TVs in each bedroom. CALGARY Business Licence: BL256393 Central air-conditioning Keypad deadbolt lock Free parking Fast access to Airport, U of C, Winsport Arena, Downtown, McMahon Stadium, and Calgary Stampede. Cross street is the shopping center with groceries, fast food, liquor, restaurants, gas station, and coffee shop Please click "contact host" if you have any questions or concerns.

FamilyKitchenAccuracy

4.91 out of 5 average rating, 484 reviews
Guest favorite
Home in Northeast Calgary

Spacious 4 bedroom home with AC/BBQ close to YYC

Have fun with the whole family at this stylish house with a park just 2mins away. With 4 bedrooms and 2.5 bathrooms, your family is sure to settle in nicely into this luxury after a long day exploring the city. Large kitchen with dinning area and deck/backyard to enjoy. Located about 10mins from the airport, close to major highways and CrossIron Mill Mall. If you are looking to explore the city or going downtown, this house is well located for easy access to the different quadrants of the city.

Indoor spacesKitchenParking

4.87 out of 5 average rating, 151 reviews
Guest favorite
Home in Chestermere

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

Escape to this pet-friendly 3BR wellness retreat in Chestermere with a private infrared sauna—perfect for unwinding after Calgary excursions or Rockies adventures. Just 20 min to downtown Calgary, 5 min to Chestermere Lake beaches & golf, and 90 min to Banff. This modern townhome sleeps 7 comfortably: open living/dining, spacious fully stocked kitchen, patio with gas BBQ. Fast Wi-Fi, in-suite laundry, garage + street parking, and all essentials included. Your cozy, rejuvenating home base!

Indoor spacesFamilyCondition

4.95 out of 5 average rating, 21 reviews
Guest favorite
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.
Home in Southeast Calgary

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!

KitchenIndoor spacesQuiet

4.95 out of 5 average rating, 266 reviews
Guest favorite
Home in Chestermere

Designer Brand New 4BR Home | Main floor bed +bath

Enjoy a comfortable stay in this newly built, modern home in Chestermere, just 5 minutes from Calgary. Designed with space and comfort in mind, it features 4 bedrooms plus a bonus room for additional sleeping options. Unwind in the open-concept living space, prepare meals in the fully equipped kitchen, and appreciate the peaceful, family-friendly neighborhood near parks and the lake. The home is conveniently located about 20 minutes from Calgary International Airport and downtown Calgary.

Indoor spacesFamilySleep quality

4.92 out of 5 average rating, 13 reviews
Guest favorite
Home in Northwest Calgary

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

Welcome to beautiful and spacious Ravine Retreat House: - 4000+sqf , walk out to breathtaking ravine, Mountain View - Pool table entertainment - Free parking, Free bath and kitchen essentials, Free WiFi - Fully stocked kitchen; BBQ at balcony - Costco, superstores nearby - City centre, YYC airport 15 mins - Quick access to Banff - 6 bdrm 3.5 bath, - 10 beds: 7 twin +2 queen+1 king - A/C - Pet friendly (fee applied) - Perfect for multi-families, maximum 5 cars or 15 people at any time

Indoor spacesKitchenCondition

4.93 out of 5 average rating, 364 reviews
Guest favorite
A spacious outdoor deck is highlighted by a sectional seating area, coffee table, and dining setup. Decorated with autumnal flowers, it offers views of lush greenery and a nearby creek. An outdoor grill is positioned for easy access, creating an inviting space for gatherings.
Home in Chestermere

Royal Retreat@the Lake, King Beds, AC, Golf Course

Welcome to our Royal Retreat near the Lake! Inside, you'll find six bedrooms (five fitted with plush king-sized beds), 3.5 bathrooms, and two fully equipped kitchens. Decorated with modern furnishings. Our home is sure to charm you. Outside, you can relax on our large deck with scenic views of a creek and beautiful greenery. Our home is a 25min drive from Downtown Calgary and the Airport, 5-10min drive from shops and restaurants, and just a short walk from a golf course and the lake.

KitchenFamilyParking

4.94 out of 5 average rating, 48 reviews
Guest favorite
A tranquil lake view showcases calm waters reflecting the sky with soft hues. Boats can be seen gliding across the surface, while a shoreline lined with docks and greenery provides a serene backdrop. The expansive scene highlights the peaceful atmosphere of the area.
Guest suite in Chestermere

Entire Basement suite

Welcome to our inviting 2-bedroom basement suite, ideally located just a 5-minute stroll from the glistening lakefront. Tucked away in a peaceful and serene neighborhood, this hidden gem offers the perfect blend of comfort and convenience. The suite boasts a well-appointed living area, ensuring a homely atmosphere for your stay. Whether you're here for a weekend getaway or an extended stay, our prime location ensures easy access to water activities, trails, and local eateries.

KitchenIndoor spacesCheck-in

4.79 out of 5 average rating, 100 reviews
Top guest favorite
An aerial view captures a serene residential neighborhood adjacent to Chestermere Lake. A variety of homes are visible, showcasing different architectural styles, along with open spaces and roads leading toward the lake's edge. The vast, calm water reflects the clear sky, enhancing the peaceful ambiance.
Home in Chestermere

Spacious 7BR Family Haven by Chestermere Lake!

Spacious 7BR home designed for families and groups! With three levels, multiple living areas, and a formal dining room, there’s room for everyone. The huge kitchen is perfect for home-cooked meals, while the massive backyard offers space for kids to play. Unwind in the basement lounge with a big-screen TV and wet bar for movie nights. Minutes from Chestermere Lake, parks, and dining. Driveway and street parking available. A perfect retreat for getaways and extended stays.

Indoor spacesKitchenLocation

5.0 out of 5 average rating, 35 reviews
Guest favorite
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 Southeast Calgary

3FullBaths~PrivateYard~BBQ~5Beds

*Private fenced yard* *4 Bedrooms and 3 full bathrooms* *2 separate family rooms* *Family-friendly space* *Super close to 2 kids Play parks* *Air Conditioning* 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!

FamilyKitchenCleanliness

4.9 out of 5 average rating, 145 reviews

Popular amenities for Chestermere family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
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.
Home in Northeast Calgary

Unique Casa Vibes! Hot tub | Gym | Arcade Games

KitchenIndoor spacesHospitality

4.85 out of 5 average rating, 191 reviews
Top guest favorite
Home in Calgary

Top Rated Calgary Home | Private HOT TUB | 5BR

Indoor spacesKitchenCleanliness

4.99 out of 5 average rating, 113 reviews
Top guest favorite
The exterior of a modern two-story home is shown, featuring a contemporary design with large windows and a contrasting wood accent. A neatly landscaped yard with green grass and trees enhances the setting, while a pathway leads to the entrance.
Home in Northwest Calgary

Entire Luxury Home | Hot Tub | 10 Mins to DT

Indoor spacesKitchenHot tub

4.99 out of 5 average rating, 126 reviews
Top guest favorite
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 Southwest Calgary

Rooftop Patio w/ Skyline Views & Hot Tub JungleBnB

KitchenIndoor spacesAccess

4.96 out of 5 average rating, 212 reviews
Top guest favorite
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

KitchenIndoor spacesHot tub

4.98 out of 5 average rating, 120 reviews
Top guest favorite
A large wooden dining table is surrounded by four black chairs, enhancing the space's functionality. A gallery wall features a variety of framed photographs, creating a personal touch. Soft lighting is provided by a chandelier, complementing the cozy ambiance of the room.
Home in Southwest Calgary

Spacious 2-bedroom suite in great location

Indoor spacesFamilyAir conditioning

4.96 out of 5 average rating, 136 reviews
Superhost
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 Southeast Calgary

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

FamilyKitchenSleep quality

4.87 out of 5 average rating, 244 reviews
Guest favorite
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.
Guest suite in Southeast Calgary

Hot tub rejuvenation experience -Calgary getaway

Indoor spacesFamilyGetting around

4.95 out of 5 average rating, 113 reviews

Family- and pet-friendly home rentals

Guest favorite
Home in Southeast Calgary

Revival on 1014 | Ultra Modern, bright, spacious!

Indoor spacesFamilySleep quality

4.78 out of 5 average rating, 131 reviews
Top guest favorite
A modern kitchen is equipped with wooden cabinets and stainless steel appliances. A white island with two seating areas offers additional space. Natural light enters through a window, illuminating decorative plants on the countertop. A coffee machine and microwave are accessible for guest use.
Home in Northwest Calgary

4 Bedroom Home 10 mins from the Airport

KitchenFamilyValue

4.97 out of 5 average rating, 305 reviews
Top guest favorite
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

Indoor spacesKitchenCheck-in

4.95 out of 5 average rating, 199 reviews
Top guest favorite
The exterior of a single-story house features grey siding and a red roof. A neatly landscaped front yard is visible, with green grass and various shrubs. A stone pathway leads to the front door, framed by large windows that allow natural light inside.
Bungalow in Southeast Calgary

Inner City Hideaway - Big Yard!

FamilyIndoor spacesGrill

4.97 out of 5 average rating, 115 reviews
Top guest favorite
Cabin in Southwest Calgary

The River Cabins of Calgary; Campfire edition

Indoor spacesFamilyLong stay

4.92 out of 5 average rating, 218 reviews
Guest favorite
A bright living area features a comfortable gray sofa adorned with decorative cushions. A large window allows natural light to fill the space, while a television is mounted on the wall opposite a dark coffee table. A modern rug complements the warm tones of the room.
Home in Northwest Calgary

Cozy Comfort—10 min to Airport — Loved by families

Indoor spacesKitchenQuiet

4.93 out of 5 average rating, 262 reviews
Top guest favorite
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.
Home in Northwest Calgary

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

KitchenIndoor spacesAccess

4.97 out of 5 average rating, 117 reviews
Top guest favorite
A modern kitchen space features wooden cabinetry and a sleek countertop. An array of cooking utensils is visible on the counter, alongside a stainless steel stove and microwave. Natural light enters through a window adorned with horizontal blinds, complementing the neutral color scheme.
Bungalow in Southwest Calgary

Blue Bungalow| Family Fun |Games Room+A/C+Parking|

Indoor spacesKitchenAir conditioning

4.97 out of 5 average rating, 143 reviews

Family-friendly home rentals with a pool

When is the best time to visit Chestermere?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$22,815 GYDG$23,024 GYDG$23,652 GYDG$23,443 GYDG$28,048 GYDG$24,908 GYDG$34,118 GYDG$28,466 GYDG$23,862 GYDG$23,234 GYDG$22,396 GYDG$25,117 GYD
Avg. temp-8°C-7°C-2°C3°C7°C11°C15°C14°C9°C3°C-4°C-9°C