Holiday houses in De Winton

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Top-rated holiday rentals in De Winton

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

A modern living area features a wooden ceiling with exposed beams and a sleek marble accent wall. A television is mounted above a contemporary fireplace, while a mix of seating options, including a black leather sofa and ergonomic chairs, create a welcoming atmosphere.

Bungalow in Foothills County

4.96 out of 5 average rating, 72 reviews

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

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Top Guest favourite

A vibrant sunset is captured over rolling fields, showcasing hues of orange, pink, and purple against a dramatic sky. The horizon is lined with distant trees and structures, providing a serene backdrop to the expansive landscape extending towards the countryside.

Farm stay in Priddis

4.97 out of 5 average rating, 64 reviews

Bison Trails - Starry Nights

Escape to a serene acre retreat where Bison sightings & breath taken views await - all just minutes from the city of Calgary & Spruce Meadows Nestled in Dark Sky Country, this home offers unapparelled stargazing & tranquil countryside vibes. Enjoy the perfect blend of city convenience & peaceful country living. Relax under wide-open skies, marvel at wildlife, & immerse yourself in the beauty of nature. Seeking quiet solitude or an adventure near the city, this blissful getaway has it all

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Guest favourite

Home in Southeast Calgary

4.97 out of 5 average rating, 35 reviews

Beautiful Modern Unique Suite

This unique place has a style of its own. It provides a fantastic opportunity to enjoy a cozy, home-like atmosphere that is quiet, private and relaxing, making it an excellent choice for both short and long-term stays. Your home away is a separate basement suite, with a queen size bed, a mini bar area, a microwave, a toaster oven, air fryer, coffee maker, fridge, utensils, and dinnerware. It also has a full toilet with bathtub and shower- normal toiletries, fresh towels, TV, Chromecast, Wi-Fi.

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Guest favourite

A modern kitchen space is featured, equipped with stainless steel appliances, including a microwave and stove. Countertops are covered in a stylish granite, and a coffee maker is visible. Light-colored cabinets complement wood-like flooring, while subtle lighting creates a bright and functional atmosphere.

Apartment in Southeast Calgary

4.97 out of 5 average rating, 125 reviews

Elegant Cozy Private Apartment

Beautiful one bedroom private basement apartment with separate entrance, spacious and centrally located. 5mins walk to shopping malls and parks and 1minute walk to bus stop. Private apartment with all modern amenities; Sit/stand workspace, modern kitchen appliances Spacious living room, Dining section and kitchen, standard refrigerator with water/ice dispenser, private laundry room. Unlimited high speed wifi, Telus, Netflix, Amazon/Disney+ on new Smart TV. Welcome water/Coffee/tea and cream.

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Top Guest favourite

A windmill stands tall against a bright blue sky, surrounded by a serene, snowy landscape. Frost-covered trees line the background, while undisturbed snow blankets the ground, creating a peaceful winter scene.

Guest suite in Foothills County

4.95 out of 5 average rating, 167 reviews

Escape to the Country

Indulge in tranquility. A few minutes drive south of town and yet you feel a long way from the hustle and bustle of life. Sitting on 4 acres, entire suite is west facing with uninterrupted views of the valley below and onto the majestic Rocky Mountains. Enjoy the covered patio and propane fire pit with outdoor seating. This suite is perfect for a couple looking for a quiet retreat or a base to explore the surrounding area. *PLEASE NOTE* Hot tub is only available seasonally (September- May)

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Top Guest favourite

The rustic tiny cabin features a welcoming red door and a set of steps leading to the entrance. It is surrounded by trees, with large windows allowing natural light to fill the interior. Stacked logs are visible nearby, adding to the outdoor charm.

Tiny home in Bragg Creek

4.95 out of 5 average rating, 147 reviews

Raven’s Nest Cabin-tucked away in the trees

Totally disconnect at the Raven’s Nest a back to basics rustic tiny cabin tucked away in the trees. The cabin is close to the main residence but completely private with a private gated entrance and free parking a short walk to the cabin. The cabin is heated by a small wood stove and an oil heater, has a small kitchen area and a loft with a queen bed. Please note there is no running water and the bathroom is an outhouse a short walk away. There is no cell service or wifi at the cabin.

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Top Guest favourite

Guest suite in Foothills No. 31

5.0 out of 5 average rating, 11 reviews

Mountain Sky Retreat | Luxe 2BR B&B + Breakfast

Mountain Sky Retreat is a private luxury guest suite on 7.5 acres with breathtaking Rocky Mountain and Foothills views. Thoughtfully designed with vintage charm and upscale comfort, it features 2 beautiful bedrooms, 2 bathrooms, spacious living and dining areas, and a media room. Relax on the private patio, gather around the oversized fire bowl beneath the stars, stroll the surrounding hayfield, and enjoy coffee and curated continental breakfast daily in a peaceful country setting.

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Top Guest favourite

A cozy living room setting features two tan sofas facing a black coffee table. A modern television displays streaming content. Two doors, presumably leading to other rooms, are visible in the background, contributing to a clean and functional layout.

Guesthouse in Southeast Calgary

4.99 out of 5 average rating, 88 reviews

Chic & Cozy Brand-New Guesthouse (1 bedroom)

Welcome to our brand-new 1-bedroom suite! The bedroom features a queen bed with luxury mattress and memory foam pillows for a restful night’s sleep. Enjoy a spacious bathroom, in-unit laundry, and a fully equipped kitchen with all essentials. Relax in the cozy living room with a sofa, accent chair, and 65" smart TV with Netflix, Amazon Prime and Paramont+. Designed for comfort and convenience, our suite is the ideal home away from home. Book your stay and unwind in style!

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Superhost

A modern living area features a dark leather sofa adorned with yellow cushions, a coffee table, and a wall-mounted TV. The open space leads to a well-equipped kitchen seen in the background, with natural light entering through large windows.

Guest suite in Southeast Calgary

4.89 out of 5 average rating, 158 reviews

SD Lodge

Welcome to our charming modern self-check-in lower unit! Just a short walk from a local grocery store for fresh produce and daily essentials. Craving a quick bite? Many fast-food options are nearby. Looking to unwind? A delightful wine and liquor store is just around the corner with an excellent selection for your evening. With its prime location and numerous nearby amenities, our place is the ideal choice for a comfortable, hassle-free stay.

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Top Guest favourite

A serene view of a pond surrounded by lush greenery, with clusters of shrubs and grasses lining the water's edge. Residential buildings are visible in the background, contrasting with the natural landscape under a bright blue sky with scattered clouds.

Home in Southeast Calgary

4.95 out of 5 average rating, 133 reviews

Separate Entry Walkout Suite with nice lake view

This listed suite can be found in South Calgary, located in a nice and quiet neighborhood. It is a basement walkout suite with private entrance, which leads you into the beautiful backyard with a pond view. Our clean and spacious living room will make you feel comfortable and relaxed just like at home. In addition, it only takes a couple minutes to walk to the ridge that oversees the entire Bow River and Fish Creek area.

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Guest favourite

A modern kitchen features a large island with seating for three. Sleek gray cabinets complement white countertops, while stainless steel appliances are arranged for functionality. Natural light enters through large windows, highlighting the minimalist design and subtle decorative accents.

Home in Southeast Calgary

4.86 out of 5 average rating, 156 reviews

|Revival on Wolf Willow~Former Showhome near Golf

Family-Friendly space near golfing and Spruce Meadows. The community of Wolf Willow backs onto the Blue Devil Golf Course and sides onto the beautiful Bow River. Gorgeous parks and natural spaces all within walking distance. 3 separate TVs with cable in the home. Comfortable and fully appointed former showhome is cozy and perfect for all kinds of guest. Pets are acceptable with paid pet fee.

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Top Guest favourite

A cozy bedroom features a black accent wall complemented by a colorful wall art piece. A spacious bed, adorned with yellow and white bedding, offers a comfortable retreat. Natural light streams in through the window, which is dressed with dark curtains, creating a serene atmosphere.

Guest suite in Seton

4.95 out of 5 average rating, 190 reviews

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.

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