Places to stay near WinSport

Book unique holiday rentals, homes and more on Airbnb

Top-rated holiday rentals near WinSport

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

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Guest favourite
A comfortable living area features two large sofas adorned with colorful cushions, inviting relaxation. A wooden accent wall provides texture, while a flat-screen TV is mounted above a low media console. Natural light filters through the multi-pane windows, brightening the space.
Guesthouse in Calgary
4.85 out of 5 average rating, 685 reviews

Modern Aspen Woods Basement with own entrance

BEAUTIFUL, cozy and spacious 1 bedroom with full en-suite, kitchenette/wet bar & some kitchen amenities w AC but no stove! Close to downtown & close easy access to the mountains (Banff). The suite does not have a door separating upstairs main house from the basement, but has a private entrance through a back door into your walkout basement. It’s in a safe neighbourhood with lots of walking paths & it boasts panoramic views of Aspen Woods with green space behind us - Perfect for RELAXATION!!

Top Guest favourite
A bright open living area features a dark sectional couch paired with a light ottoman. A kitchen island with modern countertops is equipped with bar stools. Large windows allow natural light to fill the space, while decorative accents enhance the welcoming atmosphere.
Guesthouse in Calgary
4.94 out of 5 average rating, 148 reviews

NW Lane Home/Winsport view/private/no clean fee

Enjoy summer and kick back and relax in this calm, stylish space. Enjoy the privacy of a fully separate home with view of Canada Olympic Park (Winsport) and evening sunsets. Luxury features including central air conditioning, quartz counters, hardwood floors and rejuvenating air tub. Located a short walk to the Bow River and quick access to the Trans-Canada Highway (Hwy 1) for your mountain adventures! Includes private single heated garage and off street parking for your short or long term stay.

Top Guest favourite
A modern living area features a light gray sofa adorned with various textured pillows. A round black coffee table sits atop a soft, patterned rug, while a tall plant adds a touch of greenery. Large windows let in natural light, enhancing the open layout.
Condo in Calgary
5 out of 5 average rating, 114 reviews

King Bed-Trendy Bright Walkout Condo near Downtown

This 500 sq.ft. bright, trendy, renovated ground floor condo is in the centrally located neighbourhood of Hillhurst! Walk anywhere: 10 minutes to SAIT, North Hill Mall, CTrain stations; 15 minutes to Kensington; 20 minutes to downtown. Enjoy a well-equipped kitchen, dining area, quality bathroom amenities, free wifi and parking, smart TV (access your own Netflix, Hulu, Prime Video, etc), and paid laundry just down the hall. The Hillhurst Retreat is your perfect home base for exploring Calgary!

Top Guest favourite
A contemporary living area is furnished with a gray sectional sofa, featuring orange throw pillows. The space is illuminated by natural light streaming through a window. A mounted flat-screen TV is positioned on the wall, with minimalist decor on a nearby shelf.
Apartment in Calgary
4.94 out of 5 average rating, 111 reviews

Rockland Oasis: 1BR + Parking

Welcome to Rockland Oasis: a stylish 1BR unit with parking in the vibrant Rockland Community. This contemporary haven offers a perfect retreat for solo travelers or couples seeking comfort and convenience. Unwind in the cozy bedroom, relax in the inviting living area, or prepare a delicious meal in the fully equipped kitchen. Immerse yourself in the vibrant neighborhood with a beautiful outdoor space and scenic parks just steps away. Book now and experience comfort, and the beauty of ROCKLAND.

Guest favourite
A modern living area is showcased, featuring an open kitchen with stainless steel appliances and a wooden dining table surrounded by black chairs. A black and white patterned rug is placed beneath a light gray sofa, accompanied by a decorative shelf with plants and various objects.
Guest suite in Calgary
4.96 out of 5 average rating, 106 reviews

Rocky Mountain Gateway Retreat

Your cozy launchpad to Banff, Bow River adventures, and the Rocky Mountain magic. Tucked away in a peaceful residential neighborhood, this bright and welcoming basement suite offers the perfect balance of comfort and convenience. Located at the foot of the Canadian Rockies, you’re minutes from the Bow River, the excitement of Winsport (Canada Olympic Park), Baker and Bowness Parks and a straight shot to Banff and Kananaskis —making it an ideal base for outdoor lovers and road-trippers alike.

Top Guest favourite
A comfortable living room includes a dark leather sofa adorned with colorful throw pillows. Large windows allow natural light to fill the space, revealing a view of the exterior. Modern kitchen appliances are visible in the background, enhancing the room's functionality.
Guest suite in Calgary
4.92 out of 5 average rating, 178 reviews

Cozy Crib in SW Calgary

Modern 2 bedroom legal basement suite located in the SW quadrant of the city. Suitable for an individual, couple or family travelling to Banff, Lake Louise, Jasper, visiting Calgary or just looking for a cozy place to relax. - 10 mins to Calaway Park - 10 mins to Canada Olympic Park - 1hr to Banff - 7 minutes walk to bus stop - 2 mins walk to playground - 15 mins drive to restaurants & shops, malls, parks. - Convenience store, dental clinic, pharmacy, liquor, pizza place in the neighbourhood.

Guest favourite
A cozy living area features a dark sofa and a round dining table, accented by a decorative area rug. Sunlight enters through a window with partially opened window coverings. A well-equipped kitchenette is visible in the background, offering essential appliances and coffee-making facilities.
Guest suite in Calgary
4.9 out of 5 average rating, 115 reviews

Cozy Private 2BR•1 Hr to Banff•Free Parking

Cozy and welcoming 2BR private lower-level suite in Bowness, NW Calgary with your own entrance for comfort and privacy. Minutes to WinSport/Canada Olympic Park, UofCalgary, Foothills and Children’s Hospitals, groceries, cafés, and Calgary Farmer’s Market. Steps to Bowness Park and Bow River trails. Easy access to Hwy 1 for day trips to Canmore/Banff. Includes a kitchenette (mini fridge, microwave, coffee/tea station), smart TV, fast Wi-Fi, and free parking. Looking forward to hosting you!

Top Guest favourite
A bright living area features two floral-patterned armchairs and a wooden coffee table. A fireplace is centrally positioned, with a television mounted above it. Natural light filters in through a window, and a door provides access to the outside.
Guest suite in Calgary
4.94 out of 5 average rating, 126 reviews

Gateway to the Rockies -Private Suite w/ Fireplace

Create an entire vacation itinerary within 30 minutes! Museums, hiking, art gallery, artisan shop, bookstore with a cafe with comfy sofas & alcohol, farmers' markets, airport, botanical garden, historic sites, restaurants, university, downtown 5-Star Airbnb: Walk-out bright, spacious, private basement suite includes: livingroom, kitchenette (no stove), bedroom, & bathroom. Memory foam dble bed with goose down duvet & anti-bacterial pillows, cot. Fireplace, central air, parking, beverages

Guest favourite
An exterior view of a stone-clad home is displayed, featuring a wide driveway with ample parking space for vehicles. Two overhead garage doors are visible, framed by lush greenery and mature trees. The clear blue sky adds to the inviting atmosphere of the property.
Bungalow in Calgary
4.94 out of 5 average rating, 127 reviews

*No Fees*Near DT *2 Bedrooms *3 Beds+AC+Banff Pass

Not a basement . Main floor. No up floor.Clean and tidy, like home, has everything you will needs , easy parking. The laundry room is always available. .free coffee and tea,snacks,free wifi,Netflix Only 130M to Sobeys supermarket,liquor store,coffee shop,1.3KM to C-train ;9.7km to downtown ,12km to Stampede park,12km to University,12km to Mount Royal University,12km to casino,13km to heritage park,15km to Calgary zoo.8km to WinSport.25KM to Airport.100KM to Banff Park. Free discovery pass.

Guest favourite
Condo in Calgary
4.81 out of 5 average rating, 21 reviews

Across Olympic Park | 60 mins to Banff | FreePark

Escape to your private suite—a blend of comfort, convenience, and Calgary charm, perfect for families, business travelers, or outdoor enthusiasts. This suite is a perfect home base for exploring Calgary and the beautiful Canadian Rockies, just across the street from Olympic Park! What Makes This Stay Unique: Self Check-In & Private Entry Warm and inviting atmosphere-> Cozy living with TV & Fireplace Adventure on doorstep-> WinSport's ski, bike, and luge activities—ideal for all seasons

Top Guest favourite
The exterior of the residence features a two-story design with a stone façade and a spacious garage. Large windows illuminate the front, while a driveway leads from the street. Greenery is present alongside the home, contributing to the overall inviting appearance.
Guest suite in Calgary
4.97 out of 5 average rating, 420 reviews

NO CLEAN FEE*Modern Basement with own entrance

Relax with the whole family at this peaceful place to stay. Our place has a door separating upstairs and basement and a private entrance and in an affluent area of Calgary. It's quiet, safe and boasts panoramic views of Aspen Woods. Only a 5 minute walk to Aspen Landing and Blush Lane Organic Market where you will find a variety of restaurants, pharmacies, coffee shops, grocery, liquor stores & more. 5min drive to C-train and 15 min drive to downtown. A quick drive to Banff and airport.

Top Guest favourite
A bright living area showcases a comfortable gray sectional couch adorned with turquoise cushions. A modern kitchen equipped with stainless steel appliances is visible in the background. Natural light fills the space, highlighting the light-colored flooring and neutral wall decor.
Guest suite in Calgary
4.98 out of 5 average rating, 181 reviews

Modern 1 bedroom suite with free street parking

Your home away from home! This newer home is ready for you with a private front entry way into the lower level suite. This home has everything you will need including a full kitchen and private laundry. Centrally located we are 10 mins from Canada Olympic Park, 20 mins from downtown Calgary and 5 mins from Stoney Trail and Hwy 1 to take you to the mountains, Banff (75mins), Kananaskis (45mins), etc. We are in a new community with tons of walking paths waiting for you to enjoy!

Popular amenities for holiday rentals near WinSport

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