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 executive home is framed by lush greenery and mature trees, showcasing a welcoming entrance with a covered porch. A spacious driveway leads to a three-car garage, and several outdoor seating areas are visible, providing a tranquil and private ambiance.
Guest suite in De Winton
4.98 out of 5 average rating, 64 reviews

Spruce Meadows Modern Farmhouse Executive Suite

This executive Airbnb is next to Spruce Meadows, one min from Calgary w/ gorgeous mountain views! Gated secured parking, very private guest yard & entrance. Many outdoor seating areas, covered patio, wrought iron dining table & fireplace! The suite is large, quiet, bright & modern. Chef’s kitchen w coffee station. Large bdrm w luxurious king bed, memory foam mattress & huge walk-in closet. Luxurious bathroom w/ bidet, soaps, linens & housecoats! Relax on the velvet couches w Netflix & much more!

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
4.96 out of 5 average rating, 75 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
Home in Southeast Calgary
5.0 out of 5 average rating, 28 reviews

Recharge &Relax 1BR Private Cozy Queen Bed Calgary

Settle into this newly built 1BR private suite —cozy, modern retreat in Calgary’s peaceful SE. Ideal for short or extended stays, it features a private entrance, full kitchen, bath & rainfall shower, dishwasher, in-suite laundry, Wi-Fi & Smart TV. Enjoy Rocky Mtn Soap amenities, coffee & tea, luxurious Stearns & Foster queen bed. Street parking, self-controlled thermostat, close to shops, pathways, and parks. Strictly 2 person, non-smoking, indoors & on premises. Rates include applicable GST.

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, 68 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 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, 132 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 favorite
Guesthouse in Southeast Calgary
4.98 out of 5 average rating, 198 reviews

Elegant 2BR Walkout • Private Yard • Fireplace

Elegant private 2-bedroom walkout suite featuring large backyard-facing windows, a cozy fireplace, dedicated driveway parking, and direct backyard access. Filled with natural light and thoughtfully designed for comfort, it’s perfect for families, couples, business travelers, and medical stays. Conveniently located just minutes from South Health Campus Hospital, Seton YMCA, Bow River pathways, Sobeys, restaurants, shopping, and major highways. Relax in a peaceful retreat that truly feels like

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, 81 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.

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.

Top guest favorite
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.

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!

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, 137 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
5.0 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.

Popular amenities for De Winton vacation rentals