WinSport Vacation Rentals & Ski-in/Ski-out Homes

     

Apartment

Modern 2BR 2BA Walkout Basement Suite Crestmont SW

• Calgary
• ·
• Springbank
• 2.07 mi to center

10.0

Exceptional

(24 Reviews)

2 Bedrooms 2 Baths 6 Guests 1200 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $190/Night 7 Nights - US $1,330

View Deal

     

Apartment

Rockland Oasis: 1BR + Parking

• Calgary
• ·
• Keith
• 0.98 mi to center

9.7

Exceptional

(3 Reviews)

1 Bedroom 1 Bath 3 Guests 753.47 ft²

• 
  EV Charge Station
• 
  Parking
• 
  Kitchen
• 
  Air Conditioner

US $188/Night 7 Nights - US $1,316

View Deal

     

House

Dreams off 16th

• Calgary
• ·
• Montgomery
• 0.55 mi to center

10.0

Exceptional

(2 Reviews)

1 Bedroom 1 Bath

• 
  Parking
• 
  Balcony/Terrace
• 
  Internet
• 
  Pet Friendly

US $335/Night 7 Nights - US $2,348

View Deal

     

House

2B1B comfortable suite

• Calgary
• ·
• Northwest Calgary
• 3.14 mi to center

10.0

Exceptional

(13 Reviews)

2 Bedrooms 1 Bath 5 Guests

• 
  Internet
• 
  Child Friendly
• 
  Laundry
• 
  Bedding/Linens

US $136/Night 7 Nights - US $954

View Deal

     

Apartment

Stylish & Comfy Mountain Escape King Bed PS5!

• Calgary
• ·
• Keith
• 0.97 mi to center

9.6

Exceptional

(15 Reviews)

1 Bedroom 1 Bath 4 Guests 656.6 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Air Conditioner
• 
  Internet

US $106/Night 7 Nights - US $743

View Deal

      Highly Rated

Bed & Breakfast

Cozy Nest B&B

• Calgary
• ·
• Northwest Calgary
• 2.25 mi to center

9.6

Exceptional

(96 Reviews)

1 Bedroom 1 Bath

• 
  Breakfast
• 
  Parking
• 
  Balcony/Terrace
• 
  Internet

US $81/Night 7 Nights - US $567

View Deal

      Price Dropped

House

NW Calgary Retreat | Near Banff & Downtown | Family-Friendly

• Calgary
• ·
• Northwest Calgary
• 4.8 mi to center

10.0

Exceptional

(8 Reviews)

1 Bedroom 1 Bath 4 Guests

• 
  Parking
• 
  Kitchen
• 
  Internet
• 
  Child Friendly

US $166/Night 7 Nights - US $1,161

View Deal

     

House

Cozy home away from home

• Calgary
• ·
• Northwest Calgary
• 4.79 mi to center

9.5

Exceptional

(13 Reviews)

1 Bedroom 1 Bath 4 Guests 850.35 ft²

• 
  Parking
• 
  Air Conditioner
• 
  Internet
• 
  Child Friendly

US $154/Night 7 Nights - US $1,076

View Deal

      Price Dropped

House

Family House with Httb Playgr BBQ Firept

• Calgary
• ·
• Montgomery
• 0.55 mi to center

9.2

Exceptional

(5 Reviews)

1 Bedroom 1 Bath

• 
  Hot Tub
• 
  Parking
• 
  Balcony/Terrace
• 
  Internet

US $208/Night 7 Nights - US $1,459

View Deal

     

Apartment

Central Cozy Stay- near C-train, office space, quiet, 2BR, sleeps 6

• Calgary
• ·
• Varsity
• 0.79 mi to center

10.0

Exceptional

(6 Reviews)

2 Bedrooms 1 Bath 6 Guests 1300 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Internet

US $186/Night 7 Nights - US $1,299

View Deal

      Price Dropped

House

Spacious Family Retreat with Hot Tub, Pool Table, Gym

• Calgary
• ·
• Springbank
• 2.04 mi to center

9.5

Exceptional

(2 Reviews)

3 Bedrooms 3 Baths 12 Guests

• 
  Hot Tub
• 
  Parking
• 
  Balcony/Terrace
• 
  Air Conditioner

US $225/Night 7 Nights - US $1,574

View Deal

     

Apartment

UNIVERSITY DISTRICT

• Calgary
• ·
• Varsity
• 0.38 mi to center

10.0

Exceptional

(3 Reviews)

1 Bedroom 1 Bath 1 Guest

• 
  Breakfast
• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen

US $95/Night 7 Nights - US $668

View Deal

      Highly Rated

Bed & Breakfast

Flora's House

• Calgary
• ·
• Montgomery
• 0.56 mi to center

9.4

Exceptional

(182 Reviews)

6 Bedrooms 6 Baths 14 Guests 434.86 ft²

• 
  Parking
• 
  Kitchen
• 
  Internet
• 
  TV

US $64/Night 7 Nights - US $446

View Deal

     

Apartment

Cozy Riverside Suite - Hot Tub

• Calgary
• ·
• Northwest Calgary
• 2.54 mi to center

10.0

Exceptional

(2 Reviews)

2 Bedrooms 1 Bath 4 Guests 1000 ft²

• 
  Hot Tub
• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen

US $308/Night 7 Nights - US $2,154

View Deal

     

House

Pond View 2 Bedroom Walkout Basement Suite on Golf Course with Fireplace & Sauna

• Calgary
• ·
• Valley Ridge
• 0.17 mi to center

10.0

Exceptional

(2 Reviews)

2 Bedrooms 1 Bath 4 Guests 1300 ft²

• 
  Internet
• 
  Child Friendly
• 
  Laundry
• 
  Bedding/Linens

US $163/Night 7 Nights - US $1,139

View Deal

     

House

2 Bedroom 1.5 Bathroom Brand New, Tranquil Suite: Your Gateway to Rockies & City

• Calgary
• ·
• Keith
• 1.08 mi to center

10.0

Exceptional

(2 Reviews)

2 Bedrooms 1 Bath 4 Guests

• 
  Breakfast
• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen

US $158/Night 7 Nights - US $1,107

View Deal

     

House

Cozy 2BR Private Suite Near U of C, C-Train & Hospitals

• Calgary
• ·
• Dalhousie
• 0.36 mi to center

10.0

Exceptional

(2 Reviews)

2 Bedrooms 1 Bath 4 Guests

• 
  Parking
• 
  Kitchen
• 
  Internet
• 
  Child Friendly

US $140/Night 7 Nights - US $977

View Deal

      Price Dropped

House

2 Beds 1 Bath Walkout Basement Suite

• Alberta
• ·
• Calgary
• 8.93 mi to center

10.0

Exceptional

(2 Reviews)

2 Bedrooms 1 Bath 6 Guests

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $134/Night 7 Nights - US $935

View Deal

     

House

Bright &Spacious 1BR | Queen + Twin | Pond View

• Calgary
• ·
• Keith
• 0.79 mi to center

10.0

Exceptional

(2 Reviews)

1 Bedroom 1 Bath 3 Guests

• 
  Kitchen
• 
  Internet
• 
  Child Friendly
• 
  Laundry

US $107/Night 7 Nights - US $750

View Deal

     

House

2 Bed rooms, 3 beds with garage for a cozy stay in Calgary

• Calgary
• ·
• Ranchlands
• 0.46 mi to center

10.0

Exceptional

(2 Reviews)

2 Bedrooms 1 Bath 4 Guests

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $103/Night 7 Nights - US $720

View Deal

     

Apartment

Fantastic Suite in NW Calgary | Easy Drive to the Mountains | Independent Access

• Calgary
• ·
• Keith
• 0.83 mi to center

10.0

Exceptional

(2 Reviews)

1 Bedroom 1 Bath 2 Guests

• 
  Hot Tub
• 
  Pool
• 
  Kitchen
• 
  Internet

US $101/Night 7 Nights - US $705

View Deal

     

House

Welcome to this charming, newly renovated home in the heart of Bowness, one of Calgary’s most beloved and character-filled neighbourhoods. Known for its small-town feel, access to nature, and vibrant local scene, Bowness is the perfect home base.

• Calgary
• ·
• Northwest Calgary
• 2.96 mi to center

10.0

Exceptional

(1 Review)

2 Bedrooms 1 Bath 4 Guests

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $225/Night 7 Nights - US $1,573

View Deal

     

Apartment

Luxury private 1 BR loft, next to the river and pathways, amazing quiet location

• Calgary
• ·
• Northwest Calgary
• 2.75 mi to center

10.0

Exceptional

(1 Review)

1 Bedroom 1 Bath 5 Guests

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $174/Night 7 Nights - US $1,219

View Deal

      Price Dropped

House

4 Bed | GameRoom | PrivateGarage | Min to Hospital

• Calgary
• ·
• Montgomery
• 0.3 mi to center

10.0

Exceptional

(1 Review)

1 Bedroom 4 Baths 8 Guests 19967 ft²

• 
  Parking
• 
  Kitchen
• 
  Internet
• 
  Child Friendly

US $167/Night 7 Nights - US $1,168

View Deal