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 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, 69 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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Top guest favorite

Home in Southeast Calgary

5.0 out of 5 average rating, 21 reviews

|110| Cozy Retreat w/ Bright, Stylish Interiors

Relax in this bright, modern retreat designed for comfort and style. The cozy bedroom features plush bedding, soft neutral tones, and elegant décor for a restful stay. Enjoy a fully equipped kitchen with stainless steel appliances, sleek countertops, and everything you need to cook with ease. The inviting living area offers a large flat-screen TV and comfortable seating. With abundant natural light, contemporary finishes, and a spacious layout, this home is perfect for short and extended stays.

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Top guest favorite

A spacious living room features a modern fireplace and a large flat-screen TV mounted on the wall. Two armchairs with a sleek design are positioned near a coffee table, which is adorned with decorative items. Natural light fills the area through large windows.

Home in Seton

5.0 out of 5 average rating, 73 reviews

Bluestone - Executive Stay w/ Garage, AC, sleeps 7

Relax in this executive, modern home with plenty of space for the whole family! Less than 15 driving minutes from Spruce Meadows and minutes walk from South Health Campus hospital, grocery stores, restaurants, movie theater, walking paths with Mountain views, family friendly parks, the worlds largest YMCA, and more! With central air conditioning, large back deck, gas stove, 65" TV with premium cable, gigabit internet, dedicated workspace with height adjustable desk, and new premium mattresses!

ValueFamilyBreakfast

Guest favorite

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

4.96 out of 5 average rating, 134 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 favorite

A living area is presented with a light-colored sofa, adorned with a throw blanket and cushions. A round woven pouf rests on the floor beside a wooden coffee table. Natural light enters through large sliding glass doors, illuminating the space and highlighting the hardwood flooring.

Home in Southwest Calgary

5.0 out of 5 average rating, 82 reviews

Woodland Retreat | Espresso Maker | Games Room

Woodland Retreat is an updated and spacious 3 bedroom house! Easy access to the Rocky Mountains, Spruce Meadows and walkable to Fish Creek Provincial Park. Great for entertaining groups. Family friendly with a games room + travel crib and high chair. Enjoy your coffee/homemade espresso in the fully equipped kitchen and equipped coffee bar. Includes unique touches like a record player + records. Woodland Retreat is your tranquil stay to relax and unwind after a mountain or city adventure.

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Top guest favorite

Guest suite in Southeast Calgary

5.0 out of 5 average rating, 18 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.

LocationFamilySleep quality

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, 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!

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Top guest favorite

A modern living area features a dark gray sectional sofa with decorative pillows. Two bedside tables with lamps flank the seating arrangement, while three landscape art pieces adorn the wall. Subtle greenery is displayed on shelves in the corner, enhancing the relaxed ambiance.

Apartment in Okotoks

4.96 out of 5 average rating, 83 reviews

Mountain View Retreat

Clean and spacious basement apartment in Okotoks, just a few minutes south of Calgary! This newly built and modern space is located in the D'arcy area, close to conveniences of shopping and restaurants. The best part is the amazing mountain view just steps from your door! The gates to the world-class D'arcy Golf Course are just around the corner and a short drive will take you to the gates of the Kananaskis Provincial Park for your mountain adventures!

LocationFamilyParks

Guest favorite

Home in Okotoks

4.91 out of 5 average rating, 11 reviews

Foothills Getaway near Calgary

Welcome to Foothills Getaway, a brand-new home in beautiful Okotoks, just a short drive from Calgary. This modern 3-bedroom, 2.5-bathroom retreat offers plenty of space to relax, unwind, and explore the Foothills region. Enjoy an open-concept main floor, fully equipped kitchen, cozy living area, and thoughtfully designed bedrooms for a comfortable night’s rest. Stay close to nature, and close to the city at Foothills Getaway.

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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

5.0 out of 5 average rating, 30 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.

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Superhost

Home in Southeast Calgary

5.0 out of 5 average rating, 4 reviews

Waterfront Modern Brand New 2kings Huge Backyard

Relax at this peaceful, stylish, airy, spacious, brand-new house in Cranston. 2 free parking on driveway, cozy living room with breathtaking lakeview, all-day-long sunshine patio, watching ducks/birds over the lake from beautiful spacious flowering garden, off leash dog run at 8000+ sf private yard, walking trails to the Bow River, and much more...will make your stay comfortable and enjoyable! Welcome!

LocationCheck-inComfort

Guest favorite

A modern kitchen and dining area features a wooden dining table with bench seating for six. A sleek kitchen island is accompanied by three black stools, with stainless steel appliances visible in the background. Natural light illuminates the space through the window.

Home in Seton

4.97 out of 5 average rating, 39 reviews

King Bed, 5 min South Health, Local Coffee, Patio

Absolutely the best suburban Airbnb in Calgary New executive single family home in trendy Seton. 4 driving minutes to restaurants, shopping and cafes. ☞ Serves locally roasted: coffee/tea ☞ Features Rocky Mountain Soap: crafted with care in the Canadian Rockies ☞ Free parking, no cleaning fees, and no checkout chores Add our listing to your Wishlist by clicking the ❤️ in the upper-right corner.

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