Shooting from the hip here, but this answer will help you get where you need be be:
Get a list of dates between two dates using a function
If you combine the function in that answer with a left join onto your table you should be able to derive the results you require.
Something like this(UNTESTED):
SELECT d.thedate, TypeID
FROM dbo.ExplodeDates('20090401','20090531') as d
LEFT JOIN yourtable as tab
ON d.thedate BETWEEN StartDate AND EndDate
Of course there are caveats like multiple bookings, groupings etc and there are other methods that can achieve similar results.
Here is another option using CTE.
Query
/*Parameters*/
DECLARE @StartDate DATETIME
DECLARE @EndDate DATETIME
SET @StartDate = '01 Jan 2014'
SET @EndDate = '01 Apr 2014'
/*Test Data*/
DECLARE @bookings AS TABLE(StartDate DATETIME, EndDate DATETIME, TypeID INT)
INSERT INTO @bookings VALUES ('01 Feb 2014','02 Feb 2014',1)
INSERT INTO @bookings VALUES ('01 Mar 2014','10 Mar 2014',1)
/*Query Body*/
;WITH date_range (calc_date) AS (
SELECT @StartDate
UNION ALL
SELECT DATEADD(DAY, 1, calc_date)
FROM date_range
WHERE DATEADD(DAY, 1, calc_date) < @EndDate)
SELECT calc_date
, TypeID
, CASE calc_date
WHEN StartDate THEN 1
ELSE 0
END AS IsStartDate
, CASE calc_date
WHEN EndDate THEN 1
ELSE 0
END AS IsEndDate
FROM date_range dr
LEFT JOIN @bookings b
ON dr.calc_date BETWEEN StartDate AND EndDate
OPTION (MAXRECURSION 0);
I don't know the number of days your calendar may include so I have added the OPTION (MAXRECURSION 0);
to get around the max recursion limit of 100, obviously this is a safeguard so be careful when switching it off.
Results
calc_date TypeID IsStartDate IsEndDate
2014-01-21 00:00:00.000 NULL 0 0
2014-01-22 00:00:00.000 NULL 0 0
2014-01-23 00:00:00.000 NULL 0 0
2014-01-24 00:00:00.000 NULL 0 0
2014-01-25 00:00:00.000 NULL 0 0
2014-01-26 00:00:00.000 NULL 0 0
2014-01-27 00:00:00.000 NULL 0 0
2014-01-28 00:00:00.000 NULL 0 0
2014-01-29 00:00:00.000 NULL 0 0
2014-01-30 00:00:00.000 NULL 0 0
2014-01-31 00:00:00.000 NULL 0 0
2014-02-01 00:00:00.000 1 1 0
2014-02-02 00:00:00.000 1 0 1
2014-02-03 00:00:00.000 NULL 0 0
2014-02-04 00:00:00.000 NULL 0 0
2014-02-05 00:00:00.000 NULL 0 0
2014-02-06 00:00:00.000 NULL 0 0
2014-02-07 00:00:00.000 NULL 0 0
2014-02-08 00:00:00.000 NULL 0 0
2014-02-09 00:00:00.000 NULL 0 0
2014-02-10 00:00:00.000 NULL 0 0
2014-02-11 00:00:00.000 NULL 0 0
2014-02-12 00:00:00.000 NULL 0 0
2014-02-13 00:00:00.000 NULL 0 0
2014-02-14 00:00:00.000 NULL 0 0
2014-02-15 00:00:00.000 NULL 0 0
2014-02-16 00:00:00.000 NULL 0 0
2014-02-17 00:00:00.000 NULL 0 0
2014-02-18 00:00:00.000 NULL 0 0
2014-02-19 00:00:00.000 NULL 0 0
2014-02-20 00:00:00.000 NULL 0 0
2014-02-21 00:00:00.000 NULL 0 0
2014-02-22 00:00:00.000 NULL 0 0
2014-02-23 00:00:00.000 NULL 0 0
2014-02-24 00:00:00.000 NULL 0 0
2014-02-25 00:00:00.000 NULL 0 0
2014-02-26 00:00:00.000 NULL 0 0
2014-02-27 00:00:00.000 NULL 0 0
2014-02-28 00:00:00.000 NULL 0 0
2014-03-01 00:00:00.000 1 1 0
2014-03-02 00:00:00.000 1 0 0
2014-03-03 00:00:00.000 1 0 0
2014-03-04 00:00:00.000 1 0 0
2014-03-05 00:00:00.000 1 0 0
2014-03-06 00:00:00.000 1 0 0
2014-03-07 00:00:00.000 1 0 0
2014-03-08 00:00:00.000 1 0 0
2014-03-09 00:00:00.000 1 0 0
2014-03-10 00:00:00.000 1 0 1
2014-03-11 00:00:00.000 NULL 0 0
2014-03-12 00:00:00.000 NULL 0 0
2014-03-13 00:00:00.000 NULL 0 0
2014-03-14 00:00:00.000 NULL 0 0