Vacation rentals in De Winton

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Top-rated vacation rentals in De Winton

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

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Top guest favorite
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
4.95 out of 5 average rating, 64 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

Top guest favorite
Guesthouse in Southeast Calgary
4.98 out of 5 average rating, 183 reviews

Elegant 2BR Suite | Cozy Fireplace | Private Yard

Elegant 2BR Walkout Basement is a private, meticulously curated retreat offering refined comfort and quiet luxury.Enjoy warm evenings by the fireplace and abundant natural light from large windows.This spacious two-bedroom suite features a queen and a double bed ideal for guests who value privacy,cleanliness and an elevated standard of comfort. Direct backyard access and dedicated driveway parking are included.Steps from the Bow River pathways, Sobeys,Seton YMCA and South Health Campus Hospital.

Top guest favorite
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
4.98 out of 5 average rating, 47 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

Top guest favorite
A modern living area features a comfortable sofa, accent pillows, and a decorative area rug. A round coffee table with decorative items is centered in front. Wall art enhances the space, complemented by a small dining table with chairs. The kitchenette is visible in the background.
Guesthouse in Southeast Calgary
4.96 out of 5 average rating, 53 reviews

Modern & Cozy Suite with Private Office Space

Cozy & Modern Guest Suite | Newly Built Getaway With Private Entrance Enjoy a stylish stay in this one-bedroom basement suite in Calgary’s vibrant Walden community, known for its parks, walking trails, shops, and restaurants. ✔ Private entrance & self-check-in ✔ Queen bed, 55” Smart TV with Netflix, Amazon Prime & cozy seating ✔ Fully equipped kitchen & modern bathroom ✔ 5-min drive to stores, dining & pharmacy ✔ Easy access to downtown, Fish Creek Park & Banff Book now for a relaxing stay

Top guest favorite
A charming cabin exterior is framed by tall evergreen trees, featuring a wooden facade and a welcoming front porch. The balanced design showcases large windows and a peaked roof, inviting natural light. The gravel driveway leads to the entrance, enhancing the rustic charm of the surroundings.
Cabin in Foothills No. 31
4.98 out of 5 average rating, 187 reviews

Cabin in the Woods with Mountain View

Cabin in the Woods. Cozy, comfortable and quiet upscale cabin on 80 acres. Surrounded by old growth forest and beautiful mountain views. The master bedroom with ensuite is situated on the upper level with a peaceful forest view. The ground floor level offers a sofa bed in a large family room with adjacent shower and bathroom. Guests may also enjoy the small shack with single bed, on top of the hill, offering unobstructed mountain views. Hiking trails and horseback riding nearby.

Top guest favorite
The glamping tent is set in a forested area, featuring a wooden deck with seating arrangements. A lantern hangs from the frame, illuminating the tent's entrance. Surrounding greenery includes trees and potted plants, contributing to a serene outdoor ambiance.
Tent in Priddis
4.94 out of 5 average rating, 159 reviews

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.

Top guest favorite
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, 84 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!

Guest favorite
An inviting living area features a large sectional sofa and an armchair, oriented around a dark wooden coffee table. A stone fireplace serves as a focal point, complemented by large windows that enhance the space's natural light. Exposed wooden beams highlight the high ceiling.
Home in Foothills County
4.92 out of 5 average rating, 26 reviews

Country Escape - Acreage Home with Park

Your Country Escape - Acreage Home Sleeps 8 - 3 bedroom plus loft. Located 10 min south of Calgary on 10 acres of land, in a park setting with paved walkways, water features and a large fire pit for those fun family and friends nights. It’s a unique home with an Old European Country Home style that boasts lots of woodwork, stone and concrete finishes. Come stay for a weekend to get away from the City and enjoy the valley and mountains views and relax in an indoor hot tub.

Top guest favorite
Cabin in Okotoks
5 out of 5 average rating, 24 reviews

Hometown Cottage

Looking for a peaceful getaway on an acreage close to town? Look no further than our Airbnb! Our property is located 2 minutes from Okotoks and 15 minutes from south Calgary on a beautiful acreage. Our Airbnb is perfect for those looking to escape the hustle and bustle of city life, while still being close enough to enjoy all the amenities of town. Whether you're here for a weekend getaway or an extended stay, our Airbnb is the perfect home away from home

Guest favorite
The living room features a comfortable sofa with decorative cushions facing a textured wall design. Two stylish blue chairs sit nearby, complemented by a wooden coffee table on a vibrant red area rug with intricate patterns. Natural light filters through the large windows.
Home in Southeast Calgary
4.95 out of 5 average rating, 378 reviews

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.

Top guest favorite
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, 129 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.

Top guest favorite
A dining table is set with dark blue dishes and glassware, complemented by golden napkins. A glass vase filled with decorative flowers serves as a centerpiece. The modern kitchen area is visible in the background, featuring stainless steel appliances and minimalist cabinetry.
Guest suite in Southeast Calgary
5 out of 5 average rating, 28 reviews

Private 1BR Suite • Kitchen • WiFi • Free Parking

Enjoy a quiet and relaxing stay in our newly-built private one-bedroom guest suite with separate entrance in the peaceful Legacy community. Perfect for business travelers, couples, or small families. Enjoy high-speed WiFi, a dedicated workspace with desk, and free parking. Close to ponds, walking trails, parks, and a shopping plaza with restaurants, bakeries, and gyms—everything you need for a comfortable stay.

Popular amenities for De Winton vacation rentals

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