Holiday houses 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.

Rolling Sky Ridge - Luxurious Foothills Comfort

Within 10 minutes of Calgary , Rolling Sky Ridge sits in the beautiful foothills of the Rocky Mountains. With a private separate entrance for guests only, wifi, fireplace, BBQ, deck & fire pit, and ample parking, it’s located in the quiet countryside with many tourist attractions in close proximity (Spruce Meadows Equestrian Complex, Cross Conservation area, Elbow Falls, Kananaskis Country, the Calgary Stampede and many provincial and national parks. RSR will deliver comfort, joy & peace Welcome

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!

Casa YYC: Beautiful, Executive SW Calgary Home

Our 2800 sq ft executive home is located in the peaceful community of Silverado, SW. You’ll love the location and the attention to detail. We offer 4 bedrooms, 2.5 baths, a chef's kitchen, Smart TVs, a home office, High Speed Internet, streaming services, a 3 Way Fireplace, Central Air Conditioning, upstairs laundry, a BBQ, patio, and ample parking on a large corner lot with weekly lawn care. A great space for entertaining. Lower suite owner occupied. This comfortable home awaits your arrival!

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

Beautiful Lakefront 5-Bed home w/ outdoor swim spa

Located just 10 minutes outside of Calgary, this beautiful lakefront home is equipped with a full-size outdoor swim spa overlooking Chestermere lake, a massive backyard, pool table, outdoor fire pit, and more. The spacious home is perfect for families and larger groups to enjoy. Parking: Large driveway fits up to 4 vehicles with space for 2 additional cars on the street in front of the house. **Guests must review and acknowledge all house rules prior to booking being confirmed.

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.

Acadia Oasis

Newly built 2-bedroom suite located in Acadia. Close to downtown, mins to Chinook Mall, mins to Southcentre Mall. Close to Ranchman’s and a few mins drive to stampede. Whether you’re visiting for business or pleasure, our suite offers a comfortable and convenient stay just mins from Calgary’s top destinations. Mins walk to grocery stores, train station and bus stops. Near Macleod Trail with great restaurants, fast food options & quick access to Calgary’s best spots.

֍Upscale Spacious Walkout Suite w/ Private Entry֍

Unwind with the whole family in this peaceful and private walkout basement suite. Enjoy the comfort of your own separate entrance, a cozy living area, a bedroom with a queen-sized bed, in-suite laundry, and views of a beautifully landscaped backyard. The kitchenette comes equipped with an induction cooktop, microwave, and mini fridge—perfect for preparing light meals during your stay. Ideal for solo travelers, couples, or small groups—accommodates up to 4 guests.

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.

Bowling Lane House a refuge in the inner city.

This award winning laneway house is filled with light, offering magnificent views of the city in a quiet residential area. A 10 minute walk to Calgary’s Chinatown and Princes Island Park. Access to miles of biking and running paths along the Bow and Elbow Rivers. Lots of great restaurants, brew houses and coffee shops. Free on street parking. Private garage can be booked with prior approval. Not suitable for children under 12. Calgary's STR Lic # BL282210