
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.

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!

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!

Lakeside Room
Forget your worries in this spacious and serene space. With lake access, the options for outdoor adventure are limitless, whether you would prefer to boat, paddle, or surf. After long days in the sun, stretch out on the vacation Rental’s near the lake. Visiting in winter? Head up to anniversary park for ice skating, even go for snowmobiling and OHV’s. come home to a warm, inviting, well appointed space. Note: heating/AC control available in the building separately Note: kitchenette present

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!

A Slice of Heaven in Chestermere
Welcome to our newly renovated 1317 sqft basement suite, perfect for work or relaxation! This spacious retreat features 2 cozy bedrooms, 1 bathroom, a comfortable living and dining area, and a fully equipped kitchen. Enjoy the convenience of in-suite laundry and two dedicated workspaces. Located just 3 minutes from the picturesque Chestermere Lake, it’s ideal for outdoor enthusiasts or those seeking tranquility. Experience comfort, style, and convenience in this thoughtfully designed getaway.

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.

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.

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

Coziest & Modern Basement Retreat East of Calgary
Welcome to your home away from home! This stylish place is perfect for personal and business trips. Nestled in a cozy basement, this modern 1-bedroom retreat has all you need for a comfy, productive stay. Enjoy a spacious bedroom with a big walk-in closet for settling in. Need to work? The quiet den offers a functional workspace. With thoughtful design and contemporary flair, it’s ideal for exploring the mountains or tackling projects. This charming space has you covered!!

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.
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

Unique Casa Vibes! Hot tub | Gym | Arcade Games

SE Calgary Home with HOT TUB

River Rock Alberta- Family & Groups-Southern Alta

Rooftop Patio w/ Skyline Views & Hot Tub JungleBnB

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

Trendy 2 BDRM | Hot Tub + Stampede + Saddledome
Family- and pet-friendly home rentals

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

|Revival on Wolf Willow~Former Showhome near Golf

Cozy Eco Cabin - Off Grid - Connected to Nature

East End Loft

Centrally Located Family Friendly Whole House

Rustic Cabin right on the River DT w/fenced yard

Steps away to Main Street Inglewood

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

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

Skyline Views -POOL, Patio, Prkg & Gym - 2BR 2BA

Calgary Tower View - Sub Penthouse on 30th floor

Urban Retreat with Mountain and City Views

Panoramic, Beltline, Cozy 1 Bed/1Den, UG Parking
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$28,402 GYD | G$23,808 GYD | G$23,181 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
- Calgary Tower
- Prince's Island Park
- Calaway Park
- BMO Centre
- Heritage Park
- Fish Creek Provincial Park
- WinSport
- Chinook Centre
- Southern Alberta Institute of Technology
- Scotiabank Saddledome
- Nose Hill Park
- Olympic Plaza
- Peace Bridge
- Edworthy Park
- Grey Eagle Resort & Casino
- Bragg Creek Provincial Park
- Elbow Falls
- Stephen Avenue Walk
- Confederation Park
- Crossiron Mills





