Family-friendly vacation rentals in Chestermere

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!

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

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

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.

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.

Private & Comfortable Basement Suite for 2

Cozy private basement suite in a quiet Chestermere neighborhood, perfect for solo travelers or couples. Enjoy a comfortable bedroom, private bathroom, cozy living area, and kitchenette for light cooking. Private entrance for full privacy. Minutes from Chestermere Lake, major highway and only 15-20 minutes to Calgary Downtown. Walking distance to no frills and many restaurants. Free street parking. Ideal for short or longer stays.

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.

Bright and Cozy, Guest Suite by Chinook Mall 1 BDR

Bright and cozy self check-in unit. Located in the l detached house. Centrally located, complete with separate kitchen and custom made breakfast bar, cozy and modern living room with comfy spacious pull-out-bed, full spa-like bathroom, cozy and bright bedroom. Big screen smart TV offers Netflix, YouTube, Prime Video, etc. Walking distance to bars, restaurants and Chinook Mall. Close to Rockyview Hospital and Glenmore reservoir.

Luxurious and Cozy 1 Bedroom Basement Suite+Patio

Welcome to your private luxurious, cozy one-bedroom suite! The suite offers the perfect retreat for solo travelers or couples. With a warm, inviting atmosphere and 9ft ceilings, it features comfortable furnishings, a fully equipped kitchen, and a peaceful bedroom for restful nights. Whether you’re relaxing indoors or exploring nearby attractions, this snug getaway promises a memorable stay.

Welcome to the Lakehouse

We have designed our space with a fresh and modern yet cozy feel for guests and families to enjoy the unique experience of Okotoks lake life. Whether you feel like grabbing a fishing rod, taking a swim or paddling around in a kayak, it is all here for you to enjoy. Wind down your day enjoying a soak in the hot tub, having a drink on the patio or watching your favorite netflix show.

The Chimney | AC | Gigantic Outdoor Fireplace |

Awesome 28’ Outdoor Fireplace w/private patio and outdoor seating ☞ Serves locally roasted: coffee/tea ☞ Features Rocky Mountain Soap: crafted with care in the Canadian Rockies ☞ Free parking, no cleaning fees and no checkout chores Add our listing to your Wishlist by clicking the ❤️ in the upper-right corner.