Vacation rentals in Chestermere

Putting on the Ritz in Ramsay!

Welcome to our luxury "Great Gatsby" 2 bedroom inspired alleyway in the heart of Ramsay. This hidden gem combines seamless style, relaxation - offering a truly unique stay for our guests. Just steps away from the Saddledome, some of the best restaurants in the city, breweries, boutique shops, local markets, amazing pathways, the Bow and Elbow River. Immerse yourself in the neighborhood's vibrant atmosphere. Whether you're in Calgary for business or leisure, our alleyway is perfectly located.

The Dome House Tropical Getaway

Looking for a one-of-a-kind luxury retreat? Look no further than our architecturally unique resort property. This is not an average Airbnb — this is a true escape from the ordinary. The Dome House is a tropical paradise with unrivalled luxury. Sleek lines, modern touches, top-of-the-line amenities & impeccable services awaits Games-filled green spaces, rooftop patio and a clubhouse are just the start of the amazing amenities Want to know more? Keep reading below for a long list of features

Executive home & Garage & AC! EV charger

New listing! Amazing 15 times Super Host with over 1000⭐⭐⭐⭐⭐ reviews! This luxury home has close 4000 SF living space! It was newly refreshed with new point and furnished with high quality brand new furniture and bedding Etc. Everything is brand new! A short walk to the lake path to Chestmere lake. 10 minutes drive to Calgary! Great location close to parks, restaurants, grocery shopping, the lake, Lakeside Golf course and walking paths! Great for families, group travelers and corporate retreat!

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!

Bright&Modern House>4 mins Hospital | Stampede

Stylish & Modern Near Hospital. Perfect for - Group stays - Families with young kids - Game nights - Events (Birthdays, cook offs, concert stays) - Professionals Has everything you need - Central air cooling - 2 portable ACs - Work desk - Coffee and Tea - All the cookware you need - High speed internet - Self check-in with a code for KeyPad. - Memory foam beds - 58'' TV with Netflix - Workout space - Driveway parking - Large well lit mirrors Need something? Just ask. We respond right away

Crystal Green Retreat, 1 King & 1 Queen Suite

Come and stay in our luxury two bedroom, 1 bathroom lower level retreat. You will be instantly greeted with a cozy living area and stylish decor. Cozy up to a modern crystal fireplace and a comfortable large reclining leather sectional, while you enjoy watching a 80” smart theater TV. We offer a side bar with coffee station, microwave and fridge and freezer. There are 2 large bedrooms and walk-in closet with plenty of storage. The king size tempur pedic bed is absolutely heavenly.

Riverside Stampede retreat! Rustic cabin downtown

Step into this riverside retreat — just 5 minutes from downtown Calgary and the Stampede grounds. This authentic 1905 cabin is tucked among old-growth trees, with a cozy fireplace, BBQ on your private patio, fenced yard for the doggos and the sounds of the Elbow River at your door. BMO Centre, 17th Ave, restaurants, and groceries are all close by. Professionally cleaned and full of charm, it’s perfect for families, friends, or anyone seeking a stay that’s anything but ordinary.

Modern, stylish, lg, open-concept suite with patio

Newly built beautifully designed walk-out one-bedroom suite with high-end furnishings, boutique shopping, restaurants and peaceful ravine with mountain views all nearby. Fully equipped gourmet kitchen, large private patio with propane heater, queen bed, extra large custom built sectional couch (comfortable for sleeping) and separate work space. Ideal for a single person or couple with small children. Laundry room. On street parking. Available for short or long-term rentals .

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.

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

The Metro - Swimming Pool + DT City Views!

Downtown Luxury at it's finest! This executive loft style apartment has tons of features that will make your stay unforgettable. Exposed concrete walls and ceilings, High end linens, 360° city skyline views, designated work station, spacious and open floorplan, 9 ft ceilings, floor to ceiling windows and some of the most amazing amenities the city has to offer! Unbeatable location close to some of Calgary's finest restaurants! BL#: BL256828