
Places to stay near WinSport
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Top-rated holiday rentals near WinSport
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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.

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.

Cozy Eco Cabin - Off Grid - Connected to Nature
Beautiful rustic off-grid straw bale cabin surrounded by unspoiled nature and working ranch lands, located between Calgary and Canmore. Running water May-Oct, wood stove and old-fashioned outhouse. Cozy and simple with all the comforts you need. We lived in this little cabin with two toddlers for over a year while we built our house and it has everything you need to be comfortable. It is magical in the winter. Fun fact: A full length feature film was recently filmed here!

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.

Upscale Walkout Suite | Quiet Stay | 1hr to Banff
Unwind with the whole family in this peaceful and private walkout basement suite. Enjoy the comfort of your own separate entrance, a cozy living area, a bedroom with a queen-sized bed, in-suite laundry, and views of a beautifully landscaped backyard. The kitchenette comes equipped with an induction cooktop, microwave, and mini fridge—perfect for preparing light meals during your stay. Ideal for solo travelers, couples, or small groups—accommodates up to 4 guests.

Bownesian Home Away from Home
Welcome to your Bownesian Home Away from Home located in the heart of Bowness. This modern one bedroom, one bathroom basement suite is bright and spacious with 9 foot ceilings. With a semi-private rear entrance, a full kitchen, living room and bathroom, this is truly a home away from home! We are a 20 minute drive to downtown Calgary or, if the mountains are calling, easily access the Trans-Canada Highway to Kananaskis, Canmore, Banff, Lake Louise and more!

NW ..Carriage House 800 sq ft of private luxury
Welcome to HORSEMEN HOUSE. This carriage house is detached from the main house and features high end features and fixtures for the short and longer term traveller. The 10 ft ceiling give this 800 sq ft a very spacious feeling. Located close to the U of C / Children's & Foothills hospital, and Canada Olympic Park. Very quiet neighbourhood, close to transit and includes off street parking. Easy access to Banff via the NW ring road ( Stoney Trail).

Bright Spacious Loft with Panoramic Mountain View
Enjoy an exclusive scenic getaway from your perch in this secluded, bright mountain loft. Drink in the stunning panorama of the Rocky Mountains, rolling foothills, and wildlife right outside your door. Savour the luxurious amenities in this sky-lit space including a spacious kitchen, open living area, modern washrooms, and impeccable master bedroom. Soak up a relaxing sunset or enjoy some stargazing on your private patio. Your new base camp!

Amazing View, King Bed, Trendy Neighbourhood
- Spacious 1-bedroom condo with tall ceilings - King size bed with lots of pillows - 55" TV with Apple play - Fast Wifi - Fully equipped kitchen - Underground Parking - Beautiful view of the Calgary city skyline. - Located in Inglewood, you will find local breweries, coffee shops, top restaurants, live music, and shopping - The Bow river, steps from your door! - Walking Distance to Stampede grounds - Watch the fireworks from the patio

The Era City Haven|2BR2BA|City Views
Welcome to The Era2 City Haven – Your Retreat in the Heart of Calgary. This charming 2-bedroom, 2-bathroom condo offers the perfect blend of comfort and functionality for both relaxation and productivity. Enjoy the cozy living area with a warm fireplace, or step outside to a peaceful outdoor space for your morning coffee or evening wine. Ideal for both professionals and families, this condo offers the perfect base to explore Calgary.

Classy & Comfortable | Sub-Penthouse w Pool, AC
Welcome to this beautiful downtown apartment! Enjoy stunning views from the high floor and relax in the designer atmosphere. Surrounded by great restaurants and shops, rest assured you're at the center of all the action. This amazing property also features a pool (seasonal), gym, parking (one stall) and around the clock support from Your Key Rental Management for your convenience.
Popular amenities for holiday rentals near WinSport
Condo rentals with Wi-Fi

WOW! Location for *Stampede* 2B DT+Free Parking!

Loft Inspired Studio | Downtown YYC

River DT Condo, AC, UG Park, Saddledome & Stampede

King Bed-Trendy Bright Walkout Condo near Downtown

Cgy Tower Views | Mins to Stampede | Gym

Walk to Saddledome| Calgary tower views|

{Solara} Luxury Condo • Skyline Views • King Bed

Best Location and Best View in all of Calgary
Family-friendly house rentals

Ravine Retreat, 4000+sqf, Luxury, AC,PoolTable etc

Modern Luxury Basement Suite

Cozy and bright! 16mins to DT 1hr to Canmore/Banff

Cozy 4 BR Home close to Winsport & Bowness Park

Centrally Located Family Friendly Whole House

Charming 2 BR, Garage, Fireplace, 20 min to DT

Home away from home free Banff pass

Private Walkout Basement
Apartment rentals with air conditioning

Central & adorable condo in downtown 1 bed 1 den

Private Luxury Suite

Walk University District, Near Hospitals & Shops

Luxury Rooftop Oasis | River Views | Sauna

Downtown Inglewood

Historic Inner-City One Bedroom Condo

Steps from downtown Calgary

University City Cozy Condo
Other great holiday rentals near WinSport

New Urban Gem: 8 min to Downtown

B1 Bright Split-Level House • Walk to Mall & shops

Across Olympic Park | 60 mins to Banff | FreePark

Your Basement Base Camp

2BRM❤️AC, Patio.Near Parks, Ski Hill, River, DT

1 Bedroom Suite near Bow River

Basking on the Bow River

Luxe 3BR Townhome, 2GRG, AC, King Bed, near Banff
Destinations to explore
- Calgary Stampede
- Calgary Zoo
- University of Calgary
- Bowness Park
- Spring Creek Vacations
- Nakiska Ski Area
- Prince's Island Park
- Calaway Park
- Calgary Tower
- Silvertip Golf Course
- BMO Centre
- Heritage Park
- Fish Creek Provincial Park
- Chinook Centre
- Scotiabank Saddledome
- Southern Alberta Institute of Technology
- Olympic Plaza
- Nose Hill Park
- Elevation Place
- Peace Bridge
- Edworthy Park
- Grey Eagle Resort & Casino
- Bragg Creek Provincial Park
- Elbow Falls





