
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$8,354 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!
Top-rated family-friendly rentals in Chestermere
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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.

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!

Elegant 2BR Suite | Cozy Fireplace | Private Yard
Elegant 2BR Walkout Basement is a private, meticulously curated retreat offering refined comfort and quiet luxury.Enjoy warm evenings by the fireplace and abundant natural light from large windows.This spacious two-bedroom suite features a queen and a double bed ideal for guests who value privacy,cleanliness and an elevated standard of comfort. Direct backyard access and dedicated driveway parking are included.Steps from the Bow River pathways, Sobeys,Seton YMCA and South Health Campus Hospital.

Lake front two bedroom walk out basement house
Bring your family to this lakefront walk out lower level of the house with two queen bed . There is wood burning fireplace,a big yard with zip line and play ground perfect for a family with kids getaway . There’s a fire pit out side, the dock to sit and enjoy the lake. The yard is shared with owners (respectful family of 4 and friendly dog) living upstairs. Please park in the driveway. It’s only 20 minutes to downtown Calgary . Your host is Adi and Neil Let us know if you have any questions.

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!

Inner City Hideaway - Big Yard!
Kick up your feet in this serene slice of Canadiana. Nestled in a mature, walkable neighbourhood surrounded by trees and wildlife. A quiet getaway right in the heart of the city! Rest on QUALITY mattresses and linens. Dine & connect in 3 outdoor lounge areas in the private fenced yard. Pets welcome. You’ll greet the days feeling rested and refreshed. Coffee lovers rejoice! Keurig, Nespresso, French press or a classic drip, with grounds and pods to get you started. Fastest wifi available.

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

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.

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.

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.

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.

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.
Popular amenities for Chestermere family-friendly rentals
Family-friendly home rentals with a hot tub

Our Corner Haven (BL232909) - Full Basement Suite

Hot tub rejuvenation experience -Calgary getaway

ᨖ Bright Spacious Suite•FREE Parking•Bridgeland

Blue Diamond Bungalow w/ Hot Tub

River Rock Retreat- Family & Groups-Southern Alta

Welcome to the Lakehouse

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

HotTub, 3 King Beds & Double Car Garage
Family- and pet-friendly home rentals

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

Safe and Prime location - 5 mins to downtown

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

Two Bedroom Suite in Inner City Artist's Home

East End Loft

Centrally Located Family Friendly Whole House

Rustic Cabin right on the River DT w/fenced yard

Rosé Getaway-Pet Friendly Studio
Family-friendly home rentals with a pool

Central & adorable condo in downtown 1 bed 1 den

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

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

Spacious & Stylish Modern Condo in Calgary!

Corner Luxury High-Rise Condo | Sleeps 7

Calgary Tower View - Sub Penthouse on 30th floor

Urban Retreat with Mountain and City Views

Modern Condo, Skyline views, & Parking in Downtown
When is the best time to visit Chestermere?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$22,764 GYD | G$22,973 GYD | G$23,599 GYD | G$20,049 GYD | G$22,555 GYD | G$30,491 GYD | G$34,041 GYD | G$28,403 GYD | G$23,808 GYD | G$23,182 GYD | G$22,346 GYD | G$25,061 GYD |
| Avg. temp | -8°C | -7°C | -2°C | 3°C | 7°C | 11°C | 15°C | 14°C | 9°C | 3°C | -4°C | -9°C |
Destinations to explore
- Fitness-friendly rentals Chestermere
- Pet-friendly rentals Chestermere
- Rentals with a patio Chestermere
- House rentals Chestermere
- Private suite rentals Chestermere
- Rentals with beach access Chestermere
- Rentals with a washer and dryer Chestermere
- Rentals with outdoor seating Chestermere
- Rentals with a fireplace Chestermere
- Rentals with lake access Chestermere
- Rentals with a fire pit Chestermere
- Family-friendly rentals Rocky View County
- Family-friendly rentals Alberta
- Family-friendly rentals Canada
- Calgary Stampede
- Calgary Zoo
- University of Calgary
- Bowness Park
- Prince's Island Park
- Calaway Park
- Calgary Tower
- BMO Centre
- Heritage Park
- Fish Creek Provincial Park
- WinSport
- Chinook Centre
- Scotiabank Saddledome
- Southern Alberta Institute of Technology
- Olympic Plaza
- Nose Hill Park
- Peace Bridge
- Edworthy Park
- Grey Eagle Resort & Casino
- Bragg Creek Provincial Park
- Elbow Falls
- Stephen Avenue Walk
- Crossiron Mills
- Confederation Park





