Family-friendly vacation rentals in Chestermere

Find and book unique family-friendly homes on Airbnb

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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Guest favorite
Home in Chestermere
5 out of 5 average rating, 13 reviews

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.

Guest favorite
Home in Chestermere
4.84 out of 5 average rating, 32 reviews

Private Suite » Near Canal » AC » King Bed /w TV

✨ A large private guest suite seconds to the canal. This large comfortable and luxury suite brings true comfort and a homey vibe. ✨ 🔹 Private Access & Space 🔹 Large Living Room with Reading Nook 🔹 58" Smart TV with Netflix 🔹 Mini Library with Board Games 🔹 Self Check-In Anytime After 4 🔹 Free Street Parking 🔹 King Size with 50" Smart TV 🔹 Queen Size Bed 🔹 Fully Equipped Kitchen & Dining Table 🔹 Free Tea, Coffee, Water 🔹 Washer & Dryer 🔹 High chair & Pack 'n Play 🔹 Central AC & Heat

Top guest favorite
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 Southeast Calgary
4.98 out of 5 average rating, 319 reviews

High cieling, new and modern 2bd (S Health Campus)

Welcome to your stay in a new legal basement suite with a private entrance in Mahogany. You’ll enjoy a fully equipped kitchen, two bedrooms, and a comfortable open living room with extra-high ceilings and large windows, creating a bright, airy space with a warm, cozy atmosphere. • 7 mins to South Health Campus • 5 mins to Brookfield YMCA • 6 mins to Seton & Jayman Village (dining and cafés) • Easy access to major roads Book your stay and enjoy a clean, modern space. We can’t wait to host you!

Top guest favorite
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.
Townhouse in Southwest Calgary
4.97 out of 5 average rating, 155 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!

Guest favorite
Home in Chestermere
4.91 out of 5 average rating, 11 reviews

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!

Guest favorite
Home in Southwest Calgary
4.88 out of 5 average rating, 115 reviews

Rome Sweet Home

Welcome home - a perfect, tranquil, and exquisite house, located in the desirable Evergreen community of SW Calgary. This is an excellent choice for a luxurious but affordable stay. 10-min drive to Superstores, Walmart, Sobeys, Costco, and local restaurants. 5-min walk to the bus stop. You'd have the whole house to yourself. Enjoy Amazon Prime TV on a big-screen TV. We have complimentary coffee, to help you kick-start your day. Free parking on d street & driveway. A trial will convince you.

Guest favorite
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

Top guest favorite
Guest suite in Chestermere
5 out of 5 average rating, 15 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

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
4.81 out of 5 average rating, 88 reviews

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.

Top guest favorite
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
4.94 out of 5 average rating, 159 reviews

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.

Guest favorite
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.
Guest suite in Chestermere
4.85 out of 5 average rating, 27 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.

Superhost
Home in Chestermere
5 out of 5 average rating, 7 reviews

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.

Popular amenities for Chestermere family-friendly rentals

When is the best time to visit Chestermere?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$22,794 GYDG$23,003 GYDG$23,630 GYDG$20,075 GYDG$22,585 GYDG$30,531 GYDG$34,086 GYDG$28,440 GYDG$23,839 GYDG$23,212 GYDG$22,375 GYDG$25,094 GYD
Avg. temp-8°C-7°C-2°C3°C7°C11°C15°C14°C9°C3°C-4°C-9°C

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$8,365 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,120 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

    70 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!