Holiday houses 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, 71 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 favourite
Home in Southeast Calgary
5 out of 5 average rating, 24 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 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

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, 124 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
A rustic pitcher holds a vibrant arrangement of fresh flowers, featuring shades of orange and red along with green foliage. The background includes wooden textures, suggesting a cozy dining area with a welcoming atmosphere.
Farm stay in Millarville
5 out of 5 average rating, 40 reviews

Rustic Cottage Style Farmhouse on Hobby Farm

Hobby Farm Retreat in the rolling West Foothills of Alberta. 15 minutes south of Bragg Creek and a 30 minute scenic drive from Calgary. Thoughtfully updated 96 year old homestead with additions. Owners reside in an attached yet fully private separate unit. We are nearby for visits and optional farm tours. Discover calm, comfort, quiet garden spaces and natural beauty. Book Clubs welcome! Enjoy a relaxing stay in this peaceful home. Private, quiet, fully equipped, relax the moment you arrive!

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
Guest suite in Foothills No. 31
5 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.

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, 87 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 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, 80 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!

Guest favourite
Home in Okotoks
4.89 out of 5 average rating, 9 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.

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, 132 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
4.86 out of 5 average rating, 155 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