Holiday rentals in De Winton

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Top-rated holiday rentals in De Winton

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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, 74 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

Guest favourite
A well-appointed bedroom features a spacious bed with a textured white coverlet and accent pillows. Large windows frame a serene lake view, complemented by soft green curtains that allow natural light to fill the room. A piece of artwork adorns the wall above the bed.
Guest house in Southeast Calgary
4.8 out of 5 average rating, 142 reviews

Walkout suite with a private entrance & Lake view

Private walkout basement suite facing a lake view with two water fountains. Walk or bike around the lake. Discount for longer stays. The Shopping Centre has a grocery store (Sobeys), Coffee shops (Tim Horton & Starbucks), Canadian Brew House (Pub), A&W, Fast foods, Dollarama, Gas station, Domino's pizza, Liquor stores, Winners in 3 minutes. Downtown in 30 minutes. Spruce meadows in 5 minutes. Calgary Airport in 37 minutes. Banff in 1.5 hrs. Drumheller in 1.75 hrs. Closest CTrain in 11 minutes.

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, 65 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

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.
Flat in Southeast Calgary
4.96 out of 5 average rating, 129 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.

Top guest favourite
Snow-capped mountain peaks are bathed in a golden glow as sunlight reflects off their rugged surfaces. The surrounding landscape showcases a mix of evergreen trees and rolling hills, creating a serene and natural backdrop.
Cabin in Foothills County
4.94 out of 5 average rating, 244 reviews

BlueRock Ranch Kananaskis cabin

Have some adventures, or just relax, at this unique cabin retreat. Located in Alberta’s beautiful Foothills bordering on to famous Kananaskis country. Hike (or snow shoe) on or off property with miles of marked trails. Stay in this authentic log cabin attached, but private from, the main home on the ranch. Pre arranged horse accommodation available if you want a bed and bail experience with your horse (Contact for details) at an additional cost. Winter visits only possible with a 4x4 vehicle

Top guest favourite
Guest suite in Southeast Calgary
5 out of 5 average rating, 17 reviews

Your home away from home• in legacy

Kick back and relax in this calm space. Welcome to your comfortable and private 2 bedroom basement suite. Perfect blend of coziness, convenience , and value. Whether you’re visiting for work, family, or a peaceful getaway. This suite offers everything you need for a relaxed and stress free stay! • Private, Quiet Basement suite with your own separate entrance. • Welcoming / Clean space We aim to provide a welcoming and relaxing stay with everything you need right at your fingertips.

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, 149 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.

Top guest favourite
The exterior of the home features a two-story design with a stone facade and a double garage. A lush green lawn is presented in front, adorned with a small tree and shrubs. The entryway is highlighted by a covered porch, inviting guests into the space.
Guest suite in Okotoks
4.97 out of 5 average rating, 137 reviews

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.

Guest favourite
A sleek open-concept living area features a dark sofa with patterned cushions, complemented by a wooden coffee table. Modern bar stools surround the kitchen island, which displays stainless steel appliances. Light wood cabinetry and several indoor plants add a touch of greenery and warmth.
Flat in Seton
5 out of 5 average rating, 36 reviews

Chic | AC | 4 min to Shops/Eateries & South Health

Welcome to your sleek, brand-new 1-bedroom condo in vibrant Seton! This minimalist modern retreat boasts clean lines, chic furnishings, and an open-concept layout flooded with natural light. Enjoy a fully equipped kitchen, cozy bedroom with plush bedding, and a stylish bathroom. Relax on the private balcony with city views. Steps from shops, dining, and transit, this urban oasis is perfect for solo travelers or couples. High-speed Wi-Fi, smart TV, and in-suite laundry included.

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.
Guest house in Southeast Calgary
4.99 out of 5 average rating, 89 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!

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.

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
4.84 out of 5 average rating, 159 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.

Popular amenities for De Winton holiday rentals