Family-friendly holiday rentals in Chestermere

Find and book unique family-friendly homes on Airbnb

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

  • Total holiday rentals

    Explore 80 holiday rentals in Chestermere

  • Nightly prices starting at

    Chestermere holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,240 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    80 of Chestermere holiday rentals include wifi 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 favourite
Guest suite in Northeast Calgary

Best Luxury Suite Near Airport With Home Theater

🏆 Best Luxury Basement Suite with a Five-Star Hotel Experience in Calgary 🎬Professional Home Theater-4K 150 inch Screen HDR, DolbyAtmos, IMAX Enhanced Netflix, Disney, Prime, IPTV, Youtube 🗣️SMART HOME Control everything with your voice or iPad 🍷Bar 🍳Full Kitchen 🎮PS5 🚀Fast Wifi 🚗Free Parking 📲SMART LOCK Self Check-in Anytime Self Check-out 📍 Nearby Distances 4 minutes to CTrain Station 7 minutes to Airport YYC 12 minutes to CrossIron Mall 20 minutes to Downtown 90 minutes to Banff

Indoor spacesFamilyCheckout

4.99 out of 5 average rating, 171 reviews
Guest favourite
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.

FamilyKitchenWalkability

5.0 out of 5 average rating, 22 reviews
Top guest favourite
Guest house 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)

KitchenFamilyNearby

4.9 out of 5 average rating, 41 reviews
Guest favourite
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 favourite
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!

FamilyKitchenShared spaces

4.95 out of 5 average rating, 21 reviews
Guest favourite
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!

KitchenFamilyComfort

4.95 out of 5 average rating, 266 reviews
Guest favourite
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 spacesFamilyHospitality

4.92 out of 5 average rating, 13 reviews
Guest favourite
Guest suite in Chestermere

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

FamilyIndoor spacesLocation

4.95 out of 5 average rating, 21 reviews
Guest favourite
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 spacesFamilyBathroom

4.93 out of 5 average rating, 364 reviews
Guest favourite
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.

Indoor spacesKitchenBathroom

4.79 out of 5 average rating, 100 reviews
Top guest favourite
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
Superhost
Home in Chestermere

Lux Lake Getaway •3 Kings• Stampede• 8 min>Calgary

Luxe Retreat with Stunning Lake Views Welcome to your luxurious getaway, where lake views and upscale comfort await! This elegant retreat features king beds, lavish furnishings, and top-notch amenities for a regal experience. Explore the lake by kayak or enjoy vibrant local cuisine Whether visiting for the Calgary Stampede or a relaxing escape, our serene oasis offers the perfect mix of tranquility and convenience, just a short drive from the city.

Indoor spacesFamilyLayout

4.82 out of 5 average rating, 11 reviews

Popular amenities for Chestermere family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favourite
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 spacesDecor

4.96 out of 5 average rating, 212 reviews
Guest favourite
A spacious outdoor area features a crystal-clear swimming pool in front of a rustic-style lodge. Dark wicker seating groups are positioned nearby, complemented by vibrant pillows. Tall trees provide privacy and a natural backdrop, enhancing the serene ambiance of the ranch.
Farm stay in Foothills No. 31

Black Diamond Land: Working Cattle Ranch

KitchenIndoor spacesDecor

4.92 out of 5 average rating, 106 reviews
Top guest favourite
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

Indoor spacesKitchenView

4.98 out of 5 average rating, 120 reviews
Guest favourite
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

KitchenFamilyPets

4.84 out of 5 average rating, 192 reviews
Top guest favourite
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 spacesKitchenLayout

4.99 out of 5 average rating, 126 reviews
Top guest favourite
Home in Calgary

Top Rated Calgary Home | Private HOT TUB | 5BR

FamilyIndoor spacesDecor

4.99 out of 5 average rating, 114 reviews
Guest favourite
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

KitchenFamilyRiver

4.95 out of 5 average rating, 113 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

KitchenIndoor spacesBack garden

4.87 out of 5 average rating, 244 reviews

Family- and pet-friendly home rentals

Top guest favourite
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 Southeast Calgary

Robin's Nest - 2 bedroom home in South Calgary

FamilyIndoor spacesQuiet

4.91 out of 5 average rating, 131 reviews
Top guest favourite
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

Indoor spacesKitchenNearby

4.91 out of 5 average rating, 485 reviews
Superhost
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.
Home in Southeast Calgary

~PrivateFencedYard | 2FamilyRms | SunshineYellow

KitchenIndoor spacesPets

4.87 out of 5 average rating, 174 reviews
Guest favourite
Home in Southeast Calgary

Revival on 1014 | Ultra Modern, bright, spacious!

Indoor spacesKitchenHospitality

4.78 out of 5 average rating, 131 reviews
Top guest favourite
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

KitchenIndoor spacesWalkability

4.96 out of 5 average rating, 202 reviews
Top guest favourite
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 spacesWalkability

4.97 out of 5 average rating, 115 reviews
Guest favourite
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 spacesFamilyCondition

4.93 out of 5 average rating, 262 reviews
Top guest favourite
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

FamilyIndoor spacesBathroom

4.97 out of 5 average rating, 117 reviews

When is the best time to visit Chestermere?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$139 SGD$140 SGD$144 SGD$143 SGD$171 SGD$152 SGD$208 SGD$174 SGD$145 SGD$142 SGD$137 SGD$153 SGD
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